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Details

Stereochemistry ACHIRAL
Molecular Formula C2H6N2O
Molecular Weight 74.0818
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AZOXYMETHANE

SMILES

C\N=[N+](\C)[O-]

InChI

InChIKey=DGAKHGXRMXWHBX-ARJAWSKDSA-N
InChI=1S/C2H6N2O/c1-3-4(2)5/h1-2H3/b4-3-

HIDE SMILES / InChI

Molecular Formula C2H6N2O
Molecular Weight 74.0818
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Organ-specific carcinogenesis in rats by methyl- and ethylazoxyalkanes.
1985 Jan
Effect of different levels of dietary corn oil and lard during the initiation phase of colon carcinogenesis in F344 rats.
1986 Sep
Carcinogenesis by nitrosodialkylamines and azoxyalkanes given by gavage to rats and hamsters.
1987 Aug 1
Specificity study to evaluate induction of aberrant crypts in murine colons.
1988 Nov 1
Chemoprevention of colon carcinogenesis by organosulfur compounds.
1993 Aug 1
Unexpected antagonistic action of 3,2'-dimethyl-4-aminobiphenyl on aberrant crypt induction by 1,2-dimethylhydrazine or azoxymethane in rat colon.
1995 Dec
Modifying effects of naturally occurring products on the development of colonic aberrant crypt foci induced by azoxymethane in F344 rats.
1995 Mar 15
Metabolic alterations of zinc and prostaglandins in both human and animal colonic tumor cells.
1995 Oct
Lovastatin augments sulindac-induced apoptosis in colon cancer cells and potentiates chemopreventive effects of sulindac.
1999 Oct
Sulindac and a cyclooxygenase-2 inhibitor, etodolac, increase APC mRNA in the colon of rats treated with azoxymethane.
2000 Dec
Consistent and fast inhibition of colon carcinogenesis by polyethylene glycol in mice and rats given various carcinogens.
2000 Jun 15
Dietary copper affects azoxymethane-induced intestinal tumor formation and protein kinase C isozyme protein and mRNA expression in colon of rats.
2002 May
Altered expression of c-myc, p16 and p27 in rat colon tumors and its reversal by short-term treatment with chemopreventive agents.
2002 Sep
Ursodeoxycholic acid inhibits Ras mutations, wild-type Ras activation, and cyclooxygenase-2 expression in colon cancer.
2003 Jul 1
Vehicle and mode of administration effects on the induction of aberrant crypt foci in the colons of male F344/N rats exposed to bromodichloromethane.
2004 Jan 9
Red wine polyphenols influence carcinogenesis, intestinal microflora, oxidative damage and gene expression profiles of colonic mucosa in F344 rats.
2005 Dec 11
Folate transport gene inactivation in mice increases sensitivity to colon carcinogenesis.
2005 Feb 1
Suppression of colitis-related mouse colon carcinogenesis by a COX-2 inhibitor and PPAR ligands.
2005 May 16
Nitric oxide-releasing aspirin and indomethacin are potent inhibitors against colon cancer in azoxymethane-treated rats: effects on molecular targets.
2006 Jun
Development of normal human colon cell cultures to identify priority unregulated disinfection by-products with a carcinogenic potential.
2007
Ursodeoxycholic acid versus sulfasalazine in colitis-related colon carcinogenesis in mice.
2007 Apr 15
Effect of azoxymethane and curcumin on transcriptional levels of cyclooxygenase-1 and -2 during initiation of colon carcinogenesis.
2007 Jan
Chemopreventive effect of a vitamin D(3) analog, alfacalcidol, on colorectal carcinogenesis in mice with ulcerative colitis.
2007 Nov
Dietary soy protein inhibits DNA damage and cell survival of colon epithelial cells through attenuated expression of fatty acid synthase.
2008 Apr
Peroxisome proliferator-activated receptor-beta/delta protects against chemically induced liver toxicity in mice.
2008 Jan
Ligand activation of peroxisome proliferator-activated receptor-beta/delta (PPARbeta/delta) and inhibition of cyclooxygenase 2 (COX2) attenuate colon carcinogenesis through independent signaling mechanisms.
2008 Jan
Effect of berberine on the antioxidant status, ultrastructural modifications and protein bound carbohydrates in azoxymethane-induced colon cancer in rats.
2009 Feb 12
Melatonin suppresses AOM/DSS-induced large bowel oncogenesis in rats.
2009 Jan 27
Rimonabant inhibits human colon cancer cell growth and reduces the formation of precancerous lesions in the mouse colon.
2009 Sep 1
Pterostilbene inhibits colorectal aberrant crypt foci (ACF) and colon carcinogenesis via suppression of multiple signal transduction pathways in azoxymethane-treated mice.
2010 Aug 11
Long-term administration of aspirin inhibits tumour formation and triggers anti-neoplastic molecular changes in a pre-clinical model of colon carcinogenesis.
2010 Feb
Increased visceral fat mass and insulin signaling in colitis-related colon carcinogenesis model mice.
2010 Jan 27
Dietary flavonoids suppress azoxymethane-induced colonic preneoplastic lesions in male C57BL/KsJ-db/db mice.
2010 Jan 27
N-acetylcysteine attenuates cerebral complications of non-acetaminophen-induced acute liver failure in mice: antioxidant and anti-inflammatory mechanisms.
2010 Jun
Scopolamine treatment and muscarinic receptor subtype-3 gene ablation augment azoxymethane-induced murine liver injury.
2010 Jun
Antioxidant and anti-inflammatory effects of mild hypothermia in the attenuation of liver injury due to azoxymethane toxicity in the mouse.
2010 Mar
Inhibition of experimental colorectal cancer and reduction in renal and gastrointestinal toxicities by copper-indomethacin in rats.
2010 Sep
Dietary astaxanthin inhibits colitis and colitis-associated colon carcinogenesis in mice via modulation of the inflammatory cytokines.
2011 Aug 15
Aspirin promotes apoptosis in a murine model of colorectal cancer by mechanisms involving downregulation of IL-6-STAT3 signaling pathway.
2011 Jan
Accumulation of K-Ras codon 12 mutations in the F344 rat distal colon following azoxymethane exposure.
2011 Jun
Pterostilbene is more potent than resveratrol in preventing azoxymethane (AOM)-induced colon tumorigenesis via activation of the NF-E2-related factor 2 (Nrf2)-mediated antioxidant signaling pathway.
2011 Mar 23
Glucagon-like peptide-2 increases dysplasia in rodent models of colon cancer.
2012 Apr 15
Arsenic and chromium in drinking water promote tumorigenesis in a mouse colitis-associated colorectal cancer model and the potential mechanism is ROS-mediated Wnt/β-catenin signaling pathway.
2012 Jul 1
Advanced glycation end products (AGE) induce the receptor for AGE in the colonic mucosa of azoxymethane-injected Fischer 344 rats fed with a high-linoleic acid and high-glucose diet.
2012 Oct
Targeted deletion of the metastasis-associated phosphatase Ptp4a3 (PRL-3) suppresses murine colon cancer.
2013
Isoliquiritigenin, a flavonoid from licorice, blocks M2 macrophage polarization in colitis-associated tumorigenesis through downregulating PGE2 and IL-6.
2014 Sep 15
Chemopreventive effects of standardized ethanol extract from the aerial parts of Artemisia princeps Pampanini cv. Sajabal via NF-κB inactivation on colitis-associated colon tumorigenesis in mice.
2015 Jan
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 17:24:08 UTC 2023
Edited
by admin
on Fri Dec 15 17:24:08 UTC 2023
Record UNII
MO0N1J0SEN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AZOXYMETHANE
Systematic Name English
NSC-171779
Code English
Classification Tree Code System Code
NCI_THESAURUS C1916
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
Code System Code Type Description
MESH
D001397
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
PRIMARY
FDA UNII
MO0N1J0SEN
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
PRIMARY
NCI_THESAURUS
C294
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
PRIMARY
WIKIPEDIA
AZOXYMETHANE
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
PRIMARY
NSC
171779
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID3020124
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
PRIMARY
CAS
25843-45-2
Created by admin on Fri Dec 15 17:24:08 UTC 2023 , Edited by admin on Fri Dec 15 17:24:08 UTC 2023
PRIMARY