CAS 320-67-2: Azacytidine
Description:Azacytidine, with the CAS number 320-67-2, is a nucleoside analog of cytidine, characterized by the presence of a nitrogen atom in the pyrimidine ring. This modification alters its biological activity, making it a potent inhibitor of DNA methylation. Azacytidine is primarily used in the treatment of certain types of cancer, particularly myelodysplastic syndromes and acute myeloid leukemia, as it can induce differentiation and apoptosis in malignant cells. The compound is typically administered via injection and has a relatively short half-life in the body. Its mechanism of action involves incorporation into RNA and DNA, leading to hypomethylation of genes that are silenced in cancer. Azacytidine is also known for its ability to reactivate tumor suppressor genes, contributing to its therapeutic effects. However, it can cause side effects, including myelosuppression, gastrointestinal disturbances, and potential long-term risks. Overall, azacytidine represents a significant advancement in epigenetic therapy, highlighting the importance of DNA methylation in cancer treatment.
Formula:C8H12N4O5
InChI:InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
InChI key:InChIKey=NMUSYJAQQFHJEW-KVTDHHQDSA-N
SMILES:O=C1N=C(N=CN1C2OC(CO)C(O)C2O)N
- Synonyms:
- 1,3,5-Triazin-2(1H)-one, 4-amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
- 1,3,5-Triazin-2(1H)-one, 4-amino-1-β-D-ribofuranosyl-
- 2-(β-D-Ribofuranosyl)-4-amino-1,3,5-triazin-2-on
- 2-(β-D-ribofurannosyl)-4-amino-1,3,5-triazine-2-one
- 2-(β-D-ribofuranosil)-4-amino-1,3,5-triazin-2-ona
- 2-(β-D-ribofuranosyl)-4-amino-1,3,5-triazin-2-one
- 4-Amino-1-Beta-D-Ribofuranosyl-S-Triazin-2(1H)-On
- 4-Amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-1,3,5-triazin-2(1H)-one
- 4-amino-1-D-lyxofuranosyl-1,3,5-triazin-2(1H)-one
- 4-amino-1-beta-D-ribofuranosyl-1,3,5-triazin-2(1H)-one
- See more synonyms
- 4-amino-1-beta-D-ribofuranosyl-s-triazin-2(1H)-one
- 4-amino-1-pentofuranosyl-1,3,5-triazin-2(1H)-one
- 5 Azc
- 5-Ac
- 5-Azac
- 5-Azacitidine
- 5-Azcr
- 5-Triazin-2(1H)-One,4-Amino-1-Beta-D-Ribofuranosyl-3
- Antibiotic u 18496
- Antibioticu18496
- Azacitidine
- Azacytidine
- Cc 486
- Ladakamycin
- Ledakamycin
- Mylosar
- Nci-C01569
- Nsc 103-627
- Nsc-102816
- U 18496
- U18496
- Vidaza
- Wr 183027
- s-Triazin-2(1H)-one, 4-amino-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-
- s-Triazin-2(1H)-one, 4-amino-1-β-D-ribofuranosyl-
- 4-Amino-1-β-D-ribofuranosyl-1,3,5-triazin-2(1H)-one
- 5-Azacytidine