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EC number: 218-441-4 | CAS number: 2152-64-9
- Life Cycle description
- Uses advised against
- Endpoint summary
- Appearance / physical state / colour
- Melting point / freezing point
- Boiling point
- Density
- Particle size distribution (Granulometry)
- Vapour pressure
- Partition coefficient
- Water solubility
- Solubility in organic solvents / fat solubility
- Surface tension
- Flash point
- Auto flammability
- Flammability
- Explosiveness
- Oxidising properties
- Oxidation reduction potential
- Stability in organic solvents and identity of relevant degradation products
- Storage stability and reactivity towards container material
- Stability: thermal, sunlight, metals
- pH
- Dissociation constant
- Viscosity
- Additional physico-chemical information
- Additional physico-chemical properties of nanomaterials
- Nanomaterial agglomeration / aggregation
- Nanomaterial crystalline phase
- Nanomaterial crystallite and grain size
- Nanomaterial aspect ratio / shape
- Nanomaterial specific surface area
- Nanomaterial Zeta potential
- Nanomaterial surface chemistry
- Nanomaterial dustiness
- Nanomaterial porosity
- Nanomaterial pour density
- Nanomaterial photocatalytic activity
- Nanomaterial radical formation potential
- Nanomaterial catalytic activity
- Endpoint summary
- Stability
- Biodegradation
- Bioaccumulation
- Transport and distribution
- Environmental data
- Additional information on environmental fate and behaviour
- Ecotoxicological Summary
- Aquatic toxicity
- Endpoint summary
- Short-term toxicity to fish
- Long-term toxicity to fish
- Short-term toxicity to aquatic invertebrates
- Long-term toxicity to aquatic invertebrates
- Toxicity to aquatic algae and cyanobacteria
- Toxicity to aquatic plants other than algae
- Toxicity to microorganisms
- Endocrine disrupter testing in aquatic vertebrates – in vivo
- Toxicity to other aquatic organisms
- Sediment toxicity
- Terrestrial toxicity
- Biological effects monitoring
- Biotransformation and kinetics
- Additional ecotoxological information
- Toxicological Summary
- Toxicokinetics, metabolism and distribution
- Acute Toxicity
- Irritation / corrosion
- Sensitisation
- Repeated dose toxicity
- Genetic toxicity
- Carcinogenicity
- Toxicity to reproduction
- Specific investigations
- Exposure related observations in humans
- Toxic effects on livestock and pets
- Additional toxicological data
Endpoint summary
Administrative data
Description of key information
Acute oral toxicity:
LD50 was considered to be 23902 mg/kg bw when Sprague-Dawley male and female rats were orally exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride.
Acute Inhalation toxicity:
LC50 was considered to be 59.7 mg/L in air when WAG/RijCrlBR male rats were exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by inhalation.
Acute Dermal toxicity:
LD50 was considered to be 8191 mg/kg bw, when Crj: CD(SD) male and female rats were treated with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by dermal application.
Key value for chemical safety assessment
Acute toxicity: via oral route
Link to relevant study records
- Endpoint:
- acute toxicity: oral
- Type of information:
- (Q)SAR
- Adequacy of study:
- weight of evidence
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification
- Justification for type of information:
- Data is predicted using OECD QSAR toolbox version 3.3 and the supporting QMRF report has been attached
- Qualifier:
- according to guideline
- Guideline:
- other: estimated
- Principles of method if other than guideline:
- Prediction is done using QSAR Toolbox version 3.3
- GLP compliance:
- not specified
- Test type:
- other: not specified
- Limit test:
- no
- Specific details on test material used for the study:
- - Name of test material: N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride
- Molecular formula: C37H29N3.ClH
- Molecular weight: 552.118 g/mol
- Smiles notation: C(\c1ccc(Nc2ccccc2)cc1)(c1ccc(Nc2ccccc2)cc1)=C1/C=C\C(=N/c2ccccc2)C=C1.Cl
- InChl: 1S/C37H29N3.ClH/c1-4-10-31(11-5-1)38-34-22-16-28(17-23-34)37(29-18-24-35(25-19-29)39-32-12-6-2-7-13-32)30-20-26-36(27-21-30)40-33-14-8-3-9-15-33;/h1-27,38-39H;1H
- Substance type: Organic
- Physical state: solid - Species:
- rat
- Strain:
- Sprague-Dawley
- Sex:
- male/female
- Details on test animals or test system and environmental conditions:
- not specified
- Route of administration:
- oral: gavage
- Vehicle:
- unchanged (no vehicle)
- Details on oral exposure:
- not specified
- Doses:
- 23902 mg/kg bw
- No. of animals per sex per dose:
- 5 male and 5 female
- Control animals:
- no
- Details on study design:
- not specified
- Statistics:
- not specified
- Preliminary study:
- not specified
- Sex:
- male/female
- Dose descriptor:
- LD50
- Effect level:
- 23 902 mg/kg bw
- Based on:
- test mat.
- Remarks on result:
- other: 50 % mortality observed
- Mortality:
- not specified
- Clinical signs:
- not specified
- Body weight:
- not specified
- Gross pathology:
- not specified
- Other findings:
- not specified
- Interpretation of results:
- Category 5 based on GHS criteria
- Conclusions:
- LD50 was estimated to be 23902 mg/kg bw when Sprague-Dawley male and female rats were orally exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride
- Executive summary:
In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute oral toxicity was estimated for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride. The LD50 was estimated to be 23902 mg/kg bw when Sprague-Dawley male and female rats were orally exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride
Reference
The
prediction was based on dataset comprised from the following
descriptors: LD50
Estimation method: Takes average value from the 6 nearest neighbours
Domain logical expression:Result: In Domain
(((((((((((((("a"
or "b" or "c" or "d" )
and "e" )
and ("f"
and (
not "g")
)
)
and ("h"
and (
not "i")
)
)
and ("j"
and (
not "k")
)
)
and ("l"
and (
not "m")
)
)
and ("n"
and (
not "o")
)
)
and ("p"
and (
not "q")
)
)
and ("r"
and (
not "s")
)
)
and ("t"
and (
not "u")
)
)
and ("v"
and (
not "w")
)
)
and "x" )
and "y" )
and ("z"
and "aa" )
)
Domain
logical expression index: "a"
Referential
boundary: The
target chemical should be classified as Alkene OR Aromatic amine OR Aryl
OR Azomethine OR Ketimine OR No functional group found by Organic
Functional groups ONLY
Domain
logical expression index: "b"
Referential
boundary: The
target chemical should be classified as Alkene OR Aromatic amine OR Aryl
OR Azomethine OR Ketimine OR No functional group found OR Overlapping
groups by Organic Functional groups (nested) ONLY
Domain
logical expression index: "c"
Referential
boundary: The
target chemical should be classified as Aliphatic Nitrogen, one aromatic
attach [-N] OR Aliphatic Nitrogen, two aromatic attach [-N-] OR Aromatic
Carbon [C] OR Nitrogen, two or tree olefinic attach [>N-] OR No
functional group found OR Olefinic carbon [=CH- or =C<] by Organic
functional groups (US EPA) ONLY
Domain
logical expression index: "d"
Referential
boundary: The
target chemical should be classified as Amine OR Aromatic compound OR No
functional group found OR Secondary amine OR Secondary aromatic amine by
Organic functional groups, Norbert Haider (checkmol) ONLY
Domain
logical expression index: "e"
Referential
boundary: The
target chemical should be classified as Not categorized by US-EPA New
Chemical Categories ONLY
Domain
logical expression index: "f"
Referential
boundary: The
target chemical should be classified as No alert found by DNA binding by
OECD
Domain
logical expression index: "g"
Referential
boundary: The
target chemical should be classified as Michael addition OR Michael
addition >> P450 Mediated Activation to Quinones and Quinone-type
Chemicals OR Michael addition >> P450 Mediated Activation to Quinones
and Quinone-type Chemicals >> Arenes OR Michael addition >> Polarised
Alkenes-Michael addition OR Michael addition >> Polarised
Alkenes-Michael addition >> Alpha, beta- unsaturated ketones OR SN2 OR
SN2 >> SN2 at an sp3 Carbon atom OR SN2 >> SN2 at an sp3 Carbon atom >>
Phosphonic esters by DNA binding by OECD
Domain
logical expression index: "h"
Referential
boundary: The
target chemical should be classified as Non binder, MW>500 AND Non
binder, non cyclic structure by Estrogen Receptor Binding
Domain
logical expression index: "i"
Referential
boundary: The
target chemical should be classified as Non binder, impaired OH or NH2
group OR Non binder, without OH or NH2 group by Estrogen Receptor Binding
Domain
logical expression index: "j"
Referential
boundary: The
target chemical should be classified as No alert found by Protein
binding by OASIS v1.3
Domain
logical expression index: "k"
Referential
boundary: The
target chemical should be classified as Michael Addition OR Michael
Addition >> Michael addition on conjugated systems with electron
withdrawing group OR Michael Addition >> Michael addition on conjugated
systems with electron withdrawing group >> Cyanoalkenes OR Nucleophilic
addition OR Nucleophilic addition >> Addition to carbon-hetero double
bonds OR Nucleophilic addition >> Addition to carbon-hetero double bonds
>> Ketones by Protein binding by OASIS v1.3
Domain
logical expression index: "l"
Referential
boundary: The
target chemical should be classified as Not possible to classify
according to these rules (GSH) by Protein binding potency
Domain
logical expression index: "m"
Referential
boundary: The
target chemical should be classified as Highly reactive (GSH) OR Highly
reactive (GSH) >> 3-Alken-2-ones (MA) by Protein binding potency
Domain
logical expression index: "n"
Referential
boundary: The
target chemical should be classified as Inorganic chemical AND Not
covered by current version of the decision tree AND Not known precedent
reproductive and developmental toxic potential by DART scheme v.1.0
Domain
logical expression index: "o"
Referential
boundary: The
target chemical should be classified as Known precedent reproductive and
developmental toxic potential OR Metal atoms were identified OR Metals
(1a) OR Multi-halogenated alkyl ethers (23b) OR Organophosphorus
compounds (1b) OR Toluene and small alkyl toluene derivatives (8a) by
DART scheme v.1.0
Domain
logical expression index: "p"
Referential
boundary: The
target chemical should be classified as No alert found by in vivo
mutagenicity (Micronucleus) alerts by ISS
Domain
logical expression index: "q"
Referential
boundary: The
target chemical should be classified as Alkyl (C<5) or benzyl ester of
sulphonic or phosphonic acid OR H-acceptor-path3-H-acceptor by in vivo
mutagenicity (Micronucleus) alerts by ISS
Domain
logical expression index: "r"
Referential
boundary: The
target chemical should be classified as Aromatic Amine Type Compounds
AND Halogenated Cycloalkane Type Compounds by Oncologic Primary
Classification
Domain
logical expression index: "s"
Referential
boundary: The
target chemical should be classified as Siloxane Type Compounds by
Oncologic Primary Classification
Domain
logical expression index: "t"
Referential
boundary: The
target chemical should be classified as Inclusion rules not met by Skin
irritation/corrosion Inclusion rules by BfR
Domain
logical expression index: "u"
Referential
boundary: The
target chemical should be classified as Organic silicon halides by Skin
irritation/corrosion Inclusion rules by BfR
Domain
logical expression index: "v"
Referential
boundary: The
target chemical should be classified as Group 14 - Carbon C AND Group 15
- Nitrogen N AND Group 17 - Halogens Cl AND Group 17 - Halogens
F,Cl,Br,I,At by Chemical elements
Domain
logical expression index: "w"
Referential
boundary: The
target chemical should be classified as Group 14 - Metalloids Si,Ge OR
Group 15 - Metalloids As,Sb OR Group 15 - Phosphorus P OR Group 16 -
Oxygen O OR Group 16 - Sulfur S by Chemical elements
Domain
logical expression index: "x"
Referential
boundary: The
target chemical should be classified as Alkene AND Aromatic amine AND
Aryl AND Azomethine AND Ketimine AND No functional group found by
Organic Functional groups ONLY
Domain
logical expression index: "y"
Referential
boundary: The
target chemical should be classified as Alkene AND Aromatic amine AND
Aryl AND Azomethine AND Ketimine AND No functional group found by
Organic Functional groups ONLY
Domain
logical expression index: "z"
Parametric
boundary:The
target chemical should have a value of log Kow which is >= 2.02
Domain
logical expression index: "aa"
Parametric
boundary:The
target chemical should have a value of log Kow which is <= 7.8
Endpoint conclusion
- Endpoint conclusion:
- no adverse effect observed
- Dose descriptor:
- LD50
- Value:
- 23 902 mg/kg bw
- Quality of whole database:
- Data is Klimisch 2 and from Hazardous Substances Data Bank
Acute toxicity: via inhalation route
Link to relevant study records
- Endpoint:
- acute toxicity: inhalation
- Type of information:
- (Q)SAR
- Adequacy of study:
- weight of evidence
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification
- Justification for type of information:
- Data is predicted using OECD QSAR toolbox version 3.3 and the supporting QMRF report has been attached
- Qualifier:
- according to guideline
- Guideline:
- other: estimated
- Principles of method if other than guideline:
- Prediction is done using QSAR Toolbox version 3.3
- GLP compliance:
- not specified
- Test type:
- other: not specified
- Limit test:
- no
- Specific details on test material used for the study:
- - Name of test material: N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride
- Molecular formula: C37H29N3.ClH
- Molecular weight: 552.118 g/mol
- Smiles notation: C(\c1ccc(Nc2ccccc2)cc1)(c1ccc(Nc2ccccc2)cc1)=C1/C=C\C(=N/c2ccccc2)C=C1.Cl
- InChl: 1S/C37H29N3.ClH/c1-4-10-31(11-5-1)38-34-22-16-28(17-23-34)37(29-18-24-35(25-19-29)39-32-12-6-2-7-13-32)30-20-26-36(27-21-30)40-33-14-8-3-9-15-33;/h1-27,38-39H;1H
- Substance type: Organic
- Physical state: solid - Species:
- rat
- Strain:
- other: WAG/RijCrlBR
- Sex:
- male
- Details on test animals or test system and environmental conditions:
- not specified
- Route of administration:
- inhalation: vapour
- Type of inhalation exposure:
- not specified
- Vehicle:
- not specified
- Details on inhalation exposure:
- not specified
- Analytical verification of test atmosphere concentrations:
- not specified
- Duration of exposure:
- 8 h
- Remarks on duration:
- not specified
- Concentrations:
- not specified
- No. of animals per sex per dose:
- 8
- Control animals:
- not specified
- Details on study design:
- not specified
- Statistics:
- not specified
- Preliminary study:
- not specified
- Sex:
- male
- Dose descriptor:
- LC50
- Effect level:
- 59.7 mg/L air
- Based on:
- test mat.
- Exp. duration:
- 8 h
- Remarks on result:
- other: 50% mortality was observed
- Mortality:
- not specified
- Clinical signs:
- other: not specified
- Body weight:
- not specified
- Gross pathology:
- not specified
- Other findings:
- not specified
- Interpretation of results:
- Category 5 based on GHS criteria
- Conclusions:
- LC50 was estimated to be 59.7 mg/L in air when WAG/RijCrlBR male rats were exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by inhalation.
- Executive summary:
In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute inhalation toxicity was estimated for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride. The LC50 was estimated to be 59.7 mg/L in air when WAG/RijCrlBR male rats were exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by inahaltion.
Reference
The prediction was based on dataset
comprised from the following descriptors: LC50
Estimation method: Takes average value from the 8 nearest neighbours
Domain logical expression:Result: In Domain
(((((((((((("a" or "b" or "c" or
"d") and("e" and(not "f")) ) and("g" and(not "h")) ) and("i" and(not
"j")) ) and("k" and(not "l")) ) and("m" and(not "n")) ) and("o" and(not
"p")) ) and("q" and(not "r")) ) and("s" and(not "t")) ) and "u") and
"v") and("w" and "x") )
Domain logical expression index: "a"
Referential boundary:The target chemical should be classified
as Alkene OR Aromatic amine OR Aryl OR Azomethine OR Ketimine OR No
functional group found by Organic Functional groups ONLY
Domain logical expression index: "b"
Referential boundary:The target chemical should be classified
as Alkene OR Aromatic amine OR Aryl OR Azomethine OR Ketimine OR No
functional group found OR Overlapping groups by Organic Functional
groups (nested) ONLY
Domain logical expression index: "c"
Referential boundary:The target chemical should be classified
as Aliphatic Nitrogen, one aromatic attach [-N] OR Aliphatic Nitrogen,
two aromatic attach [-N-] OR Aromatic Carbon [C] OR Nitrogen, two or
tree olefinic attach [>N-] OR No functional group found OR Olefinic
carbon [=CH- or =C<] by Organic functional groups (US EPA) ONLY
Domain logical expression index: "d"
Referential boundary:The target chemical should be classified
as Amine OR Aromatic compound OR No functional group found OR Secondary
amine OR Secondary aromatic amine by Organic functional groups, Norbert
Haider (checkmol) ONLY
Domain logical expression index: "e"
Referential boundary:The target chemical should be classified
as No alert found AND Non-specific AND Non-specific >> Incorporation
into DNA/RNA, due to structural analogy with nucleoside bases AND
Non-specific >> Incorporation into DNA/RNA, due to structural analogy
with nucleoside bases >> Specific Imine and Thione Derivatives AND
Radical AND Radical >> Radical mechanism via ROS formation (indirect)
AND Radical >> Radical mechanism via ROS formation (indirect) >>
Specific Imine and Thione Derivatives AND SN1 AND SN1 >> Nucleophilic
substitution on diazonium ions AND SN1 >> Nucleophilic substitution on
diazonium ions >> Specific Imine and Thione Derivatives by DNA binding
by OASIS v.1.3
Domain logical expression index: "f"
Referential boundary:The target chemical should be classified
as AN2 OR AN2 >> Nucleophilic addition to alpha, beta-unsaturated
carbonyl compounds OR AN2 >> Nucleophilic addition to alpha,
beta-unsaturated carbonyl compounds >> alpha, beta-Unsaturated Aldehydes
OR AN2 >> Schiff base formation OR AN2 >> Schiff base formation >>
alpha, beta-Unsaturated Aldehydes OR SN2 OR SN2 >> Alkylation, direct
acting epoxides and related OR SN2 >> Alkylation, direct acting epoxides
and related >> Epoxides and Aziridines by DNA binding by OASIS v.1.3
Domain logical expression index: "g"
Referential boundary:The target chemical should be classified
as No alert found by DNA binding by OECD
Domain logical expression index: "h"
Referential boundary:The target chemical should be classified
as Michael addition OR Michael addition >> P450 Mediated Activation to
Quinones and Quinone-type Chemicals OR Michael addition >> P450 Mediated
Activation to Quinones and Quinone-type Chemicals >> Arenes OR SN1 OR
SN1 >> Nitrenium Ion formation OR SN1 >> Nitrenium Ion formation >>
Primary aromatic amine by DNA binding by OECD
Domain logical expression index: "i"
Referential boundary:The target chemical should be classified
as Non binder, MW>500 AND Non binder, non cyclic structure by Estrogen
Receptor Binding
Domain logical expression index: "j"
Referential boundary:The target chemical should be classified
as Non binder, without OH or NH2 group by Estrogen Receptor Binding
Domain logical expression index: "k"
Referential boundary:The target chemical should be classified
as No alert found by Protein binding by OASIS v1.3
Domain logical expression index: "l"
Referential boundary:The target chemical should be classified
as Acylation OR Acylation >> Direct acylation involving a leaving group
OR Acylation >> Direct acylation involving a leaving group >> (Thio)Acyl
and (thio)carbamoyl halides and cyanides OR Michael Addition OR Michael
Addition >> Michael addition on conjugated systems with electron
withdrawing group OR Michael Addition >> Michael addition on conjugated
systems with electron withdrawing group >> Cyanoalkenes by Protein
binding by OASIS v1.3
Domain logical expression index: "m"
Referential boundary:The target chemical should be classified
as Inorganic chemical AND Not covered by current version of the decision
tree AND Not known precedent reproductive and developmental toxic
potential by DART scheme v.1.0
Domain logical expression index: "n"
Referential boundary:The target chemical should be classified
as Known precedent reproductive and developmental toxic potential OR
Miscellaneous non-cyclic chemicals (20) OR Multi-halogenated alkyl
ethers (23b) by DART scheme v.1.0
Domain logical expression index: "o"
Referential boundary:The target chemical should be classified
as Halogens AND Non-Metals by Groups of elements
Domain logical expression index: "p"
Referential boundary:The target chemical should be classified
as Metalloids OR Transition Metals by Groups of elements
Domain logical expression index: "q"
Referential boundary:The target chemical should be classified
as Group 14 - Carbon C AND Group 15 - Nitrogen N AND Group 17 - Halogens
Cl AND Group 17 - Halogens F,Cl,Br,I,At by Chemical elements
Domain logical expression index: "r"
Referential boundary:The target chemical should be classified
as Group 16 - Oxygen O OR Group 16 - Sulfur S OR Group 17 - Halogens Br
OR Group 17 - Halogens F by Chemical elements
Domain logical expression index: "s"
Referential boundary:The target chemical should be classified
as Not categorized AND Tamoxifen (Hepatotoxicity) Alert by Repeated dose
(HESS)
Domain logical expression index: "t"
Referential boundary:The target chemical should be classified
as Aliphatic nitriles (Hepatotoxicity) Rank B OR Aliphatic/Alicyclic
hydrocarbons (Alpha 2u-globulin nephropathy) Rank C OR Perhexiline
(Hepatotoxicity) Alert by Repeated dose (HESS)
Domain logical expression index: "u"
Referential boundary:The target chemical should be classified
as Amine AND Aromatic compound AND No functional group found AND
Secondary amine AND Secondary aromatic amine by Organic functional
groups, Norbert Haider (checkmol) ONLY
Domain logical expression index: "v"
Referential boundary:The target chemical should be classified
as Aliphatic Nitrogen, one aromatic attach [-N] AND Aliphatic Nitrogen,
two aromatic attach [-N-] AND Aromatic Carbon [C] AND Nitrogen, two or
tree olefinic attach [>N-] AND No functional group found AND Olefinic
carbon [=CH- or =C<] by Organic functional groups (US EPA) ONLY
Domain logical expression index: "w"
Parametric boundary:The target chemical should have a value
of log Kow which is >= 4.06
Domain logical expression index: "x"
Parametric boundary:The target chemical should have a value
of log Kow which is <= 7.77
Endpoint conclusion
- Endpoint conclusion:
- no adverse effect observed
- Dose descriptor:
- LC50
- Value:
- 59 700 mg/m³
- Quality of whole database:
- Data is Klimisch 2 and from Hazardous Substances Data Bank
Acute toxicity: via dermal route
Link to relevant study records
- Endpoint:
- acute toxicity: dermal
- Type of information:
- (Q)SAR
- Adequacy of study:
- weight of evidence
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- results derived from a valid (Q)SAR model and falling into its applicability domain, with limited documentation / justification
- Justification for type of information:
- Data is predicted using OECD QSAR toolbox version 3.3 and the supporting QMRF report has been attached
- Qualifier:
- according to guideline
- Guideline:
- other: estimated
- Principles of method if other than guideline:
- Prediction is done using QSAR Toolbox version 3.3
- GLP compliance:
- not specified
- Test type:
- other: not specified
- Limit test:
- no
- Specific details on test material used for the study:
- - Name of test material: N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride
- Molecular formula: C37H29N3.ClH
- Molecular weight: 552.118 g/mol
- Smiles notation: C(\c1ccc(Nc2ccccc2)cc1)(c1ccc(Nc2ccccc2)cc1)=C1/C=C\C(=N/c2ccccc2)C=C1.Cl
- InChl: 1S/C37H29N3.ClH/c1-4-10-31(11-5-1)38-34-22-16-28(17-23-34)37(29-18-24-35(25-19-29)39-32-12-6-2-7-13-32)30-20-26-36(27-21-30)40-33-14-8-3-9-15-33;/h1-27,38-39H;1H
- Substance type: Organic
- Physical state: solid - Species:
- rat
- Strain:
- Crj: CD(SD)
- Sex:
- male/female
- Details on test animals or test system and environmental conditions:
- not specified
- Type of coverage:
- occlusive
- Vehicle:
- not specified
- Details on dermal exposure:
- not specified
- Duration of exposure:
- 24 hours
- Doses:
- 8191 mg/kg bw
- No. of animals per sex per dose:
- Total = 10 (male/female)
- Control animals:
- not specified
- Details on study design:
- not specified
- Statistics:
- not specified
- Preliminary study:
- not specified
- Sex:
- male/female
- Dose descriptor:
- LD50
- Effect level:
- 8 191 mg/kg bw
- Based on:
- test mat.
- Remarks on result:
- other: 50% mortality was observed
- Mortality:
- not specified
- Clinical signs:
- not specified
- Body weight:
- not specified
- Gross pathology:
- not specified
- Other findings:
- not specified
- Interpretation of results:
- Category 5 based on GHS criteria
- Conclusions:
- LD50 was estimated to be 8191 mg/kg bw, when Crj: CD(SD) male and female rats were treated with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by dermal application.
- Executive summary:
In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute dermal toxicity was estimated for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride. The LD50 was estimated to be 8191 mg/kg bw, when Crj: CD(SD) male and female rats were treated with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by dermal application.
Reference
The
prediction was based on dataset comprised from the following
descriptors: LD50
Estimation method: Takes average value from the 5 nearest neighbours
Domain logical expression:Result: In Domain
(((((((((("a"
or "b" or "c" or "d" )
and ("e"
and (
not "f")
)
)
and ("g"
and (
not "h")
)
)
and ("i"
and (
not "j")
)
)
and "k" )
and ("l"
and (
not "m")
)
)
and ("n"
and (
not "o")
)
)
and ("p"
and (
not "q")
)
)
and ("r"
and (
not "s")
)
)
and ("t"
and "u" )
)
Domain
logical expression index: "a"
Referential
boundary: The
target chemical should be classified as Alkene OR Aromatic amine OR Aryl
OR Azomethine OR Ketimine OR No functional group found by Organic
Functional groups ONLY
Domain
logical expression index: "b"
Referential
boundary: The
target chemical should be classified as Alkene OR Aromatic amine OR Aryl
OR Azomethine OR Ketimine OR No functional group found OR Overlapping
groups by Organic Functional groups (nested) ONLY
Domain
logical expression index: "c"
Referential
boundary: The
target chemical should be classified as Aliphatic Nitrogen, one aromatic
attach [-N] OR Aliphatic Nitrogen, two aromatic attach [-N-] OR Aromatic
Carbon [C] OR Nitrogen, two or tree olefinic attach [>N-] OR No
functional group found OR Olefinic carbon [=CH- or =C<] by Organic
functional groups (US EPA) ONLY
Domain
logical expression index: "d"
Referential
boundary: The
target chemical should be classified as Amine OR Aromatic compound OR No
functional group found OR Secondary amine OR Secondary aromatic amine by
Organic functional groups, Norbert Haider (checkmol) ONLY
Domain
logical expression index: "e"
Referential
boundary: The
target chemical should be classified as Not possible to classify
according to these rules by DPRA Cysteine peptide depletion
Domain
logical expression index: "f"
Referential
boundary: The
target chemical should be classified as High reactive OR High reactive
>> alpha,beta-carbonyl compounds with polarized multiple bonds OR High
reactive >> Vinyl pyridines OR Low reactive OR Low reactive >>
alpha-alkyl cinnamaldehyde derivatives OR Moderate reactive OR Moderate
reactive >> 1,2-Dicarbonyl compounds OR Moderate reactive >> Glycidyl
ether epoxides OR Moderate reactive >> Phenyl substituted
cinnamaldehydes OR Moderate reactive >> Saturated aldehydes by DPRA
Cysteine peptide depletion
Domain
logical expression index: "g"
Referential
boundary: The
target chemical should be classified as No alert found AND Non-specific
AND Non-specific >> Incorporation into DNA/RNA, due to structural
analogy with nucleoside bases AND Non-specific >> Incorporation into
DNA/RNA, due to structural analogy with nucleoside bases >> Specific
Imine and Thione Derivatives AND Radical AND Radical >> Radical
mechanism via ROS formation (indirect) AND Radical >> Radical mechanism
via ROS formation (indirect) >> Specific Imine and Thione Derivatives
AND SN1 AND SN1 >> Nucleophilic substitution on diazonium ions AND SN1
>> Nucleophilic substitution on diazonium ions >> Specific Imine and
Thione Derivatives by DNA binding by OASIS v.1.3
Domain
logical expression index: "h"
Referential
boundary: The
target chemical should be classified as AN2 OR AN2 >> Carbamoylation
after isocyanate formation OR AN2 >> Carbamoylation after isocyanate
formation >> N-Hydroxylamines OR Michael addition OR Michael addition >>
Quinone type compounds OR Michael addition >> Quinone type compounds >>
Quinone methides OR Radical >> Radical mechanism via ROS formation
(indirect) >> N-Hydroxylamines OR Radical >> ROS formation after GSH
depletion OR Radical >> ROS formation after GSH depletion >> Quinone
methides OR SN1 >> Alkylation after metabolically formed carbenium ion
species OR SN1 >> Alkylation after metabolically formed carbenium ion
species >> Polycyclic Aromatic Hydrocarbon Derivatives OR SN1 >>
Nucleophilic attack after metabolic nitrenium ion formation OR SN1 >>
Nucleophilic attack after metabolic nitrenium ion formation >>
N-Hydroxylamines OR SN2 OR SN2 >> Alkylation, direct acting epoxides and
related after P450-mediated metabolic activation OR SN2 >> Alkylation,
direct acting epoxides and related after P450-mediated metabolic
activation >> Polycyclic Aromatic Hydrocarbon Derivatives by DNA binding
by OASIS v.1.3
Domain
logical expression index: "i"
Referential
boundary: The
target chemical should be classified as Non binder, MW>500 AND Non
binder, non cyclic structure by Estrogen Receptor Binding
Domain
logical expression index: "j"
Referential
boundary: The
target chemical should be classified as Non binder, without OH or NH2
group OR Weak binder, NH2 group by Estrogen Receptor Binding
Domain
logical expression index: "k"
Referential
boundary: The
target chemical should be classified as High (Class III) by Toxic hazard
classification by Cramer (original) ONLY
Domain
logical expression index: "l"
Referential
boundary: The
target chemical should be classified as No alert found by in vitro
mutagenicity (Ames test) alerts by ISS
Domain
logical expression index: "m"
Referential
boundary: The
target chemical should be classified as Acyl halides OR Alkyl (C<5) or
benzyl ester of sulphonic or phosphonic acid by in vitro mutagenicity
(Ames test) alerts by ISS
Domain
logical expression index: "n"
Referential
boundary: The
target chemical should be classified as No alert found by in vivo
mutagenicity (Micronucleus) alerts by ISS
Domain
logical expression index: "o"
Referential
boundary: The
target chemical should be classified as H-acceptor-path3-H-acceptor by
in vivo mutagenicity (Micronucleus) alerts by ISS
Domain
logical expression index: "p"
Referential
boundary: The
target chemical should be classified as Halogens AND Non-Metals by
Groups of elements
Domain
logical expression index: "q"
Referential
boundary: The
target chemical should be classified as Alkali Earth OR Alkaline Earth
OR Metalloids OR Metals OR Transition Metals by Groups of elements
Domain
logical expression index: "r"
Referential
boundary: The
target chemical should be classified as Group 14 - Carbon C AND Group 15
- Nitrogen N AND Group 17 - Halogens Cl AND Group 17 - Halogens
F,Cl,Br,I,At by Chemical elements
Domain
logical expression index: "s"
Referential
boundary: The
target chemical should be classified as Group 15 - Phosphorus P OR Group
16 - Oxygen O OR Group 16 - Sulfur S by Chemical elements
Domain
logical expression index: "t"
Parametric
boundary:The
target chemical should have a value of log Kow which is >= 0.202
Domain
logical expression index: "u"
Parametric
boundary:The
target chemical should have a value of log Kow which is <= 7.8
Endpoint conclusion
- Endpoint conclusion:
- no adverse effect observed
- Dose descriptor:
- LD50
- Value:
- 8 191 mg/kg bw
- Quality of whole database:
- Data is Klimisch 2 and from Hazardous Substances Data Bank
Additional information
Acute oral toxicity:
In different studies, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride (CAS no 2152-64-9) has been investigated for acute oral toxicity to a greater or lesser extent. Often are the studies based on in vivo experiments in rodents, i.e. most commonly in rats and mice for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride along with the study available on structurally similar read across substance Isododecane (CAS no 13475-82-6) and 2,2,4,4,6,8,8-Heptamethylnonane (CAS no 4390-04-9). The predicted data using the OECD QSAR toolbox has also been compared with the experimental studies. The studies are summarized as below –
In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute oral toxicity was estimated for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride. The LD50 was estimated to be 23902 mg/kg bw when Sprague-Dawley male and female rats were orally exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride.
In experimental study done on Isododecane by Wilbur et al. (International Journal of Toxicology, vol. 31, suppl 3 : pp. 269S-295S, 2012), the acute oral toxicity study was conducted by using Isododecane in 5 mice in the concentration of 2000 mg/kg bw orally in 10%Olive oil. No mortality was observed at 2000 mg/kg bw. Therefore, LD50 was considered to be > 2000 mg/kg when mice were treated with Isododecane orally.
In another experimental study supported by Ministry of Health, Labour and Welfare, Ministry of the Environment and National Institute of Technology and Evaluation (J-CHECK Japan Chemicals Collaborative Knowledge database, 2010), in a acute oral toxicity study, Sprague-Dawley (Crj: CD) male and female rats were treated with 2, 2, 4, 4, 6, 8, 8, 8-heptamethylnonane in the concentration of 0 and 2000 mg/kg bw orally by gavage in corn oil 25.6% (v / v) and observed for 14 days. No mortality was observed at 2000 mg/kg bw treated rat. Transient diarrhea stools or loose stools were excreted from about 30 minutes to 4 hours after administration in all cases of male and female in the solvent control group, 3 out of 5 females in the 2000 mg / kg administration group and 5 males 4 of them were admitted. However, in both cases, it became a normal flight after that, and there was no abnormality in general condition until the end of the observation. No increase in body weight was observed in any of the administration groups, and body weight gain during the observation period was smooth. No macroscopic changes were observed in both solvent control group and 2000 mg / kg administration group in both sexes. Therefore, LD50 was considered to be > 2000 mg/kg when rats were treated with 2, 2, 4, 4, 6, 8, 8, 8-heptamethylnonane orally.
Thus, based on the above studies and prediction on N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride (CAS no 2152-64-9) and its read across substances, it can be concluded that LD50 value is greater than 2000 mg/kg bw. Thus, comparing this value with the criteria of CLP regulation, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride can be classified as category V of acute oral toxicity.
Acute Inhalation toxicity:
In different studies, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride (CAS no 2152-64-9) has been investigated for acute inhalation toxicity to a greater or lesser extent. Often are the studies based on in vivo experiments in rodents, i.e. most commonly in rats and mice for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride along with the study available on structurally similar read across substance Decane (CAS no: 124-18-5). The predicted data using the OECD QSAR toolbox has also been compared with the experimental studies. The studies are summarized as below –
In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute inhalation toxicity was estimated for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride. The LC50 was estimated to be 59.7 mg/L in air when WAG/RijCrlBR male rats were exposed with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by inahaltion.
In another experimental study supported by U.S. National Library of Medicine (ChemIDplus) and Nilsen et al. (Pharmacology and Toxicology Vol. 62, Pg. 259, 1988), the acute inhalation toxicity study was conducted by using Decane in Sprague Dawley rats at the concentration of1369000 mg/m3. 50% mortality was observed at 1369000 mg/m3 when exposed for 8 hours. Therefore, LC50 was considered to be1369000 mg/m3 when rats were treated with Decane by inahaltion for 8 hours.
Also these results are further supported by U.S. National Library of Medicine (ChemIDplus), the acute inhalation toxicity study was conducted by using Decane in mouse in the concentration of 72300mg/m3. 50% mortality was observed at 72300mg/m3 when exposed for 2 hours. Therefore, LC50 was considered to be72300mg/m3 when mice were treated with Decane by inahaltion for 2 hours.
Thus, based on the above studies and prediction on N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride (CAS no 2152-64-9) and its read across substances, it can be concluded that LC50 value is greater than 20000 ppm. Thus, comparing this value with the criteria of CLP regulation, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride can be classified as category V of acute inhalation toxicity.
Acute Dermal toxicity:
In different studies, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride (CAS no 2152-64-9) has been investigated for acute dermal toxicity to a greater or lesser extent. Often are the studies based on in vivo experiments in rodents, i.e. most commonly in rats and rabbits for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride along with the study available on structurally similar read across substance Isooctane (CAS no 540-84-1). The predicted data using the OECD QSAR toolbox has also been compared with the experimental studies. The studies are summarized as below –
In a prediction done by SSS (2017) using the OECD QSAR toolbox with log kow as the primary descriptor, the acute dermal toxicity was estimated for N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride. The LD50 was estimated to be 8191 mg/kg bw, when Crj: CD(SD) male and female rats were treated with N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride by dermal application.
In experimental study done on 7-methyloctyl acetate by Wilbur et al. (International Journal of Toxicology, vol. 31, suppl 3 : pp. 269S-295S, 2012), the acute dermal toxicity study was conducted by using Isooctane in Rabbit. Groups of 4 New Zealand White Rabbits were taken for the dermal study. The given test material Isooctane was applied to abraded abdominal skin of rabbits at 3160 mg/kg. No mortality was observed at 3160 mg/kg bw. The dark livers and mottled kidneys were observed in Necropsy observation. Therefore, LD50 was considered to be > 3160 mg/kg when rabbits were treated with Isooctane by dermal application to abraded abdominal skin.
In another experimental study supported by Wilbur et al. (International Journal of Toxicology, vol. 31, suppl 3 : pp. 269S-295S, 2012), the acute dermal toxicity study was conducted by using Isooctane in Rabbit. The given test material Isooctane was applied to skin of rabbits at 2000 mg/kg. No mortality was observed at 2000 mg/kg bw. Therefore, LD50 was considered to be > 2000 mg/kg when rabbits were treated with Isooctane by dermal application.
Thus, based on the above studies and prediction on N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride (CAS no 2152-64-9) and its read across substances, it can be concluded that LD50 value is greater than 2000 mg/kg bw. Thus, comparing this value with the criteria of CLP regulation, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride can be classified as category V of acute dermal toxicity.
Justification for classification or non-classification
Thus, comparing these values with the criteria of CLP regulation, N-phenyl-4-[[4-(phenylamino)phenyl][4-(phenylimino)cyclohexa-2,5-dien-1-ylidene]methyl]aniline monohydrochloride (CAS no 2152-64-9) can be “Not classified” for acute oral, Inhalation and dermal toxicity.
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