4-hydroxy-7-[2-({2-[3-(2-phenylethoxy)propanesulfonyl]ethyl}amino)ethyl]-2,3-dihydro-1,3-benzothiazol-2-one

• ChemBase ID: 177706
• Molecular Formular: C22H28N2O5S2
• Molecular Mass: 464.59812
• Monoisotopic Mass: 464.14396401
• SMILES: c1(ccc(c2c1[nH]c(=O)s2)CCNCCS(=O)(=O)CCCOCCc1ccccc1)O
• Canonical SMILES: O=c1sc2c([nH]1)c(O)ccc2CCNCCS(=O)(=O)CCCOCCc1ccccc1
• InChI: InChI=1S/C22H28N2O5S2/c25-19-8-7-18(21-20(19)24-22(26)30-21)9-11-23-12-16-31(27,28)15-4-13-29-14-10-17-5-2-1-3-6-17/h1-3,5-8,23,25H,4,9-16H2,(H,24,26)
• InChIKey: DBCKRBGYGMVSTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-7-[2-({2-[3-(2-phenylethoxy)propanesulfonyl]ethyl}amino)ethyl]-2,3-dihydro-1,3-benzothiazol-2-one
• IUPAC Traditional name: sibenadet
• Synonyms: 4-Hydroxy-7-[2-[[2-[[3-(2-phenylethoxy)propyl]sulfonyl]ethyl]amino]ethyl]-2(3H)-benzothiazolone; AR-C 68397; AR-C 68397XX; Viozan; Sibenadet

Database IDs

• CAS Number: 154189-40-9
• PubChem SID: 164233616
• PubChem CID: 183812

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -0.14683206
• LogD (pH = 7.4): 1.310541
• Log P: 1.412534
• Molar Refractivity: 125.9523 cm^3
• Polarizability: 48.738895 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true
• Acid pKa: 7.326872

DETAILS

Toronto Research Chemicals - S421800

A dual D2 dopamine receptor agonist used in the treatment of obstructive pulmonary disease.

REFERENCES

• Austin, R., et al.: Pharm. Res., 22, 1649 (2005)
• Newbold, P., et al.: Brit. J. Clin. Pharmacol., 63, 279 (2005)
• Dueringer, C., et al.: Brit. J. Pharmacol., 158, 169 (2005)