CLENTIAZEM MALEATE

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 Search

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	No
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	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1642678 | https://adisinsight.springer.com/drugs/800000188 | https://www.ncbi.nlm.nih.gov/pubmed/8450166

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

Title	Date	PubMed
1,5-Benzothiazepine, a versatile pharmacophore: a review.	2008-11	18639369
Effects of first and second generation calcium channel blockers on diastolic function of the failing hamster heart: relationship with coronary flow changes.	2003-07	12827040
Sex-related differences in the renal disposition of the acidic metabolite of clentiazem in rat.	2001-10	11695851
Protective effect of clentiazem against epinephrine-induced cardiac injury in rats.	1993-07	8392553
Protective effects of the calcium antagonists diltiazem and TA3090 against hepatic injury due to hypoxia.	1992-12-01	1472086

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:26:55 GMT 2025` Edited by `admin` on `Mon Mar 31 21:26:55 GMT 2025`
Record UNII	YN4F0N5QE0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CLENTIAZEM MALEATE

Official Name

English

TA-3090

Preferred 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

Clentiazem maleate [WHO-DD]

Common Name

English

CLENTIAZEM MALEATE [USAN]

Common Name

English

CLENTIAZEM MALEATE [JAN]

Common Name

English

Code System Code Type Description

NCI_THESAURUS

C169857