ChemicalBook--->CAS DataBase List--->72509-76-3

72509-76-3

72509-76-3 Structure

72509-76-3 Structure
IdentificationMore
[Name]

Felodipine
[CAS]

72509-76-3
[Synonyms]

FELODIPINE
FEXOFENADINE HCL
,ethylmethylester
ethylmethyl4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedica
h154/82
modip
4-(2,3-dichlorophenyl)-1,4-dihyro-2,6-dimethyl-3,5-pyridinedicarboxylic acid ethyl methyl ester
Felodipin
FelodipineUsp25DmfGmp
4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic Acid, Methyl Ester, Feloday, Flodil,
(RS)-Felodipine
3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, ethyl methyl ester
Agon
dl-Felodipine
Hydac
Munobal
Splendil
4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinecarboxylic acid ethyl methyl ester
Felodipine
Plendil
[EINECS(EC#)]

620-472-7
[Molecular Formula]

C18H19Cl2NO4
[MDL Number]

MFCD08235033
[Molecular Weight]

384.25
[MOL File]

72509-76-3.mol
Chemical PropertiesBack Directory
[Appearance]

White or Light Yellow Crystalline Powder
[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
[Usage]

A dihydropyridine calcium channel blocker
[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 DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S36:Wear suitable protective clothing .
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[RTECS ]

US7968700
[HS Code ]

29333990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Isopropyl 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinecarboxylic acid ethyl methyl ester(72509-76-3).msds
Hazard InformationBack Directory
[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]

A dihydropyridine calcium channel blocker
[Uses]

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

vasodilator, Ca channel blocker
[Uses]

Zanarnivir influenza prophylaxis and therapy
[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
Spectrum DetailBack Directory
[Spectrum Detail]

Felodipine(72509-76-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

72509-76-3(sigmaaldrich)
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