Benidipine

Base Information

• Chemical Name: Benidipine
• CAS No.: 105979-17-7
• Molecular Formula: C28H31N3O6
• Molecular Weight: 505.571
• European Community (EC) Number: 857-680-4
• UNII: 4G9T91JS7E
• DSSTox Substance ID: DTXSID0022648
• Wikipedia: Benidipine
• NCI Thesaurus Code: C81680
• Metabolomics Workbench ID: 152263
• ChEMBL ID: CHEMBL2105555,CHEMBL3303980
• Mol file: 105979-17-7.mol

Synonyms:benidipine

Chemical Property of Benidipine

Chemical Property:

• Vapor Pressure: 1.5E-15mmHg at 25°C
• Refractive Index: 1.621
• Boiling Point: 625.2 °C at 760 mmHg
• PKA: pKa 7.34(H2O(long extrapolation) ) (Uncertain)
• Flash Point: 331.9 °C
• PSA: 113.69000
• Density: 1.29 g/cm³
• LogP: 5.00030
• Water Solubility.: 316μg/L at 25℃
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 505.22128572
• Heavy Atom Count: 37
• Complexity: 933

Purity/Quality:

98%,99%, ^*data from raw suppliers

racBenidipine ^*data from reagent 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
• Isomeric SMILES: CC1=C([C@H](C(=C(N1)C)C(=O)O[C@@H]2CCCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC
• Recent ClinicalTrials: Benidipine and Hydrochlorothiazide in Fosinopril Treated Chronic Kidney Disease Patients With Hypertension
• Recent NIPH Clinical Trials: ACRoss-AMI
• Uses: Benidipine (CAS# 105979-17-7) is a 1,4-dihydropyridine and a calcium channel antagonist. Antihypertensive.

Technology Process of Benidipine

There total 7 articles about Benidipine 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:

3-hydroxypiperazine (6859-99-0) → benidipine (105979-17-7,119065-61-1,119065-60-0,91599-75-6)

Guidance literature:

Multi-step reaction with 3 steps

2: triethylamine / toluene / 5 h / Heating

3: dimethylformamide; CH₂Cl₂ / 2 h

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

(3R)-piperidin-3-ol (62414-68-0) → benidipine (105979-17-7,119065-61-1,119065-60-0,91599-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / toluene / 5 h / Heating

2: dimethylformamide; CH₂Cl₂ / 2 h

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

(+)-(S)-1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)pyridine-3-carboxylic acid (76093-34-0) → benidipine (105979-17-7,119065-61-1,119065-60-0,91599-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / dimethylformamide; CH₂Cl₂ / 1 h

2: dimethylformamide; CH₂Cl₂ / 2 h

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

upstream raw materials:

methyl (R)-5-chlorocarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

(R)-N-benzyl-3-hydroxypiperidine

3-hydroxypiperazine

(3R)-piperidin-3-ol

Refernces

• 1、 -. "ANTIHYPERTENSIVE THERAPY". . . Retrieved 2009/09/08.