Levamlodipine Besylate

Base Information

• Chemical Name: Levamlodipine Besylate
• CAS No.: 150566-71-5
• Molecular Formula: C20H25ClN2O5
• Molecular Weight: 567.06
• UNII: 885H5YC40L
• Wikidata: Q27269892
• Mol file: 150566-71-5.mol

Synonyms:3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (4S)-, benzenesulfonate (1:1);3-Ethyl 5-methyl (4S)-2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate benzenesulfonate (1:1);levamlodipine besylate

Chemical Property of Levamlodipine Besylate

Chemical Property:

• Boiling Point: 527.161 °C at 760 mmHg
• Flash Point: 272.617 °C
• PSA: 162.63000
• Density: 1.228 g/cm³
• LogP: 5.30950
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 566.1489648
• Heavy Atom Count: 38
• Complexity: 830

Purity/Quality:

99% ^*data from raw suppliers

Levamlodipinebesylate 99.91% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C1=CC=C(C=C1)S(=O)(=O)O
• Isomeric SMILES: CCOC(=O)C1=C(NC(=C([C@@H]1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C1=CC=C(C=C1)S(=O)(=O)O
• Recent ClinicalTrials: Efficacy and Safety of Levamlodipine Besylate Compared to Amlodipine Maleate in Patients With Essential Hypertension
• Uses: Levamlodipine Besylate is the (S)-Enantiomer salt of Amlodipine (A633495). A dihydropyridine calcium channel blocker; activity resides mainly in the (-)-isomer.

Technology Process of Levamlodipine Besylate

There total 9 articles about Levamlodipine Besylate 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: 92.1%

S(-) amlodipine hemi D(-) tartarate + benzenesulfonic acid (98-11-3) → (-)-Amlodipine besylate (150566-71-5)

Guidance literature:

In water; for 2h;

Reference yield: 89.0%

amlodipine (103129-82-4) + benzenesulfonic acid (98-11-3) → (-)-Amlodipine besylate (150566-71-5)

Guidance literature:

In water; isopropyl alcohol; at 20 ℃; for 0.5h; Product distribution / selectivity;

Reference yield: 77.0%

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (88150-42-9) + benzenesulfonic acid (98-11-3) → (-)-Amlodipine besylate (150566-71-5)

Guidance literature:

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine; With L-Tartaric acid; In water; N,N-dimethyl-formamide; at 20 ℃; for 0.833333h;

benzenesulfonic acid; In water; isopropyl alcohol;

upstream raw materials:

amlodipine

benzenesulfonic acid

amlodipine besylate

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Refernces

• 1、 Cui, Yan,Ma, Xiaowei,Zhao, Min,Jiang, Zhen,Xu, Shuying,Guo, Xingjie. "Combined use of ionic liquid and hydroxypropyl-β-cyclodextrin for the enantioseparation of ten drugs by capillary electrophoresis". . p. 409 - 414. Retrieved 2013/07/26.
• 2、 -. "CRYSTALLINE S-(-)-AMLODIPINE OROTATE ANHYDROUS AND PREPARATION METHOD THEREOF". Page/Page column 12. . Retrieved 2008/12/07.