Felodipine

Base Information

• Chemical Name: Felodipine
• CAS No.: 86189-69-7
• Molecular Formula: C₁₈H₁₉Cl₂NO₄
• Molecular Weight: 384.259
• Mol file: 86189-69-7.mol

Synonyms:Ethyl methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;

Chemical Property of Felodipine

Chemical Property:

• Appearance/Colour: Powder
• Vapor Pressure: 4.62E-09mmHg at 25°C
• Melting Point: 142-145℃
• Refractive Index: 1.549
• Boiling Point: 471.5 °C at 760 mmHg
• Flash Point: 239 °C
• PSA: 64.63000
• Density: 1.277 g/cm³
• LogP: 4.29310
• Solubility.: DMSO: 28 mg/mL
• Water Solubility.: insoluble

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: S36:

MSDS Files:

SDS file from LookChem

Useful:

• Clinical Use: Calcium-channel blocker:HypertensionAngina
• Drug interactions: Potentially hazardous interactions with other drugs Aminophylline and theophylline: possibly increased aminophylline and theophylline concentration. Anaesthetics: enhanced hypotensive effect. Antibacterials metabolism possibly inhibited by clarithromycin, erythromycin and telithromycin. Antidepressants: enhanced hypotensive effect with MAOIs. Antiepileptics: effect reduced by carbamazepine, barbiturates, phenytoin and primidone. Antifungals: metabolism inhibited by itraconazole and ketoconazole; negative inotropic effect possibly increased with itraconazole. Antihypertensives: enhanced hypotensive effect, increased risk of first dose hypotensive effect of postsynaptic alpha-blockers. Antivirals: concentration possibly increased by ritonavir; use with caution with telaprevir. Grapefruit juice: concentration increased - avoid concomitant use. Tacrolimus: possibly increased tacrolimus concentration

Technology Process of Felodipine

There total 35 articles about Felodipine 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: 99.3%

→ ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate (72509-76-3,86189-69-7)

Guidance literature:

Reference yield: 96.0%

2-<(2,3-dichlorophenyl)methylene>-3-oxobutanoic acid ethyl ester (68064-64-2,94739-24-9,68064-63-1) + methyl 3-aminocrotonate (21731-17-9) → ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate (72509-76-3,86189-69-7)

Guidance literature:

In ethanol; for 0.075h; Irradiation; Teflon vessel, microwave oven;

DOI:10.1055/s-1995-3933

Reference yield: 94.3%

ethyl 3-aminobut-2-enoate (626-34-6) + acetoacetic acid methyl ester (105-45-3) + 2,3-dichlorobenzylaldehyde (6334-18-5) → ethyl methyl 1,4-dihydro-2,6-dimethyl-4(2,3-dichlorophenyl)-3,5-pyridinedicarboxylate (72509-76-3,86189-69-7)

Guidance literature:

ethyl 3-aminobut-2-enoate; acetoacetic acid methyl ester; 2,3-dichlorobenzylaldehyde; With piperidine; pyridine; In neat (no solvent); at 75 - 80 ℃; for 9h;

With ethanol; for 1h; Reagent/catalyst; Solvent; Reflux;

upstream raw materials:

2-<(2,3-dichlorophenyl)methylene>-3-oxobutanoic acid ethyl ester

methyl 3-aminocrotonate

methyl iodide

1,1,1-Triphenyl-3-methyl-4-(methoxycarbonyl)-2-aza-1λ⁵-phosphabuta-1,3-diene

Refernces

• 1、 -. "Preparation method for felodipine". Paragraph 0014; 0040-0042; 0045-0048; 0051-0053. . Retrieved 2018/12/13.
• 2、 Yu, Jia,Tang, Jing,Yuan, Xiaowei,Guo, Xingjie,Zhao, Longshan. "Evaluation of the chiral recognition properties and the column performances of three chiral stationary phases based on cellulose for the enantioseparation of six dihydropyridines by high-performance liquid chromatography". . p. 147 - 154. Retrieved 2017/04/24.