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A5486

Sigma-Aldrich

Azoxymethane

13.4 M, ≥98%

Synonym(s):

AOM

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About This Item

Linear Formula:
CH3N=N(→O)CH3
CAS Number:
25843-45-2
Molecular Weight:
74.08
MDL number:
MFCD00126912
UNSPSC Code:
12352124
PubChem Substance ID:
329770827
NACRES:
NA.25

Quality Level

200

Assay

≥98%

form

liquid

composition

methylene chloride, ≤1% (solvent)

storage condition

(Keep container tightly closed in a dry and well-ventilated place.)

concentration

13.4 M

color

colorless

bp

97-99 °C (lit.)

density

0.991 g/mL at 25 °C (lit.)

application(s)

genomic analysis

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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General description

Azoxymethane (AOM) is a potent laboratory chemical used to study cancer initiation, progression, and prevention, particularly in the colon. It acts as both a carcinogen, triggering tumor formation, and a gene mutation agent, causing specific alterations in DNA.

Application

Azoxymethane (AOM), a gene mutation agent, may be used with dextran sulfate sodium (DSS) to create cancer models in laboratory animals which can be used to study mechanisms of cancer progression and chemoprevention.

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.

Features and Benefits

Versatile and adaptable for a wide variety of laboratory and research applications.

Other Notes

For additional information on our range of Biochemicals, please complete this form.
It is critical to determine the correct dosage of Azoxymethane for the experimental design to avoid premature death of laboratory animals.

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Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

75.2 °F

Flash Point(C)

24 °C

Certificates of Analysis (COA)

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Bianca N Islam et al.
Cancer prevention research (Philadelphia, Pa.), 10(7), 377-388 (2017-05-05)
Intestinal cyclic guanosine monophosphate (cGMP) signaling regulates epithelial homeostasis and has been implicated in the suppression of colitis and colon cancer. In this study, we investigated the cGMP-elevating ability of the phosphodiesterase-5 (PDE5) inhibitor sildenafil to prevent disease in the
Eva Pastille et al.
PLoS pathogens, 13(9), e1006649-e1006649 (2017-09-25)
Inflammatory bowel diseases (IBD) are chronic inflammatory disorders of the gastrointestinal tract, strongly associated with an increased risk of colorectal cancer development. Parasitic infections caused by helminths have been shown to modulate the host's immune response by releasing immunomodulatory molecules
Sonia Leon-Cabrera et al.
Cancers, 10(9) (2018-09-22)
Signal transducer and activator of transcription 1 (STAT1) is part of the Janus kinase (JAK/STAT) signaling pathway that controls critical events in intestinal immune function related to innate and adaptive immunity. Recent studies have implicated STAT1 in tumor⁻stroma interactions, and
Carlotta Tacconi et al.
Cancer research, 79(16), 4196-4210 (2019-06-27)
Colorectal cancer is a major cause of cancer-related death in Western countries and is associated with increased numbers of lymphatic vessels (LV) and tumor-associated macrophages (TAM). The VEGFC/VEGFR3 pathway is regarded as the principal inducer of lymphangiogenesis and it contributes
Linlin Lu et al.
Pharmacological research, 129, 318-328 (2017-12-05)
DACT2, a tumor suppressor gene in various tumors, is frequently down-regulated via hypermethylation. We found DACT2 gene expressions were dramatically silenced (P = 0.002, n = 8) in our clinical colorectal cancer (CRC) tissues, and TCGA data revealed DACT2 hypermethylation correlated to CRC poor
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