Etoxadrol

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Etoxadrol
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Systematic (IUPAC) name
(2S)-2-[(2S,4S)-2-ethyl-2-phenyl-1,3-dioxolan-4-yl]piperidine
Legal status
Legal status
  • Legal
Identifiers
CAS Number 28189-85-7
ATC code none
PubChem CID 19324
Chemical data
Formula C16H23NO2
Molar mass 261.36 g/mol[[Script error: No such module "String".]]
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Etoxadrol is a dissociative anaesthetic drug which has been found to be an NMDA antagonist and produces similar effects to PCP in animals.[1][2] Etoxadrol, along with another related drug dexoxadrol, were developed as analgesics for use in humans, but development was discontinued after patients reported side effects such as nightmares and hallucinations.[3][4]


References

  1. Thurkauf A, Zenk PC, Balster RL, May EL, George C, Carroll FI, Mascarella SW, Rice KC, Jacobson AE, Mattson MV. Synthesis, absolute configuration, and molecular modeling study of etoxadrol, a potent phencyclidine-like agonist. Journal of Medicinal Chemistry. 1988 Dec;31(12):2257-63.
  2. Thurkauf A, Mattson MV, Richardson S, Mirsadeghi S, Ornstein PL, Harrison EA Jr, Rice KC, Jacobson AE, Monn JA. Analogues of the dioxolanes dexoxadrol and etoxadrol as potential phencyclidine-like agents. Synthesis and structure-activity relationships. Journal of Medicinal Chemistry. 1992 Apr 17;35(8):1323-9.
  3. Sax M, Wunsch B. Relationships between the structure of dexoxadrol and etoxadrol analogues and their NMDA receptor affinity. Current Topics in Medicinal Chemistry. 2006;6(7):723-32.
  4. Aepkers M, Wunsch B. Structure-affinity relationship studies of non-competitive NMDA receptor antagonists derived from dexoxadrol and etoxadrol. Bioorganic and Medicinal Chemistry. 2005 Dec 15;13(24):6836-49.