150566-71-5

Basic information

• Product Name: S-Amlodipine
• Synonyms: 3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (4S)-, monobenzenesulfonate
• CAS NO: 150566-71-5
• Molecular Formula: C₆H₆O₃S*C₂₀H₂₅ClN₂O₅
• Molecular Weight: 567.05094
• Mol File: 150566-71-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 527.161 °C at 760 mmHg
• Flash Point: 272.617 °C
• Appearance: /
• Density: 1.228 g/cm³
• CAS DataBase Reference: S-Amlodipine(CAS DataBase Reference)
• NIST Chemistry Reference: S-Amlodipine(150566-71-5)
• EPA Substance Registry System: S-Amlodipine(150566-71-5)

Safety Data

• Hazardous Substances Data: 150566-71-5(Hazardous Substances Data)

Usage

Description

S-Amlodipine, also known as Levamlodipine Besylate, is the (S)-enantiomer salt of Amlodipine (A633495). It is a dihydropyridine calcium channel blocker, with its primary activity residing in the (-)-isomer. S-Amlodipine is characterized by its ability to selectively block calcium channels, which leads to a range of therapeutic effects.

Uses

Used in Pharmaceutical Industry:
S-Amlodipine is used as a pharmaceutical agent for the treatment of various cardiovascular conditions. Its primary application is in the management of hypertension, as it helps to relax blood vessel walls and improve blood flow. This, in turn, reduces the force with which the heart pumps blood, leading to a decrease in blood pressure.
Additionally, S-Amlodipine is used to treat stable and vasospastic angina, which are types of chest pain caused by inadequate blood supply to the heart. By dilating the coronary arteries, it increases the blood flow to the heart muscle, thereby alleviating the symptoms of angina.
Furthermore, S-Amlodipine is utilized in the treatment of certain heart rhythm disorders, as it can help to regulate the heart's electrical activity and maintain a normal heart rate.
Used in Research and Development:
In the field of research and development, S-Amlodipine serves as a valuable compound for studying the effects of calcium channel blockers on various physiological processes. Its selective action on calcium channels allows scientists to investigate the role of these channels in different diseases and conditions, potentially leading to the discovery of new therapeutic targets and treatments.

Upstream product

• 103129-82-4 amlodipine 
• 98-11-3 benzenesulfonic acid 
• 111470-99-6 amlodipine besylate 
• 88150-42-9 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine 

Relevant articles and documents

Preparation method of levamlodipine benzenesulfonate (by machine translation)

The invention belongs to the technical field of drug synthesis and provides a production method of levamlodipine benzenesulfonate, which comprises the following steps: (R, S)-amlodipine is reacted with a resolving agent. The method is simple and convenient to operate, does not need special equipment, and has a better industrial application prospect. (by machine translation)

A novel chiral resolving reagent, bis((s)-mandelic acid)-3-nitrophthalate, for amlodipine racemate resolution: Scalable synthesis and resolution process

A novel bis((S)-mandelic acid)-3-nitrophthalate (1), a chiral resolving reagent for the separation of (S)-(-)-isomers of amlodipine from the racemate thereof, is designed and synthesized. A simple three-step pilot-scale preparation of 1, along with the optimization of a resolution process on the racemate amlodipine, is reported.

PROCESS FOR PRODUCING ENANTIOMER OF AMLODIPINE IN HIGH OPTICAL PURITY

The present invention relates to a process for preparation of optically pure (S)-amlodipine-L-hemitartrate DMF solvate comprising the steps of treating (R,S) amlodipine base with L-tartaric acid in the presence of dimethyl formamide and a co-solvent. The invention also relates to a process for converting (R) or(S)-amlopidine-L-hemitartrate DMF solvate into their besylates without isolating free chiral amlopidine base after solution.