3-[3-({[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1(6),2,4-trien-7-yl]methyl}(2H3)methylamino)propyl]-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one hydrochloride

• ChemBase ID: 172005
• Molecular Formular: C27H37ClN2O5
• Molecular Mass: 505.04608
• Monoisotopic Mass: 504.23909997
• SMILES: c1(c(cc2c(c1)CC(=O)N(CC2)CCCN(C[C@H]1Cc2c1cc(c(c2)OC)OC)C)OC)OC.Cl
• Canonical SMILES: COc1cc2C[C@@H](c2cc1OC)CN(CCCN1CCc2c(CC1=O)cc(c(c2)OC)OC)C.Cl
• InChI: InChI=1S/C27H36N2O5.ClH/c1-28(17-21-11-20-14-25(33-4)26(34-5)16-22(20)21)8-6-9-29-10-7-18-12-23(31-2)24(32-3)13-19(18)15-27(29)30;/h12-14,16,21H,6-11,15,17H2,1-5H3;1H/t21-;/m1./s1
• InChIKey: HLUKNZUABFFNQS-ZMBIFBSDSA-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}(^2H₃)methylamino)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}(^2H₃)methylamino)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]methylamino-d3]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2H-3-benzazepin-2-one Hydrochloride; Corlentor-d3; Procoralan-d3; S-16257-d3; Ivabradine-d3 Hydrochloride

Database IDs

• CAS Number: 1217809-61-4
• PubChem SID: 164227915
• PubChem CID: 46782006

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.62349254
• LogD (pH = 7.4): 0.7629721
• Log P: 2.7224452
• Molar Refractivity: 133.5053 cm^3
• Polarizability: 51.369003 Å^3
• Polar Surface Area: 60.47 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Tan Solid
• Melting Point: 99-102°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - I940502

Labelled Ivabradine (I940500). Selective bradycardic agent with direct effect on the pacemaker If current of the sinoatrial node. Antianginal.

REFERENCES

• Thollon,C., et al.: Br. J. Pharmacol., 112, 37 (1994)
• Ragueneau, I., et al.: Clin. Pharmacol. Ther., 64, 192 (1994)
• Borer, J.S., et al.: Circulation, 107, 817 (1994)
• DiFrancesco, D., et al.: Drugs, 64, 1757 (1994)