U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C27H29N3O6
Molecular Weight 491.5357
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BARNIDIPINE

SMILES

COC(=O)C1=C(C)NC(C)=C([C@H]1C2=CC(=CC=C2)[N+]([O-])=O)C(=O)O[C@H]3CCN(CC4=CC=CC=C4)C3

InChI

InChIKey=VXMOONUMYLCFJD-DHLKQENFSA-N
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

HIDE SMILES / InChI
Bamidipine is an antihypertensive drug belonging to the dihydropyridine (DHP) group of calcium antagonists. The product was originally developed by Yamanouchi Pharmaceutical (Tokyo, Japan) and is currently marketed in Japan under the trade name of Hypoca (Astellas Pharma Inc, Tokyo, Japan). It is available in a modified-release formulation which has a gradual onset of action and is effective in a single daily oral dose of 10 to 20 mg. Bamidipine has selective action against cardiovascular calcium antagonist receptors and its antihypertensive action is related to the reduction of peripheral vascular resistance secondary to its vasodilatory action. The clinical antihypertensive efficacy of barnidipine is similar to that of other DHP calcium antagonists such as nitrendipine and amlodipine, and antihypertensives belonging to other drug classes such as atenolol and enalapril. Barnidipine has been found to be as efficacious and well tolerated as hydrochlorothiazide in the management of hypertension in elderly patients. Barnidipine is generally well tolerated. As with other DHP calcium antagonists, vasodilator adverse events such as headache, flushing and peripheral oedema account for most of the adverse events reported with its use and are usually transient. Oedema is less frequent than with amlodipine and nitrendipine. Its use is not associated with reflex tachycardia.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Barnidipine.
2001
Patents

Patents

Sample Use Guides

single daily oral dose of 10 to 20 mg
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
BARNIDIPINE
INN   MI   WHO-DD  
INN  
Official Name English
(+)-(3'S,4S)-1-BENZYL-3-PYRROLIDINYL METHYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(M-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE
Common Name English
MEPIRODIPINE
Common Name English
barnidipine [INN]
Common Name English
VASEXTEN
Brand Name English
BARNIDIPINE [MI]
Common Name English
Barnidipine [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-VATC QC08CA12
Created by admin on Sat Dec 16 17:48:32 GMT 2023 , Edited by admin on Sat Dec 16 17:48:32 GMT 2023
WHO-ATC C08CA12
Created by admin on Sat Dec 16 17:48:32 GMT 2023 , Edited by admin on Sat Dec 16 17:48:32 GMT 2023
NCI_THESAURUS C333
Created by admin on Sat Dec 16 17:48:32 GMT 2023 , Edited by admin on Sat Dec 16 17:48:32 GMT 2023
Code System Code Type Description
RXCUI
39879
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PRIMARY RxNorm
FDA UNII
2VBY96ASWJ
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PRIMARY
EVMPD
SUB06105MIG
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PRIMARY
INN
6746
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PRIMARY
EPA CompTox
DTXSID20909147
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PRIMARY
ChEMBL
CHEMBL2103761
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PRIMARY
NCI_THESAURUS
C73024
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PRIMARY
DRUG BANK
DB09227
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PRIMARY
MERCK INDEX
m2268
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PRIMARY Merck Index
WIKIPEDIA
BARNIDIPINE
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PRIMARY
MESH
C050699
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PRIMARY
CAS
104713-75-9
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PRIMARY
DRUG CENTRAL
290
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PRIMARY
SMS_ID
100000088412
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PRIMARY
PUBCHEM
443869
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PRIMARY