Cinanserin

Cinanserin

Clinical data
Other names	SQ-10643; SQ10643; NSC-125717; NSC125717
Drug class	Serotonin 5-HT2 receptor antagonist; Serotonin 5-HT2A receptor antagonist
ATC code	None
Identifiers
IUPAC name (2E)-N-(2-{[3-(dimethylamino)propyl]thio}phenyl)-3-phenylacrylamide
CAS Number	1166-34-3  Y
PubChem CID	5475158
ChemSpider	4584027  N
UNII	KI6J9OY7A3
ChEBI	CHEBI:145999
ChEMBL	ChEMBL18786  N
CompTox Dashboard (EPA)	DTXSID30859588 DTXSID7045653, DTXSID30859588
ECHA InfoCard	100.220.552
Chemical and physical data
Formula	C20H24N2OS
Molar mass	340.49 g·mol−1
3D model (JSmol)	Interactive image
SMILES CN(C)CCCSC1=CC=CC=C1NC(=O)\C=C\C2=CC=CC=C2
InChI InChI=1S/C20H24N2OS/c1-22(2)15-8-16-24-19-12-7-6-11-18(19)21-20(23)14-13-17-9-4-3-5-10-17/h3-7,9-14H,8,15-16H2,1-2H3,(H,21,23)/b14-13+ N Key:RSUVYMGADVXGOU-BUHFOSPRSA-N N
NY  (what is this?)    (verify)

Cinanserin (INN Tooltip International Nonproprietary Name; developmental code name SQ-10643) is a serotonin 5-HT_2A and 5-HT_2C receptor antagonist which was discovered in the 1960s and was never marketed. ^{[1] [2] [3]} It has about 50-fold higher affinity for the 5-HT_2A receptor than for 5-HT_2C, and very low affinity for 5-HT₁ receptors. ^[3] The drug also inhibits the 3C-like protease of SARS-CoV-1 ^[4] and SARS-CoV-2, ^[5] but with much lower affinity.

See also

• Serotonin 5-HT_2A receptor antagonist
• Sarpogrelate
• Ketanserin
• Ritanserin

References

1. Elks, J. (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. ISBN   978-1-4757-2085-3 . Retrieved 17 January 2026.
2. Neuman RS, Zebrowska G (December 1992). "Serotonin (5-HT2) receptor mediated enhancement of cortical unit activity". Canadian Journal of Physiology and Pharmacology. 70 (12): 1604–9. doi:10.1139/y92-230. PMID   1301238.
3. Glennon RA (January 1987). "Central serotonin receptors as targets for drug research". J Med Chem. 30 (1): 1–12. doi:10.1021/jm00384a001. PMID   3543362. Table II. Affinities of Selected Phenalkylamines for 5-HT1 and 5-HT2 Binding Sites
4. Chen L, Gui C, Luo X, Yang Q, Günther S, Scandella E, et al. (June 2005). "Cinanserin is an inhibitor of the 3C-like proteinase of severe acute respiratory syndrome coronavirus and strongly reduces virus replication in vitro". Journal of Virology. 79 (11): 7095–103. doi:10.1128/JVI.79.11.7095-7103.2005. PMC   1112131 . PMID   15890949.
5. Jin Z, Du X, Xu Y, Deng Y, Liu M, Zhao Y, Zhang B, Li X, Zhang L, Peng C, Duan Y, Yu J, Wang L, Yang K, Liu F, Jiang R, Yang X, You T, Liu X, Yang X, Bai F, Liu H, Liu X, Guddat LW, Xu W, Xiao G, Qin C, Shi Z, Jiang H, Rao Z, Yang H (June 2020). "Structure of Mpro from SARS-CoV-2 and discovery of its inhibitors". Nature. 582 (7811): 289–293. doi: 10.1038/s41586-020-2223-y . PMID   32272481. Cinanserin is an inhibitor of SARS-CoV-2 Mpro.