An Itk inhibitor
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BMS 509744

Item No. 34148

Product Insert (PDF)
Technical Information
Formal Name
N-[5-[[5-[(4-acetyl-1-piperazinyl)carbonyl]-4-methoxy-2-methylphenyl]thio]-2-thiazolyl]-4-[[(1,2,2-trimethylpropyl)amino]methyl]-benzamide
CAS Number
439575-02-7
Molecular Formula
C32H41N5O4S2
Formula Weight
623.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble: 0.1-1 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(C1=CC=C(CNC(C(C)(C)C)C)C=C1)NC2=NC=C(SC3=C(C)C=C(OC)C(C(N4CCN(C(C)=O)CC4)=O)=C3)S2
InChi Code
InChI=1S/C32H41N5O4S2/c1-20-16-26(41-7)25(30(40)37-14-12-36(13-15-37)22(3)38)17-27(20)42-28-19-34-31(43-28)35-29(39)24-10-8-23(9-11-24)18-33-21(2)32(4,5)6/h8-11,16-17,19,21,33H,12-15,18H2,1-7H3,(H,34,35,39)
InChi Key
ZHXNIYGJAOPMSO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $38

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    Product Description

    BMS 509744 is an inhibitor of IL-2-inducible T cell kinase (Itk; IC50 = 19 nM).1 It is selective for Itk over 18 other kinases (IC50s = >1,100 nM for all). BMS 509744 inhibits IL-2 secretion from Jurkat T cells and isolated human peripheral blood mononuclear cells (PBMCs) induced by antibodies targeting CD3 (IC50s = 0.25 and 0.39 µM, respectively). It decreases serum levels of Il-2 and the lung infiltration of total immune cells and eosinophils in a mouse model of ovalbumin-induced lung inflammation when administered at a dose of 25 mg/kg. Topical application of BMS 509744 (3%) reduces ear skin thickness and decreases the number of infiltrating immune cells in a mouse model of imiquimod-induced skin inflammation.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lin, T.A., McIntyre, K.W., Das, J., et al. Selective Itk inhibitors block T-cell activation and murine lung inflammation. Biochemistry 43(34), 11056-11062 (2004).

    2. Otake, S., Otsubaki, T., Uesato, N., et al. Topical application of BMS-509744, a selective inhibitor of interleukin-2-inducible T cell kinase, ameliorates imiquimod-induced skin inflammation in mice. Biol. Pharm. Bull. 44(4), 528-534 (2021).