| Identification | Back Directory | [Name]
A 205804 | [CAS]
251992-66-2 | [Synonyms]
CS-635
A 205804
A-205804;A 205804
A 205804 USP/EP/BP
A205804;A 205804;A-205804
IKK-16 (IKK Inhibitor VII)
4-(p-tolylthio)thieno[2,3-c]pyridine-2-carboxamide
4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide
Thieno[2,3-c]pyridine-2-carboxamide, 4-[(4-methylphenyl)thio]-
4-[(4-methylphenyl)sulfanyl]thieno[2,3-c]pyridine-2-carboxam...
A 205804,4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxaMide
4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide A-205804 | [Molecular Formula]
C15H12N2OS2 | [MDL Number]
MFCD09038566 | [MOL File]
251992-66-2.mol | [Molecular Weight]
300.405 |
| Chemical Properties | Back Directory | [Melting point ]
198-199℃ | [Boiling point ]
581.3±45.0 °C(Predicted) | [density ]
1.40±0.1 g/cm3(Predicted) | [storage temp. ]
Store at +4°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 |
| Hazard Information | Back Directory | [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. |
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