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IMIRESTAT

Names

[ CAS No. ]:
89391-50-4

[ Name ]:
IMIRESTAT

[Synonym ]:
Imirestatum [INN-Latin]
Alcon 1576
2,7-Difluorospiro(fluorene-9,4'-imidazolidine)-2',5'-dione
2,7-di-fluoro-spiro(9H-fluorene-9,4'-imidazolidine)-2',5'-dione
Imirestat
spiro-[2,7-difluorofluoren-9,4'-imidazolidine]-2',5'-dione
Spiro(9H-fluorene-9,4'-imidazolidine)-2',5'-dione,2,7-difluoro
[14C]-Imirestat
Spiro-(2,7-difluoro-9H-fluoren-9,4'-imidazolidine)-2',5'-dione
HOE 843

Biological Activity

[Description]:

Imirestat (AL 1576) is an aldose reductase inhibitor, used for the treatment of diabetes.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Aldose Reductase
Research Areas >> Metabolic Disease

[In Vivo]

Imirestat (1 mg/kg) improves nerve conduction velocity but is without effect upon the resistance to hypoxic conduction blockade or the deficit in insulin-stimulated oubain-sensitive ATPase activity[1].

[References]

[1]. Carrington AL, et al. Aldose reductase inhibition with imirestat-effects on impulse conduction and insulin-stimulation of Na+/K(+)-adenosine triphosphatase activity in sciatic nerves of streptozotocin-diabetic rats. Diabetologia. 1991 Jun;34(6):397-401.


[Related Small Molecules]

Isoliquiritigenin | Epalrestat | Ranirestat | Tolrestat | Alrestatin | Aldose reductase-IN-1 | RISARESTAT | Fidarestat

Chemical & Physical Properties

[ Density]:
1.58g/cm3

[ Molecular Formula ]:
C15H8F2N2O2

[ Molecular Weight ]:
286.23300

[ Exact Mass ]:
286.05500

[ PSA ]:
58.20000

[ LogP ]:
2.68580

[ Index of Refraction ]:
1.692

[ Storage condition ]:
2-8℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WH1307300
CHEMICAL NAME :
Spiro(9H-fluorene-9,4'-imidazolidine)-2',5'-dione, 2,7-difluoro-
CAS REGISTRY NUMBER :
89391-50-4
LAST UPDATED :
199712
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C15-H8-F2-N2-O2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
700 mg/kg/14D-I
TOXIC EFFECTS :
Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)
REFERENCE :
FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 36(1, Pt 2),137,1997
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
700 mg/kg/14D-I
TOXIC EFFECTS :
Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)
REFERENCE :
FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 36(1, Pt 2),137,1997

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds