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Details

Stereochemistry ACHIRAL
Molecular Formula C18H11F3N2O2S
Molecular Weight 376.352
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIDORESTAT ANHYDROUS

SMILES

OC(=O)CN1C=C(CC2=NC3=C(S2)C(F)=CC(F)=C3F)C4=C1C=CC=C4

InChI

InChIKey=KYHVTMFADJNSGS-UHFFFAOYSA-N
InChI=1S/C18H11F3N2O2S/c19-11-6-12(20)18-17(16(11)21)22-14(26-18)5-9-7-23(8-15(24)25)13-4-2-1-3-10(9)13/h1-4,6-7H,5,8H2,(H,24,25)

HIDE SMILES / InChI

Molecular Formula C18H11F3N2O2S
Molecular Weight 376.352
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Lidorestat is a highly potent and selective aldose reductase inhibitor with good oral bioavailability that is reported to improve nerve conduction and reduce cataract formation. Lidorestat reduced mortality rates in hAR transgenic mice. Mice receiving lidorestat had similar survival rates as nonhAR-expressing diabetic mice. Lidorestat treatment did not affect plasma lipids, glucose, or weights of diabetic mice. Drugs such as lidorestat will improve human health by reducing the production of toxic products of the polyol pathway. Lidorestat was developed for the treatment of diabetic complications, including neuropathy, retinopathy, cataracts, nephropathy.

Approval Year

PubMed

PubMed

TitleDatePubMed
Prevention of sensory disorders in diabetic Sprague-Dawley rats by aldose reductase inhibition or treatment with ciliary neurotrophic factor.
2004 Apr
Discovery of [3-(4,5,7-trifluoro-benzothiazol-2-ylmethyl)-pyrrolo[2,3-b]pyridin-1-yl]acetic acids as highly potent and selective inhibitors of aldose reductase for treatment of chronic diabetic complications.
2009 Apr 1
Regulation of plasma fructose and mortality in mice by the aldose reductase inhibitor lidorestat.
2009 Feb
Diabetic cataract-pathogenesis, epidemiology and treatment.
2010
High glucose concentration suppresses a SIRT2 regulated pathway that enhances neurite outgrowth in cultured adult sensory neurons.
2018 Nov

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Mice data
25 mg/kg/day for 6 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:10:01 GMT 2023
Edited
by admin
on Fri Dec 15 16:10:01 GMT 2023
Record UNII
R3734K0M7L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LIDORESTAT ANHYDROUS
Common Name English
IDD-000676
Code English
lidorestat [INN]
Common Name English
(3-((4,5,7-TRIFLUORO-1,3-BENZOTHIAZOL-2-YL)METHYL)-1H-INDOL-1-YL)ACETIC ACID
Systematic Name English
1H-INDOLE-1-ACETIC ACID, 3-((4,5,7-TRIFLUORO-2-BENZOTHIAZOLYL)METHYL)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C72880
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
Code System Code Type Description
CAS
245116-90-9
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
PRIMARY
NCI_THESAURUS
C81356
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
PRIMARY
PUBCHEM
157839
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
PRIMARY
INN
8162
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
PRIMARY
FDA UNII
R3734K0M7L
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
PRIMARY
SMS_ID
100000176280
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID40179264
Created by admin on Fri Dec 15 16:10:01 GMT 2023 , Edited by admin on Fri Dec 15 16:10:01 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
SOLVATE->ANHYDROUS
Related Record Type Details
ACTIVE MOIETY