1,3-dipropyl-8-[(1R,3r,5S,7s)-tricyclo[3.3.1.03,7]nonan-3-yl]-2,3,6,9-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 154590
• Molecular Formular: C20H28N4O2
• Molecular Mass: 356.46192
• Monoisotopic Mass: 356.22122616
• SMILES: CCCn1c2c(c(=O)n(c1=O)CCC)nc([nH]2)[C@]12C[C@@H]3C[C@H](C1)C[C@H]2C3
• Canonical SMILES: CCCn1c2[nH]c(nc2c(=O)n(c1=O)CCC)[C@]12C[C@H]3C[C@@H]2C[C@@H](C1)C3
• InChI: InChI=1S/C20H28N4O2/c1-3-5-23-16-15(17(25)24(6-4-2)19(23)26)21-18(22-16)20-10-12-7-13(11-20)9-14(20)8-12/h12-14H,3-11H2,1-2H3,(H,21,22)/t12-,13+,14-,20-
• InChIKey: PJBFVWGQFLYWCB-OYEQCZOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dipropyl-8-[(1R,3r,5S,7s)-tricyclo[3.3.1.0^3,^7]nonan-3-yl]-2,3,6,9-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 1,3-dipropyl-8-[(1R,3r,5S,7s)-tricyclo[3.3.1.0^3,^7]nonan-3-yl]-9H-purine-2,6-dione
• Synonyms: 1,3-dipropyl-8-(3-noradamantyl)xanthine; 8-(Hexahydro-2,5-methanopentalen-3a(1H)-yl)-3,7-dihydro-1,3-dipropyl-1H-purine-2,6-dione; MK-7418; Rolofylline; KW-3902

Database IDs

• CAS Number: 136199-02-5
• PubChem SID: 162248728
• PubChem CID: 11948288

CALCULATED PROPERTIES

• Acid pKa: 11.396145
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.231271
• LogD (pH = 7.4): 3.2315962
• Log P: 3.2316399
• Molar Refractivity: 97.7543 cm^3
• Polarizability: 37.678303 Å^3
• Polar Surface Area: 69.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: : soluble; DMSO: soluble20 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H28N4O2

DETAILS

Sigma Aldrich - K3769

Biochem/physiol Actions
KW-3902 is an A1 adenosine receptor antagonist and is over 800 fold more selective for an A1 receptor versus the A2A receptor.