6-{4-[1-(2H11)cyclohexyl-1H-1,2,3,4-tetrazol-5-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 164761
• Molecular Formular: C20H27N5O2
• Molecular Mass: 369.46068
• Monoisotopic Mass: 369.21647513
• SMILES: c1cc(cc2c1NC(=O)CC2)OCCCCc1nnnn1C1CCCCC1
• Canonical SMILES: O=C1CCc2c(N1)ccc(c2)OCCCCc1nnnn1C1CCCCC1
• InChI: InChI=1S/C20H27N5O2/c26-20-12-9-15-14-17(10-11-18(15)21-20)27-13-5-4-8-19-22-23-24-25(19)16-6-2-1-3-7-16/h10-11,14,16H,1-9,12-13H2,(H,21,26)
• InChIKey: RRGUKTPIGVIEKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{4-[1-(^2H₁₁)cyclohexyl-1H-1,2,3,4-tetrazol-5-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 6-{4-[1-(^2H₁₁)cyclohexyl-1,2,3,4-tetrazol-5-yl]butoxy}-3,4-dihydro-1H-quinolin-2-one
• Synonyms: OPC-13013-d11; Pletal-d11; 6-[4-(1-Cyclohexyl-1H-tetrazol-5-yl)butoxy]-3,4-dihydro-2(1H)-quinolinone-d11; Cilostazol-d11

Database IDs

• CAS Number: 1073608-02-2
• PubChem SID: 162258896
• PubChem CID: 45038681

CALCULATED PROPERTIES

• Acid pKa: 14.416321
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.3055658
• LogD (pH = 7.4): 3.305566
• Log P: 3.305566
• Molar Refractivity: 117.1349 cm^3
• Polarizability: 39.27449 Å^3
• Polar Surface Area: 81.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Ethanol; Methanol
• Apperance: Whit solid
• Melting Point: 160-162°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C441502

A potent phosphodiesterase III A (PDE3A) inhibitor (IC50=0.2uM) and inhibitor of adenosine uptake. Has antimitogeni, antithrombotic, vasodilatory and cardiotonic properties in vivo. Also affects lipid levels in vivo.

REFERENCES

• Suri, A., et al.: J. Clin. Pharmacol., 38, 144 (1998)
• Park, S.-W., et al.: Am. J. Cardiol., 84, 511 (1998)
• Tsuchikane, E., et al.: Circulation, 100, 21 (1998)