SABIPORIDE

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

Structure Search

SMILES

NC(=N)NC(=O)C1=CC=C(N2CCN(CC2)C(=O)C3=CC=CN3)C(=C1)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)

HIDE SMILES / InChI

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20883671 | https://www.ncbi.nlm.nih.gov/pubmed/22803959 | https://adisinsight.springer.com/drugs/800016262

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
Sodium/hydrogen exchanger 1 12 Target ID: P19634 Gene ID: 6548.0 Gene Symbol: SLC9A1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12524140	Inhibitor 8297		27.0 nM [Ki]

PubMed

Title	Date	PubMed
Characterization of sabiporide, a new specific NHE-1 inhibitor exhibiting slow dissociation kinetics and cardioprotective effects.	2003 Jan 17	12524140
Inhibition of the Na+/H+ exchanger attenuates the deterioration of ventricular function during pacing-induced heart failure in rabbits.	2004 Aug 1	15249185
[Protection of rat heart myocardium with a selective Na(+)/H(+) exchange inhibitor and ischemic preconditioning].	2005	15798704
Effects of sabiporide, a specific Na+/H+ exchanger inhibitor, on neuronal cell death and brain ischemia.	2005 Nov 2	16225853
Inhibition of human pulmonary artery smooth muscle cell proliferation and migration by sabiporide, a new specific NHE-1 inhibitor.	2006 Aug	16954819
Inhibition of Na+/H+-exchanger with sabiporide attenuates the downregulation and uncoupling of the myocardial beta-adrenoceptor system in failing rabbit hearts.	2006 May	16520740
Pharmacodynamic characteristics and cardioprotective effects of new NHE1 inhibitors.	2007 Jul 12	17482160
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 Dec	19337452
The effect of Na(+)/H(+) exchanger-1 inhibition by sabiporide on blood-brain barrier dysfunction after ischemia/hypoxia in vivo and in vitro.	2010 Dec 17	20883671

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:28:40 GMT 2023` Edited by `admin` on `Fri Dec 15 16:28:40 GMT 2023`
Record UNII	U52APA00X7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SABIPORIDE

Official Name

English

sabiporide [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793