Seganserin

Pharmaceutical compound From Wikipedia, the free encyclopedia

Seganserin (INNTooltip International Nonproprietary Name, BANTooltip British Approved Name; developmental code name R-56413) is a selective serotonin 5-HT2 receptor antagonist which was studied for the treatment of insomnia and anxiety but was never marketed.[2][3][1][4][5][6] It acts as a dual serotonin 5-HT2A and 5-HT2C receptor antagonist.[3][4] The drug blocks the head-twitch response induced by serotonin precursor 5-hydroxytryptophan (5-HTP) and the psychedelic drug mescaline in rodents.[7] It has been found to enhance slow wave sleep (SWS) in clinical studies.[3][4][5][8][1] The drug's time to peak levels is 1 hour and its elimination half-life is 26 hours.[1] Seganserin reached phase 2 clinical trials prior to the discontinuation of its development.[2] It was first described in the scientific literature by 1985.[9][10]

Other namesR-56413; R56413
ATC code
  • None
Onset of actionTmaxTooltip Time to peak levels: 1 hour[1]
Quick facts Clinical data, Other names ...
Seganserin
Clinical data
Other namesR-56413; R56413
Drug classSerotonin 5-HT2 receptor antagonist; Serotonin 5-HT2A receptor antagonist
ATC code
  • None
Pharmacokinetic data
Onset of actionTmaxTooltip Time to peak levels: 1 hour[1]
Elimination half-life26 hours[1]
Identifiers
  • 3-[2-[4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl]ethyl]-2-methylpyrido[1,2-a]pyrimidin-4-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC29H27F2N3O
Molar mass471.552 g·mol−1
3D model (JSmol)
  • CC1=C(C(=O)N2C=CC=CC2=N1)CCN3CCC(=C(C4=CC=C(C=C4)F)C5=CC=C(C=C5)F)CC3
  • InChI=1S/C29H27F2N3O/c1-20-26(29(35)34-16-3-2-4-27(34)32-20)15-19-33-17-13-23(14-18-33)28(21-5-9-24(30)10-6-21)22-7-11-25(31)12-8-22/h2-12,16H,13-15,17-19H2,1H3
  • Key:ZGUPMFYFHHSNFK-UHFFFAOYSA-N
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