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Flesinoxan

Chemical compound From Wikipedia, the free encyclopedia

Flesinoxan (developmental code name DU-29373) is a potent and selective 5-HT1A receptor partial or near-full agonist of the phenylpiperazine class.[1][2][3][4] Originally developed as a potential antihypertensive drug,[2][3][5] flesinoxan was later found to possess antidepressant and anxiolytic effects in animal tests.[6][7] As a result, it was investigated in several small human pilot studies for the treatment of major depressive disorder, and was found to have robust effectiveness and very good tolerability.[8][9] It was also developed for treatment of anxiety disorders.[1] The drug reached phase 3 clinical trials for anxiety disorders.[1] However, due to "management decisions", the development of flesinoxan was stopped and it was not pursued any further.[1][10] In humans, flesinoxan enhances REM sleep latency, decreases body temperature, and increases ACTH, cortisol, prolactin, and growth hormone secretion.[3][9] In addition, both flesinoxan and LY-178210 induce anxiety in humans.[11]

Other namesDU-29373; DU29373; DU-29,373
ATC code
  • None
Quick facts Clinical data, Other names ...
Flesinoxan
Clinical data
Other namesDU-29373; DU29373; DU-29,373
Routes of
administration
Oral[1]
Drug classSerotonin 5-HT1A receptor agonist
ATC code
  • None
Legal status
Legal status
  • In general: uncontrolled
Identifiers
  • 4-fluoro-N-(2-{4-[(2S)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-5-yl]piperazin-1-yl}ethyl)benzamide
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC22H26FN3O4
Molar mass415.465 g·mol−1
3D model (JSmol)
  • C1CN(CCN1CCNC(=O)C2=CC=C(C=C2)F)C3=C4C(=CC=C3)O[C@H](CO4)CO
  • InChI=1S/C22H26FN3O4/c23-17-6-4-16(5-7-17)22(28)24-8-9-25-10-12-26(13-11-25)19-2-1-3-20-21(19)29-15-18(14-27)30-20/h1-7,18,27H,8-15H2,(H,24,28)/t18-/m0/s1
  • Key:NYSDRDDQELAVKP-SFHVURJKSA-N
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