methacrylonitrile: lacrimator; preparation of polymers & homopolymers; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| ID Source | ID |
|---|---|
| PubMed CID | 31368 |
| CHEMBL ID | 1529759 |
| MeSH ID | M0052191 |
| Synonym |
|---|
| nsc 20659 |
| 126-98-7 |
| 2-methylpropenenitrile |
| 2-cyano-1-propene |
| isopropenylnitrile |
| nsc-24145 |
| 2-propenenitrile, 2-methyl- |
| 2-methyl-2-propenenitrile |
| .alpha.-methacrylonitrile |
| 2-cyanopropene |
| nsc24145 |
| 2-methylacrylonitrile |
| methylacrylonitrile |
| isopropene cyanide |
| methacrylonitrile |
| 2-cyanopropene-1 |
| usaf st-40 |
| .alpha.-methylacrylonitrile |
| wln: ncy1 & u1 |
| un3079 |
| einecs 204-817-5 |
| ccris 4841 |
| rcra waste number u152 |
| hsdb 5613 |
| methyl acrylonitrile |
| rcra waste no. u152 |
| ai3-52399 |
| nsc 24145 |
| nsc20659 |
| 25067-61-2 |
| nsc-20659 |
| propenoic acid,2-methyl,nitrile methacryl nitrile |
| inchi=1/c4h5n/c1-4(2)3-5/h1h2,2h |
| NCGC00090742-01 |
| methacrylonitrile, 99% |
| NCGC00090742-02 |
| methacrylonitrile-15n |
| 204523-22-8 |
| 2-methylprop-2-enenitrile |
| AKOS000121392 |
| NCGC00090742-03 |
| NCGC00090742-04 |
| unii-04s4k38612 |
| methacrylonitrile, inhibited [un3079] [flammable liquid] |
| ec 204-817-5 |
| methacrylonitrile, inhibited |
| 04s4k38612 , |
| tox21_303172 |
| dtxcid104176 |
| cas-126-98-7 |
| NCGC00256956-01 |
| dtxsid1024176 , |
| NCGC00258906-01 |
| tox21_201354 |
| BBL011404 |
| M0089 |
| STL146508 |
| methylacrylonitrile [hsdb] |
| methacrylonitrile [mi] |
| isobutenenitrile |
| methacrylnitrile |
| 2-methyl-acrylonitrile |
| propenenitrile, 2-methyl |
| 1-methyl-1-cyanoethylene |
| ch2c(ch3)cn |
| CHEMBL1529759 |
| methacrylonitrile, stabilized |
| mfcd00001872 |
| methacrylonitrile (stabilized with hydroquinone monomethyl ether) |
| Q2088171 |
| methacrylonitrile (15n) |
| EN300-21169 |
Methacrylonitrile (MAN) is an industrial chemical used to manufacture plastics and elastomers. It is structurally similar to the known rat carcinogen and suspected human carcinogen acrylonitile (AN) Methacryonitrile is an unsaturated aliphatic nitrile.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Methacrylonitrile has been given by a variety of routes to mammalian species to study its toxic effects." | ( Toxicology of methacrylonitrile. Farooqui, MY; Mumtaz, MM, 1991) | 1.36 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "When rats were exposed for 30 min to methacrylonitrile at concentrations between 3180 and 5700 ppm, the clinical symptoms observed suggested a toxic activity of metabolically formed cyanide." | ( Effect of antidotes of the acute toxicity of methacrylonitrile. Bolt, HM; Peter, H, 1985) | 0.8 |
| " LD50 of MAN is 200 to 230 mg/kg in rats and 17 mg/kg in mice." | ( Investigation of methacrylonitrile metabolism and the metabolic basis for the differences in its toxicity in rats and mice. Burka, LT; Ghanayem, BI; Sanchez, IM, 1994) | 0.63 |
| "5 LD50 doses of the nitriles by gavage and they were observed for 12 It for cholinomimetic and central nervous system effects." | ( Effect of dosing vehicle on the toxicity and metabolism of unsaturated aliphatic nitriles. Farooqui, MY; Piper, J; Tamez, A; Ybarra, B, ) | 0.13 |
| " In rats, no treatment-related maternal clinical signs or mortality were observed, nor was there any adverse effect on maternal body weight or food or water consumption." | ( Evaluation of the developmental toxicity of methacrylonitrile in Sprague-Dawley rats and New Zealand white rabbits. George, JD; Heindel, JJ; Hunter, ES; Marr, MC; Myers, CB; Price, CJ; Schwetz, BA, 1996) | 0.56 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "87 mmol/kg) of 2-14C-MAN or 2-14C-AN to male F344 rats, both chemicals were well absorbed from the GI tract and distributed to all major tissues." | ( Comparative metabolism and disposition of acrylonitrile and methacrylonitrile in rats. Ahmed, AE; Burka, LT; Ghanayem, BI; Sanchez, IM, 1994) | 0.53 |
| Excerpt | Relevance | Reference |
|---|---|---|
| " All the three species showed a dose-response relationship in metabolism of MeAN to cyanide." | ( Methacrylonitrile: in vivo metabolism to cyanide in rats, mice, and gerbils. Deleon, JH; Diaz, RG; Farooqui, MY, ) | 1.57 |
| " Investigating the effect of dosing vehicle on MAN disposition in rats revealed that administration of 115 mg MAN/kg in oil resulted in the death of rats within 24 hr after treatment." | ( Effects of dose, strain, and dosing vehicle on methacrylonitrile disposition in rats and identification of a novel-exhaled metabolite. Burka, LT; Ghanayem, BI; Sanchez, IM, ) | 0.39 |
| " MAN elimination was almost complete within 24 hr after dosing and the tissue concentrations of MAN-derived radioactivity were, with the exception of the urinary bladder, consistently higher in rats than in mice." | ( Investigation of methacrylonitrile metabolism and the metabolic basis for the differences in its toxicity in rats and mice. Burka, LT; Ghanayem, BI; Sanchez, IM, 1994) | 0.63 |
| " Blood samples were collected at various time points after dosing and serum MAN concentrations were measured." | ( Single dose blood toxicokinetics of methacrylonitrile in the F344 rat. Demby, KB; Ghanayem, BI; Sanchez, IM, 1993) | 0.56 |
| "The effect of dosing vehicle on toxicity and metabolism of unsaturated aliphatic nitriles was investigated in male Sprague-Dawley rats." | ( Effect of dosing vehicle on the toxicity and metabolism of unsaturated aliphatic nitriles. Farooqui, MY; Piper, J; Tamez, A; Ybarra, B, ) | 0.13 |
| "Timed-pregnant Sprague-Dawley (CD) outbred rats and New Zealand White rabbits were dosed by gavage with methacrylonitrile (MACR) in distilled water during major organogenesis." | ( Evaluation of the developmental toxicity of methacrylonitrile in Sprague-Dawley rats and New Zealand white rabbits. George, JD; Heindel, JJ; Hunter, ES; Marr, MC; Myers, CB; Price, CJ; Schwetz, BA, 1996) | 0.77 |
| " In the 2-year study, survival of all dosed groups of rats was similar to that of the vehicle control groups." | ( Toxicology and carcinogenesis studies of methacrylonitrile (CAS No. 126-98-7) in F344/N rats and B6C3F1 mice (gavage studies). , 2001) | 0.58 |
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chain A, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 3.5481 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
| GLI family zinc finger 3 | Homo sapiens (human) | Potency | 64.6282 | 0.0007 | 14.5928 | 83.7951 | AID1259369 |
| AR protein | Homo sapiens (human) | Potency | 64.6282 | 0.0002 | 21.2231 | 8,912.5098 | AID743040 |
| glucocorticoid receptor [Homo sapiens] | Homo sapiens (human) | Potency | 21.4864 | 0.0002 | 14.3764 | 60.0339 | AID588532; AID720691 |
| estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 20.0466 | 0.0002 | 29.3054 | 16,493.5996 | AID588514; AID743069 |
| peroxisome proliferator-activated receptor delta | Homo sapiens (human) | Potency | 28.1838 | 0.0010 | 24.5048 | 61.6448 | AID588535 |
| aryl hydrocarbon receptor | Homo sapiens (human) | Potency | 30.6379 | 0.0007 | 23.0674 | 1,258.9301 | AID743085 |
| activating transcription factor 6 | Homo sapiens (human) | Potency | 0.1836 | 0.1434 | 27.6121 | 59.8106 | AID1159516 |
| thyroid hormone receptor beta isoform 2 | Rattus norvegicus (Norway rat) | Potency | 68.5896 | 0.0003 | 23.4451 | 159.6830 | AID743065 |
| nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 0.0172 | 0.0006 | 27.2152 | 1,122.0200 | AID651741 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 7 (18.42) | 18.7374 |
| 1990's | 18 (47.37) | 18.2507 |
| 2000's | 10 (26.32) | 29.6817 |
| 2010's | 2 (5.26) | 24.3611 |
| 2020's | 1 (2.63) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.
| This Compound (36.44) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (2.27%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 43 (97.73%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||