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Key Documents

A9517

Sigma-Aldrich

Azoxymethane

13.4 M, >95% (GC)

Synonym(s):

AOM

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About This Item

Linear Formula:
CH3N=N(→O)CH3
CAS Number:
Molecular Weight:
74.08
MDL number:
UNSPSC Code:
12352103

Assay

>95% (GC)

concentration

13.4 M

bp

97-99 °C (lit.)
97-99 °C (lit.)

solubility

H2O: soluble
ethanol: soluble

density

0.991 g/mL at 25 °C (lit.)
0.991 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

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

InChI

1S/C2H6N2O/c1-3-4(2)5/h1-2H3/b4-3+

InChI key

DGAKHGXRMXWHBX-ONEGZZNKSA-N

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Biochem/physiol Actions

Carcinogen that induces O6-methylguanine adducts in DNA leading to G→A transitions. Induces tumorigenesis in the colon of laboratory animals and is used to study the mechanism of cancer progression and chemoprevention.
Induces tumorigenesis in the colon of laboratory animals and is used to study the mechanism of cancer progression and chemoprevention.

Pictograms

Health hazardSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Carc. 1B

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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E Fosslien
Annals of clinical and laboratory science, 30(1), 3-21 (2000-03-18)
Cyclooxygenase (COX)-2 levels are elevated in several types of human cancer tissues. Nonselective nonsteroidal anti-inflammatory drugs (NSAIDs) inhibit both the COX-1 and COX-2 protein, the two enzymes that convert arachidonic acids to prostaglandins. Regular use of such NSAIDs significantly reduces
Elham Rouhollahi et al.
Drug design, development and therapy, 9, 3911-3922 (2015-08-08)
Curcuma purpurascens BI. rhizome, a member of the Zingiberaceae family, is a popular spice in Indonesia that is traditionally used in assorted remedies. Dichloromethane extract of C. purpurascens BI. rhizome (DECPR) has previously been shown to have an apoptosis-inducing effect
T Tanaka et al.
Cancer research, 61(6), 2424-2428 (2001-04-06)
The biological role of the peroxisome proliferator-activated receptors (PPARs) in various diseases, including inflammation and cancer, has been highlighted recently. Although PPARgamma ligands have been found to inhibit mammary carcinogenesis in rodents, the effects on colon tumorigenesis are controversial. In
C W Boone et al.
Cancer research, 50(1), 2-9 (1990-01-01)
A search of the literature using National Library of Medicine databases and individual cancer journal articles yielded over 500 compounds with published chemopreventive activity in animals. From these, an initial 16 agents or agent combinations have been evaluated in the

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