72702-95-5

Basic information

• Product Name: STATIL
• Synonyms: STATIL;[3-(4-BROMO-2-FLUOROBENZYL)-4-OXO-3H-PHTHALAZIN-1-YL]ACETIC ACID;Ponalrestat;3-(4-BROMO-2-FLUOROBENZYL)-4-OXO-3H-PHTHALAZIN-1-YL]ACETIC ACID (STATIL);3-[(4-Bromo-2-fluorophenyl)methyl]-3,4-dihydro-4-oxo-1-phthalazineacetic acid;ICI-128436;ICI-plc;MK-538
• CAS NO: 72702-95-5
• Molecular Formula: C₁₇H₁₂BrFN₂O₃
• Molecular Weight: 391.19
• Product Categories: Inhibitors
• Mol File: 72702-95-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 184-186℃ (DEC.)
• Boiling Point: 576.3°C at 760 mmHg
• Flash Point: 302.4°C
• Appearance: /
• Density: 1.60
• Vapor Pressure: 4.01E-14mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: Store at RT
• CAS DataBase Reference: STATIL(CAS DataBase Reference)
• NIST Chemistry Reference: STATIL(72702-95-5)
• EPA Substance Registry System: STATIL(72702-95-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 72702-95-5(Hazardous Substances Data)

Usage

Description

STATIL, an aldose reductase inhibitor, is a compound that effectively blocks the conversion of glucose to sorbitol. It exhibits selectivity for aldose reductase 2 over aldose reductase 1, with Ki values of 7.7 nM and 60 μM, respectively. STATIL has demonstrated its ability to prevent diabetes-induced alterations in the cardiovascular system of streptozotocin-diabetic rats and has been utilized to impair the synthesis of prostaglandin F2α by human cultured preadipocytes.

Uses

Used in Pharmaceutical Industry:
STATIL is used as an aldose reductase inhibitor for preventing diabetes-induced alterations in the cardiovascular system. Its selectivity for aldose reductase 2 over aldose reductase 1 makes it a promising candidate for the development of treatments targeting diabetes-related complications.
Used in Cancer Treatment:
STATIL is used as an inhibitor to suppress cell cancer growth. Its ability to block the conversion of glucose to sorbitol may contribute to its potential application in cancer therapy, as altered glucose metabolism is a common characteristic of cancer cells.
Used in Research and Development:
STATIL is used as a research tool for studying the role of aldose reductase in various biological processes. Its selectivity for different aldose reductase isoforms allows researchers to investigate the specific functions and implications of these enzymes in cellular metabolism and disease progression.
Used in Drug Development:
STATIL is used as a lead compound in the development of new drugs targeting aldose reductase. Its inhibitory properties and selectivity make it a valuable starting point for designing more potent and selective inhibitors with potential therapeutic applications in diabetes and cancer.

InChI:InChI=1/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)

Upstream product

• 76283-09-5 4-bromo-2-fluorobenzyl bromide 
• 25947-13-1 ethyl 1,2-dihydro-1-oxophthalazin-4-ylacetate 

Downstream Products

• 1226760-14-0 2-(4-bromo-2-fluorobenzyl)-4-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)phthalazin-1(2H)-one 
• 1226760-13-9 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxo-phthalazin-4-yl)-N-(5-nitrothiazol-2-yl)acetamide 
• 1226760-22-0 2-(4-bromo-2-fluorobenzyl)-4-(2-oxo-2-(2-(4-pyridin-2-yl)piperazin-1-yl)ethyl)phthalazin-1(2H)-one 
• 1226760-21-9 2-(4-bromo-2-fluorobenzyl)-4-(2-(4-benzylpiperazin-1-yl)-2-oxoethyl)phthalazin-1(2H)-one 
• 1226760-19-5 2-(4-bromo-2-fluorobenzyl)-4-(2-(4-(4-methoxyphenyl)piperazin-1-yl)-2-oxoethyl)phthalazin-1(2H)-one 
• 1226760-12-8 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxophthalazin-4-yl)-N-(6-nitrobenzo[d]thiazol-2-yl)acetamide 
• 1226760-02-6 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxo-phthalazin-4-yl)-N-(4-chlorophenyl)acetamide 
• 1226760-23-1 2-(4-bromo-2-fluorobenzyl)-4-(2-oxo-2-(1-(4-piperonoyl)piperazin-1-yl)ethyl)phthalazin-1(2H)-one 
• 1226760-00-4 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxo-phthalazin-4-yl)-N-phenylacetamide 
• 1226760-16-2 2-(4-bromo-2-fluorobenzyl)-4-(2-(4-(4-fluorophenyl)piperazin-1-yl)-2-oxoethyl)phthalazin-1(2H)-one 
• 1226760-20-8 2-(4-bromo-2-fluorobenzyl)-4-(2-(4-(3-methoxyphenyl)piperazin-1-yl)-2-oxoethyl)phthalazin-1(2H)-one 
• 1226760-18-4 2-(4-bromo-2-fluorobenzyl)-4-(2-(4-(3-(trifluoromethyl)phenyl)piperazin-1-yl)-2-oxoethyl)phthalazin-1(2H)-one 
• 1226760-03-7 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxo-phthalazin-4-yl)-N-(4-bromophenyl)acetamide 
• 1226760-04-8 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxo-phthalazin-4-yl)-N-(2-trifluoromethylphenyl)acetamide 

Relevant articles and documents

Synthesis and antimycobacterial evaluation of novel phthalazin-4- ylacetamides against log- and starved phase cultures: Research article

Twenty four novel 2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-3,4-dihydro-1- phthalazinyl]acetic acid amides were synthesized from phthalic anhydride and were subjected to in vitro and in vivo evaluation against log- and starved phase of mycobacterial species and