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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H25ClN2O4S.C4H4O4
Molecular Weight 565.035
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CLENTIAZEM MALEATE

SMILES

OC(=O)\C=C/C(O)=O.COC1=CC=C(C=C1)[C@@H]2SC3=CC(Cl)=CC=C3N(CCN(C)C)C(=O)[C@@H]2OC(C)=O

InChI

InChIKey=FTUXVMVEKYLKGE-WECFPGDBSA-N
InChI=1S/C22H25ClN2O4S.C4H4O4/c1-14(26)29-20-21(15-5-8-17(28-4)9-6-15)30-19-13-16(23)7-10-18(19)25(22(20)27)12-11-24(2)3;5-3(6)1-2-4(7)8/h5-10,13,20-21H,11-12H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t20-,21+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula C22H25ClN2O4S
Molecular Weight 448.963
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Clentiazem is a chloride derivative of diltiazem, originated in Tanabe Seiyaku. It works as a blocker of calcium channels. The drug was investigated in the clinical trials for the treatment of stable angina, and essential hypertension. Despite the positive results of clinical trials, no development of the drug was reported.

Approval Year

PubMed

PubMed

TitleDatePubMed
Protective effects of the calcium antagonists diltiazem and TA3090 against hepatic injury due to hypoxia.
1992 Dec 1
Protective effect of clentiazem against epinephrine-induced cardiac injury in rats.
1993 Jul
Sex-related differences in the renal disposition of the acidic metabolite of clentiazem in rat.
2001 Oct
1,5-Benzothiazepine, a versatile pharmacophore: a review.
2008 Nov
Substance Class Chemical
Created
by admin
on Mon Oct 21 23:14:51 UTC 2019
Edited
by admin
on Mon Oct 21 23:14:51 UTC 2019
Record UNII
YN4F0N5QE0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLENTIAZEM MALEATE
MI   USAN   WHO-DD  
USAN  
Official Name English
(+)-(2S,3S)-8-CHLORO-5-(2-(DIMETHYLAMINO)ETHYL)-2,3-DIHYDRO-3-HYDROXY-2-(P-METHOXYPHENYL)-1,5-BENZOTHIAZEPIN-4(5H)-ONE ACETATE (ESTER), MALEATE (1:1)
Common Name English
CLENTIAZEM MALEATE [MI]
Common Name English
1,5-BENZOTHIAZEPIN-4(5H)-ONE, 3-(ACETYLOXY)-8-CHLORO-5-(2-(DIMETHYLAMINO)ETHYL)-2,3-DIHYDRO-2-(4-METHOXYPHENYL)-, (2S-CIS)-, (Z)-2-BUTENEDIOATE (1:1)
Systematic Name English
TA-3090
Code English
CLENTIAZEM MALEATE [USAN]
Common Name English
CLENTIAZEM MALEATE [JAN]
Common Name English
CLENTIAZEM MALEATE [WHO-DD]
Common Name English
Code System Code Type Description
ChEMBL
CHEMBL165667
Created by admin on Mon Oct 21 23:14:51 UTC 2019 , Edited by admin on Mon Oct 21 23:14:51 UTC 2019
PRIMARY
PUBCHEM
6435546
Created by admin on Mon Oct 21 23:14:51 UTC 2019 , Edited by admin on Mon Oct 21 23:14:51 UTC 2019
PRIMARY
MERCK INDEX
M3616
Created by admin on Mon Oct 21 23:14:51 UTC 2019 , Edited by admin on Mon Oct 21 23:14:51 UTC 2019
PRIMARY Merck Index
CAS
96128-92-6
Created by admin on Mon Oct 21 23:14:51 UTC 2019 , Edited by admin on Mon Oct 21 23:14:51 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY