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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H24N2O5S2
Molecular Weight 448.556
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEMOCAPRILAT

SMILES

OC(=O)CN1C[C@H](SC[C@H](N[C@@H](CCC2=CC=CC=C2)C(O)=O)C1=O)C3=CC=CS3

InChI

InChIKey=KZVWEOXAPZXAFB-BQFCYCMXSA-N
InChI=1S/C21H24N2O5S2/c24-19(25)12-23-11-18(17-7-4-10-29-17)30-13-16(20(23)26)22-15(21(27)28)9-8-14-5-2-1-3-6-14/h1-7,10,15-16,18,22H,8-9,11-13H2,(H,24,25)(H,27,28)/t15-,16-,18-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/11686312 | https://www.ncbi.nlm.nih.gov/pubmed/19932971 | https://www.drugs.com/international/acecol.html

Temocapril is a prodrug-type angiotensin-I converting enzyme (ACE) inhibitor not approved for use in the United States but is approved in Japan and South Korea. Temocapril can also be used in hemodialysis patients without risk of serious accumulation.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.6 nM [IC50]
3.6 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Acecol

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effect of temocapril hydrochloride on serum lipid levels in patients with hypertensive type 2 diabetes mellitus.
2001
Patents

Sample Use Guides

A tablet containing 2 mg of temocapril hydrochloride was administered once a day in the morning, and the monitoring term was for 16 weeks.
Route of Administration: Oral
In Vitro Use Guide
A force of 1.0 g was applied, and the strips were allowed to equilibrate for 90 min. Aortic strips were exposed to 30 nM of angiotensin I (AI), which produced contractions approximately equal to 90% of the maximum response. After three successive contractions of equal size had been obtained, test drugs (CS-622 diacid) was added to the bath. Contractile responses to AI in the presence of a test drug were compared with control responses before the drug was added. The concentration of the drug was increased in a cumulative manner by a ratio of 3 at a 10 min interval to construct a concentration inhibition curve. The IC50 value was determined as the concentration inhibiting by 50% the response to AI
Name Type Language
TEMOCAPRILAT
INN   WHO-DD  
INN  
Official Name English
RS-5139
Code English
1,4-THIAZEPINE-4(5H)-ACETIC ACID, 6-((1-CARBOXY-3-PHENYLPROPYL)AMINO)TETRAHYDRO-5-OXO-2-(2-THIENYL)-, (2S- (2.ALPHA.,6.BETA.(R*)))-
Common Name English
temocaprilat [INN]
Common Name English
TEMOCAPRIL DIACID
MI  
Common Name English
(+)-(2S,6R)-6-(((1S)-1-CARBOXY-3-PHENYLPROPYL)AMINO)TETRAHYDRO-5-OXO-2-(2-THIENYL)-1,4-THIAZEPINE-4(5H)-ACETIC ACID
Systematic Name English
TEMOCAPRIL DIACID [MI]
Common Name English
Temocaprilat [WHO-DD]
Common Name English
RNH-5139
Code English
Classification Tree Code System Code
NCI_THESAURUS C247
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
Code System Code Type Description
CAS
110221-53-9
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
PRIMARY
FDA UNII
2D6A12Q12R
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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NCI_THESAURUS
C75023
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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INN
7673
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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SMS_ID
100000082945
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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EPA CompTox
DTXSID60891350
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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ChEMBL
CHEMBL300841
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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EVMPD
SUB10885MIG
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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PUBCHEM
443151
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
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MERCK INDEX
m10549
Created by admin on Fri Dec 15 16:32:32 UTC 2023 , Edited by admin on Fri Dec 15 16:32:32 UTC 2023
PRIMARY Merck Index