(2R,3R,4S,5R)-2-(6-amino-2-azido-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

• ChemBase ID: 160975
• Molecular Formular: C10H12N8O4
• Molecular Mass: 308.25348
• Monoisotopic Mass: 308.0981509
• SMILES: n1c(nc2c(c1N)ncn2[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O)N=[N+]=[N-]
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(N=[N+]=[N-])nc2N
• InChI: InChI=1S/C10H12N8O4/c11-7-4-8(15-10(14-7)16-17-12)18(2-13-4)9-6(21)5(20)3(1-19)22-9/h2-3,5-6,9,19-21H,1H2,(H2,11,14,15)/t3-,5-,6-,9-/m1/s1
• InChIKey: BSZZPOARGMTJKQ-UUOKFMHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R)-2-(6-amino-2-azido-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3R,4S,5R)-2-(6-amino-2-azidopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-Azido-D-adenosine; NSC 36905; 2-Azido Adenosine

Database IDs

• CAS Number: 59587-07-4
• PubChem SID: 162255110
• PubChem CID: 510978

CALCULATED PROPERTIES

• Acid pKa: 12.454002
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -1.1058606
• LogD (pH = 7.4): -1.1058578
• Log P: -0.9918083
• Molar Refractivity: 73.4292 cm^3
• Polarizability: 26.927204 Å^3
• Polar Surface Area: 168.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White to Grey Solid
• Melting Point: 170-172°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A821960

A useful synthetic intermediate for making potent and selective coronary vasodilators.