E730 5-Azacytidine - AK Scientific
 
 
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  Catalog ID # E730
5-Azacytidine
, 98% (HPLC)
 
4-Amino-1-(beta-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one
5-Azacitidine
Ladakamycin




IDENTITY
CAS Registry #:[320-67-2]
MDL Number:MFCD00006539
MF:C8H12N4O5
MW:244.2047
EINECS:206-280-2
BRN:620461
SPECIFICATIONS & PROPERTIES
Purity:98% (HPLC)
Available Spectra:NMR, LCMS, FT-IR, HPLC, Polarimetry
Physical Form:White to off-white powder
Melting Point:207-224°C
Optical Rotation:+36° - +42° (c=1, H2O)
Long-Term Storage:Store long-term at -20°C
Shipping:Not Regulated for Shipping

BIOLOGICAL INFO
Application(s):Inhibits DNA methyltransferase

REVIEW

 Azacitidine (5-azacytidine) is a chemical analogue of the cytosine nucleoside used in DNA and RNA. Azacitidine is thought to induce antineoplastic activity via two mechanisms; inhibition of DNA methyltransferase at low doses, causing hypomethylation of DNA, and direct cytotoxicity in abnormal hematopoietic cells in the bone marrow through its incorporation into DNA and RNA at high doses, resulting in cell death. As azacitidine is a ribonucleoside, it incoporates into RNA to a larger extent than into DNA. The incorporation into RNA leads to the dissembly of polyribosomes, defective methylation and acceptor function of transfer RNA, and inhibition of the production of protein. Its incorporation into DNA leads to a covalent binding with DNA methyltransferases, which prevents DNA synthesis and subsequent cytotoxicity.

REFERENCES
[1]Cihak A: Biological effects of 5-azacytidine in eukaryotes. Oncology. 1974;30(5):405-22.
[2] Kaminskas E, Farrell AT, Wang YC, Sridhara R, Pazdur R: FDA drug approval summary: azacitidine (5-azacytidine, Vidaza) for injectable suspension. Oncologist. 2005 Mar;10(3):176-82.
[3] Leone G, Voso MT, Teofili L, Lubbert M: Inhibitors of DNA methylation in the treatment of hematological malignancies and MDS. Clin Immunol. 2003 Oct;109(1):89-102.
[4] Ghoshal K, Bai S: DNA methyltransferases as targets for cancer therapy. Drugs Today (Barc). 2007 Jun;43(6):395-422.

Risk Description(s)
R45:May cause cancer.
R46:May cause heritable genetic damage.
R22:Harmful if swallowed.

Safety Description(s)
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).



Pricing

CURRENT AS OF: July 26, 2016

Availability
1. Backordered: Please contact us for availability.
2. All prices FOB San Francisco, USA

HazMat
HazMat shipping information is based on IATA/DOT regulations. All of the information is for reference only and subject to change without notice.

Quality
1. All products' quality is guaranteed.
2. Lot-specific spectra and CoA available on request.

Usage
AK Scientific products are intended for Research and Development usage only. The products are not to be used for other purposes, including, but not limited to, human or animal use, or as a component in, a food, drug, medical device (including in vitro diagnostic reagents), cosmetics and pesticides.

The hazards associated with this chemical have not been fully evaluated. This chemical is to be used for research and development purposes only, under the supervision of a technically qualified individual.

AK Scientific is not an EPA registered pesticidal establishment. Our products are not intended for pesticidal applications.

SDS

 E730_SDS.pdf

CATEGORIES

 APIs and Bioactives > Chemotherapeutics
 Nucleobases > Nucleosides

USEFUL LINKS

  PubChem