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72702-95-5

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72702-95-5 Structure

72702-95-5 Structure
IdentificationBack Directory
[Name]

STATIL
[CAS]

72702-95-5
[Synonyms]

STATIL
MK-538
ICI-plc
ICI-128436
Ponalrestat
Ponalrestat (MK-538
[3-(4-BROMO-2-FLUOROBENZYL)-4-OXO-3H-PHTHALAZIN-1-YL]ACETIC ACID
Ponalrestat Statil
3-(4-BROMO-2-FLUOROBENZYL)-4-OXO-3H-PHTHALAZIN-1-YL]ACETIC ACID (STATIL)
2-(3-(4-broMo-2-fluorobenzyl)-4-oxo-3,4-dihydrophthalazin-1-yl)acetic acid
3-[(4-Bromo-2-fluorophenyl)methyl]-3,4-dihydro-4-oxo-1-phthalazineacetic acid
[Molecular Formula]

C17H12BrFN2O3
[MDL Number]

MFCD00204117
[MOL File]

72702-95-5.mol
[Molecular Weight]

391.19
Chemical PropertiesBack Directory
[Melting point ]

184-186℃ (DEC.)
[density ]

1.60
[storage temp. ]

Store at RT
[solubility ]

DMF: 2 mg/mL; DMSO: 2 mg/mL; Ethanol: 2 mg/mL; PBS (pH 7.2): 0.2 mg/mL
[form ]

A crystalline solid
[color ]

White to off-white
[InChI]

InChI=1S/C17H12BrFN2O3/c18-11-6-5-10(14(19)7-11)9-21-17(24)13-4-2-1-3-12(13)15(20-21)8-16(22)23/h1-7H,8-9H2,(H,22,23)
[InChIKey]

LKBFFDOJUKLQNY-UHFFFAOYSA-N
[SMILES]

C12C=CC=CC=1C(=O)N(CC1=CC=C(Br)C=C1F)N=C2CC(=O)O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Statil is an aldose reductase inhibitor that blocks the conversion of glucose to sorbitol. It demonstrates selectivity for aldose reductase 2 over aldose reductase 1 with Ki values of 7.7 nM and 60 μM, respectively. Statil has been shown to prevent diabetes-induced alterations of the cardiovascular system in 14-day streptozotocin-diabetic rats. Aldose reductase inhibition by statil has also been used to impair the synthesis of prostaglandin F2α by human cultured preadipocytes.
[Uses]

Inhibitor (aldose reductase).
[Definition]

ChEBI: 2-[3-[(4-bromo-2-fluorophenyl)methyl]-4-oxo-1-phthalazinyl]acetic acid is a member of phthalazines.
[Biological Activity]

Potent aldose reductase inhibitor.
[in vivo]

Ponalrestat (ICI 128436; 10, 50 mg/kg; orally; daily; 8 weeks) reduces sorbitol accumulation indicating efficacy of aldose reductase inhibition[3].

Animal Model:Adult female Sprague-Dawley rats[3]
Dosage:10, 50 mg/kg
Administration:Orally; daily; 8 weeks
Result:Reduced sorbitol accumulation.
[References]

[1] WALTER H.J. WARD . Ponalrestat: A potent and specific inhibitor of aldose reductase[J]. Biochemical pharmacology, 1990, 39 2: Pages 337-346. DOI: 10.1016/0006-2952(90)90033-h
[2] DONNA J. OTTER  Russell C W. The effects of aldose reductase inhibition with ponalrestat on changes in vascular function in streptozotocin diabetic rats[J]. British Journal of Pharmacology, 1994, 113 2: 576-580. DOI: 10.1111/j.1476-5381.1994.tb17028.x
[3] ANDRéANNE MICHAUD. Prostaglandin (PG) F2 alpha synthesis in human subcutaneous and omental adipose tissue: modulation by inflammatory cytokines and role of the human aldose reductase AKR1B1.[J]. PLoS ONE, 2014: e90861. DOI: 10.1371/journal.pone.0090861
Spectrum DetailBack Directory
[Spectrum Detail]

STATIL(72702-95-5)1HNMR
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