3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}amino)propyl]-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one hydrochloride

• ChemBase ID: 166560
• Molecular Formular: C26H35ClN2O5
• Molecular Mass: 491.0195
• Monoisotopic Mass: 490.22344991
• SMILES: c1(c(cc2c(c1)CC(=O)N(CC2)CCCNC[C@H]1Cc2c1cc(c(c2)OC)OC)OC)OC.Cl
• Canonical SMILES: COc1cc2C[C@@H](c2cc1OC)CNCCCN1CCc2c(CC1=O)cc(c(c2)OC)OC.Cl
• InChI: InChI=1S/C26H34N2O5.ClH/c1-30-22-11-17-6-9-28(26(29)14-18(17)12-23(22)31-2)8-5-7-27-16-20-10-19-13-24(32-3)25(33-4)15-21(19)20;/h11-13,15,20,27H,5-10,14,16H2,1-4H3;1H/t20-;/m1./s1
• InChIKey: MIIIKWNQFDQJGS-VEIFNGETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}amino)propyl]-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one hydrochloride
• IUPAC Traditional name: 3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}amino)propyl]-7,8-dimethoxy-4,5-dihydro-1H-3-benzazepin-2-one hydrochloride
• Synonyms: 3-[3-[[[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]amino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-3-benzazepin-2-one Hydrochloride; N-Demethylivabradine Hydrochloride; S 18982; N-Demethyl Ivabradine Hydrochloride

Database IDs

• CAS Number: 1246638-08-3
• PubChem SID: 162260693
• PubChem CID: 66672699

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.88409925
• LogD (pH = 7.4): -0.2538001
• Log P: 2.3393974
• Molar Refractivity: 128.2106 cm^3
• Polarizability: 49.528923 Å^3
• Polar Surface Area: 69.26 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; Water (Sparingly)
• Apperance: Beige Solid
• Melting Point: >180°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D293000

Ivabradine (I940500) metabolite.

REFERENCES

• Duffull, S., et al.: Eur. J. Pharm. Sci., 10, 285 (2000)
• Portoles, A., et al.: J. Clin. Pharmacol., 46, 1195 (2000)