Felodipine

Structural formula
	1: 1 mixture of atropisomers
General
Non-proprietary name	Felodipine
other names	Ethyl methyl - [(4 RS ) -4- (2,3-dichlorophenyl) -2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate]; (±) -Ethyl-methyl- [4- (2,3-dichlorophenyl) -2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate]; ( RS ) -Ethyl-methyl-4- (2,3-dichlorophenyl) -1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate; (±) -Ethyl-methyl-4- (2,3-dichlorophenyl) -1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate;
Molecular formula	C 18 H 19 Cl 2 NO 4
External identifiers / databases
EC number	620-472-7
ECHA InfoCard	100.149.305
PubChem	3333
ChemSpider	3216
DrugBank	DB01023
Wikidata	Q420644
Drug information
ATC code	C08 CA02
Drug class	Calcium antagonist
properties
Molar mass	384.26 g · mol -1
Physical state	firmly
Melting point	145 ° C
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	1050 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Felodipine is a drug from the group of calcium antagonists of the 1,4-dihydropyridine type and can greatly reduce blood pressure by expanding the smooth muscles of the vessels . Therapeutically, it is mainly used to treat arterial hypertension. The drug is used as a racemate of atropisomers .

Mechanism of action

Felodipine blocks the influx of calcium into the heart muscle cells, the smooth muscles and the excitation and conduction system of the heart. In the heart, this leads to reduced contractility (negative inotropic ) and reduced O ₂ consumption. On the smooth muscles, it causes the small arteries ( arterioles ) to widen and thus reduce the afterload. At therapeutic doses, the effect of felodipine and other dihydropyridine calcium antagonists is hardly on the heart, but almost exclusively on the blood vessels.

Indications

Felodipine is approved in Germany for the treatment of essential arterial hypertension .

Side effects

Syncope , vomiting and arthralgia occur rarely . Restlessness, tinnitus , dyspnoea , constipation , photosensitivity, pollakiuria , menorrhagia and weight gain occur very rarely .

The consumption of fruits from the grapefruit family can lead to a delayed breakdown of felodipine and thus to an increased availability of active ingredients in the body.

Contraindications

The administration of felodipine is contraindicated in the following diseases: acute myocardial infarction (within the first 8 weeks), decompensated heart failure , hypertrophic obstructive cardiomyopathy , high-grade aortic valve stenosis, unstable angina pectoris, 2nd and 3rd degree AV block , stroke within the last six months , severe renal insufficiency .

Trade names

Monopreparations

Felobeta (D), Felocor (D), Modip (D), Munobal (D, A), Plendil (A, CH), various generics (D, A, CH), Feloday (I)

Combination preparations

Delmuno (D), Logimax (CH), Mobloc (D), Unimax (D),

Individual evidence

↑ European Pharmacopoeia, Deutscher Apotheker Verlag Stuttgart, 6th edition, 2008, pp. 2547-2548, ISBN 978-3-7692-3962-1 .
↑ Entry on felodipine. In: Römpp Online . Georg Thieme Verlag, accessed on November 11, 2014.
↑ ^a ^b ^c data sheet Felodipine from Sigma-Aldrich , accessed on March 31, 2011 ( PDF ).
↑ Beat Staub: Medicines and Grapefruit Juice . In: pharma-Kritik , Volume 18, Number 7.

[EuropäischesArzneibuch-1] European Pharmacopoeia, Deutscher Apotheker Verlag Stuttgart, 6th edition, 2008, pp. 2547-2548, ISBN 978-3-7692-3962-1 .

[RÖMPP_Online-2] Entry on felodipine. In: Römpp Online . Georg Thieme Verlag, accessed on November 11, 2014.

[Sigma-3] ta sheet Felodipine from Sigma-Aldrich , accessed on March 31, 2011 ( PDF ).

[4] Beat Staub: Medicines and Grapefruit Juice . In: pharma-Kritik , Volume 18, Number 7.