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

• ChemBase ID: 170030
• Molecular Formular: C10H15N7O4
• Molecular Mass: 297.2706
• Monoisotopic Mass: 297.118552
• SMILES: [C@@H]1(C([C@H](O[C@H]1n1c2c(nc1)c(nc(n2)NN)N)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@H](C1O)O)n1cnc2c1nc(NN)nc2N
• InChI: InChI=1S/C10H15N7O4/c11-7-4-8(15-10(14-7)16-12)17(2-13-4)9-6(20)5(19)3(1-18)21-9/h2-3,5-6,9,18-20H,1,12H2,(H3,11,14,15,16)/t3-,5?,6+,9-/m1/s1
• InChIKey: BAYFDGKAUSOEIS-DTUHVUQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,5R)-2-(6-amino-2-hydrazinyl-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• IUPAC Traditional name: (2R,3S,5R)-2-(6-amino-2-hydrazinylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• Synonyms: 2-Hydrazino Adenosine

Database IDs

• CAS Number: 15763-11-8
• PubChem SID: 164225940
• PubChem CID: 45039391

CALCULATED PROPERTIES

• Acid pKa: 12.453751
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -2.0237012
• LogD (pH = 7.4): -2.0216846
• Log P: -2.0205352
• Molar Refractivity: 72.8483 cm^3
• Polarizability: 27.143501 Å^3
• Polar Surface Area: 177.59 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Warm Methanol; Warm Water
• Apperance: Reddish Brown Solid
• Melting Point: >188°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Moisture Sensitive

DETAILS

Toronto Research Chemicals - H710000

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

REFERENCES

• Niiya, K., et al.: J. Med. Chem., 35, 4557 (1992)