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Diss Factsheets
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EC number: 227-372-9 | CAS number: 5810-11-7
- 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
Developmental toxicity / teratogenicity
Administrative data
- Endpoint:
- developmental toxicity
- Type of information:
- experimental study
- Adequacy of study:
- supporting study
- Reliability:
- 4 (not assignable)
- Rationale for reliability incl. deficiencies:
- other: Only short information available (tabular data)
Data source
Reference
- Reference Type:
- publication
- Title:
- Structure-activity and metabolism studies on organophosphate teratogens and their alleviating agents in developing hen eggs with special emphasis on bidrin
- Author:
- Roger, J.; Upshall, D.G.; Casida, J.E.
- Year:
- 1 969
- Bibliographic source:
- Biochem. Pharmacol. 18, 373-392
Materials and methods
- GLP compliance:
- not specified
- Limit test:
- yes
Test material
- Reference substance name:
- 2-chloro-N,N-dimethyl-3-oxobutyramide
- EC Number:
- 227-372-9
- EC Name:
- 2-chloro-N,N-dimethyl-3-oxobutyramide
- Cas Number:
- 5810-11-7
- Molecular formula:
- C6H10ClNO2
- IUPAC Name:
- 2-chloro-N,N-dimethyl-3-oxobutanamide
Constituent 1
Test animals
- Species:
- other: fertilized eggs
- Strain:
- other: White leghorn
Administration / exposure
- Route of administration:
- other: injection into the yolk sack
- Duration of treatment / exposure:
- until day 18 - 21
- Frequency of treatment:
- single treatment on day 4
- Duration of test:
- until day 18 - 21
Doses / concentrations
- Remarks:
- Doses / Concentrations:
1 mg/egg
Basis:
nominal conc.
- No. of animals per sex per dose:
- 10 eggs in two replicates
Results and discussion
Results: maternal animals
Maternal developmental toxicity
- Details on maternal toxic effects:
- Maternal toxic effects:not examined
Results (fetuses)
- Details on embryotoxic / teratogenic effects:
- Embryotoxic / teratogenic effects:no effects
Fetal abnormalities
- Abnormalities:
- not specified
Overall developmental toxicity
- Developmental effects observed:
- not specified
Any other information on results incl. tables
Bidrin (3-hydroxY-N,N-dimethyl-cis-crotonamide dimethyl phosphate) is teratogenic in hen eggs when injected into the yolk sac at a dosage of 0.03 mg per egg or higher; the cis-crotonamide isomer is the active teratogenic component. The response is dose dependent and the effect is at a maximum with injection on or about day 4 of incubation. Signs include straight legs, micromelia, short spine, wry neck, parrot beak, abnormal feathering, edema and, more rarely. syndactyly and visceral hernia. Many other organophosphates are teratogenic, including the Bidrin metabolites that are not hydrolysis products, but no simple structure-activity relationship is evident. Nicotinic acid, nicotinamide and certain of their precursors, analogs and derivatives are active alleviating agents for Bidrin-induced teratogenesis. The active nicotinic acid analogs are those that may be converted to nicotinic acid or nicotinamide, while the inactive analogs probably are not converted to these products. Treatment with nicotinamide prior to incubation and up to day 10 of incubation greatly alleviates teratogenesis. At equimolar levels, nicotinamide and pyridine nucleotide coenzymes show the same alleviating activity, the only exception to this relationship being the 3-acetylpyridine analog of the coenzyme. It is not known whether the active alleviating agent is a pyridine nucleotide or anyone of several 3-pyridyl compounds. Bidrin is rapidly biodegraded in the egg; successive N-demethylation occurs through the N-hydroxymethyl analogs to yield the unsubstituted amide. Extensive hydrolysis is also involved. Bidrin metabolism between days 4 and 10 of incubation is not affected by nicotinamide; thus, the alleviating agents do not appear to act by altering the metabolism of the teratogenic agents. The metabolism of nicotinic acid is unaffected by the teratogen, Bidrin. Therefore, the alleviating action of nicotinic acid analogs for Bidrin teratogenesis results from mechanisms different from those involving altered rates of metabolism of the teratogen or the alleviating agents.
Applicant's summary and conclusion
- Conclusions:
- No signs of teratogenicity were observed and no effects on survival rate and embryo parameters were found.
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