S5696

SKI II

≥98% (HPLC), solid

• Synonyme(s) : 4-[[4-(4-Chlorophenyl)-2-thiazolyl]amino]phenol
• Formule empirique (notation de Hill): C₁₅H₁₁ClN₂OS
• Numéro CAS: 312636-16-1
• Poids moléculaire : 302.78
• Numéro MDL: MFCD00733553
• Code UNSPSC : 12352200
• ID de substance PubChem : 24724614
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Essai: ≥98% (HPLC)
• Forme: solid
• Conditions de stockage: protect from light
• Couleur: off-white
• Solubilité: DMSO: ≥20 mg/mL
• Température de stockage: 2-8°C
• Chaîne SMILES: Oc1ccc(Nc2nc(cs2)-c3ccc(Cl)cc3)cc1
• InChI: 1S/C15H11ClN2OS/c16-11-3-1-10(2-4-11)14-9-20-15(18-14)17-12-5-7-13(19)8-6-12/h1-9,19H,(H,17,18)
• Clé InChI: ZFGXZJKLOFCECI-UHFFFAOYSA-N

Description

Application

Human cisplatin-resistant gastric cancer cell line was treated with SKI-II to study the mechanism of reversion of multidrug resistance.¹

SKI II has been used to study the regulatory mechanism and signaling pathway induced by SKI II in inhibiting tumor growth.

Actions biochimiques/physiologiques

Sphingosine kinase (SK) plays a pivotal role in regulating tumor growth and SK can act as an oncogene. Expression of SK RNA is significantly elevated in a variety of solid tumors, compared with normal tissue from the same patient. A number of novel inhibitors of human SK were identified, and several representative compounds were characterized in detail. These compounds demonstrated activity at sub- to micromolar concentrations, making them more potent than any other reported SK inhibitor, and were selective toward SK compared with a panel of human lipid and protein kinases. Kinetic studies revealed that the compounds were not competitive inhibitors of the ATP-binding site of SK. 4-[4-(4-chloro-phenyl)-thiazol-2-ylamino]-phenol (SKI-II) inhibitor is orally bioavailable, detected in the blood for at least 8 h, and showed a significant inhibition of tumor growth in mice with IC₅₀ = 0.5 μM; SKI II does not act at ATP-binding site. Displays no inhibition of ERK2, PI 3-kinase, or PKCa at concentrations up to 60 μM.SKI II induces apoptosis and inhibits proliferation in several other tumor cell lines in vitro (IC₅₀ = 0.9-4.6 μM).

Caractéristiques et avantages

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Autres remarques

Product is air and light sensitive

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)