320-67-2 5-Azacytidine AKSci J10124
 
 
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  J10124    
5-Azacytidine, 99% (HPLC)
 
4-Amino-1-(beta-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one
5-Azacitidine
Ladakamycin
IDENTITY
CAS Number:320-67-2
MDL Number:MFCD00006539
MF:C8H12N4O5
MW:244.20
EINECS:206-280-2
BRN:620461
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:99% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:207-224°C
Optical Rotation:+36° - +42° (c=1, H2O)
Long-Term Storage:Store long-term at -20°C
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

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.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Danger

Hazard Statements
H302; H350

Precautionary Statements
P201; P202; P264; P270; P281; P301+P312; P308+P313; P330; P405; P501

Current as of April 24, 2024


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All products are stocked and shipped from San Francisco Bay Area, California, USA.

⚠️
All products are for research and development use only, not for any other uses, and must be handled by technically-qualified persons.

These products are explicitly not intended to be used in foods and/or cosmetics and/or drugs (human and veterinary) and/or consumer products and/or biocides and/or pesticides of any kind unless explicitly stated otherwise.

Products are not sold to individuals. We do not ship to residential addresses. Consumer orders will be cancelled without notice.

New customers undergo an internal onboarding process. As part of this process, new customers may be asked for more information. Additional restrictions may apply.
⚠️

WARNING: Attention California residents: This product can expose you to chemicals including 5-Azacytidine, which is known to the State of California to cause cancer. For more information, go to www.P65Warnings.ca.gov.




CATEGORIES
 APIs and Bioactives > Chemotherapeutics
 Nucleobases > Nucleosides
 Nucleobases > Nucleosides


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