Benidipine

The CAS registry number of Benidipine is 105979-17-7. The IUPAC name is 5-O-[(3R)-1-benzylpiperidin-3-yl] 3-O-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate. In addition, the molecular formula is C₂₈H₃₁N₃O₆. What's more, it is also known as benidipinum or benidipine hydrochloride. And it can be used for the treatment of high blood pressure.

Physical properties about this chemical are: (1)ACD/LogP: 4.92; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.29; (4)ACD/LogD (pH 7.4): 4.73; (5)ACD/BCF (pH 5.5): 75.8; (6)ACD/BCF (pH 7.4): 2102.53; (7)ACD/KOC (pH 5.5): 265.08; (8)ACD/KOC (pH 7.4): 7352.53; (9)#H bond acceptors: 9; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 104.9 Å²; (13)Index of Refraction: 1.621; (14)Molar Refractivity: 137.61 cm³; (15)Molar Volume: 390.7 cm³; (16)Polarizability: 54.55 ×10^-24cm³; (17)Surface Tension: 58 dyne/cm; (18)Density: 1.29 g/cm³; (19)Flash Point: 331.9 °C; (20)Enthalpy of Vaporization: 92.57 kJ/mol; (21)Boiling Point: 625.2 °C at 760 mmHg; (22)Vapour Pressure: 1.5E-15 mmHg at 25°C.

Preparation of Benidipine: At first, methyl (-)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate(Ⅰ) can react with sulfoxide chloride in the presence of dichloromethane and dimethylformamide to give a reaction product(Ⅱ). Benidipine can be prepared by reacting (+)-1-benzyl-3-hydroxypiperidine with the reaction product(Ⅱ). The equation is as follows:

You can still convert the following datas into molecular structure:
(1)SMILES: [O-][N+](=O)c1cccc(c1)[C@@H]4C(/C(=O)OC)=C(\N\C(=C4\C(=O)O[C@@H]3CCCN(Cc2ccccc2)C3)C)C
(2)InChI: InChI=1/C28H31N3O6/c1-18-24(27(32)36-3)26(21-11-7-12-22(15-21)31(34)35)25(19(2)29-18)28(33)37-23-13-8-14-30(17-23)16-20-9-5-4-6-10-20/h4-7,9-12,15,23,26,29H,8,13-14,16-17H2,1-3H3/t23-,26-/m1/s1
(3)InChIKey: QZVNQOLPLYWLHQ-ZEQKJWHPBC