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Details

Stereochemistry ACHIRAL
Molecular Formula C3H5NO2
Molecular Weight 87.0773
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINYL CARBAMATE

SMILES

NC(=O)OC=C

InChI

InChIKey=LVLANIHJQRZTPY-UHFFFAOYSA-N
InChI=1S/C3H5NO2/c1-2-6-3(4)5/h2H,1H2,(H2,4,5)

HIDE SMILES / InChI

Molecular Formula C3H5NO2
Molecular Weight 87.0773
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Vinyl carbamate epoxide, a major strong electrophilic, mutagenic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate (urethane).
1993 Mar
Chemopreventive effects of 2-(allylthio)pyrazine on hepatic lesion, mutagenesis and tumorigenesis induced by vinyl carbamate or vinyl carbamate epoxide.
1998 Jul
Genetic effects of exocyclic DNA adducts in vivo: heritable genetic damage in comparison with loss of heterozygosity in somatic cells.
1999
Mutation of beta-catenin is an early event in chemically induced mouse hepatocellular carcinogenesis.
1999 Aug 19
Chemoprevention of vinyl carbamate-induced lung tumors in strain A mice.
2000 Dec
Strain-related differences in bioactivation of vinyl carbamate and formation of DNA adducts in lungs of A/J, CD-1, and C57BL/6 mice.
2001 Jan
Involvement of CYP2E1 and carboxylesterase enzymes in vinyl carbamate metabolism in human lung microsomes.
2001 Mar
Chemoprevention by lipoxygenase and leukotriene pathway inhibitors of vinyl carbamate-induced lung tumors in mice.
2002 Aug 1
Prevention of mouse lung tumors by budesonide and its modulation of biomarkers.
2002 Jul
Carcinogenic induction directs the selection of allelic losses in mouse lung tumorigenesis.
2002 Nov 15
Effect of budesonide on the methylation and mRNA expression of the insulin-like growth factor 2 and c-myc genes in mouse lung tumors.
2002 Oct
Comparative prevalence, multiplicity, and progression of spontaneous and vinyl carbamate-induced liver lesions in five strains of male mice.
2002 Sep-Oct
Lipoxygenase and cyclooxygenase metabolism: new insights in treatment and chemoprevention of pancreatic cancer.
2003 Jan 7
Carcinogen-specific targeting of chromosome 12 for loss of heterozygosity in mouse lung adenocarcinomas: implications for chromosome instability and tumor progression.
2004 Apr 15
Interactions in the tumor-promoting activity of carbon tetrachloride, trichloroacetate, and dichloroacetate in the liver of male B6C3F1 mice.
2004 Jul 1
Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands.
2004 Oct 6
Chemoprevention: mouse colon and lung tumor bioassay and modulation of DNA methylation as a biomarker.
2005 Mar
A mouse model for tumor progression of lung cancer in ras and p53 transgenic mice.
2006 Feb 23
Prevention of lung cancer progression by bexarotene in mouse models.
2006 Mar 2
The synthetic triterpenoids CDDO-methyl ester and CDDO-ethyl amide prevent lung cancer induced by vinyl carbamate in A/J mice.
2007 Mar 15
A new rexinoid, NRX194204, prevents carcinogenesis in both the lung and mammary gland.
2007 Oct 15
Role of peroxisome proliferator-activated receptor gamma and its ligands in the treatment of hematological malignancies.
2008
Evidence of complete cellular repair of 1,N6-ethenoadenine, a mutagenic and potential damage for human cancer, revealed by a novel method.
2008 Jun
The rexinoid LG100268 and the synthetic triterpenoid CDDO-methyl amide are more potent than erlotinib for prevention of mouse lung carcinogenesis.
2008 May
Structure of the 1,N2-ethenodeoxyguanosine adduct opposite cytosine in duplex DNA: Hoogsteen base pairing at pH 5.2.
2008 Sep
Cancer is a preventable disease that requires major lifestyle changes.
2008 Sep
Chiral Brønsted acid-catalyzed enantioselective three-component Povarov reaction.
2009 Apr 8
Inhibition of vinyl carbamate-induced lung tumors and Kras2 mutations by the garlic derivative diallyl sulfone.
2009 Mar 9
FoxO3a gene is a target of deletion in mouse lung adenocarcinoma.
2009 Oct
Mechanisms of lung tumorigenesis by ethyl carbamate and vinyl carbamate.
2010 May
Chemopreventive effects of pioglitazone on chemically induced lung carcinogenesis in mice.
2010 Nov
Cigarette smoke induces C/EBP-β-mediated activation of miR-31 in normal human respiratory epithelia and lung cancer cells.
2010 Oct 29
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
2011 Mar 24
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:42:26 UTC 2023
Edited
by admin
on Fri Dec 15 16:42:26 UTC 2023
Record UNII
7Y2431GOM5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINYL CARBAMATE
Systematic Name English
NSC-133266
Code English
Classification Tree Code System Code
NCI_THESAURUS C45175
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
Code System Code Type Description
CAS
15805-73-9
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
PUBCHEM
27492
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
CHEBI
27292
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
MESH
C017963
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID3021433
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
NSC
133266
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
FDA UNII
7Y2431GOM5
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
NCI_THESAURUS
C29864
Created by admin on Fri Dec 15 16:42:26 UTC 2023 , Edited by admin on Fri Dec 15 16:42:26 UTC 2023
PRIMARY
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