Rosiglitazone Maleate

HCID 5281055CAS 155141-29-0

Grundinformationen

Standard-SMILES
CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c1ccccn1.O=C(O)/C=C\C(=O)O
InChIKey
SUFUKZSWUHZXAV-BTJKTKAUSA-N
Summenformel
C22H23N3O7S
Durchschnittliche Molmasse
473,5 g/mol
Monoisotopische Masse
473,12567108

Überblick

Rosiglitazone Maleate is the maleate salt of rosiglitazone, an orally-active thiazolidinedione with antidiabetic properties and potential antineoplastic activity. Rosiglitazone activates peroxisome proliferator-activated receptor gamma (PPAR-gamma), a ligand-activated transcription factor, thereby inducing cell differentiation and inhibiting cell growth and angiogenesis. This agent also modulates the transcription of insulin-responsive genes, inhibits macrophage and monocyte activation, and stimulates adipocyte differentiation.

Namen und Bezeichner

Bevorzugter Name
Rosiglitazone Maleate
IUPAC
(Z)-but-2-enedioic acid;5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione

Namen und Synonyme

Rosiglitazone maleate155141-29-0BRL-49653CRosiglitzazone maleateDTXSID2023569BRL 49653CBRL-49653-CNSC-717764KX2339DP44DTXCID7035692,4-Thiazolidinedione, 5-((4-(2-(methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-, (2Z)-2-butenedioate (1:1)NSC717764
Weitere Namen anzeigen
CHEBI:88922,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-, (2Z)-2-butenedioate (1:1)RefChem:56530(+-)-5-((4-(2-(Methyl-2-pyridinylamino)ethoxy)phenyl)methyl)-2,4-thiazolidinedione, (Z)-2-Butenedioate (1:1)AvandiaRosiglitazone Maleate [USAN]MFCD03427306Rosiglitazone (maleate)

Datenbank-Bezeichner

CAS
155141-29-0
PubChem CID
5281055
DTXSID
DTXSID2023569
ChEMBL
CHEMBL843
UNII
KX2339DP44
EC Number
642-163-6

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
171 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
9
Schwere Atome
33

Experimentelle und physikochemische Eigenschaften

Solubility68.2 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 2 Einträge

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesEye Irrit. 2 (60%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Rosiglitazone maleate

vLess-DILI-concern

3

Warnings & precautions

DOI:10.1016/j.drudis.2016.02.015

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.

Zugehörige Reaktionen

5

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