2-MDP

Chemical compound changed changed 477213709 3-amino-2-methyl-1,1-di(phenyl)propan-1-ol 2-MDP.svg skin-invert-image 150 HCl correct CAS 14326-31-9 correct CAS 14185-05-8 correct FDA B6FTK35FGC correct FDA TJH732RKT9 26538 correct chemspider 24719 16 19 1 1 OC(c1ccccc1)(c2ccccc2)C(C)CN correct chemspider 1S/C16H19NO/c1-13(12-17)16(18,14-8-4-2-5-9-14)15-10-6-3-7-11-15/h2-11,13,18H,12,17H2,1H3 correct chemspider XGYCHIPEPHYUIH-UHFFFAOYSA-N 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. Tang AH, Cangelosi AA, Code RA, Franklin SR Phencyclidine-like behavioral effects of 2-methyl-3,3-diphenyl-3-propanolamine (2-MDP) Pharmacology, Biochemistry, and Behavior 20 2 209–213 February 1984 6718449 10.1016/0091-3057(84)90244-2 38908019 Blake JC, Davies SN, Church J, Martin D, Lodge D 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 3511477 10.1016/0091-3057(86)90038-9 29762524 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. Biel JH Antidepressants, Stimulants, Hallucinogens. Cain CK Annual Reports in Medicinal Chemistry January 1967 2 11–23, 18 Academic Press 10.1016/S0065-7743(08)61499-2 Effects The therapeutic action is said to exhibit appetite suppressant- and antidepressant-like activity. Shipley GS, Bishop MP, Gallant DM A controlled evaluation of U-23,807A in the neurotic depressive syndrome Current Therapeutic Research, Clinical and Experimental 9 10 514–516 October 1967 4964946 Synthesis thumb|center|500px|class=skin-invert-image|2-MDP synthesis In a variation of the nitrile-aldol reaction, 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 (3). Moffett RB, Pickering TL Central nervous system agents. 2. Synthesis of diphenyl primary and secondary aminopropanols Journal of Medicinal Chemistry 14 11 1100–1106 November 1971 5115211 10.1021/jm00293a019 The reduction of the intermediate nitrile group with lithium aluminium hydride completes the synthesis of 2-MDP (4). References Category:Dissociative drugs Category:Stimulants