MINALRESTAT

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 Search

SMILES

FC1=CC=C2C(=O)N(CC3=CC=C(Br)C=C3F)C(=O)C4(CC(=O)NC4=O)C2=C1

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

Molecular Formula	C19H11BrF2N2O4
Molecular Weight	449.202
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12604701 | https://adisinsight.springer.com/drugs/800003006

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress.	2009-03-16	18845131
Minalrestat and leukocyte migration in diabetes mellitus.	2003-06-06	12789656
Minalrestat, an aldose reductase inhibitor, corrects the impaired microvascular reactivity in diabetes.	2003-03	12604701
Determination of minalrestat (an aldose reductase inhibitor) in rat, dog and human plasma by high-performance liquid chromatography.	1998-05-08	9653934
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.	1996-01-01	8639974
Galactosemia produces ARI-preventable nodal changes similar to those of diabetic neuropathy.	1994-09	7821191

Substance Class	Chemical Created by `admin` on `Wed Apr 02 06:54:11 GMT 2025` Edited by `admin` on `Wed Apr 02 06:54:11 GMT 2025`
Record UNII	G44PE6QB31
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

WAY-ARI-509

Preferred Name

English

MINALRESTAT

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

minalrestat [INN]

Common Name

English

MINALRESTAT [USAN]

Common Name

English

Minalrestat [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C72880