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Merck
CN

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

Key Documents

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Quality Level

200

Assay

≥98%

form

liquid

composition

methylene chloride, ≤1%

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.

Signal Word

Danger

Hazard Statements

H226,H300,H315,H319,H350

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

Regulatory Information

危险化学品

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000475232
0000475232
0000449378
0000449377
0000449377

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  1. How does the storage temperature relate to shipping conditions?

    The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. What solvents can be used to dissolve Azoxymethane?

    Azoxymethane is soluble in water, ether, ethanol, and chloroform. The reported solubility in chlorform is 200 mg/mL, and in water is 100 mg/mL.

  7. How should stock solutions of Azoxymethane be stored, and for how long can they be kept?

    No solution stability studies have been performed by Sigma-Aldrich. Because the solution stability is unknown, solutions should be prepared fresh for use.

  8. How does azoxymethane act to cause cancers?

    Azoxymethane is a methylating agent which forms 6-O-methylguanine in DNA.  Unless this methylated base is repaired by cellular enzymes, it results in a base mismatch that subsequently causes tumors in the tissue.

  9. What are the approximate volumes for the of 25 mg and 100 mg, package sizes of Product No. A5486, Azoxymethane?

    Using the literature value for density of approximately 0.991 g/mL (at 25 °C), the approximate volumes are 25 μL for the 25 mg package size and 100 μl for the 100 mg package size.

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
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
Qifan Zhu et al.
Journal of immunology (Baltimore, Md. : 1950), 193(10), 4779-4782 (2014-10-17)
Stimulator of IFN genes (STING) is a cytoplasmic innate immune sensor for cyclic dinucleotides that also serves a dual role as an adaptor molecule for a number of intracellular DNA receptors. Although STING has important functions in the host defense
Shiyan Wang et al.
Cancer research, 79(16), 4086-4098 (2019-06-27)
Tripartite motif (TRIM) family proteins participate in a variety of important cellular processes, including apoptosis, cell-cycle arrest, DNA repair, and senescence. In this study, we demonstrated that a novel TRIM family member, TRIM67, was commonly silenced in colorectal cancer and
View All Related Papers

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