Introduction：Basic information about CAS 439575-02-7|BMS-509744, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | BMS-509744 |
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| CAS Number | 439575-02-7 | Molecular Weight | 623.829 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | / |
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| Molecular Formula | C32H41N5O4S2 | Melting Point | / |
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| MSDS | / | Flash Point | / |
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Names
| Name | N-[5-[5-(4-acetylpiperazine-1-carbonyl)-4-methoxy-2-methylphenyl]sulfanyl-1,3-thiazol-2-yl]-4-[(3,3-dimethylbutan-2-ylamino)methyl]benzamide |
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| Synonym | More Synonyms |
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BMS-509744 BiologicalActivity
| Description | BMS-509744 is a potent and selective Itk inhibitor with an IC50 of 19 nM. |
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| Related Catalog | Signaling Pathways >>Protein Tyrosine Kinase/RTK >>ItkResearch Areas >>Inflammation/Immunology |
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| Target | IC50: 19 nM (Itk)[1] |
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| In Vitro | BMS-509744 reduces T-cell receptor-induced functions including PLCγ1 tyrosine phosphorylation, calcium mobilization, IL-2 secretion, and T-cell proliferation in vitro in both human and mouse cells. BMS-488516 and BMS-509744 potently inhibit Itk in vitro with IC50 values of 96 and 19 nM, respectively. Both compounds exhibit competitive kinetics with respect to ATP, suggesting that they bind to the ATP binding site of the Itk kinase domain[1]. |
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| In Vivo | BMS-509744 and BMS-488516 suppress the production of IL-2 induced by anti-T-cell receptor antibody administered to mice. BMS-509744 exhibits a 50% inhibitory capacity when dosed at 50 mg/kg, irrespective of the amount of induction antibody. BMS-509744 also significantly diminishes lung inflammation in a mouse model of ovalbumin-induced allergy/asthma[1]. |
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| Kinase Assay | BMS-509744 activity (IC50) is determined by kinase assays. The kinase reactions are performed in the presence of 10 μM GST-SLP-76 and various concentrations of ATP for 10 min using 10 ng of enzyme. The concentrations of BMS-509744 |
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| Animal Admin | Mice: Balb/c mice are injected subcutaneously with the compounds (BMS-509744 and BMS-488516) or vehicle (H2O:ethanol:Tween 80 ) 90:5:5) 15 min before intravenous administration of anti-CD3 antibody. Serum is collected for the analysis of IL-2 and compound levels at 90 min after anti-CD3 antibody administration. IL-2 is measured by ELISA, and compound levels are measured by mass spectrometry[1]. |
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| References | [1]. Lin TA, et al. Selective Itk inhibitors block T-cell activation and murine lung inflammation. Biochemistry.?2004 Aug 31;43(34):11056-62. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Molecular Formula | C32H41N5O4S2 |
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| Molecular Weight | 623.829 |
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| Exact Mass | 623.260010 |
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| PSA | 157.41000 |
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| LogP | 4.55 |
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| Index of Refraction | 1.635 |
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| InChIKey | ZHXNIYGJAOPMSO-UHFFFAOYSA-N |
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| SMILES | COc1cc(C)c(Sc2cnc(NC(=O)c3ccc(CNC(C)C(C)(C)C)cc3)s2)cc1C(=O)N1CCN(C(C)=O)CC1 |
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| Storage condition | 2-8℃ |
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Synonyms
| N-[5-({5-[(4-acetylpiperazin-1-yl)carbonyl]-4-methoxy-2-methylphenyl}sulfanyl)-1,3-thiazol-2-yl]-4-{[(3,3-dimethylbutan-2-yl)amino]methyl}benzamide |
| Benzamide, N-[5-[[5-[(4-acetyl-1-piperazinyl)carbonyl]-4-methoxy-2-methylphenyl]thio]-2-thiazolyl]-4-[[(1,2,2-trimethylpropyl)amino]methyl]- |
| UNII:5V7VG25953 |
| N-[5-({5-[(4-Acetyl-1-piperazinyl)carbonyl]-4-methoxy-2-methylphenyl}sulfanyl)-1,3-thiazol-2-yl]-4-{[(3,3-dimethyl-2-butanyl)amino]methyl}benzamide |
| BMS-509744 |
