4-hydroxy-3-{1-methyl-7-oxo-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-5-yl}benzene-1-sulfonyl chloride

• ChemBase ID: 165816
• Molecular Formular: C15H15ClN4O4S
• Molecular Mass: 382.822
• Monoisotopic Mass: 382.05025366
• SMILES: ClS(=O)(=O)c1ccc(c(c1)c1nc2c(c(=O)[nH]1)n(nc2CCC)C)O
• Canonical SMILES: CCCc1nn(c2c1nc([nH]c2=O)c1cc(ccc1O)S(=O)(=O)Cl)C
• InChI: InChI=1S/C15H15ClN4O4S/c1-3-4-10-12-13(20(2)19-10)15(22)18-14(17-12)9-7-8(25(16,23)24)5-6-11(9)21/h5-7,21H,3-4H2,1-2H3,(H,17,18,22)
• InChIKey: YYHOUVFSCFLVRQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-{1-methyl-7-oxo-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-5-yl}benzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-hydroxy-3-{1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl}benzenesulfonyl chloride
• Synonyms: 3-(6,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-hydroxy-benzenesulfonyl Chloride; 5-(5-Chlorosulfonyl-2-hydroxyphenyl)-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one; Demethylpiperazinyl Desethyl Sildenafil Sulfonyl Chloride

Database IDs

• CAS Number: 139756-27-7
• PubChem SID: 162259949
• PubChem CID: 21250710

CALCULATED PROPERTIES

• Acid pKa: 6.7158694
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.8692749
• LogD (pH = 7.4): 1.1435047
• Log P: 1.8946885
• Molar Refractivity: 106.8358 cm^3
• Polarizability: 35.399014 Å^3
• Polar Surface Area: 113.65 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol; THF
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D231300

Sildenafil (S435000) derivative. Used in the preparation purinone derivatives for treatment of precancerous lesions and as cardiovascular agents.