Page last updated: 2024-12-05

methyl isocyanate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

methyl isocyanate: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

methyl isocyanate : The isocyanate that is methane modified by a single isocyanato substituent. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID12228
CHEMBL ID1608558
CHEBI ID59059
MeSH IDM0052331

Synonyms (81)

Synonym
CHEBI:59059 ,
methylisokyanat
methyl isocyanate [un2480] [poison]
methyl isocyanat [german]
4-04-00-00247 (beilstein handbook reference)
unii-c588jj4bv9
c588jj4bv9 ,
mic [isocyanate]
BB 0253944
methylisocyanaat
isocyanate de methyle
methane, isocyanato-
isocyanatomethane
nsc-64323
methyl carbonimide
nsc64323
methyl isocyanat
isocyanic acid, methyl ester
wln: ocn1
metil isocianato
MIC ,
methane, (methylimino)oxo-
(methylimino)(oxo)methane
inchi=1/c2h3no/c1-3-2-4/h1h
624-83-9
methyl isocyanate
NCGC00091082-01
methyl isocyanat [german]
hsdb 1165
un 2480
methylisocyanate
methylcarbylamine
methylisokyanat [czech]
tl 1450
methylisocyanaat [dutch]
metil isocianato [italian]
isocyanate de methyle [french]
isocyanate, methyl-
ccris 1385
rcra waste number p064
einecs 210-866-3
nsc 64323
un2480
brn 0605318
ai3-28280
rcra waste no. p064
iso-cyanatomethane
stratospheres(tm) pl-nco (isocyanate) resin, 150-300 mum, extent of labeling: >=1.5 mmol/g loading, 1 % cross-linked
scavengepore(tm) benzyl isocyanate, macroporous, 40-70 mesh, extent of labeling: 0.5-2.0 mmol/g loading
STK504617
methylimino(oxo)methane
A833804
methylimino(oxidanylidene)methane
NCGC00091082-02
cas-624-83-9
dtxcid503786
tox21_201060
NCGC00258613-01
dtxsid1023786 ,
AKOS005171723
EPITOPE ID:122968
mp-nco
methylimino-oxomethane
gtpl6290
methyl isocyanate [mi]
methyl isocyanate [hsdb]
(methylimino)(oxo)methane #
me-nco
methyl-isocyanate
ch3nco
menco
methyl isocynate
CHEMBL1608558
GS-3554
DB12765
Q410431
isocyanate methyl methane
methyl carbonyl amine
isocianato de metilo
isocyanate methane
mic (isocyanate)

Research Excerpts

Overview

Methyl isocyanate (MIC) is a highly toxic industrial chemical causing acute lethality after inhalation. MIC is used extensively in the production of carbamate pesticides.

ExcerptReferenceRelevance
"Methyl isocyanate (MIC) is an important precursor for industrial synthesis, but it is highly toxic. "( Determination of methyl isopropyl hydantoin from rat erythrocytes by gas-chromatography mass-spectrometry to determine methyl isocyanate dose following inhalation exposure.
Croutch, CR; Logue, BA; Manandhar, E; Pay, AL; Peters, E; Rioux, JS; Sosna, W; Veress, LA; White, CW; Zhang, Z, 2018
)
2.13
"Methyl isocyanate (MIC) is a highly toxic industrial chemical causing acute lethality after inhalation. "( Methyl isocyanate inhalation induces tissue factor-dependent activation of coagulation in rats.
Croutch, CR; Garlick, RB; Peters, E; Rancourt, RC; Rioux, JS; Sosna, W; Veress, LA; White, CW, 2019
)
3.4
"Methyl isocyanate (MIC) is a noxious industrial chemical used extensively in the production of carbamate pesticides."( In silico docking of methyl isocyanate (MIC) and its hydrolytic product (1, 3-dimethylurea) shows significant interaction with DNA Methyltransferase 1 suggests cancer risk in Bhopal-Gas- Tragedy survivors.
Jatawa, SK; Khan, I; Sachdeva, M; Senthilkumar, CS; Singh, H; Tiwari, A; Upadhyay, N, 2015
)
1.46
"Methyl isocyanate (MIC) is a toxic industrial chemical that is documented as a potent respiratory toxicant. "( On the long-term effects of methyl isocyanate on cell-mediated immunity in Bhopal gas-exposed long-term survivors and their offspring.
Ganesh, N; Sah, NK; Senthilkumar, CS, 2017
)
2.19
"Methyl isocyanate (MIC) is a volatile, toxic chemical [Threshold Limit Value (TLV) = 0.02 ppm] used to manufacture carbamate pesticides. "( Penetration of methyl isocyanate through organic vapor and acid gas respirator cartridges.
Berardinelli, SP; Moyer, ES, 1987
)
2.07

Toxicity

Methyl isocyanate (MIC) induced severe hyperglycaemia, lactic acidosis and uraemia in rats.

ExcerptReferenceRelevance
" Some toxic manifestations are potentially reversible with time after cessation of exposure."( Inhalation toxicity of methyl isocyanate: biochemical and cytological profile of bronchoalveolar lavage fluid in rats.
Dixit, R; Gupta, GS; Kaw, JL; Naqvi, SH; Ray, PK, 1991
)
0.59
" Acute toxic effects of MIC are essentially similar by either route except for the intensity of the effects."( Acute toxicity of methyl isocyanate in mammals. II. Induction of hyperglycemia, lactic acidosis, uraemia, and hypothermia in rats.
Jeevaratnam, K; Kaushik, MP; Vaidyanathan, CS; Vijayaraghavan, R,
)
0.47
"5 LD50 and 1 LD50 doses in female rabbits resulted in significant changes in physiological, clinico-chemical and histological parameters."( Acute toxicity of methyl isocyanate, administered subcutaneously in rabbits: changes in physiological, clinico-chemical and histological parameters.
Jeevarathinam, K; Mukhopadhyay, S; Ray, US; Selvamurthy, W; Thakur, L, 1988
)
0.61
"Acute toxic effects of methyl isocyanate in the rat were determined for two hour exposures to concentrations in the range 11 ppm (very slight effect) to 65 ppm (lethality: pulmonary oedema)."( Acute toxicity of methyl isocyanate: a preliminary study of the dose response for eye and other effects.
Andersson, N; Kerr Muir, M; Salmon, AG, 1985
)
0.91
" MIC may be the most toxic of all isocyanates because of its very high vapor pressure relative to other isocyanates and because of its ability to exert toxic effects on numerous organ systems."( The Bhopal accident and methyl isocyanate toxicity.
Guest, I; Varma, DR, 1993
)
0.59
"Subcutaneous administration of the LD50 dose of methyl isocyanate (MIC) to rats induced severe hyperglycaemia, lactic acidosis and uraemia in rats."( Influence of methylamine and N,N'-dimethylurea, the hydrolysis products of methyl isocyanate, on its systemic toxicity.
Jeevaratnam, K; Sugendran, K; Vaidyanathan, CS,
)
0.62

Dosage Studied

ExcerptRelevanceReference
"S-(N-Methylcarbamoyl)-N-acetylcysteine (AMCC), a chemically labile mercapturic acid conjugate, was identified by liquid chromatography-mass spectrometry (LC-MS) in the urine of rats dosed intraperitoneally with methyl isocyanate (MIC; 45."( Biotransformation of methyl isocyanate in the rat. Evidence for glutathione conjugation as a major pathway of metabolism and implications for isocyanate-mediated toxicities.
Baillie, TA; Han, DH; Pearson, PG; Rashed, MS; Slatter, JG,
)
0.64
" Dose-response relationships are not likely to emerge from follow-up studies."( Disaster at Bhopal: the accident, early findings and respiratory health outlook in those injured.
Weill, H,
)
0.13
"Model averaging for dichotomous dose-response estimation is preferred to estimate the benchmark dose (BMD) from a single model, but challenges remain regarding implementing these methods for general analyses before model averaging is feasible to use in many risk assessment applications, and there is little work on Bayesian methods that include informative prior information for both the models and the parameters of the constituent models."( Quantitative Risk Assessment: Developing a Bayesian Approach to Dichotomous Dose-Response Uncertainty.
Allen, BC; Blessinger, T; Davis, JA; Gift, JS; Olszyk, L; Shao, K; Wheeler, MW, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
apoptosis inducerAny substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
allergenA chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
isocyanatesOrganonitrogen compounds that are derivatives of isocyanic acid; compounds containing the isocyanate functional group -N=C=O (as opposed to the cyanate group, -O-C#N).
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (2)

PathwayProteinsCompounds
viridicatin biosynthesis020
4'-methoxyviridicatin biosynthesis018

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
thyroid stimulating hormone receptorHomo sapiens (human)Potency0.02510.001318.074339.8107AID926; AID938
retinoid X nuclear receptor alphaHomo sapiens (human)Potency25.87310.000817.505159.3239AID1159531
caspase-1 isoform alpha precursorHomo sapiens (human)Potency39.81070.000311.448431.6228AID900
Nuclear receptor ROR-gammaHomo sapiens (human)Potency33.49150.026622.448266.8242AID651802
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
xenobiotic metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of glucose metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of steroid metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
intracellular receptor signaling pathwayNuclear receptor ROR-gammaHomo sapiens (human)
circadian regulation of gene expressionNuclear receptor ROR-gammaHomo sapiens (human)
cellular response to sterolNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of circadian rhythmNuclear receptor ROR-gammaHomo sapiens (human)
regulation of fat cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of DNA-templated transcriptionNuclear receptor ROR-gammaHomo sapiens (human)
adipose tissue developmentNuclear receptor ROR-gammaHomo sapiens (human)
T-helper 17 cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
protein bindingNuclear receptor ROR-gammaHomo sapiens (human)
oxysterol bindingNuclear receptor ROR-gammaHomo sapiens (human)
zinc ion bindingNuclear receptor ROR-gammaHomo sapiens (human)
ligand-activated transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
sequence-specific double-stranded DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
nuclear receptor activityNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
nucleoplasmNuclear receptor ROR-gammaHomo sapiens (human)
nuclear bodyNuclear receptor ROR-gammaHomo sapiens (human)
chromatinNuclear receptor ROR-gammaHomo sapiens (human)
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1346556Human TRPA1 (Transient Receptor Potential channels)2009FASEB journal : official publication of the Federation of American Societies for Experimental Biology, Apr, Volume: 23, Issue:4
Transient receptor potential ankyrin 1 antagonists block the noxious effects of toxic industrial isocyanates and tear gases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (282)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990140 (49.65)18.7374
1990's66 (23.40)18.2507
2000's29 (10.28)29.6817
2010's37 (13.12)24.3611
2020's10 (3.55)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 73.23

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index73.23 (24.57)
Research Supply Index5.75 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index129.13 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (73.23)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (0.96%)5.53%
Reviews20 (6.43%)6.00%
Case Studies3 (0.96%)4.05%
Observational0 (0.00%)0.25%
Other285 (91.64%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]