Chemistry:Barnidipine

Short description: Antihypertensive drug of the calcium channel blocker class

Barnidipine

Clinical data
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	C08CA12 (WHO)
Identifiers
IUPAC name 3-(3R)-1-Benzylpyrrolidin-3-yl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
CAS Number	104713-75-9 N
PubChem CID	443869
ChemSpider	391959 N
UNII	2VBY96ASWJ
ChEMBL	ChEMBL2103761 N
Chemical and physical data
Formula	C27H29N3O6
Molar mass	491.544 g·mol−1
3D model (JSmol)	Interactive image
SMILES [O-][N+](=O)c1cccc(c1)[C@H]4C(/C(=O)OC)=C(\N\C(=C4\C(=O)O[C@H]3CCN(Cc2ccccc2)C3)C)C
InChI InChI=1S/C27H29N3O6/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3/t22-,25-/m0/s1 N Key:VXMOONUMYLCFJD-DHLKQENFSA-N N
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Barnidipine (INN; also known as mepirodipine) is a calcium channel blocker which belongs to the dihydropyridine (DHP) group of calcium channel blockers. It is used in the treatment of hypertension.

Pharmacodynamics

Barnidipine is a pure S,S isomer, a lipophilic 1,4-dihydropyridine calcium channel blocker, which, like other compounds in the class, shows a high affinity for calcium channels, particularly the L-type slow channels of smooth muscle cells found in the vessel wall. Calcium channel blocking drugs have the characteristic of interfering with the flow of calcium ions into the interior of cells through the slow channels of the plasma membrane.