A-205804

Names

[ CAS No. ]:
251992-66-2

[ Name ]:
A-205804

[Synonym ]:
Thieno[2,3-c]pyridine-2-carboxamide, 4-[(4-methylphenyl)thio]-
hms3269o07
4-[(4-Methylphenyl)sulfanyl]thieno[2,3-c]pyridine-2-carboxamide
unii-tp7tb1sszd

Biological Activity

[Description]:

A-205804 is an orally bioavailable, potent and selective lead inhibitor of E-selectin and ICAM-1 expression, with an IC50 of 20 nM and 25 nM for E-selectin and ICAM-1, respectively. A-205804 can be used in the research of chronic inflammatory diseases[1].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Cytoskeleton >> Integrin

[Target]

IC50: 20 nM (E-selectin), 25 nM (ICAM-1)[1]

[In Vitro]

A-205804 exhibits Cellular Toxicities for HUVEC with an IC50 of 152 μM[1]. A-205804 is an effective inhibitor of cell-cell adhesion in an in vitro flow experiment, demonstrating relevance in a model physiological system[1].

[In Vivo]

A-205804 (5 mg/kg; p.o.) shows a half-life of 1 hour for rat[1]. A-205804 (10 mg/kg; p.o.; 3 times per week; for 2 weeks) attenuates the E-selectin expression on the endothelial vascular niche cells in mice[2]. Animal Model: C57BL/6 mice[2] Dosage: 10 mg/kg Administration: Oral administration, 3 times per week, for 2 weeks Result: Efficiently decreased the expression of E-selectin on the endothelial vascular niche cells Animal Model: Rat[1] Dosage: 5 mg/kg (Pharmacokinetic Analysis) Administration: Oral administration Result: t1/2 = 1 hour

[References]

[1]. Stewart AO, 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 Mar 15;44(6):988-1002.

[2]. Morita K, et al. RUNX transcription factors potentially control E-selectin expression in the bone marrow vascular niche in mice. Blood Adv. 2018 Mar 13;2(5):509-515.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
581.3±45.0 °C at 760 mmHg

[ Melting Point ]:
198-199℃

[ Molecular Formula ]:
C₁₅H₁₂N₂OS₂

[ Molecular Weight ]:
300.399

[ Flash Point ]:
305.4±28.7 °C

[ Exact Mass ]:
300.039093

[ PSA ]:
109.52000

[ LogP ]:
3.07

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.738

[ Storage condition ]:
Store at +4°C

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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