103129-81-3

Basic information

• Product Name: d-Amlodipine
• Synonyms: (R)-(+)-Amlodipine;(R)-Amlodipine;3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (4R)-;3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (R)-;d-Amlodipine;(4R)-2-[(2-AMinoethoxy)Methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-Methyl-3,5-pyridinedicarboxylic Acid 3-Ethyl 5-Methyl Ester;Amlodipine (R)-Isomer
• CAS NO: 103129-81-3
• Molecular Formula: C₂₀H₂₅ClN₂O₅
• Molecular Weight: 408.88
• Product Categories: Amines;Chiral Reagents;Dihydropyridine;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 103129-81-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 101-103°C
• Boiling Point: 527.161°C at 760 mmHg
• Flash Point: 272.617°C
• Appearance: /
• Density: 1.228g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.546
• Storage Temp.: -20°C Freezer
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
• PKA: 8.97±0.10(Predicted)
• CAS DataBase Reference: d-Amlodipine(CAS DataBase Reference)
• NIST Chemistry Reference: d-Amlodipine(103129-81-3)
• EPA Substance Registry System: d-Amlodipine(103129-81-3)

Safety Data

• Hazardous Substances Data: 103129-81-3(Hazardous Substances Data)

Usage

Description

d-Amlodipine, also known as the (R)-enantiomer of Amlodipine, is a dihydropyridine calcium channel blocker. Its chemical properties include being a white solid, and its activity is primarily found in the (-)-isomer.

Uses

Used in Pharmaceutical Industry:
d-Amlodipine is used as a calcium channel blocker for treating various cardiovascular conditions. It works by blocking the movement of calcium ions into heart and blood vessel cells, which helps to relax the blood vessels and reduce the workload on the heart. This can be particularly beneficial for patients with hypertension, angina, and certain heart rhythm disorders.
Used in Cardiovascular Treatment:
d-Amlodipine is used as a therapeutic agent for managing high blood pressure and preventing angina (chest pain). By blocking calcium channels, it helps to dilate the blood vessels, allowing for better blood flow and reduced pressure on the heart.
Used in Hypertension Management:
d-Amlodipine is used as an antihypertensive medication to lower blood pressure in patients with hypertension. Its calcium channel blocking action helps to reduce the force of heart contractions and the resistance of blood vessels, leading to a decrease in blood pressure.
Used in Angina Prophylaxis:
d-Amlodipine is used as a prophylactic agent for angina, a condition characterized by chest pain due to insufficient blood flow to the heart. By relaxing the blood vessels and improving blood flow, d-Amlodipine can help prevent the onset of angina attacks.
Used in Heart Rhythm Disorders:
d-Amlodipine is used as a treatment for certain heart rhythm disorders, such as supraventricular tachycardia and atrial fibrillation. Its calcium channel blocking properties can help regulate the heart's electrical activity, restoring a more normal rhythm.

InChI:InChI=1/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3/t17-/m1/s1

Upstream product

• 88150-42-9 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine 
• 87-69-4 L-Tartaric acid 
• 68-12-2 N,N-dimethyl-formamide 
• 103069-48-3 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine 
• 103069-47-2 2-cyanoethyl 4-(2-azidoethoxy)-3-oxobutanoate 
• 103094-33-3 (-)-2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-5-(methoxycarbonyl)-3-<(2(S)-methoxy-2-phenethoxy)carbonyl>-6-methyl-1,4-dihydropyridine 
• 103069-49-4 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine 
• 125639-89-6 2-<(2-azidoethoxy)methyl>-4(R)-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-1,4-dihydropyridine 

Downstream Products

• 103129-82-4 amlodipine 
• 88150-42-9 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine 
• 113994-41-5 2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methyl-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester 
• 1029898-76-7 ramipril-amlodipine salt 

Relevant articles and documents

Enantioseparation of racemic amlodipine using immobilized ionic liquid by solid-phase extraction

In this paper, a novel l-glutamate based immobilized chiral ionic liquid (SBA-IL (Glu)) was prepared by chemical bonding method and applied as a solid sorbent for chiral separation of amlodipine. The performance of SBA-IL (Glu) was investigated for the absorption of (S)-amlodipine and separation of amlodipine enantiomer. The static experiment showed that equilibrium adsorption was achieved within 80 minutes, and the saturation adsorptions capacity was 12 mg/g. The complex was then packed in a glass chromatographic column for the separation of amlodipine and the enantiomeric excess (%ee) of (S)-amlodipine reached 24.67%. The immobilized ionic liquids exhibit good reusability, and the separation efficiency remains 18.24% after reused five times, which allows potential scale-up for the chiral separation of amlodipine.

Enantioseparation of chiral pharmaceuticals by vancomycin-bonded stationary phase and analysis of chiral recognition mechanism

The drug chirality is attracting increasing attention because of different biological activities, metabolic pathways, and toxicities of chiral enantiomers. The chiral separation has been a great challenge. Optimized high-performance liquid chromatography (HPLC) methods based on vancomycin chiral stationary phase (CSP) were developed for the enantioseparation of propranolol, atenolol, metoprolol, venlafaxine, fluoxetine, and amlodipine. The retention and enantioseparation properties of these analytes were investigated in the variety of mobile phase additives, flow rate, and column temperature. As a result, the optimal chromatographic condition was achieved using methanol as a main mobile phase with triethylamine (TEA) and glacial acetic acid (HOAc) added as modifiers in a volume ratio of 0.01% at a flow rate of 0.3?mL/minute and at a column temperature of 5°C. The thermodynamic parameters (eg, ΔH, ΔΔH, and ΔΔS) from linear van 't Hoff plots revealed that the retention of investigated pharmaceuticals on vancomycin CSP was an exothermic process. The nonlinear behavior of lnk′ against 1/T for propranolol, atenolol, and metoprolol suggested the presence of multiple binding mechanisms for these analytes on CSP with variation of temperature. The simulated interaction processes between vancomycin and pharmaceutical enantiomers using molecular docking technique and binding energy calculations indicated that the calculated magnitudes of steady combination energy (ΔG) coincided with experimental elution order for most of these enantiomers.

COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS

The present invention relates to derivatized cyclofructan compounds, compositions comprising derivatized cyclofructan compounds, and methods of using compositions comprising derivatized cyclofructan compounds for chromatographic separations of chemical species, including enantiomers. Said compositions may comprise a solid support and/or polymers comprising derivatized cyclofructan compounds.