9-benzyl-9H-purin-6-amine

• ChemBase ID: 28150
• Molecular Formular: C12H11N5
• Molecular Mass: 225.24924
• Monoisotopic Mass: 225.10144538
• SMILES: n1(c2c(nc1)c(ncn2)N)Cc1ccccc1
• Canonical SMILES: Nc1ncnc2c1ncn2Cc1ccccc1
• InChI: InChI=1S/C12H11N5/c13-11-10-12(15-7-14-11)17(8-16-10)6-9-4-2-1-3-5-9/h1-5,7-8H,6H2,(H2,13,14,15)
• InChIKey: MRHCSNNEUHXNIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-benzyl-9H-purin-6-amine
• IUPAC Traditional name: benzyladenine
• Synonyms: 9-Benyl-9H-purin-6-ylamine; 9-Benzylaminopurine; 9-(Phenylmethyl)-9H-purin-6-amine; NSC 35649; 9-Benzyladenine; 9-Benzyl-9H-purin-6-amine

Database IDs

• CAS Number: 4261-14-7
• MDL Number: MFCD00546043
• PubChem SID: 160991457
• PubChem CID: 20262

CALCULATED PROPERTIES

• Acid pKa: 18.58376
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2691044
• LogD (pH = 7.4): 1.4149121
• Log P: 1.4171364
• Molar Refractivity: 66.1086 cm^3
• Polarizability: 24.692907 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Sparingly in DMSO and Ethanol
• Apperance: Off-White Solid
• Melting Point: 229-232°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - B224450

A useful intermediate in the synthesis of 1-substituted adenines.

REFERENCES

• Laufer, S., et al.: J. Med. Chem., 48, 710 (2005)
• Lambertucci, C., et al.: Bioorg. Med. Chem., 17, 2812 (2005)