U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H3NO
Molecular Weight 57.0513
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of METHYL ISOCYANATE

SMILES

CN=C=O

InChI

InChIKey=HAMGRBXTJNITHG-UHFFFAOYSA-N
InChI=1S/C2H3NO/c1-3-2-4/h1H3

HIDE SMILES / InChI
Methyl isocyanate (MIC) is a noxious industrial chemical used extensively in the production of carbamate pesticides. This compound is a respiratory toxicant. Recently published studies have shown that methyl isocyanate can lead to epigenetic alterations due to its strong binding with DNA methyltransferase 1 (DNMT1) which is responsible for maintenance of normal methylation, cell growth and survival in mammals.

Approval Year

PubMed

PubMed

TitleDatePubMed
Sequential respiratory, psychologic, and immunologic studies in relation to methyl isocyanate exposure over two years with model development.
1992 Jul
Two rotors potential scans and vibrational assignments for dihalomethylsulfonyl isocyanates.
2002 Mar 15
Exposure to airborne isocyanates and other thermal degradation products at polyurethane-processing workplaces.
2002 Oct
Development of a diffusive sampling method for determination of methyl isocyanate in air.
2002 Oct
The Bhopal syndrome: persistent questions about acute toxicity and management of gas victims.
2002 Oct-Dec
Bhopal's health disaster continues to unfold.
2002 Sep 14
Environmental threats to children's health in Southeast Asia and the Western Pacific.
2003 Aug
Diffusive sampling of methyl isocyanate using 4-nitro-7-piperazinobenzo-2-oxa-1,3-diazole (NBDPZ) as derivatizing agent.
2003 Feb
1,2-Bis(methylsulfonyl)-1-(2-chloroethyl)-2-[(methylamino)carbonyl]hydrazine (VNP40101M): II. Role of O6-alkylguanine-DNA alkyltransferase in cytotoxicity.
2004 Apr
Revisiting the Bhopal tragedy.
2004 Dec 3
Studies on the methyl isocyanate adducts with globin.
2004 Jun 30
The antineoplastic efficacy of the prodrug Cloretazine is produced by the synergistic interaction of carbamoylating and alkylating products of its activation.
2005
Life-threatening intoxication with methylene bis(thiocyanate): clinical picture and pitfalls. A case report.
2006 Apr 11
Determination of airborne isocyanates generated during the thermal degradation of car paint in body repair shops.
2006 Jun
Validation of a diffusive sampling method for airborne low-molecular isocyanates using 4-nitro-7-piperazinobenzo-2-oxa-1,3-diazole-impregnated filters and liquid chromatography-tandem mass spectrometry.
2006 Nov 17
Effects of humidity and filter material on diffusive sampling of isocyanates using reagent-coated filters.
2006 Oct
Identification of potential genomic biomarkers of hepatotoxicity caused by reactive metabolites of N-methylformamide: Application of stable isotope labeled compounds in toxicogenomic studies.
2006 Oct
Abstracts of papers presented at the 2007 pittsburgh conference.
2007
Ocular effects of exposure to industrial chemicals: clinical management and proteomic approaches to damage assessment.
2007
Phase II study of Cloretazine for the treatment of adults with recurrent glioblastoma multiforme.
2007 Jan
Social determinants of the health of urban populations: methodologic considerations.
2007 May
Evaluation and application of the RD50 for determining acceptable exposure levels of airborne sensory irritants for the general public.
2007 Nov
Slum health: from understanding to action.
2007 Oct
Representation and re-presentation in litigation science.
2008 Jan
Overseas experience in global health: travels to Bhopal, India, 20 years after the Union Carbide disaster.
2008 Jan
Aftermath of the Bhopal accident.
2008 Jun 7
Validation of transferability of DBA derivatization and LC-MS/MS determination method for isocyanates via an interlaboratory comparison.
2008 Nov
A case of isocyanate-induced asthma possibly complicated by food allergy after peanut consumption: a case report.
2008 Nov 26
Isocyanates induces DNA damage, apoptosis, oxidative stress, and inflammation in cultured human lymphocytes.
2008 Nov-Dec
Initial testing of VNP40101M (Cloretazine) by the pediatric preclinical testing program.
2008 Sep
Identification and fragmentation pathways of caffeine metabolites in urine samples via liquid chromatography with positive electrospray ionization coupled to a hybrid quadrupole linear ion trap (LTQ) and Fourier transform ion cyclotron resonance mass spectrometry and tandem mass spectrometry.
2009 Apr
Transient receptor potential ankyrin 1 antagonists block the noxious effects of toxic industrial isocyanates and tear gases.
2009 Apr
Inflammatory response to isocyanates and onset of genomic instability in cultured human lung fibroblasts.
2009 Feb 10
Laromustine, a sulfonyl hydrolyzing alkylating prodrug for cancer therapy.
2009 Jan
Respiratory symptoms and lung function in foundry workers exposed to low molecular weight isocyanates.
2009 Jun
Analysis of cellular response to isocyanate using N-succinimidyl N-methylcarbamate exposure in cultured mammalian cells.
2009 May
Clinical activity of laromustine (Onrigin™) in hematologic malignancies.
2009 Oct
Investigating genetic outcomes following 1984 Toxic Union Carbide disaster in India: epidemiological challenges.
2010
[The Bhopal tragedy 25 (10+15) years after].
2010 Apr-Jun
25 years after the Bhopal gas tragedy.
2010 Jan-Feb
Sensory detection and responses to toxic gases: mechanisms, health effects, and countermeasures.
2010 Jul
Bhopal. India launches new probe of cyanide disaster.
2010 Jul 2
Different experimental approaches in modelling cataractogenesis: An overview of selenite-induced nuclear cataract in rats.
2010 Mar
Molecular mechanisms of isocyanate induced oncogenic transformation in ovarian epithelial cells.
2010 Nov
Patents
Name Type Language
METHYL ISOCYANATE
HSDB   MI  
Systematic Name English
METHYL ISOCYANATE [HSDB]
Common Name English
METHANE, ISOCYANATO-
Systematic Name English
NSC-64323
Code English
METHYL ISOCYANATE [MI]
Common Name English
ISOCYANIC ACID, METHYL ESTER
Common Name English
MIC
Common Name English
Code System Code Type Description
CAS
624-83-9
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
210-866-3
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
MERCK INDEX
m7431
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY Merck Index
PUBCHEM
12228
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
DRUG BANK
DB12765
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
MESH
C008461
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
FDA UNII
C588JJ4BV9
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
NSC
64323
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID1023786
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
WIKIPEDIA
Methyl isocyanate
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY
HSDB
1165
Created by admin on Fri Dec 15 17:05:54 GMT 2023 , Edited by admin on Fri Dec 15 17:05:54 GMT 2023
PRIMARY