EPALRESTAT

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H13NO3S2
Molecular Weight	319.399
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=C/C1=CC=CC=C1)\C=C2/SC(=S)N(CC(O)=O)C2=O

InChI

InChIKey=CHNUOJQWGUIOLD-NFZZJPOKSA-N

InChI=1S/C15H13NO3S2/c1-10(7-11-5-3-2-4-6-11)8-12-14(19)16(9-13(17)18)15(20)21-12/h2-8H,9H2,1H3,(H,17,18)/b10-7+,12-8-

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Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/18447661

Epalrestat is an aldose reductase inhibitor that is approved in Japan for the improvement of subjective neuropathy symptoms, abnormality of vibration sense, and abnormal changes in heart beat associated with diabetic peripheral neuropathy.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Aldose reductase 44 Target ID: P15121 Gene ID: 231.0 Gene Symbol: AKR1B1 Target Organism: Homo sapiens (Human) Sources: http://www.ncbi.nlm.nih.gov/pubmed/18447661	Inhibitor 8297		0.28 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Diabetic neuropathy 23 Sources: http://www.ncbi.nlm.nih.gov/pubmed/18447661	Primary		Approved 8429	KINEDAK Approved Use Unknown

PubMed

Title	Date	PubMed
Therapeutic effects of aldose reductase inhibitor on experimental diabetic neuropathy through synthesis/secretion of nerve growth factor.	1998 Jun	9628756
AKR1B10 induces cell resistance to daunorubicin and idarubicin by reducing C13 ketonic group.	2011 Aug 15	21640744
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.	2011 Jul 14	21599003

Patents

Sample Use Guides

In Vivo Use Guide

50 mg, 3 times/day

Route of Administration: Oral

In Vitro Use Guide

Human umbilical vein endothelial cells were cultured for 48 h in glucose-rich (27.8 mM) medium. The increased neutrophil-endothelial cell adhesion and surface expression of intercellular adhesion molecule-1 (ICAM-1), P-selectin, and E-selectin on endothelial cells was inhibited by 10 microM of epalrestat.

Name

Type

Language

EPALRESTAT

Official Name

English

ALDONIL

Brand Name

English

5-((Z,E)-.BETA.-METHYLCINNAMYLIDENE)-4-OXO-2-THIOXO-3-THIAZOLIDINEACETIC ACID

Systematic Name

English

KINEDAK

Brand Name

English

EPALRESTAT [JAN]

Common Name

English

epalrestat [INN]

Common Name

English

Epalrestat [WHO-DD]

Common Name

English

EPALRESTAT [MART.]

Common Name

English

EPALRESTAT [MI]

Common Name

English

ALDORIN

Brand Name

English

TANGLIN

Brand Name

English

Classification Tree Code System Code

NCI_THESAURUS

C72880