Felodipine CAS 72509-76-3

Introduction:Basic information about Felodipine CAS 72509-76-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Felodipine Basic information

Product Name:Felodipine
Synonyms:,ethylmethylester;ethylmethyl4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedica;4-(2,3-Dichlorophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylic acid methyl ethyl ester;Fjodil:Hydac;P|endil;4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-5-methoxycarbonyl-3-pyridinecarboxylic acid ethyl ester;CGH-869;Spendil
CAS:72509-76-3
MF:C18H19Cl2NO4
MW:384.25
EINECS:620-472-7
Product Categories:Pharmaceutical material and intermeidates;Active Pharmaceutical Ingredients;Dihydropyridine Class Chemicals;Intermediates & Fine Chemicals;Pharmaceuticals;API;Clevidipine Butyrate impurity;Calcium channel;PLENDIL;Cardiovascular APIs;Dihydropyridine;72509-76-3
Mol File:72509-76-3.mol

Felodipine Chemical Properties

Melting point 142-145°C
Boiling point 471.5±45.0 °C(Predicted)
density 1.3506 (rough estimate)
refractive index 1.6500 (estimate)
storage temp. 2-8°C
solubility DMSO: 28 mg/mL
form solid
pka2.73±0.70(Predicted)
color light yellow
Water Solubility insoluble
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
Major Applicationpharmaceutical
pharmaceutical small molecule
InChIInChI=1S/C18H19Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8,15,21H,5H2,1-4H3
InChIKeyRZTAMFZIAATZDJ-UHFFFAOYSA-N
SMILESC1(C)NC(C)=C(C(OC)=O)C(C2=CC=CC(Cl)=C2Cl)C=1C(OCC)=O
CAS DataBase Reference72509-76-3(CAS DataBase Reference)
NIST Chemistry ReferenceFelodipine(72509-76-3)

Safety Information

Hazard Codes Xn
Risk Statements 22
Safety Statements 36
RIDADR UN 3077 9 / PGIII
WGK Germany 3
RTECS US7968700
HS Code 29333990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Repr. 2
STOT RE 2 Inhalation

Felodipine Usage And Synthesis

DescriptionFelodipine is a vasodilatory calcium antagonist with a high degree of vascular selectivity.It is currently indicated for use only in hypertension, either as monotherapy or inconjunction with diuretics or beta blockers.
Chemical PropertiesWhite or Light Yellow Crystalline Powder
OriginatorAstra (Sweden)
Usesvasodilator, Ca channel blocker
UsesZanarnivir influenza prophylaxis and therapy
UsesFelodipine is used as a dihydropyridine calcium channel blocker. It displays high vascular selectivity; lowers arterial blood pressure without altering cardiac contractility. Antihypertensive.
DefinitionChEBI: The mixed (methyl, ethyl) diester of 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid. A calcium-channel blocker, it lowers blood pressure by reducing peripheral vascular resistance through a highly selective action on smooth mscle in arteriolar resistance vessels. It is used in the management of hypertension and angina pectoris.
Manufacturing ProcessPreparation of 2,3-dichlorobenzylideneacetylacetic acid-methylester.
2,3-Dichlorobenzaldehyde is reacted with methyl acetoacetate in a suitablesolvent in the presence of a catalytic amount of acetic acid and piperidine.Water is azeotropically separated off during the reaction. The reaction mixtureis extracted in order to remove the catalysts. The solvent is evaporated andmethanol is added. The product is crystallized by cooling the solution, isolatedby filtration and finally washed with methanol.
Brand namePlendil (AstraZeneca).
Therapeutic FunctionAntihypertensive
General DescriptionFelodipine, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid ethylmethyl ester (Plendil), is a second-generation dihydropyridinechannel blocker of the nifedipine type. It is more selectivefor vascular smooth muscle than for myocardial tissueand serves as an effective vasodilator.
Biological ActivityL-type Ca 2+ channel blocker that is selective over N-, R-, P/Q- and T-type channels. Displays high vascular selectivity; lowers arterial blood pressure without altering cardiac contractility. Antihypertensive.
Clinical UseFelodipine is used inthe treatment of angina and mild-to-moderate essential hypertension.Felodipine, like most of the dihydropyridines,exhibits a high degree of protein binding and has a half-liferanging from 10 to 18 hours.
storage+4°C
References[1] P A TODD  D F. Felodipine. A review of the pharmacology and therapeutic use of the extended release formulation in cardiovascular disorders.[J]. Drugs, 1992, 44 2: 251-277. DOI:10.2165/00003495-199244020-00008
[2] T FURUKAWA. Selectivities of dihydropyridine derivatives in blocking Ca(2+) channel subtypes expressed in Xenopus oocytes.[J]. Journal of Pharmacology and Experimental Therapeutics, 1999, 291 2: 464-473.

Felodipine Preparation Products And Raw materials

Raw materialsIsopropyl alcohol-->Methyl acetoacetate-->Methyl 3-aminocrotonate-->2,3-Dichlorobenzaldehyde-->3-Amino-2-butenoic acid ethyl ester-->Hydrochloric acid-->NeMadipine B-->Felodipine 3,5-DiMethyl Ester-->ETHYL 3-AMINOCROTONATE-->Pyridine
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