GW843682X

HCID 9826308

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Grundinformationen

CAS: 660868-91-7
Standard-SMILES: COc1cc2ncn(-c3cc(OCc4ccccc4C(F)(F)F)c(C(N)=O)s3)c2cc1OC
InChIKey: JSKUWFIZUALZLX-UHFFFAOYSA-N
Summenformel: C22H18F3N3O4S
Durchschnittliche Molmasse: 477,5 g/mol
Monoisotopische Masse: 477,09701172

Überblick

GW843682X is a member of the class of benzimidazoles that is 1H-benzimidazole substituted by 5-carbamoyl-4-{[2-(trifluoromethyl)phenyl]methoxy}thiophen-2-yl, methoxy, and methoxy groups at positions 1, 5, and 6, respectively. It is a potent inhibitor of PLK1 and PLK3 (IC50 = 2.2 and 9.1 nM respectively). It has a role as an EC 2.7.11.21 (polo kinase) inhibitor, an antineoplastic agent and an apoptosis inducer. It is a primary carboxamide, a member of benzimidazoles, a member of thiophenes, an aromatic ether and a member of (trifluoromethyl)benzenes.

Namen und Bezeichner

Bevorzugter Name: GW843682X
IUPAC: 5-(5,6-dimethoxybenzimidazol-1-yl)-3-[[2-(trifluoromethyl)phenyl]methoxy]thiophene-2-carboxamide
Englischer Name: GW843682, 5-(5,6-Dimethoxy-1H-benzimidazol-1-yl)-3-{[2-(trifluoromethyl)-benzyl]oxy}thiophene-2-carboxamide
Summenformel: C22H18F3N3O4S
Molmasse: 477.46

Namen und Synonyme

660868-91-7GW843682XRefChem:783291636-269-1GW 843682XGW-843682X5-(5,6-dimethoxybenzimidazol-1-yl)-3-[[2-(trifluoromethyl)phenyl]methoxy]thiophene-2-carboxamide5-(5,6-dimethoxy-1H-benzo[d]imidazol-1-yl)-3-((2-(trifluoromethyl)benzyl)oxy)thiophene-2-carboxamideGW8436825-(5,6-dimethoxy-1-benzimidazolyl)-3-[[2-(trifluoromethyl)phenyl]methoxy]-2-thiophenecarboxamide3-(2-(Trifluoromethyl)benzyloxy)-5-(5,6-dimethoxy-1H-benzo[d]imidazol-1-yl)thiophene-2-carboxamide5-(5,6-dimethoxy-1H-1,3-benzodiazol-1-yl)-3-{[2-(trifluoromethyl)phenyl]methoxy}thiophene-2-carboxamide

Weitere Namen anzeigen

GW843682X (GW 843682XGW843682X, 10 mM in DMSOGW843682X GW843682X，S2880Polo-like Kinase Inhibitor IIIPolo-like Kinase Inhibitor III - CAS 660868-91-7 - Calbiochem2-Thiophenecarboxamide, 5-(5,6-dimethoxy-1H-benzimidazol-1-yl)-3

C22H18F3N3O4SKinome_3462thiophene deriv., 20MLS006010260BMCL191018 Compound 2CHEMBL514499orb1220159orb1308238

Datenbank-Bezeichner

CAS: 660868-91-7
PubChem CID: 9826308
DTXSID: DTXSID80431373
ChEMBL: CHEMBL514499
ChEBI: CHEBI:91334
EC Number: 636-269-1
Nikkaji: J2.670.081G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4,6
Polarare Oberfläche (TPSA): 117 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 9
Frei drehbare Bindungen: 7
Schwere Atome: 33
Formalladung: 0
Komplexität: 688

Physikochemische Eigenschaften

Siedepunkt: 609.1 · 609.1±65.0 °C(Predicted)
Dichte: 1.45 · 1.45±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: 10 mg/mL · DMSO: >10mg/mL
Aggregatzustand: solid
pka: 15.03 · 15.03±0.50(Predicted)
Farbe: off-white
InChI: 1S/C22H18F3N3O4S/c1-30-16-7-14-15(8-17(16)31-2)28(11-27-14)19-9-18(20(33-19)21(26)29)32-10-12-5-3-4-6-13(12)22(23,24)25/h3-9,11H,10H2,1-2H3,(H2,26,29)
InChIKey: JSKUWFIZUALZLX-UHFFFAOYSA-N
SMILES: COc1cc2ncn(-c3cc(OCc4ccccc4C(F)(F)F)c(s3)C(N)=O)c2cc1OC

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36/37
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungGW843682X is a reversible, cell-permeable polo-like kinase (PLK) inhibitor. It selectively inhibits Plk1 and Plk3 (IC50s = 2.2 and 9.1 nM, respectively) over PDGFR1β, VEGFR2, Aurora A, and Cdk2/cyclin A (IC50s = 160, 360, 4,800, and 7,600 nM, respectively), as well as over 30 other kinases, in a cell-free assay. GW843682X also inhibits Plk1 activity in vitro in HeLa cells (IC50 = 0.14 μM in a reporter assay using chimeric Plk1). It inhibits growth in nine cancer cell lines in a panel (IC50s = 0.11-0.7 μM) but not of PC3 human prostate cancer cells (IC50 = 6.82 μM) or non-cancerous human diploid fibroblasts (HDFs; IC50 = 6.14 μM). GW843682X inhibits growth of MES-SA human uterine sarcoma cells, as well as of the drug-resistant, P-glycoprotein-expressing MES-SA/Dx5 subline (IC50s = 0.21 and 0.21 μM, respectively). It also inhibits the growth of patient-derived leukemia cells (IC50s = 2/M cell cycle arrest and apoptosis of H460 human lung and PALL-2 and MOLM13 human leukemia cancer cells in a concentration-dependent manner.

VerwendenGW843682X is a polo-like kinase-1 (PLK1) and polo-like kinase-3 (PLK3) inhibitor.

Anbieter49 Anbieter

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]

陕西缔都新材料有限公司81124267 17392282731 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

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