U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C19H11BrF2N2O4
Molecular Weight 449.202
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MINALRESTAT

SMILES

FC1=CC2=C(C=C1)C(=O)N(CC3=C(F)C=C(Br)C=C3)C(=O)C24CC(=O)NC4=O

InChI

InChIKey=BMHZAHGTGIZZCT-UHFFFAOYSA-N
InChI=1S/C19H11BrF2N2O4/c20-10-2-1-9(14(22)5-10)8-24-16(26)12-4-3-11(21)6-13(12)19(18(24)28)7-15(25)23-17(19)27/h1-6H,7-8H2,(H,23,25,27)

HIDE SMILES / InChI
Minalrestat was developed by Wyeth-Ayerst as an aldose reductase inhibitor. It is known, the aldose reductase inhibition might ameliorate diabetic complications through the correction of the altered microvascular reactivity by a mechanism that involves NO and membrane hyperpolarization. That is why minalrestat was studied for patients with diabetic retinopathy. However, Wyeth discontinued development of minalrestat.

Approval Year

PubMed

PubMed

TitleDatePubMed
Galactosemia produces ARI-preventable nodal changes similar to those of diabetic neuropathy.
1994 Sep
Reversal of defective peripheral nerve conduction velocity, nutritive endoneurial blood flow, and oxygenation by a novel aldose reductase inhibitor, WAY-121,509, in streptozotocin-induced diabetic rats.
1996 Jan-Feb
Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress.
2009 Mar 16
Name Type Language
MINALRESTAT
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
SPIRO(ISOQUINOLINE-4(1H),3'-PYRROLIDINE)-1,2',3,5'(2H)-TETRONE, 2-((4-BROMO-2-FLUOROPHENYL)METHYL)-6-FLUORO-
Systematic Name English
2-(4-BROMO-2-FLUOROBENZYL)-6-FLUOROSPIRO(ISOQUINOLINE-4(1H),3'-PYRROLIDINE)-1,2',3,5'(2H)-TETRONE
Systematic Name English
WAY-ARI-509
Code English
minalrestat [INN]
Common Name English
MINALRESTAT [USAN]
Common Name English
Minalrestat [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C72880
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL273910
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
NCI_THESAURUS
C72820
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
SMS_ID
100000080637
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
PUBCHEM
190816
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
EVMPD
SUB08972MIG
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
INN
7539
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID201021572
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
USAN
II-18
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
CAS
129688-50-2
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
FDA UNII
G44PE6QB31
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY
MESH
C473212
Created by admin on Sat Dec 16 15:54:36 GMT 2023 , Edited by admin on Sat Dec 16 15:54:36 GMT 2023
PRIMARY