Dexoxadrol

Dexoxadrol

Clinical data
ATC code	none
Legal status
Legal status	In general: legal
Identifiers
IUPAC name (2S)-2-[(4S)-2,2-Di(phenyl)-1,3-dioxolan-4-yl]piperidine
CAS Number	4741-41-7  Y
PubChem CID	3034023
ChemSpider	2298576  Y
UNII	JY5N9F45AG
ChEMBL	ChEMBL1165411  Y
CompTox Dashboard (EPA)	DTXSID50912321
Chemical and physical data
Formula	C20H23NO2
Molar mass	309.409 g·mol−1
3D model (JSmol)	Interactive image
SMILES O1C[C@@H](OC1(c2ccccc2)c3ccccc3)[C@H]4NCCCC4
InChI InChI=1S/C20H23NO2/c1-3-9-16(10-4-1)20(17-11-5-2-6-12-17)22-15-19(23-20)18-13-7-8-14-21-18/h1-6,9-12,18-19,21H,7-8,13-15H2/t18-,19+/m0/s1 Y Key:HGKAMARNFGKMLC-RBUKOAKNSA-N Y
NY  (what is this?)    (verify)

Dexoxadrol (Dioxadrol) is a dissociative anaesthetic drug which has been found to be an NMDA antagonist and produces similar effects to PCP in animals. Dexoxadrol, along with another related drug etoxadrol, were developed as analgesics for use in humans, but development was discontinued after patients reported side effects such as nightmares and hallucinations. ^{[1] [2]}

See also

• WMS-2539, a fluorinated derivative of dexoxadrol

References

1. Sax M, Wünsch B (2006). "Relationships between the structure of dexoxadrol and etoxadrol analogues and their NMDA receptor affinity". Current Topics in Medicinal Chemistry. 6 (7): 723–32. doi:10.2174/156802606776894483. PMID   16719812.
2. Aepkers M, Wünsch B (December 2005). "Structure-affinity relationship studies of non-competitive NMDA receptor antagonists derived from dexoxadrol and etoxadrol". Bioorganic & Medicinal Chemistry. 13 (24): 6836–49. doi:10.1016/j.bmc.2005.07.030. PMID   16169732.