(4aR,12bS,13aS)-1-(ethanesulfonyl)-10-methoxy-2,3,4,4a,5,7,8,12b,13,13a-decahydro-1H-1,6-diazatetraphene hydrochloride

• ChemBase ID: 177485
• Molecular Formular: C19H29ClN2O3S
• Molecular Mass: 400.96316
• Monoisotopic Mass: 400.15874148
• SMILES: c1(ccc2c(c1)CCN1[C@H]2C[C@H]2[C@@H](C1)CCCN2S(=O)(=O)CC)OC.Cl
• Canonical SMILES: COc1ccc2c(c1)CCN1[C@H]2C[C@H]2[C@@H](C1)CCCN2S(=O)(=O)CC.Cl
• InChI: InChI=1S/C19H28N2O3S.ClH/c1-3-25(22,23)21-9-4-5-15-13-20-10-8-14-11-16(24-2)6-7-17(14)19(20)12-18(15)21;/h6-7,11,15,18-19H,3-5,8-10,12-13H2,1-2H3;1H/t15-,18+,19+;/m1./s1
• InChIKey: DZTZUOBWDBPPJQ-BQBHMPFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,12bS,13aS)-1-(ethanesulfonyl)-10-methoxy-2,3,4,4a,5,7,8,12b,13,13a-decahydro-1H-1,6-diazatetraphene hydrochloride
• IUPAC Traditional name: (4aR,12bS,13aS)-1-(ethanesulfonyl)-10-methoxy-2,3,4,4a,5,7,8,12b,13,13a-decahydro-1,6-diazatetraphene hydrochloride
• Synonyms: (8aR,12aS,13aS)-12-(Ethylsulfonyl)-5,8,8a,9,10,11,12,12a,13,13a-decahydro-3-methoxy-6H-isoquino[2,1-g][1,6]naphthyridine Hydrochloride; RS 79948-197

Database IDs

• CAS Number: 186002-54-0
• PubChem SID: 164233395
• PubChem CID: 9908991

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.753167
• LogD (pH = 7.4): 0.98673713
• Log P: 1.5647227
• Molar Refractivity: 99.5252 cm^3
• Polarizability: 39.516205 Å^3
• Polar Surface Area: 49.85 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R700950

.alpha.2A-Adrenoceptor antagonism increases insulin secretion and synergistically augments insulinotropic effect of glibenclamide.

REFERENCES

• Angel, I., et al.: Eur. J. Pharmacol., 154, 191 (1988)
• Ortiz-Alonso, F., et al.: Metabolism, 40, 1160 (1988)
• Altman, J., et al.: Mol. Pharmacol., 56, 154 (1988)
• Abdel-Zaher, A., et al.: Pharmacol. Res., 44, 397 (1988)
• Bleck, C., et al.: Diabetologia,