Amlodipine maleate

Base Information

• Chemical Name: Amlodipine maleate
• CAS No.: 88150-47-4
• Molecular Formula: C24H29ClN2O9
• Molecular Weight: 524.955
• European Community (EC) Number: 629-849-0
• UNII: CQ27G2BZJM
• DSSTox Substance ID: DTXSID601027708
• Wikidata: Q27275625
• NCI Thesaurus Code: C65230
• ChEMBL ID: CHEMBL1200984
• Mol file: 88150-47-4.mol

Synonyms:Amlodipine;Amlodipine Besylate;Amlodipine Maleate;Amlodipine Maleate (1:1);Amlodipine, (+-)-Isomer;Amlodipine, (+-)-Isomer, Maleate (1:1);Amlodipine, (R)-Isomer;Amlodipine, (S)-Isomer, Maleate (1:1);Amlodis;Amlor;Astudal;Istin;Norvasc

Chemical Property of Amlodipine maleate

Chemical Property:

• Appearance/Colour: white to pale yellow crystalline powder
• Vapor Pressure: 3.34E-11mmHg at 25°C
• Melting Point: 178-179°
• Boiling Point: 527.2 °C at 760 mmHg
• Flash Point: 272.6 °C
• PSA: 174.48000
• LogP: 3.00720
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 524.1561582
• Heavy Atom Count: 36
• Complexity: 766

Purity/Quality:

98%min ^*data from raw suppliers

AmlodipineMaleate ^*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.C(=CC(=O)O)C(=O)O
• Isomeric SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C(=C\C(=O)O)\C(=O)O
• Recent ClinicalTrials: Efficacy and Safety of Levamlodipine Besylate Compared to Amlodipine Maleate in Patients With Essential Hypertension
• Uses: Anti-anginal; antihypertensive.

Technology Process of Amlodipine maleate

There total 6 articles about Amlodipine maleate 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: 92.9%

4-(2-chloro-phenyl)-2-(2-hydroxyimino-ethoxymethyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester + maleic acid (110-16-7,26099-09-2) → (RS)-amlodipine maleate (88150-47-4)

Guidance literature:

4-(2-chloro-phenyl)-2-(2-hydroxyimino-ethoxymethyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester; With hydrogen; palladium 10% on activated carbon; In acetic acid; at 20 ℃; for 4h; under 760.051 Torr;

maleic acid; In ethanol;

Reference yield: 91.5%

4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine (88150-62-3,103094-30-0) + maleic acid (110-16-7,26099-09-2) → (RS)-amlodipine maleate (88150-47-4)

Guidance literature:

4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine; With methylamine; at 25 ℃;

maleic acid; In water; at 30 ℃; for 4h; Temperature;

Reference yield: 91.2%

2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (88150-42-9) + maleic acid (110-16-7,26099-09-2) → (RS)-amlodipine maleate (88150-47-4)

Guidance literature:

In methanol; toluene; at 21 - 24 ℃; for 1h;

upstream raw materials:

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

maleic acid

2-(2-azidoethoxy)methyl-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

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

Downstream raw materials:

2-<<2-<(tert-butoxycarbonyl)amino>ethoxy>-methyl>-4-(2-chlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridine

Refernces

• 1、 Jiang, Yuxuan,Fang, Liang,Niu, Xicao,Ma, Rui,He, Zhonggui. "The effect of ion pairing on the skin permeation of amlodipine". experimental part. p. 356 - 360. Retrieved 2009/04/04.
• 2、 -. "ISOLATION OF DIHYDROPYRIDINE DERIVATIVE AND PREPARATION SALTS THEREOF". Page 15. . Retrieved 2010/02/07.