A-205804 (A205804; A 205804) is a novel selective inhibitor of E-selectin and intercellular adhesion molecule-1 (ICAM-1) expression (IC50 = 20 nM and 25 nM) with potential anticancer activity. ICAM1 is a protein associated with diseases such as Malaria and Hepatocellular Carcinoma. In human vascular endothelial cells using whole-cell high-throughput assay, it was shown that A-205804 exhibited potent and selective inhibition to E-selectin and ICAM-1 with low concentrations.

Physicochemical Properties

Molecular Formula	C15H12N2OS2
Molecular Weight	300.4
Exact Mass	300.039
CAS #	251992-66-2
Related CAS #	251992-66-2
PubChem CID	9839311
Appearance	Off-white to light yellow solid powder
Density	1.4±0.1 g/cm3
Boiling Point	581.3±45.0 °C at 760 mmHg
Melting Point	198-199℃
Flash Point	305.4±28.7 °C
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.738
LogP	3.07
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Heavy Atom Count	20
Complexity	358
Defined Atom Stereocenter Count	0
InChi Key	QQGWEXFLMJGCAL-UHFFFAOYSA-N
InChi Code	1S/C15H12N2OS2/c1-9-2-4-10(5-3-9)19-13-7-17-8-14-11(13)6-12(20-14)15(16)18/h2-8H,1H3,(H2,16,18)
Chemical Name	4-[(4-Methylphenyl)thio]thieno[2,3-c]pyridine-2-carboxamide
Synonyms	A205804; A-205804;A 205804
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	At an IC50 of 152 μM, A-205804 displays cellular toxicity for HUVEC[1]. In an in vitro flow experiment, A-205804 effectively inhibits cell-cell adhesion, indicating its applicability in a model physiological system[1].
ln Vivo	For rats, A-205804 (5 mg/kg; po) exhibits a half-life of one hour[1]. For two weeks, A-205804 (10 mg/kg; po; three times per week) reduces the expression of E-selectin on the endothelium vascular niche cells in mice[2].
Animal Protocol	Animal/Disease Models: C57BL/6 mice[2] Doses: 10 mg/kg Route of Administration: Oral administration, 3 times per week, for 2 weeks Experimental Results: Efficiently diminished the expression of E -selectin on the endothelial vascular niche cells Animal/Disease Models: Rat[1] Doses: 5 mg/kg (pharmacokinetic/PK Analysis) Route of Administration: Oral administration Experimental Results: t1/2 = 1 hour
References	[1]. 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]. 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.
Additional Infomation	4-[(4-methylphenyl)thio]-2-thieno[2,3-c]pyridinecarboxamide is an aryl sulfide.

Solubility Data

Solubility (In Vitro)

DMSO: 60 mg/mL (199.7 mM) Water:<1 mg/mL Ethanol:<1 mg/mL

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (6.92 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (6.92 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.3289 mL	16.6445 mL	33.2889 mL
	5 mM	0.6658 mL	3.3289 mL	6.6578 mL
	10 mM	0.3329 mL	1.6644 mL	3.3289 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.