메뉴 건너뛰기




Volumn 7, Issue 5, 2015, Pages 358-367

Preparation and characterization of the 'research chemical' diphenidine, its pyrrolidine analogue, and their 2,2-diphenylethyl isomers

Author keywords

'research chemicals'; Arylcyclohexylamines; Diarylethylamines; Diphenidine; Internet; Isomers; NMDA receptor; PCP; Psychoactive

Indexed keywords

ELECTROSPRAY IONIZATION; GAS CHROMATOGRAPHY; INFRARED SPECTROSCOPY; ION CHROMATOGRAPHY; IONIZATION OF GASES; IONS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOTODISSOCIATION; PLANTS (BOTANY);

EID: 84929132784     PISSN: 19427603     EISSN: 19427611     Source Type: Journal    
DOI: 10.1002/dta.1689     Document Type: Article
Times cited : (21)

References (32)
  • 1
    • 0020629581 scopus 로고
    • The dissociative anaesthetics, ketamine and phencyclidine, selectively reduce excitation of central mammalian neurones by N-methyl-aspartate
    • N.A. Anis, S.C. Berry, N.R. Burton, D. Lodge . The dissociative anaesthetics, ketamine and phencyclidine, selectively reduce excitation of central mammalian neurones by N-methyl-aspartate. Brit. J. Pharmacol. 1983, 79, 565.
    • (1983) Brit. J. Pharmacol. , vol.79 , pp. 565
    • Anis, N.A.1    Berry, S.C.2    Burton, N.R.3    Lodge, D.4
  • 4
    • 0016729452 scopus 로고
    • Drugs of abuse in the future
    • A.T. Shulgin . Drugs of abuse in the future. Clin. Toxicol. 1975, 8, 405.
    • (1975) Clin. Toxicol. , vol.8 , pp. 405
    • Shulgin, A.T.1
  • 5
    • 0022655047 scopus 로고
    • Clandestine drug synthesis
    • W.H. Soine . Clandestine drug synthesis. Med. Res. Rev. 1986, 6, 41.
    • (1986) Med. Res. Rev. , vol.6 , pp. 41
    • Soine, W.H.1
  • 7
    • 84904582684 scopus 로고    scopus 로고
    • From PCP to MXE: A comprehensive review of the non-medical use of dissociative drugs
    • H. Morris, J. Wallach . From PCP to MXE: A comprehensive review of the non-medical use of dissociative drugs. Drug Test. Anal. 2014. 6, 614. DOI: 10.1002/dta.1620
    • (2014) Drug Test. Anal. , vol.6 , pp. 614
    • Morris, H.1    Wallach, J.2
  • 8
    • 85152989675 scopus 로고    scopus 로고
    • The Misuse of Drugs Act 1971 (Amendment) Order (S.I. 2013/239).2013, 27 April 2014].
    • The Misuse of Drugs Act 1971 (Amendment) Order (S.I. 2013/239). Available at: http://www.legislation.gov.uk/uksi/2013/239/pdfs/uksi_20130239_en.pdf 2013, [27 April 2014].
  • 9
    • 85152991129 scopus 로고    scopus 로고
    • Action on new drugs. [27 April 2014].
    • European Monitoring Centre for Drugs and Drug Addiction (EMCDDA). Action on new drugs. Available at: http://www.emcdda.europa.eu/activities/action-on-new-drugs [27 April 2014].
  • 10
    • 0016796981 scopus 로고
    • Studies on 1-substituted 4-(1,2-diphenylethyl)piperazine derivatives and their analgesic activities
    • K. Natsuka, H. Nakamura, H. Uno, S. Umemoto . Studies on 1-substituted 4-(1, 2-diphenylethyl)piperazine derivatives and their analgesic activities. J. Med. Chem. 1975, 18, 1240.
    • (1975) J. Med. Chem. , vol.18 , pp. 1240
    • Natsuka, K.1    Nakamura, H.2    Uno, H.3    Umemoto, S.4
  • 11
    • 0018233904 scopus 로고
    • Studies \on 1-substituted 4-(1,2-diphenylethyl)piperazine derivatives and their analgesic activities. 2. Structure-activity relationships of 1-cycloalkyl-4-(1,2-diphenylethyl)piperazines
    • K. Natsuka, H. Nakamura, T. Negoro, H. Uno, H. Nishimura . Studies \on 1-substituted 4-(1, 2-diphenylethyl)piperazine derivatives and their analgesic activities. 2. Structure-activity relationships of 1-cycloalkyl-4-(1, 2-diphenylethyl)piperazines. J. Med. Chem. 1978, 21, 1265.
    • (1978) J. Med. Chem. , vol.21 , pp. 1265
    • Natsuka, K.1    Nakamura, H.2    Negoro, T.3    Uno, H.4    Nishimura, H.5
  • 13
    • 0027176541 scopus 로고
    • Therapeutic potential of excitatory amino acid antagonists: channel blockers and 2,3-benzodiazepines
    • M.A. Rogawski . Therapeutic potential of excitatory amino acid antagonists: channel blockers and 2, 3-benzodiazepines. Trends Pharmacol. Sci. 1993, 14, 325.
    • (1993) Trends Pharmacol. Sci. , vol.14 , pp. 325
    • Rogawski, M.A.1
  • 14
    • 65249173541 scopus 로고    scopus 로고
    • NMDA receptor affinities of 1,2-diphenylethylamine and 1-(1,2-diphenylethyl)piperidine enantiomers and of related compounds
    • M.L. Berger, A. Schweifer, P. Rebernik, F. Hammerschmidt . NMDA receptor affinities of 1, 2-diphenylethylamine and 1-(1, 2-diphenylethyl)piperidine enantiomers and of related compounds. Bioorg. Med. Chem. 2009, 17, 3456.
    • (2009) Bioorg. Med. Chem. , vol.17 , pp. 3456
    • Berger, M.L.1    Schweifer, A.2    Rebernik, P.3    Hammerschmidt, F.4
  • 16
    • 84875120935 scopus 로고    scopus 로고
    • 4-Methoxyphencyclidine: An analytical profile
    • J.F. Casale . 4-Methoxyphencyclidine: An analytical profile. Microgram J. 2011, 8, 39.
    • (2011) Microgram J. , vol.8 , pp. 39
    • Casale, J.F.1
  • 17
    • 84882950488 scopus 로고    scopus 로고
    • From the street to the laboratory: analytical profiles of methoxetamine, 3-methoxyeticyclidine and 3-methoxyphencyclidine and their determination in three biological matrices
    • G. De Paoli, S.D. Brandt, J. Wallach, R.P. Archer, D.J. Pounder . From the street to the laboratory: analytical profiles of methoxetamine, 3-methoxyeticyclidine and 3-methoxyphencyclidine and their determination in three biological matrices. J. Anal. Toxicol. 2013, 37, 277.
    • (2013) J. Anal. Toxicol. , vol.37 , pp. 277
    • De Paoli, G.1    Brandt, S.D.2    Wallach, J.3    Archer, R.P.4    Pounder, D.J.5
  • 18
    • 85152996611 scopus 로고    scopus 로고
    • 2012 Annual Report on the implementation of Council Decision 2005/387/JHA (New drugs in Europe, 2012). EMCDDA/Europol, Lisbon. [22 April 2014].
    • EMCDDA-Europol. 2012 Annual Report on the implementation of Council Decision 2005/387/JHA (New drugs in Europe, 2012). EMCDDA/Europol, Lisbon. Available at: http://www.emcdda.europa.eu/attachements.cfm/att_212366_EN_EMCDDA-Europol 2012 Annual Report_final.pdf [22 April 2014].
  • 19
    • 84904535925 scopus 로고    scopus 로고
    • Preparation and analytical characterization of 1-(1-phenylcyclohexyl)piperidine (PCP) and 1-(1-phenylcyclohexyl)pyrrolidine (PCPy) analogues
    • J. Wallach, G. De Paoli, A. Adejare, S.D. Brandt . Preparation and analytical characterization of 1-(1-phenylcyclohexyl)piperidine (PCP) and 1-(1-phenylcyclohexyl)pyrrolidine (PCPy) analogues. Drug Test. Anal. 2014, 6, 633. DOI: 10.1002/dta.1468
    • (2014) Drug Test. Anal. , vol.6 , pp. 633
    • Wallach, J.1    De Paoli, G.2    Adejare, A.3    Brandt, S.D.4
  • 20
    • 33947476680 scopus 로고
    • Piperidino groups in antitussive activity
    • Y. Kasé, T. Yuizono, M. Muto . Piperidino groups in antitussive activity. J. Med. Chem. 1963, 6, 118.
    • (1963) J. Med. Chem. , vol.6 , pp. 118
    • Kasé, Y.1    Yuizono, T.2    Muto, M.3
  • 21
    • 84983026376 scopus 로고
    • Contribution à l'étude de la réaction des organo-magnésiens sur les nitriles. Les nitriles α amines
    • A. Christiaen . Contribution à l'étude de la réaction des organo-magnésiens sur les nitriles. Les nitriles α amines. Bull. Soc. Chim. Belg. 1924, 33, 483.
    • (1924) Bull. Soc. Chim. Belg. , vol.33 , pp. 483
    • Christiaen, A.1
  • 22
    • 0000175355 scopus 로고
    • Diphenylethylamines. I. The preparation of tertiary amines by the Grignard reaction
    • L.H. Goodson, H. Christopher . Diphenylethylamines. I. The preparation of tertiary amines by the Grignard reaction. J. Am. Chem. Soc. 1950, 72, 358.
    • (1950) J. Am. Chem. Soc. , vol.72 , pp. 358
    • Goodson, L.H.1    Christopher, H.2
  • 23
    • 84982513392 scopus 로고
    • Antihistaminové látky XXXIV. Nový typ homologů arylmethylových antihistaminik
    • O. Exner, J. Pliml, M. Protiva . Antihistaminové látky XXXIV. Nový typ homologů arylmethylových antihistaminik. Chem. Listy Vedu Prum. 1954, 48, 65.
    • (1954) Chem. Listy Vedu Prum. , vol.48 , pp. 65
    • Exner, O.1    Pliml, J.2    Protiva, M.3
  • 25
    • 0013621150 scopus 로고
    • Eine neue Synthesemethode der Darstellung von Diarylalkylaminen
    • J. Klosa . Eine neue Synthesemethode der Darstellung von Diarylalkylaminen. J. Prakt. Chem. 1966, 34, 312.
    • (1966) J. Prakt. Chem. , vol.34 , pp. 312
    • Klosa, J.1
  • 26
    • 0001685159 scopus 로고
    • Compounds containing the pyrrolidine ring. Analogs of sympathomimetic amines
    • R.V. Heinzelmann, B.D. Aspergren . Compounds containing the pyrrolidine ring. Analogs of sympathomimetic amines. J. Am. Chem. Soc. 1953, 75, 3409.
    • (1953) J. Am. Chem. Soc. , vol.75 , pp. 3409
    • Heinzelmann, R.V.1    Aspergren, B.D.2
  • 27
    • 33644928913 scopus 로고
    • Unsymmetrically substituted piperazines. XII. Benzhydrylpiperazines and related compounds with spasmolytic and anti-fibrillatory action
    • W.S. Ide, E. Lorz, A.P. Phillips, P.B. Russell, R. Baltzly, R. Blumfeld . Unsymmetrically substituted piperazines. XII. Benzhydrylpiperazines and related compounds with spasmolytic and anti-fibrillatory action. J. Org. Chem. 1959, 24, 459.
    • (1959) J. Org. Chem. , vol.24 , pp. 459
    • Ide, W.S.1    Lorz, E.2    Phillips, A.P.3    Russell, P.B.4    Baltzly, R.5    Blumfeld, R.6
  • 28
    • 84873327473 scopus 로고    scopus 로고
    • Characterisation of an mGlu8 receptor-selective agonist and antagonist in the lateral and medial perforant path inputs to the dentate gyrus
    • M.S. Mercier, D. Lodge, G. Fang, C.S. Nicolas, V.J. Collett, D.E. Jane, G.L. Collingridge, Z.A. Bortolotto . Characterisation of an mGlu8 receptor-selective agonist and antagonist in the lateral and medial perforant path inputs to the dentate gyrus. Neuropharmacology 2013, 67, 294.
    • (2013) Neuropharmacology , vol.67 , pp. 294
    • Mercier, M.S.1    Lodge, D.2    Fang, G.3    Nicolas, C.S.4    Collett, V.J.5    Jane, D.E.6    Collingridge, G.L.7    Bortolotto, Z.A.8
  • 29
    • 34047151170 scopus 로고    scopus 로고
    • Capabilities of the WinLTP data acquisition program extending beyond basic LTP experimental functions
    • W.W. Anderson, G.L. Collingridge . Capabilities of the WinLTP data acquisition program extending beyond basic LTP experimental functions. J. Neurosci. Methods 2007, 162, 346.
    • (2007) J. Neurosci. Methods , vol.162 , pp. 346
    • Anderson, W.W.1    Collingridge, G.L.2
  • 30
    • 33748181051 scopus 로고    scopus 로고
    • One-step three-component coupling of aromatic organozinc reagents, secondary amines, and aromatic aldehydes into functionalized diarylmethylamines
    • E. Le Gall, M. Troupel, J.-Y. Nedelec . One-step three-component coupling of aromatic organozinc reagents, secondary amines, and aromatic aldehydes into functionalized diarylmethylamines. Tetrahedron 2006, 62, 9953.
    • (2006) Tetrahedron , vol.62 , pp. 9953
    • Le Gall, E.1    Troupel, M.2    Nedelec, J.-Y.3
  • 31
    • 78650597606 scopus 로고    scopus 로고
    • Stereo- and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines
    • K.D. Hesp, M. Stradiotto . Stereo- and regioselective gold-catalyzed hydroamination of internal alkynes with dialkylamines. J. Am. Chem. Soc. 2010, 132, 18026.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 18026
    • Hesp, K.D.1    Stradiotto, M.2
  • 32
    • 0023866967 scopus 로고
    • Differences in results from in vivo and in vitro studies on the use-dependency of N-methylaspartate antagonism by MK-801 and other phencyclidine receptor ligands
    • S.N. Davies, D. Martin, J.D. Millar, J.A. Aram, J. Church, D. Lodge . Differences in results from in vivo and in vitro studies on the use-dependency of N-methylaspartate antagonism by MK-801 and other phencyclidine receptor ligands. Eur. J. Pharmacol. 1988, 145, 141.
    • (1988) Eur. J. Pharmacol. , vol.145 , pp. 141
    • Davies, S.N.1    Martin, D.2    Millar, J.D.3    Aram, J.A.4    Church, J.5    Lodge, D.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.