5.09105

STAT3/STAT5 Dual Inhibitor, SH-4-54

• Sinonimo/i: STAT3/STAT5 Dual Inhibitor, SH-4-54, SH-04-54, SH0454, SH454, 4-(N-(4-Cyclohexylbenzyl)-2-(2,3,4,5,6-pentafluoro-N-methylphenylsulfonamido)acetamido)benzoic acid, STAT3 Inhibitor XIX, STAT5 Inhibitor IV
• Formula empirica (notazione di Hill): C₂₉H₂₇F₅N₂O₅S
• Numero CAS: 1456632-40-8
• Peso molecolare: 610.59
• Numero MDL: MFCD28143917
• Codice UNSPSC: 12352200
• NACRES: NA.77

Proprietà

• Saggio: ≥94% (HPLC)
• Livello qualitativo: 100
• Stato: powder
• Produttore/marchio commerciale: Calbiochem^®
• Condizioni di stoccaggio: OK to freeze; protect from light
• Colore: white
• Solubilità: DMSO: 100 mg/mL
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: Fc1c(c(c(c(c1F)F)[S](=O)(=O)N(CC(=O)N(Cc3ccc(cc3)C4CCCCC4)c2ccc(cc2)C(=O)O)C)F)F
• InChI: 1S/C29H27F5N2O5S/c1-35(42(40,41)28-26(33)24(31)23(30)25(32)27(28)34)16-22(37)36(21-13-11-20(12-14-21)29(38)39)15-17-7-9-19(10-8-17)18-5-3-2-4-6-18/h7-14,18H,2-6,15-16H2,1H3,(H,38,39); VFPYGNNOSJWBHF-UHFFFAOYSA-N

Descrizione

Descrizione generale

A cell-permeable, salicyclic-to-benzoic acid-substituted BP-1-102 (Cat. no. 573132-M) analog that targets STAT3 and STAT5 with comparable affinity (k_off/k_on = K_D = 300 and 464 nM, respectively) and is 4-fold more potent in competing against phosphopeptide for binding to SH2 domain of STAT3 over STAT1 (K_i = 23.5 and 92.3 µM, respectively; [phosphopeptide] = 10 nM), exhibiting little potency against the kinase activity of upstream kinases (Akt1, Erk1, JAK1/2, c-Src) or the activation of 21 GPCRs, and displaying much reduced or no affinity toward other kinases in a 101-panel screen. Selectively inhibits cellular STAT3 Y705, but not S727, phosphorylation (0.5 to 5 µM) and is a more potent anticancer agent than BP-1-102 against gliobalstoma (GMB) patients-derived brain tumor stem cell (BTSC) cultures (IC₅₀ from 42 to 530 nM). Reported to penetrate blood-brain-barrier in mice (Conc in brain = 313 nM 30 min post 10 mg/kg i.p. dosing) and effectively inhibit BT73 glioma proliferation in xenografted murine brain via apoptosis induction (10 doses: 10 mg/kg i.p., 4 d on/ 3 d off) in vivo.

Azioni biochim/fisiol

Cell permeable: yes

Reversible: yes

Secondary Target
STAT5

Confezionamento

Packaged under inert gas

Attenzione

Toxicity: Standard Handling (A)

Altre note

Haftchenary, S., et al. 2013. ACS Med. Chem. Lett.4, In press.

Note legali

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable