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Merck

A2853

Azoxymethane

Practical grade, 13.4 M, ≥90% (GC)

Synonim(y):

AOM

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Wzór liniowy:
CH3N=N(→O)CH3
Numer CAS:
25843-45-2
Masa cząsteczkowa:
74.08
UNSPSC Code:
12352200
PubChem Substance ID:
24890698
MDL number:
MFCD00126912

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InChI

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

SMILES string

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

InChI key

DGAKHGXRMXWHBX-ONEGZZNKSA-N

assay

≥90% (GC)

quality

Practical grade

contains

≤15% ethanol and acetic acid (Packaged based on azoxymethane.)

composition

methylene chloride, ≤5%

concentration

13.4 M

bp

97-99 °C (lit.)

density

0.991 g/mL at 25 °C (lit.)

storage temp.

−20°C

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.
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signalword

Danger

Hazard Classifications

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

Klasa składowania

3 - Flammable liquids

wgk

WGK 3

flash_point_f

75.2 °F

flash_point_c

24 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Wykazy regulacyjne

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75-09-2

CAS No.

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Certyfikaty analizy (CoA)

Lot/Batch Number
089K1157
079K1133
098K1488
098K1469
038K1557

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

    Ask a Scientist here.

Kazuto Yoshimi et al.
BMC cancer, 12, 448-448 (2012-10-04)
Chemotherapeutic bioassay for colorectal cancer (CRC) with a rat model bearing chemically-induced CRCs plays an important role in the development of new anti-tumor drugs and regimens. Although several protocols to induce CRCs have been developed, the incidence and number of
Raghu Vemuganti et al.
Metabolic brain disease, 29(4), 891-899 (2014-05-28)
The mechanisms that promote brain dysfunction after acute liver failure (ALF) are not clearly understood. The small noncoding RNAs known as microRNAs (miRNAs) significantly control mRNA translation and thus normal and pathological functions in the mammalian body. To understand their
Takuji Tanaka et al.
Seminars in immunopathology, 35(2), 245-254 (2012-09-21)
Close association between chronic inflammation and cancer has been recently highlighted. Indeed, inflammatory bowel disease (IBD) has been strongly linked with an increased risk of development of colorectal cancer (CRC). Inflammatory cell-produced inflammatory mediators, such as proinflammatory cytokines and inducible
Michael D Burkitt et al.
The Journal of pathology, 236(3), 326-336 (2015-03-03)
NF-κB signalling is an important factor in the development of inflammation-associated cancers. Mouse models of Helicobacter-induced gastric cancer and colitis-associated colorectal cancer have demonstrated that classical NF-κB signalling is an important regulator of these processes. In the stomach, it has
Anne Chastre et al.
PloS one, 7(11), e49670-e49670 (2012-11-21)
Acute liver failure (ALF) due to ischemic or toxic liver injury is a clinical condition that results from massive loss of hepatocytes and may lead to hepatic encephalopathy (HE), a serious neuropsychiatric complication. Although increased expression of tumor necrosis factor-alpha
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