Etoxadrol
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| Systematic (IUPAC) name | |
| (2S)-2-[(2S,4S)-2-ethyl-2-phenyl-1,3-dioxolan-4-yl]piperidine | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | Legal |
| Identifiers | |
| CAS number | 28189-85-7  |
| ATC code | None |
| PubChem | CID 19324 |
| ChemSpider | 16735807  |
| UNII | SIQ2UWR01K |
| ChEMBL | CHEMBL305904 |
| Chemical data | |
| Formula | C16H23NO2 |
| Mol. mass | 261.36 g/mol |
| SMILES | eMolecules & PubChem |
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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]
[edit] References
- ^ 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.
- ^ 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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