Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H17N3O3S.CH4O3S |
| Molecular Weight | 379.452 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(O)(=O)=O.CC(C)C1=CC=C(C=C1S(C)(=O)=O)C(=O)NC(N)=N
InChI
InChIKey=FNDLQABGYJQJPH-UHFFFAOYSA-N
InChI=1S/C12H17N3O3S.CH4O3S/c1-7(2)9-5-4-8(11(16)15-12(13)14)6-10(9)19(3,17)18;1-5(2,3)4/h4-7H,1-3H3,(H4,13,14,15,16);1H3,(H,2,3,4)
| Molecular Formula | C12H17N3O3S |
| Molecular Weight | 283.347 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | CH4O3S |
| Molecular Weight | 96.106 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Cariporide is a selective sodium-hydrogen antiporter inhibitor patented by a pharmaceutical company Hoechst A.-G. for treatment myocardial ischemia-reperfusion injury. The sodium-hydrogen exchanger is an important player in the pathophysiology of myocardial ischemia-reperfusion injury. The accumulation of hydrogen ions in the myocyte cytosol; during ischemia creates a proton gradient that promotes the efflux of hydrogen ions in exchange for the influx of sodium ions. This sodium buildup can secondary activates the sodium-calcium exchanger to operate in the reverse mode, resulting in a net calcium accumulation in myocyte cytosol, which leads to dysfunction and cell death. By inhibiting sodium-hydrogen exchange, Cariporide can prevent the accumulation of calcium in the cytosol, therefore reduce the infarct size. In clinical trials, Cariporide shows a statistically significant decline in myocardial infarction but increases mortality. Due to the increase in mortality, cariporide did not pass clinical trials.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2781 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24195657 |
65.0 nM [IC50] | ||
Target ID: CHEMBL3133 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11563929 |
62000.0 nM [IC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cariporide Enhances the DNA Damage and Apoptosis in Acid-tolerable Malignant Mesothelioma H-2452 Cells. | 2017-08 |
|
| Oxidative stress parameters induced by exposure to either cadmium or 17β-estradiol on Mytilus galloprovincialis hemocytes. The role of signaling molecules. | 2014-01 |
|
| Coordinated role of voltage-gated sodium channels and the Na+/H+ exchanger in sustaining microglial activation during inflammation. | 2013-12-01 |
|
| Endothelin isoforms and the response to myocardial stretch. | 2005-06 |
|
| Endothelin causes contraction of human esophageal muscularis mucosae through interaction with both ETA and ETB receptors. | 2004-03-15 |
|
| Na+-H+ exchange activity in taste receptor cells. | 2004-03 |
|
| Direct inhibition of the sodium/hydrogen exchanger after prolonged regional ischemia improves contractility on reperfusion independent of myocardial viability. | 2003-11 |
|
| An overview of inhibitors of Na(+)/H(+) exchanger. | 2003-06 |
|
| Zoniporide: a potent and highly selective inhibitor of human Na(+)/H(+) exchanger-1. | 2002-09-06 |
|
| [Protective effect of Na(+)-H+ exchanger inhibitor cariporide on the injury of vascular endothelial function induced by hypercholesterolemia]. | 2002-02-28 |
|
| Influence of ammonia on sodium absorption in rat proximal colon. | 2000-08 |
|
| Antiarrhythmic effects of HOE642, a novel Na(+)-H+ exchange inhibitor, on ventricular arrhythmias in animal hearts. | 1996-12-19 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30849956
120 mg 3 times a day
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:14:44 GMT 2025
by
admin
on
Mon Mar 31 18:14:44 GMT 2025
|
| Record UNII |
0543W2JFRZ
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C47793
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
C81346
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
178019
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
m3110
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | Merck Index | ||
|
0543W2JFRZ
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
159138-81-5
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
CHEMBL436559
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
DTXSID3047344
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
PP-60
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
DBSALT002017
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY | |||
|
300000044457
Created by
admin on Mon Mar 31 18:14:44 GMT 2025 , Edited by admin on Mon Mar 31 18:14:44 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE |
|
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
|