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419820 ITK Inhibitor, BMS-509744 - CAS 439575-02-7 - Calbiochem

419820
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Panoramica

Replacement Information

Tabella delle specifiche principali

Empirical FormulaCAS #
C₃₂H₄₁N₅O₄S₂ 439575-02-7

Products

Numero di catalogoConfezionamento Qtà/conf
419820-5MG Bottiglia di vetro 5 mg
Description
OverviewA cell-permeable aminothioaryl-thiazolo compound that potently inhibits ITK kinase activity (IC50 = 19 nM; [ATP] = 1 µM) in an ATP-competitive manner by stabilizing ITK activation loop in a substrate-blocking, inactive conformation, inhibiting Fyn, IR, Lck, Btk only at much higher concentrations (IC50 ≥1.1 µM) and exhibiting little or no activity against 14 other kinases (IC50 ≥11 µM). Inhibits ITK-dependent cellular signaling (IC50 <300 nM against αCD3-stimulated PLCγ1 Tyr phosphorylation and Ca2+ mobilization in Jurkat cells) in vitro and alleviate OVA (Cat. No. 32467) challenge-induced airway leukocytes infiltration (ED50 = 25 mg/kg s.c.) in OVA-sensitized mice in vivo.
Catalogue Number419820
Brand Family Calbiochem®
SynonymsN-(5-(5-(4-Acetylpiperazine-1-carbonyl)-4-methoxy-2-methylphenylthio)thiazol-2-yl)-4-((3,3-dimethylbutan-2-ylamino)methyl)benzamide, N-(5-((3-((4-Acetylpiperazin-1-yl)carbonyl)-4-methyl-6-methoxyphenyl)thio)thiazol-2-yl)-4-(N-1,2-dimethylpropylaminomethyl)benzamide, BMS509744; EMT Inhibitor, IL-2-Inducible T Cell Kinase Inhibitor
References
ReferencesKutach, A.K., et al. 2010. Chem. Biol. Drug Des. 76, 154.
Das, J., et al. 2006. Bioorg. Med. Chem. Lett. 16, 3706.
Lin, T.A., et al. 2004. Biochemistry 43, 11056.
Product Information
CAS number439575-02-7
FormPale yellow powder
Hill FormulaC₃₂H₄₁N₅O₄S₂
Chemical formulaC₃₂H₄₁N₅O₄S₂
ReversibleY
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
Biological Information
Primary TargetITK
Primary Target IC<sub>50</sub>19 nM for ITK
Purity≥97% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage -20°C
Protect from Light Protect from light
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications

Documentation

ITK Inhibitor, BMS-509744 - CAS 439575-02-7 - Calbiochem Certificati d'Analisi

TitoloNumero di lotto
419820

Riferimenti bibliografici

Panoramica delle referenze
Kutach, A.K., et al. 2010. Chem. Biol. Drug Des. 76, 154.
Das, J., et al. 2006. Bioorg. Med. Chem. Lett. 16, 3706.
Lin, T.A., et al. 2004. Biochemistry 43, 11056.
Scheda tecnica

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision22-February-2013 JSW
SynonymsN-(5-(5-(4-Acetylpiperazine-1-carbonyl)-4-methoxy-2-methylphenylthio)thiazol-2-yl)-4-((3,3-dimethylbutan-2-ylamino)methyl)benzamide, N-(5-((3-((4-Acetylpiperazin-1-yl)carbonyl)-4-methyl-6-methoxyphenyl)thio)thiazol-2-yl)-4-(N-1,2-dimethylpropylaminomethyl)benzamide, BMS509744; EMT Inhibitor, IL-2-Inducible T Cell Kinase Inhibitor
DescriptionA cell-permeable aminothioaryl-thiazolo compound that potently inhibits ITK kinase activity (IC50 = 19 nM; [ATP] = 1 µM) in an ATP-competitive manner by stabilizing ITK activation loop in a substrate-blocking, inactive conformation, inhibiting Fyn, IR, Lck, Btk only at much higher concentrations (IC50 = 1.1, 1.1, 2.4, and 4.1 µM, respectively) and exhibiting little or no activity against 14 other kinases (IC50 ≥11 µM). Inhibits ITK-dependent, but not ITK-independent, PLCγ1 tyrosine phosphorylation (IC50 <300 nM in αCD3-stimulated Jurkat T-cells) as well as downstream signaling events, including Ca2+ mobilization (IC50 = 52 nM in αCD3-stimulated Jurkat T-cells), IL-2 secretion (IC50 = 72, 250, 380, and 390 nM, respectively, in αCD3-stimulated EL4, Jurkat, murine splenocytes, and human PBMCs), and proliferation (IC50 = 430 nM against APC-induced primary human T-cell expansion). BMS-509744 is also efficacious in alleviating OVA (Cat. No. 32467) challenge-induced airway leukocytes infiltration (50% and 75% reduction, respectively, of total and eosinophil cell count; 25 mg/kg s.c.) in OVA- sensitized mice in vivo.
FormPale yellow powder
Intert gas (Yes/No) Packaged under inert gas
CAS number439575-02-7
Chemical formulaC₃₂H₄₁N₅O₄S₂
Structure formulaStructure formula
Purity≥97% by HPLC
SolubilityDMSO (100 mg/ml)
Storage -20°C
Protect from light
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Toxicity Standard Handling
ReferencesKutach, A.K., et al. 2010. Chem. Biol. Drug Des. 76, 154.
Das, J., et al. 2006. Bioorg. Med. Chem. Lett. 16, 3706.
Lin, T.A., et al. 2004. Biochemistry 43, 11056.