VINYL CARBAMATE

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 Search

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

Title	Date	PubMed
Vinyl carbamate epoxide, a major strong electrophilic, mutagenic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate (urethane).	1993 Mar	8453720
Chemopreventive effects of 2-(allylthio)pyrazine on hepatic lesion, mutagenesis and tumorigenesis induced by vinyl carbamate or vinyl carbamate epoxide.	1998 Jul	9683187
Chemoprevention of vinyl carbamate-induced lung tumors in strain A mice.	2000 Dec	11195469
Carcinogen-specific targeting of chromosome 12 for loss of heterozygosity in mouse lung adenocarcinomas: implications for chromosome instability and tumor progression.	2004 Apr 15	14755239
Aberrant promoter hypermethylation of the death-associated protein kinase gene is early and frequent in murine lung tumors induced by cigarette smoke and tobacco carcinogens.	2004 Jun 1	15172992
Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands.	2004 Oct 6	15453764
A mouse model for tumor progression of lung cancer in ras and p53 transgenic mice.	2006 Feb 23	16247444
Inhibition of vinyl carbamate-induced mutagenicity and clastogenicity by the garlic constituent diallyl sulfone in F1 (Big Blue x A/J) transgenic mice.	2007 Aug	17341656
Modulation by budesonide of a CpG endonuclease in mouse lung tumors.	2007 Jul	17361011
The synthetic triterpenoids CDDO-methyl ester and CDDO-ethyl amide prevent lung cancer induced by vinyl carbamate in A/J mice.	2007 Mar 15	17363558
Evidence of complete cellular repair of 1,N6-ethenoadenine, a mutagenic and potential damage for human cancer, revealed by a novel method.	2008 Jun	18373235
Cancer is a preventable disease that requires major lifestyle changes.	2008 Sep	18626751
Triterpenoids CDDO-methyl ester or CDDO-ethyl amide and rexinoids LG100268 or NRX194204 for prevention and treatment of lung cancer in mice.	2009 Dec	19952361
Formation and repair of tobacco carcinogen-derived bulky DNA adducts.	2010 Dec 20	21234336
Alteration of microRNA expression in vinyl carbamate-induced mouse lung tumors and modulation by the chemopreventive agent indole-3-carbinol.	2010 Feb	19748927
Inhibition of vinyl carbamate-induced pulmonary adenocarcinoma by indole-3-carbinol and myo-inositol in A/J mice.	2010 Feb	19625346
Capsaicin: a novel chemopreventive molecule and its underlying molecular mechanisms of action.	2010 Jan-Mar	20071791
Chemopreventive effects of pioglitazone on chemically induced lung carcinogenesis in mice.	2010 Nov	21045137
Cigarette smoke induces C/EBP-β-mediated activation of miR-31 in normal human respiratory epithelia and lung cancer cells.	2010 Oct 29	21048943
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.	2011 Mar 24	21361338

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:42:26 GMT 2023` Edited by `admin` on `Fri Dec 15 16:42:26 GMT 2023`
Record UNII	7Y2431GOM5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VINYL CARBAMATE

Systematic Name

English

NSC-133266

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C45175