ChemicalBook CAS DataBase List 72702-95-5

72702-95-5

Name	STATIL
CAS	72702-95-5
Molecular Formula	C17H12BrFN2O3
MDL Number	MFCD00204117
Molecular Weight	391.19
MOL File	72702-95-5.mol

Chemical Properties

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 Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338
Risk Statements	36/37/38 less more
Safety Statements	26-36/37/39 less more
WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Hazard Information

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 K_i 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 F_2α 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

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