2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]ethyl acetate

• ChemBase ID: 159439
• Molecular Formular: C10H13N5O4
• Molecular Mass: 267.24132
• Monoisotopic Mass: 267.09675392
• SMILES: n1c(nc2c(c1O)ncn2COCCOC(=O)C)N
• Canonical SMILES: CC(=O)OCCOCn1cnc2c1nc(N)nc2O
• InChI: InChI=1S/C10H13N5O4/c1-6(16)19-3-2-18-5-15-4-12-7-8(15)13-10(11)14-9(7)17/h4H,2-3,5H2,1H3,(H3,11,13,14,17)
• InChIKey: DMHAXLGAKQREIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]ethyl acetate
• IUPAC Traditional name: 2-[(2-amino-6-hydroxypurin-9-yl)methoxy]ethyl acetate
• Synonyms: 9-[[2-(Acetyloxy)ethoxy]methyl]-2-amino-1,9-dihydro-6H-purin-6-one; 9-(2-Acetoxyethoxymethyl)guanine; Acyclovir Acetate

Database IDs

• CAS Number: 102728-64-3
• PubChem SID: 162253574
• PubChem CID: 3011667

CALCULATED PROPERTIES

• LogD (pH = 5.5): -0.117977716
• LogD (pH = 7.4): -0.11799532
• Log P: -0.11796713
• Molar Refractivity: 64.7197 cm^3
• Polarizability: 24.773073 Å^3
• Polar Surface Area: 125.38 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 11.583788
• H Acceptors: 7
• H Donor: 2

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 242-244°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A192410

Acyclovir (A192400) impurity.

REFERENCES

• Goskonda, V., et al.: J. Pharm. Sci., 88, 180 (1999)
• Chang, J., et al.: Pharm. Res., 17, 670 (1999)