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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

Molecular Formula C27H29N3O6
Molecular Weight 491.5357
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Patents

Patents

Sample Use Guides

single daily oral dose of 10 to 20 mg
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:48:32 UTC 2023
Edited
by admin
on Sat Dec 16 17:48:32 UTC 2023
Record UNII
2VBY96ASWJ
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
WHO-ATC C08CA12
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
NCI_THESAURUS C333
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
Code System Code Type Description
RXCUI
39879
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY RxNorm
FDA UNII
2VBY96ASWJ
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
EVMPD
SUB06105MIG
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
INN
6746
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
EPA CompTox
DTXSID20909147
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
ChEMBL
CHEMBL2103761
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
NCI_THESAURUS
C73024
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
DRUG BANK
DB09227
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
MERCK INDEX
m2268
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
BARNIDIPINE
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
MESH
C050699
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
CAS
104713-75-9
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
DRUG CENTRAL
290
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
SMS_ID
100000088412
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
PUBCHEM
443869
Created by admin on Sat Dec 16 17:48:32 UTC 2023 , Edited by admin on Sat Dec 16 17:48:32 UTC 2023
PRIMARY
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TARGET -> INHIBITOR
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