BENIDIPINE HCl

Base Information

• Chemical Name: BENIDIPINE HCl
• CAS No.: 85387-35-5
• Molecular Formula: C₂₈H₃₁N₃O₆*ClH
• Molecular Weight: 542.032
• DSSTox Substance ID: DTXSID701005846
• Mol file: 85387-35-5.mol

Synonyms:1,4 dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 1-(phenylmethyl)-3-piperidinyl ester HCl;benidipine hydrochloride;KW 3049;KW-3049

Chemical Property of BENIDIPINE HCl

Chemical Property:

• Vapor Pressure: 1.5E-15mmHg at 25°C
• Boiling Point: 625.2°Cat760mmHg
• Flash Point: 331.9°C
• Density: g/cm³
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 541.1979634
• Heavy Atom Count: 38
• Complexity: 933

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC2CCCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC.Cl

Technology Process of BENIDIPINE HCl

There total 17 articles about BENIDIPINE HCl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.5%

1-benzyl-3-hydroxypiperidine (14813-01-5) + 5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (74936-72-4) → KW 3049 (129262-07-3,85387-35-5,91599-76-7)

Guidance literature:

5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid; With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; for 1h; Cooling with ice;

1-benzyl-3-hydroxypiperidine; In dichloromethane; N,N-dimethyl-formamide; at 20 - 30 ℃; for 1h;

With hydrogenchloride; In water; at 20 ℃; for 1h; Reagent/catalyst;

Reference yield: 36.2%

1-benzyl-3-hydroxypiperidine (14813-01-5) + 5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (74936-72-4) → benidipine hydrochloride (91599-74-5,129262-07-3,85387-35-5,91599-76-7)

Guidance literature:

5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid; With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; for 1h; Sonographic reaction; Cooling with ice;

1-benzyl-3-hydroxypiperidine; In dichloromethane; for 2.5h; Cooling with ice; Sonographic reaction;

Reference yield:

5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (74936-72-4) → benidipine hydrochloride (91599-74-5,129262-07-3,85387-35-5,91599-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / dimethylformamide; CH₂Cl₂ / 1 h

2: dimethylformamide; CH₂Cl₂ / 2.5 h

With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

1-benzyl-3-hydroxypiperidine

5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

acetoacetic acid methyl ester

3-nitro-benzaldehyde

Refernces

• 1、 -. "A benidipine hydrochloride method for synthesizing intermediate". Paragraph 0009; 0048-0050. . Retrieved 2018/07/30.
• 2、 Muto,Kuroda,Kawato,Karasawa,Kubo,Nakamizo. "Synthesis and pharmacological activity of stereoisomers of 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 1-(phenylmethyl)-3-piperidinyl ester". . p. 1662 - 1665. Retrieved 2007/10/02.