6-Amino-5-azacytidine

Base Information

• Chemical Name: 6-Amino-5-azacytidine
• CAS No.: 105331-00-8
• Molecular Formula: C₈H₁₃N₅O₅
• Molecular Weight: 259.222
• UNII: QS4CCV9ZS5
• Mol file: 105331-00-8.mol

Synonyms:6-Amino-5-azacytidine;105331-00-8;QS4CCV9ZS5;4,6-Diamino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one;4,6-diamino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one;UNII-QS4CCV9ZS5;SCHEMBL12812951;4,6-Diamino-1-beta-D-ribofuranosyl-1,3,5-triazin-2(1H)-one;AMY38964;MS-23650;PD102294;HY-111643;CS-0089197;F77364;J-001388;1,3,5-Triazin-2(1H)-one, 4,6-diamino-1-beta-D-ribofuranosyl-;1,3,5-TRIAZIN-2(1H)-ONE, 4,6-DIAMINO-1-.BETA.-D-RIBOFURANOSYL-;4,6-DIAMINO-1-.BETA.-D-RIBOFURANOSYL-1,3,5-TRIAZIN-2(1H)-ONE;4,6-diamino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydro-1,3,5-triazin-2-one

Chemical Property of 6-Amino-5-azacytidine

Chemical Property:

• Melting Point: 240-242 °C (decomp)
• Boiling Point: 580.3±60.0 °C(Predicted)
• PKA: 13.46±0.70(Predicted)
• Density: 2.27±0.1 g/cm3(Predicted)
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 259.09166853
• Heavy Atom Count: 18
• Complexity: 424

Purity/Quality:

97% ^*data from raw suppliers

6-Amino-5-azacytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(O1)N2C(=NC(=NC2=O)N)N)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@H]([C@@H](O1)N2C(=NC(=NC2=O)N)N)O)O)O
• Uses: 6-Amino-5-azacytidine is a nucleoside that exhibits a growth-inhibitory effect in humans and interferes with the metabolism of purines. 6-Amino-5-azacytidine is also a derivative of 5-Azacytidine (A796000), a chemotherapeutic agent used to treat patients with acute myelogenous leukemia.

Technology Process of 6-Amino-5-azacytidine

There total 2 articles about 6-Amino-5-azacytidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

6-methoxy-5-azacytidine (126193-23-5) → 6-amino-5-azacytidine (105331-00-8)

Guidance literature:

With ammonia; In methanol; 1)stirred 2h at room temp. 2)kept overnight;

Reference yield: 81.0%

2',3',5'-tri-O-benzoyl-6-ethoxy-5-azacytidine (105331-02-0) → 6-amino-5-azacytidine (105331-00-8)

Guidance literature:

With ammonia; In methanol; Ambient temperature; overnight;

upstream raw materials:

6-methoxy-5-azacytidine

2',3',5'-tri-O-benzoyl-6-ethoxy-5-azacytidine