barnidipine

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.

In the Vinony graph

Vinony's link graph records 328 inbound references to barnidipine, and connects out to valproic acid, (RS)-baclofen and voltage-gated sodium channel.

It sits within the topics 3-Nitrophenyl compounds, Calcium channel blockers and Carboxylate esters.

Vinony links it to 14 Wikipedia language editions.

Chemical data

Formula: C27H29N3O6
Molecular weight: 491.5 g/mol
IUPAC name: 5-O-[(3S)-1-benzylpyrrolidin-3-yl] 3-O-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
SMILES: CC1=C([C@@H](C(=C(N1)C)C(=O)O[C@H]2CCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC
InChIKey: VXMOONUMYLCFJD-DHLKQENFSA-N
XLogP: 4.2
Polar surface area: 114 Å²
H-bond donors: 1
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: cardiovascular disease

via ChEMBL · EBI

Research

107 papers

Barnidipine.Drugs · 2001
Barnidipine: a new calcium channel blocker for hypertension treatment.Expert review of cardiovascular therapy · 2005
Interaction profile and tolerability of barnidipine.International journal of clinical practice. Supplement · 2000
Pharmacological profile of barnidipine: a single optical isomer dihydropyridine calcium antagonist.Blood pressure. Supplement · 1998
Barnidipine ameliorates the vascular and renal injury in L-NAME-induced hypertensive rats.European journal of pharmacology · 2015

via PubMed

Wikidata facts

Mass: 491.205636
Has use: medication

Show 7 more facts

canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC2CCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC
chemical formula: C₂₇H₂₉N₃O₆
isomeric SMILES: CC1=C([C@@H](C(=C(N1)C)C(=O)O[C@H]2CCN(C2)CC3=CC=CC=C3)C4=CC(=CC=C4)[N+](=O)[O-])C(=O)OC
World Health Organisation international non-proprietary name: barnidipine
defined daily dose: 10
subject has role: calcium channel blocker
Commons category: Barnidipine

Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections

Contents

Pharmacodynamics
References

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.

Excerpted from Wikipedia’s “barnidipine” article, available under the CC BY-SA 4.0 licence.