Ponalrestat

HCID 5278

Notizen Reaktionen

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

CAS: 72702-95-5
Standard-SMILES: O=C(O)Cc1nn(Cc2ccc(Br)cc2F)c(=O)c2ccccc12
InChIKey: LKBFFDOJUKLQNY-UHFFFAOYSA-N
Summenformel: C17H12BrFN2O3
Durchschnittliche Molmasse: 391,2 g/mol
Monoisotopische Masse: 390,00153

Überblick

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

Namen und Bezeichner

Bevorzugter Name: Ponalrestat
IUPAC: 2-[3-[(4-bromo-2-fluorophenyl)methyl]-4-oxophthalazin-1-yl]acetic acid
Englischer Name: STATIL
Summenformel: C17H12BrFN2O3
Molmasse: 391.19

Namen und Synonyme

PONALRESTAT72702-95-5PonalrestatumICI-128436DTXSID1045665ICI 128,4362CV0A5G64E3-(4-Bromo-2-fluorobenzyl)-3,4-dihydro-4-oxo-1-phthalazineacetic acidDTXCID9025665RefChem:9298693-(4-bromo-2-fluorobenzyl)-3,4-dihydro-4-oxo-3H-phthalazin-1-ylacetic acidstatil

Weitere Namen anzeigen

ICI-plcPonalrestat (MK-538Ponalrestat - Bio-X ?Ponalrestat, 10 mM in DMSO[3-(4-BROMO-2-FLUOROBENZYL)-4-OXO-3H-PHTHALAZIN-1-YL]ACETIC ACIDPonalrestat Statil

2-(3-(4-bromo-2-fluorobenzyl)-4-oxo-3,4-dihydrophthalazin-1-yl)acetic acidC17H12BrFN2O3MFCD002041172-[3-[(4-bromo-2-fluorophenyl)methyl]-4-oxophthalazin-1-yl]acetic acidSpecPlus_000843MK-538Ponalrestat (USAN/INN)CHEMBL7679

Datenbank-Bezeichner

CAS: 72702-95-5
PubChem CID: 5278
DTXSID: DTXSID1045665
ChEMBL: CHEMBL7679
ChEBI: CHEBI:93199
UNII: 2CV0A5G64E
Nikkaji: J22.229A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,2
Polarare Oberfläche (TPSA): 70 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 4
Schwere Atome: 24
Formalladung: 0
Komplexität: 542

Experimentelle und physikochemische Eigenschaften

LogP2.68

Physikochemische Eigenschaften

Schmelzpunkt: 184 · 184-186℃ (DEC.)
Dichte: 1.6 · 1.60
storage temp.: Store at RT
Löslichkeit: 2 mg/mL; · DMF: 2 mg/mL; DMSO: 2 mg/mL; Ethanol: 2 mg/mL; PBS (pH 7.2): 0.2 mg/mL
Aggregatzustand: A crystalline solid
Farbe: 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

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: WGK 3
risk_code: 36/37/38
safety_code: 26-36/37/39
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Substances which lower blood glucose levels.

Anwendungen · 2 Einträge

BeschreibungStatil 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.

VerwendenStatil is a knon aldose reductase inhibitor which blocks the conversion of glucose to sorbitol. In addition it suppresses cell cancer growth