Chemistry:2-MDP
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Short description: Chemical compound
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| Formula | C16H19NO |
| Molar mass | 241.334 g·mol−1 |
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2-MDP (U-23807A) is a dissociative anaesthetic drug which has been found to be an NMDA antagonist and produces similar effects to PCP in animals. The levo or (−) isomer is the active form of the drug.[1][2] It also has stimulant effects, having only around one third the potency of amphetamine by weight, but with a long duration of action, lasting more than 24 hours from a single oral dose.[3]
Effects
The therapeutic action is said to exhibit appetite suppressant and antidepressant[4] like activity.
Synthesis
2-MDP Synthesis:[5]
In a variation of the nitrile-Aldol reaction (also demonstrated for venlafaxine), combination of benzophenone (1) and propionitrile (2), in the presence of sodamide base and ethyl ether solvent, leads to 3-hydroxy-2-methyl-3,3-diphenylpropanenitrile [6275-86-1] (3). The reduction of the intermediate nitrile group with lithium aluminium hydride completed the synthesis of U-23,807A (4).
References
- ↑ "Phencyclidine-like behavioral effects of 2-methyl-3,3-diphenyl-3-propanolamine (2-MDP)". Pharmacology, Biochemistry, and Behavior 20 (2): 209–213. February 1984. doi:10.1016/0091-3057(84)90244-2. PMID 6718449.
- ↑ "2-Methyl-3,3-diphenyl-3-propanolamine (2-MDP) selectively antagonises N-methyl-aspartate (NMA)". Pharmacology, Biochemistry, and Behavior 24 (1): 23–25. January 1986. doi:10.1016/0091-3057(86)90038-9. PMID 3511477.
- ↑ "Antidepressants, Stimulants, Hallucinogens.". Annual Reports in Medicinal Chemistry (Academic Press) 2: 11–23, 18. January 1967. doi:10.1016/S0065-7743(08)61499-2.
- ↑ "A controlled evaluation of U-23,807A in the neurotic depressive syndrome". Current Therapeutic Research, Clinical and Experimental 9 (10): 514–516. October 1967. PMID 4964946.
- ↑ "Central nervous system agents. 2. Synthesis of diphenyl primary and secondary aminopropanols". Journal of Medicinal Chemistry 14 (11): 1100–1106. November 1971. doi:10.1021/jm00293a019. PMID 5115211.
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