Etoxadrol

Drugbox
IUPAC_name = (2S)-2- [(2S,4S)-2-ethyl-2-phenyl-1,3-dioxolan-4-yl] piperidine

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width= 150
CAS_number= 28189-85-7
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PubChem= 19324
DrugBank=
C=16 | H=23 | N=1 | O=2
molecular_weight = 261.36 g/mol
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legal_status = Legal
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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. [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.] [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.] 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. [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.] [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.]

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