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| | A 205804 Basic information |
| Product Name: | A 205804 | | Synonyms: | A 205804;4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide;A 205804,4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxaMide;4-(p-tolylthio)thieno[2,3-c]pyridine-2-carboxamide;Thieno[2,3-c]pyridine-2-carboxamide, 4-[(4-methylphenyl)thio]-;4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide A-205804;IKK-16 (IKK Inhibitor VII);A-205804;A 205804 | | CAS: | 251992-66-2 | | MF: | C15H12N2OS2 | | MW: | 300.4 | | EINECS: | | | Product Categories: | Inhibitors | | Mol File: | 251992-66-2.mol |  |
| | A 205804 Chemical Properties |
| Melting point | 198-199℃ | | Boiling point | 581.3±45.0 °C(Predicted) | | density | 1.40±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,2-8°C | | solubility | ≥30 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH | | form | powder to crystal | | pka | 15.12±0.30(Predicted) | | color | White to Orange to Green |
| | A 205804 Usage And Synthesis |
| Description | A-205804 is a potent inhibitor of E-selectin and ICAM-1 expression in human vascular endothelial cells stimulated with TNF-α (IC50s = 20 and 25 nM, respectively). It does not block expression of VCAM-1 (IC50 > 1,000 nM). | | Uses | 4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide is a reagent used in the preparation of selective inhibitors of cell adhesion molecule expression in human endothelial cells. | | Definition | ChEBI: 4-[(4-methylphenyl)thio]-2-thieno[2,3-c]pyridinecarboxamide is an aryl sulfide. | | Biological Activity | Selective inhibitor of E-selectin and ICAM-1 expression (IC 50 values are 20, 25 and > 1000 nM for TNF- α -induced E-selectin, ICAM-1 and VCAM-1 expression respectively). Effective inhibitor of cell-cell adhesion in an in vitro flow experiment. | | storage | Store at +4°C | | references | [1]. stewart, a.o., et al., discovery of inhibitors of cell adhesion molecule expression in human endothelial cells. 1. selective inhibition of icam-1 and e-selectin expression. j med chem, 2001. 44(6): p. 988-1002.
[2]. chang, c.z., et al., valproic acid attenuates intercellular adhesion molecule-1 and e-selectin through a chemokine ligand 5 dependent mechanism and subarachnoid hemorrhage induced vasospasm in a rat model. j inflamm (lond), 2015. 12: p. 27.
[3]. zhu, g.d., et al., selective inhibition of icam-1 and e-selectin expression in human endothelial cells. 2. aryl modifications of 4-(aryloxy)thieno[2,3-c]pyridines with fine-tuning at c-2 carbamides. j med chem, 2001. 44(21): p. 3469-87.
[4]. zhu, g.d., et al., synthesis and mode of action of (125)i- and (3)h-labeled thieno[2,3-c]pyridine antagonists of cell adhesion molecule expression. j org chem, 2002. 67(3): p. 943-8. |
| | A 205804 Preparation Products And Raw materials |
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