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251992-66-2

251992-66-2 Structure

251992-66-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[HS Code ]

2934.99.9001
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

A 205804(251992-66-2)1HNMR
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