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Details

Stereochemistry RACEMIC
Molecular Formula C28H31N3O6
Molecular Weight 505.5622
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENIDIPINE

SMILES

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

InChI

InChIKey=QZVNQOLPLYWLHQ-ZEQKJWHPSA-N
InChI=1S/C28H31N3O6/c1-18-24(27(32)36-3)26(21-11-7-12-22(15-21)31(34)35)25(19(2)29-18)28(33)37-23-13-8-14-30(17-23)16-20-9-5-4-6-10-20/h4-7,9-12,15,23,26,29H,8,13-14,16-17H2,1-3H3/t23-,26-/m1/s1

HIDE SMILES / InChI

Molecular Formula C28H31N3O6
Molecular Weight 505.5622
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Benidipine is an orally triple L-, T-, and N-type calcium channel blocker for the treatment of hypertension and angina pectoris synthesized and developed by Kyowa Hakko Kogyo Co., Ltd. Benidipine, approved in Japan in November 1991, has become one of the three best selling CCBs and is highly useful as a potent, long-lasting antihypertensive and antianginal agent.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CONIEL

Approved Use

CONIEL is a calcium channel blocker and extensive clinical testing has demonstrated the sustained efficacy and effectiveness of this agent. A large body of evidence including clinical data and analyses demonstrates that CONIEL protects the heart, kidneys and brain from the effects of hypertension and angina pectoris.

Launch Date

6.8886718E11
Primary
CONIEL

Approved Use

CONIEL is a calcium channel blocker and extensive clinical testing has demonstrated the sustained efficacy and effectiveness of this agent. A large body of evidence including clinical data and analyses demonstrates that CONIEL protects the heart, kidneys and brain from the effects of hypertension and angina pectoris.

Launch Date

6.8886718E11
PubMed

PubMed

TitleDatePubMed
[Effects of benidipine hydrochloride (Coniel) on blood pressure, heart rate and plasma norepinephrine concentration in spontaneously hypertensive rats].
1999 May
Interaction of digoxin with antihypertensive drugs via MDR1.
2002 Feb 15
A case of exercise-induced acute renal failure in a patient with idiopathic renal hypouricemia developed during antihypertensive therapy with losartan and trichlormethiazide.
2003 Jun
Patents

Patents

Sample Use Guides

Orally, 4 mg/day
Route of Administration: Oral
The oocytes expressing select Ca channels were cultured for 2 to 4 days and then subjected to electrophysiological measurement. The oocytes were placed in a small chamber perfused with extracellular solution , and Ba2+ currents through expressed channels were measured by the two-microelectrode voltageclamp method. The experimental chamber was 0.5 ml in volume, and it was perfused continuously with the extracellular solution. Typically, oocytes were clamped at a holding potential of 2100, 280, or 260 mV and depolarized to 110 mV for 200 ms every 15 s. Microelectrodes were filled with 3 M KCl, and those showing a resistance of 0.5 to 1.2 VM were used. Benidine was evaluated in concentration range of 0.1 - 100 uM, and demonstrated blocking effect with IC50 of 0.7 uM.
Substance Class Chemical
Created
by admin
on Thu Jul 06 00:58:33 UTC 2023
Edited
by admin
on Thu Jul 06 00:58:33 UTC 2023
Record UNII
4G9T91JS7E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENIDIPINE
INN   MI   WHO-DD  
INN  
Official Name English
Benidipine [WHO-DD]
Common Name English
BENIDIPINE [MI]
Common Name English
(±)-(R*)-3-((R*)-1-BENZYL-3-PIPERIDYL) METHYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(M-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE
Systematic Name English
(±)-2,6-DIMETHYL-4-(3-NITROPHENYL)-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLIC ACID-3-(1-BENZYL-3-PIPERIDYL) ESTER-5-METHYL ESTER
Common Name English
benidipine [INN]
Common Name English
(4R)-REL-1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLIC ACID METHYL (3R)-1-(PHENYLMETHYL)-3-PIPERIDINYL ESTER
Common Name English
Classification Tree Code System Code
WHO-VATC QC08CA15
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
NCI_THESAURUS C333
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
WHO-ATC C08CA15
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C81680
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
CAS
105979-17-7
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
FDA UNII
4G9T91JS7E
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
INN
6137
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
DRUG CENTRAL
3880
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
EPA CompTox
DTXSID0022648
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
MERCK INDEX
M2315
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY Merck Index
MESH
C061004
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
SMS_ID
100000086351
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
EVMPD
SUB05719MIG
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
PUBCHEM
656668
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
ChEMBL
CHEMBL2218858
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
WIKIPEDIA
BENIDIPINE
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
DRUG BANK
DB09231
Created by admin on Thu Jul 06 00:58:33 UTC 2023 , Edited by admin on Thu Jul 06 00:58:33 UTC 2023
PRIMARY
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