Nitrendipine

Nitrendipine
Clinical data
Trade names	Baypress
AHFS/Drugs.com	International Drug Names
Routes of; administration	By mouth
ATC code	C08CA08 (WHO) ;
Pharmacokinetic data
Bioavailability	60–70%
Protein binding	98%
Metabolism	Hepatic (completely)
Onset of action	1–2 hours
Elimination half-life	8–24 hours
Excretion	Urine (30%)
Identifiers
	IUPAC name (RS)-3-Ethyl 5-methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;
CAS Number	39562-70-4 ;
PubChem CID	4507;
IUPHAR/BPS	2334;
DrugBank	DB01054 ;
ChemSpider	4351 ;
UNII	9B627AW319;
KEGG	D00629 ;
ChEBI	CHEBI:7582 ;
ChEMBL	ChEMBL475534 ;
CompTox Dashboard (EPA)	DTXSID0023373 ;
ECHA InfoCard	100.049.540
Chemical and physical data
Formula	C18H20N2O6
Molar mass	360.366 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
Melting point	158 °C (316 °F)
	SMILES O=C(OCC)\C1=C(\N/C(=C(/C(=O)OC)C1c2cccc([N+]([O-])=O)c2)C)C;
	InChI InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3 ; Key:PVHUJELLJLJGLN-UHFFFAOYSA-N ;
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Nitrendipine is a dihydropyridine calcium channel blocker. It is used in the treatment of primary (essential) hypertension to decrease blood pressure and can reduce the cardiotoxicity of cocaine.^[1]

It was patented in 1971 and approved for medical use in 1985.^[2]

^ Trouve R, Nahas G (December 1986). "Nitrendipine: an antidote to cardiac and lethal toxicity of cocaine". Proceedings of the Society for Experimental Biology and Medicine. 183 (3): 392–397. doi:10.3181/00379727-183-3-rc1. PMID 3797422. S2CID 32137604.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 464. ISBN 9783527607495.