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EC number: 226-002-3 | CAS number: 5205-93-6
- 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
Link to relevant study record(s)
- Endpoint:
- dermal absorption
- Type of information:
- other: QSPR
- Remarks:
- Based on an established human skin model by Potts and Guy (Potts RO and Guy RH (1992). Predicting Skin Permeability. Pharm. Res. 9(5): 663-669)
- Adequacy of study:
- key study
- Reliability:
- 2 (reliable with restrictions)
- Rationale for reliability incl. deficiencies:
- accepted calculation method
- Principles of method if other than guideline:
- The physicochemical parameters of MW, Log P and saturated aqueous solubility have been used in the evaluation of 56 methacrylate compounds. An output of predicted steady-state flux was calculated using the principles defined in the Potts and Guy prediction model. (Potts RO and Guy RH (1992). Predicting Skin Permeability. Pharm. Res. 9(5): 663- 669)
- GLP compliance:
- no
- Specific details on test material used for the study:
- N-[3-(dimethylamino)propyl]-2-methylacrylamide / 5205-93-6 / 226-002-3, pure substance
- Species:
- other: human skin model
- Details on test animals or test system and environmental conditions:
- not applicable; in silico modelling
- Type of coverage:
- other: not applicable; in silico modelling
- No. of animals per group:
- not applicable; in silico modelling
- Absorption in different matrices:
- predicted flux 151.3 μg/cm²/h; the relative dermal absorption is high
- Conclusions:
- The dermal absorption of DMAPMA is predicted to be high; the predicted flux is 0.351 μg/cm²/h.
- Executive summary:
The dermal absorption (steady-state flux) of DMAPMA has been estimated by calculation using the principles defined in the Potts and Guy prediction model.
Based on a molecular weight of 170.25 g/mol and a logKow of 0.5, the predicted flux of DMAPMA is 0.351 μg/cm²/h; the relative dermal absorption is low.
Reference
Based on a molecular weight of 170.25 g/mol and a g Kow of 0.5, the predicted flux of DMAPMA is 0.351 μg/cm²/h; the relative dermal absorption is low.
Description of key information
Key value for chemical safety assessment
- Bioaccumulation potential:
- no bioaccumulation potential
Additional information
1.1 Toxicokinetics (absorption, metabolism, distribution and elimination)
1.1.1 Non-human information
Experimental studies of the toxicokinetics of N-Dimethylaminopropyl methacrylamide are not available.
Physico chemical properties of the substance will enable qualitative judgements of the TK behaviour (Guidance on information requirements and chemical safety assessment Chapter R.7.c, R.7.12 Guidance on Toxicokinetics):
In general with a log Pow of 0.5 N-Dimethylaminopropyl methacrylamide absorption must be expected. (log Pow values between -1 and 4 are favourable for absorption). With a pKa of 9.2 the substance will be existent predominately in the protonated ionic form. The substance is highly soluble in water, the molecular weight is 170 and it is identified as a skin sensitizer.
Absorption
GI absorption
Substances with a molecular weight below 500, high water solubility and a log Pow between -1 and 4 are favourable for absorption. As N-Dimethylaminopropyl methacrylamide has ionisable groups in the molecular structure and a pKa of 9.2 the substance will primarily be in the protonated form under the conditions of the gastrointestinal tract. Therefore it does not readily diffuse across biological membranes. Alternatively the substance can be absorbed in the GI tract through aqueous pores or will be carriaged across membranes with the bulk passage of water (small molecules with a molecular weight up to around 200).
Respiratory absoprtion - Inhalation
The vapour pressure of N-Dimethylaminopropyl methacrylamide is only 0.4 Pa (substances with low volatility have a vapour pressure of less than 0.5 kPa)
As the log Pow of the substance is 0.5 and log Pow values between -1 and 4 are favourable for absorption in the respiratory tract, fractional absorption through the respiratory tract must be predicted. Otherwise the water solubility is very high that the substance will be retained within the mucus and may be transported out of the respiratory tract and will be swallowed.
Inhalation is not the favoured route of absorption.
Dermal absorption
The dermal absorption (steady-state flux) of DMAPMA has been estimated by calculation using the principles defined in the Potts and Guy prediction model (Heylings 2013). Based on a molecular weight of 170.25 g/mol and a logKow of 0.5, the predicted flux of DMAPMA is 0.351μg/cm²/h; the relative dermal absorption is low.
As N-Dimethylaminopropyl methacrylamide has been identified as a skin sensitizer and shows low, but measurable acute dermal toxicity, uptake to the skin must have occurred.
Some dermal absorption must be expected but it is not estimated to be the favoured route of absorption. All in all GI absorption is the favoured route of absorption but diffusion will be lowered by the reason of the ionized molecule.
Distribution
As the substance is highly soluble in water and ionized under the conditions of blood it will diffuse through aqueous channels and pores. With a log Pow of 0.5 (> 0) the molecule is sufficiently lipophilic to distribute into cells.
Accumulation
Accumulation is not expected as the log Pow is far below 4.
Metabolism
No experimental data are available of the metabolism of N-[3-(Dimethylamino) propyl] methacrylamide. If the substance is absorbed an important pathway for the metabolism in Phase I will be the hydrolysis of the amide into Methacrylic acid and the corresponding amine. While the acid is further metabolised via the valine pathway of the citric acid cycle (ECETOC, 1995, European Union 2002) the diamine may be further oxidised and the nitrogen will be eliminated via urea.
Excretion
As the molecular weight of N-Dimethylaminopropyl methacrylamide is below 300, the substance is little ionized and hydrophilic, the substance itself and its metabolites will be excreted by the kidneys though a small amount may enter the urine directly by passive diffusion and there is the potential for re-absorption into the systemic circulation across the tubular epithelium.
1.1.2 Human information
No human information is available
1.1.3 Summary and discussion of toxicokinetics
Respiratoric and dermal absorption of N-Dimethylaminopropyl methacrylamide are reduced due to hydrophilicity and molecular weight of the substance. GI absporption is the favoured route of absorption but diffusion will be lowered by the reason of the ionized molecule. The molecule is sufficiently lipophilic to distribute into cells. Accumulation is not expected. The substance itself and its metabolites will be excreted by the kidneys.
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