Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H19F3N6O2 |
| Molecular Weight | 408.3777 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=N)NC(=O)C1=CC(=C(C=C1)N2CCN(CC2)C(=O)C3=CC=CN3)C(F)(F)F
InChI
InChIKey=SRRHGTUDJFMQIV-UHFFFAOYSA-N
InChI=1S/C18H19F3N6O2/c19-18(20,21)12-10-11(15(28)25-17(22)23)3-4-14(12)26-6-8-27(9-7-26)16(29)13-2-1-5-24-13/h1-5,10,24H,6-9H2,(H4,22,23,25,28)
| Molecular Formula | C18H19F3N6O2 |
| Molecular Weight | 408.3777 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Sabiporide was developed as a specific Na(+)/H(+) exchanger (NHE1) inhibitor. Sabiporide possessed a cardioprotective effect that was shown in a preclinical model of myocardial infarction in the rat. In addition, experiments on rodents have revealed that the administration of sabiporide improved cardiovascular function and attenuates organ injury from severe sepsis. However, the development of this drug appears to be discontinued.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P19634 Gene ID: 6548.0 Gene Symbol: SLC9A1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12524140 |
27.0 nM [Ki] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| The effect of Na(+)/H(+) exchanger-1 inhibition by sabiporide on blood-brain barrier dysfunction after ischemia/hypoxia in vivo and in vitro. | 2010-12-17 |
|
| An integral approach to the etiopathogenesis of human neurodegenerative diseases (HNDDs) and cancer. Possible therapeutic consequences within the frame of the trophic factor withdrawal syndrome (TFWS). | 2008-12 |
|
| Pharmacodynamic characteristics and cardioprotective effects of new NHE1 inhibitors. | 2007-07-12 |
|
| Inhibition of human pulmonary artery smooth muscle cell proliferation and migration by sabiporide, a new specific NHE-1 inhibitor. | 2006-08 |
|
| Inhibition of Na+/H+-exchanger with sabiporide attenuates the downregulation and uncoupling of the myocardial beta-adrenoceptor system in failing rabbit hearts. | 2006-05 |
|
| Effects of sabiporide, a specific Na+/H+ exchanger inhibitor, on neuronal cell death and brain ischemia. | 2005-11-02 |
|
| [Protection of rat heart myocardium with a selective Na(+)/H(+) exchange inhibitor and ischemic preconditioning]. | 2005 |
|
| Inhibition of the Na+/H+ exchanger attenuates the deterioration of ventricular function during pacing-induced heart failure in rabbits. | 2004-08-01 |
|
| Characterization of sabiporide, a new specific NHE-1 inhibitor exhibiting slow dissociation kinetics and cardioprotective effects. | 2003-01-17 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:29:01 GMT 2025
by
admin
on
Mon Mar 31 18:29:01 GMT 2025
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| Record UNII |
U52APA00X7
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| Record Status |
Validated (UNII)
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| Record Version |
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Official Name | English | ||
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Preferred Name | English |
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NCI_THESAURUS |
C47793
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CHEMBL2105423
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9868115
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C476560
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C74228
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TARGET -> INHIBITOR |
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ACTIVE MOIETY |
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