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

pka

2.73±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.

InChI

InChI=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

InChIKey

RZTAMFZIAATZDJ-UHFFFAOYSA-N

SMILES

C1(C)NC(C)=C(C(OC)=O)C(C2=CC=CC(Cl)=C2Cl)C=1C(OCC)=O

CAS DataBase Reference

72509-76-3(CAS DataBase Reference)

NIST Chemistry Reference

Felodipine(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

MSDS

• Language:English Provider:4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinecarboxylic acid ethyl methyl ester

Felodipine Usage And Synthesis

Description

Felodipine 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 in conjunction with diuretics or beta blockers.

Chemical Properties

White or Light Yellow Crystalline Powder

Originator

Astra (Sweden)

Uses

vasodilator, Ca channel blocker

Uses

Zanarnivir influenza prophylaxis and therapy

Uses

Felodipine is used as a dihydropyridine calcium channel blocker. It displays high vascular selectivity; lowers arterial blood pressure without altering cardiac contractility. Antihypertensive.

Definition

ChEBI: 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 m scle in arteriolar resistance vessels. It is used in the management of hypertension and angina pectoris.

Manufacturing Process

Preparation of 2,3-dichlorobenzylideneacetylacetic acid-methylester.
2,3-Dichlorobenzaldehyde is reacted with methyl acetoacetate in a suitable solvent in the presence of a catalytic amount of acetic acid and piperidine. Water is azeotropically separated off during the reaction. The reaction mixture is extracted in order to remove the catalysts. The solvent is evaporated and methanol is added. The product is crystallized by cooling the solution, isolated by filtration and finally washed with methanol.

brand name

Plendil (AstraZeneca).

Therapeutic Function

Antihypertensive

General Description

Felodipine, 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 Activity

L-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 Use

Felodipine 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) Todd and Faulds, (1992)?Felodipine. A review of the pharmacology and therapeutic use of the extended release formulation in cardiovascular disorders; Drugs?44?251 2) Furukawa?et al. (1999)?Selectivities of Dihydropyridine Derivatives in Blocking Ca2+ Channel Subtypes Expressed in Xenopus Oocytes; J. Pharmacol. Exp. Ther.?291?464

Felodipine(72509-76-3)Related Product Information

• ETHANE
• Dichlorodimethylsilane
• Dimethyl phthalate
• Amlodipine maleate
• Dimethyl carbonate
• Amlodipine
• Dimethyl fumarate
• N,N-Dimethylformamide
• Dimethyl sulfoxide
• Dimethyl sebacate
• (S)-Amlodipine
• Dichlorodiphenylsilane
• Chlorodimethylphenylsilane
• Amlodipine Besylate
• Dihydromyrcenol
• Dimethyl ether
• Felodipine Metabolite Lactone
• DEHYDRO FELODIPINE-13C4