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SCH-202676

Names

[ CAS No. ]:
70375-43-8

[ Name ]:
SCH-202676

[Synonym ]:
aurora ka-7903

Biological Activity

[Description]:

SCH-202676 is an allosteric modulator of G protein-coupled receptors (GPCRs) and adenosine receptor (AR). SCH-202676 has antiviral activity and inhibits 3CLpro in a time-dependent manner with an IC50 value of 0.655 µM[1][2][3][4].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus
Research Areas >> Infection
Signaling Pathways >> GPCR/G Protein >> GPCR19
Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor

[Target]

Adenosine A3 receptor


[In Vitro]

SCH-202676 (compound 6a) 具有抗病毒活性并以时间依赖的方式抑制 3CLpro，在 0、5、10 和 20 分钟的 IC50 值分别为 0.409、0.302、0.206 和 0.191 µM[1]。 SCH-202676 (10 μM；90 min) 加强了大鼠前脑膜中 [35S]GTPγS 的标记[2]。 SCH-202676 抑制激动剂 [3H]UK-14,304 (HY-B0659) 和拮抗剂 [3H] 育亨宾 (Yohimbine，HY-12715) 与 α2a 肾上腺素能受体的结合[3]。 SCH-202676 (10 μM) 选择性地加速了激动剂在腺苷 A3 受体上的解离，减慢了拮抗剂在腺苷 Ai 受体上的解离，或加速了拮抗剂在腺苷 AzA 受体上的解离[4]。

[References]

[1]. Ren P, et al. Discovery, synthesis and mechanism study of 2,3,5-substituted [1,2,4]-thiadiazoles as covalent inhibitors targeting 3C-Like protease of SARS-CoV-2. Eur J Med Chem. 2023 Jan 18;249:115129.  

[2]. Lewandowicz AM, et al. The 'allosteric modulator' SCH-202676 disrupts G protein-coupled receptor function via sulphydryl-sensitive mechanisms. Br J Pharmacol. 2006 Feb;147(4):422-9.  

[3]. Fawzi A B, et al. SCH-202676: an allosteric modulator of both agonist and antagonist binding to G protein-coupled receptors[J]. Molecular Pharmacology, 2001, 59(1): 30-37.

[4]. Gao ZG, et al. Effects of the allosteric modulator SCH-202676 on adenosine and P2Y receptors. Life Sci. 2004 May 7;74(25):3173-80.  

Chemical & Physical Properties

[ Boiling Point ]:
392ºC at 760 mmHg

[ Melting Point ]:
240.0-240.8ºC(lit.)

[ Molecular Formula ]:
C15H14BrN3S

[ Molecular Weight ]:
348.26100

[ Flash Point ]:
190.9ºC

[ Exact Mass ]:
347.00900

[ PSA ]:
58.42000

[ LogP ]:
4.08940

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds