메뉴 건너뛰기




Volumn 60, Issue 8, 2010, Pages 492-496

Synthesis and analgesic effects of 1-[1-(2-methylphenyl)(cyclohexyl)]-3- piperidinol as a new derivative of phencyclidine in mice

Author keywords

Acute and chronic pain; Analgesics; CAS 956 90 1; Formalin test; Phencyclidine, derivative; Tail immersion test

Indexed keywords

1 [1 (2 METHYLPHENYL)(CYCLOHEXYL)] 3 PIPERIDINOL; PHENCYCLIDINE; PHENCYCLIDINE DERIVATIVE; UNCLASSIFIED DRUG; 1-(1-(2-METHYLPHENYL)(CYCLOHEXYL))-3-PIPERIDINOL; ANALGESIC AGENT; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; FORMALDEHYDE;

EID: 77956362153     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1296317     Document Type: Article
Times cited : (8)

References (26)
  • 1
    • 77956363850 scopus 로고    scopus 로고
    • Substituted dimethyl-[1-(1-phenylcyclohexyl)- Piperidin-3-ylmethyl]amines and the use of the same as analgesics
    • Sattlegger M, Reissmüller E, inventors; Grünenthal GmbH, Aachen (DE), assignee. United States patent US 2004/ 0127516 A1
    • Sattlegger M, Reissmüller E, inventors; Grünenthal GmbH, Aachen (DE), assignee. Substituted dimethyl-[1-(1-phenylcyclohexyl)- piperidin-3-ylmethyl]amines and the use of the same as analgesics. United States patent US 2004/ 0127516 A1. 2004.
    • (2004)
  • 2
    • 0019968939 scopus 로고
    • Chemical synthesis and molecular pharmacology of hydroxylated 1-(1-phenylcyclohexyl)piperidine derivatives
    • DOI 10.1021/jm00346a019
    • Kamenka JM, Chiche B, Goudal R, Geneste P, Vignon J, Vincent JP, et al. Chemical synthesis and molecular pharmacology of hydroxylated 1-[1-phenylcyclohexyl]piperidine derivatives. J Med Chem. 1982;25:431-5. (Pubitemid 12078648)
    • (1982) Journal of Medicinal Chemistry , vol.25 , Issue.4 , pp. 431-435
    • Kamenka, J.M.1    Chiche, B.2    Goudal, R.3
  • 3
    • 0028675805 scopus 로고
    • Synthesis and analgesic activity of new phencyclidine derivatives
    • Al-deeb OA. Synthesis and analgesic activity of new phencyclidine derivatives. Arzneimittelforschung. 1994;44(10): 1141-4.
    • (1994) Arzneimittelforschung , vol.44 , Issue.10 , pp. 1141-1144
    • Al-deeb, O.A.1
  • 4
    • 25444488532 scopus 로고    scopus 로고
    • Synthesis and biological properties of 2-hydroxy-1-(1-phenyltetralyl) piperidine and some of its intermediates as derivatives of phencyclidine
    • Ahmadi A, Mahmoudi A. Synthesis and biological properties of 2-hydroxy-1-(1-phenyltetralyl)piperidine and some of its intermediates as derivatives of phencyclidine. Arzneimittelforschung. 2005;55(9):528-32.
    • (2005) Arzneimittelforschung , vol.55 , Issue.9 , pp. 528-532
    • Ahmadi, A.1    Mahmoudi, A.2
  • 5
    • 0030066552 scopus 로고    scopus 로고
    • New analgesics derived from the phencyclidine analogue thienylcyclidine
    • Al-deeb OA. New analgesics derived from the phencyclidine analogue thienylcyclidine. Arzneimittelforschung. 1996;46(I):505-508.
    • (1996) Arzneimittelforschung , vol.46 , Issue.1 , pp. 505-508
    • Al-deeb, O.A.1
  • 7
    • 0018689942 scopus 로고
    • Determination conformationnelle de derives de la phencyclidine en vue d'une correlation structureactive
    • French
    • Geneste P, Kamenka JM, Ung MSN, Herrmann P, Goudal R, Trouiller G. Determination conformationnelle de derives de la phencyclidine en vue d'une correlation structureactive. Eur J Med Chem Ther. 1979;14:301-8. French.
    • (1979) Eur J Med Chem Ther , vol.14 , pp. 301-308
    • Geneste, P.1    Kamenka, J.M.2    Ung, M.S.N.3    Herrmann, P.4    Goudal, R.5    Trouiller, G.6
  • 8
    • 66149174597 scopus 로고    scopus 로고
    • Synthesis and study on analgesic effects of 1-[1-(4-methylphenyl) (cyclohexyl)]-4-piperidinol and 1-1-(4-methoxyphenyl)[(cyclohexyl)]-4- piperidinol as two new phencyclidine derivatives
    • Ahmadi A, Khalili M, Abbassi S, Javadi M, Mahmoudi A, Hajikhani R. Synthesis and study on analgesic effects of 1-[1-(4-methylphenyl)(cyclohexyl)]- 4-piperidinol and 1-[1-(4-methoxyphenyl)[(cyclohexyl)]-4-piperidinol as two new phencyclidine derivatives. Arzneimittelforschung. 2009; 59(4):202-6.
    • (2009) Arzneimittelforschung , vol.59 , Issue.4 , pp. 202-206
    • Ahmadi, A.1    Khalili, M.2    Abbassi, S.3    Javadi, M.4    Mahmoudi, A.5    Hajikhani, R.6
  • 9
    • 74949120181 scopus 로고    scopus 로고
    • Synthesis and determination of acute and chronic pain activities of 1-[1-(3-methyphenyl)(tetralyl)]piperidine as a new derivative of phencyclidine via tail immersion and formalin tests
    • Ahmadi A, Khalili M, Mihandoust F, Barghi L. Synthesis and determination of acute and chronic pain activities of 1-[1-(3-methyphenyl)(tetralyl)] piperidine as a new derivative of phencyclidine via tail immersion and formalin tests. Arzneimittelforschung. 2010;60(1):30-5.
    • (2010) Arzneimittelforschung , vol.60 , Issue.1 , pp. 30-35
    • Ahmadi, A.1    Khalili, M.2    Mihandoust, F.3    Barghi, L.4
  • 11
    • 0022393628 scopus 로고
    • Ketamine and phencyclidine cause a voltage-dependent block of responses to L-aspartic acid
    • DOI 10.1016/0304-3940(85)90414-8
    • Honey CR, Miljkovic Z, MacDonald JF. Ketamine and phencyclidine cause a voltage-dependent block of responses to L-aspartic acid. Neurosci Lett. 1985;61(1-2): 135-9. (Pubitemid 16201138)
    • (1985) Neuroscience Letters , vol.61 , Issue.1-2 , pp. 135-139
    • Honey, C.R.1    Miljkovic, Z.2    MacDonald, J.F.3
  • 12
    • 27644593658 scopus 로고    scopus 로고
    • Phencyclidine - Effects on human performance and behavior
    • Mozayani A. Phencyclidine - effects on human performance and behavior. Forensic Sci Rev . 2003;15(1): 62-74.
    • (2003) Forensic Sci Rev , vol.15 , Issue.1 , pp. 62-74
    • Mozayani, A.1
  • 13
    • 0032738128 scopus 로고    scopus 로고
    • Intrathecal drug therapy for chronic pain: From basic science to clinical practice
    • Dougherty PM, Staats PS. Intrathecal drug therapy for chronic pain: from basic science to clinical practice. Anesthesiology .1999;91:1891-918.
    • (1999) Anesthesiology , vol.91 , pp. 1891-1918
    • Dougherty, P.M.1    Staats, P.S.2
  • 15
    • 33344475261 scopus 로고    scopus 로고
    • Selective pathways for the metabolism of phencyclidine by cytochrome P450 2B enzymes: Identification of electrophilic metabolites, glutathione, and N-acetyl cysteine adducts
    • DOI 10.1124/dmd.105.007047
    • Shebley M, Jushchyshyn MI, Hollenberg F. Selective pathways for the metabolism of phencyclidine by cytochrome P450 2B enzymes: identification of electrophilic methabolites, glutathione and N-acetyl cysteine adducts. Drug Metab Disp. 2006;34(3):375-383. (Pubitemid 43290895)
    • (2006) Drug Metabolism and Disposition , vol.34 , Issue.3 , pp. 375-383
    • Shebley, M.1    Jushchyshyn, M.I.2    Hollenberg, P.F.3
  • 16
    • 0000174201 scopus 로고
    • The synthesis of phencyclidine and other 1-arylcyclohexylamines
    • Maddox VH, Godefroi EF, Parcell RF. The synthesis of phencyclidine and other 1-arylcyclohexylamines. J Med Chem. 1965;8:230-5.
    • (1965) J Med Chem , vol.8 , pp. 230-235
    • Maddox, V.H.1    Godefroi, E.F.2    Parcell, R.F.3
  • 17
    • 0031469616 scopus 로고    scopus 로고
    • 1-[1-2-Benzo[b]thiopheneyl]cyclohexylpiperidine hydrochloride (BTCP) yields two active primary metabolites in vitro: Synthesis, identification from rat liver microsome extracts, and affinity for the neuronal dopamine transporter
    • Deleuze-Masquefa C, Michaud M, Vignon J, Kamenka JM. 1-[1-(2-Benzo[b] thiopheneyl]cyclohexyl]piperidine hydrochloride (BTCP) yields two active primary metabolites in vitro: synthesis, identification from rat liver microsome extracts, and affinity for the neuronal dopamine transporter. J Med Chem. 1997;40:4019-25.
    • (1997) J Med Chem , vol.40 , pp. 4019-4025
    • Deleuze-Masquefa, C.1    Michaud, M.2    Vignon, J.3    Kamenka, J.M.4
  • 18
    • 0033822145 scopus 로고    scopus 로고
    • Antinociceptive effect of the combination of pentazocine with morphine in the tail-immersion and scald-pain tests in rats
    • Hamura H, Yoshida M, Shimizu K, Matsukura T, Suzuki H, Narita M, et al. Antinociceptive effect of the combination of pentazocine with morphine in the tail-immersion and scald-pain tests in rats. Jpn J Pharmacol. 2000;83(4):286-92.
    • (2000) Jpn J Pharmacol , vol.83 , Issue.4 , pp. 286-292
    • Hamura, H.1    Yoshida, M.2    Shimizu, K.3    Matsukura, T.4    Suzuki, H.5    Narita, M.6
  • 19
    • 56949085589 scopus 로고    scopus 로고
    • Minocycline prevents the development of neuropathic pain, but not acute pain: Possible anti-inflammatory and antioxidant mechanisms
    • Padi SSV, Kulkarni S. K. Minocycline prevents the development of neuropathic pain, but not acute pain: possible anti-inflammatory and antioxidant mechanisms. Eur J Pharmacol. 2008;601;79-87.
    • (2008) Eur J Pharmacol , vol.601 , pp. 79-87
    • Padi, S.S.V.1    Kulkarni, S.K.2
  • 21
    • 0029852678 scopus 로고    scopus 로고
    • Loss of morphine-induced analgesia, reward effect and withdrawal symptoms in mice lacking the μ-opioid-receptor gene
    • Matthes HWD, Maldonado R, Simonin F, Valverde O, Slowe S, Kitchen I, et al. Loss of morphine-induced analgesia, reward effect and withdrawal symptoms in mice lacking the μ-opioid-receptor gene. Nature . 1996;383:819-23.
    • (1996) Nature , vol.383 , pp. 819-823
    • Matthes, H.W.D.1    Maldonado, R.2    Simonin, F.3    Valverde, O.4    Slowe, S.5    Kitchen, I.6
  • 23
    • 0017643233 scopus 로고
    • The formalin test: A quantitative study of the analgesic effects of morphine, meperidine, and brain stem stimulation in rats and cats
    • DOI 10.1016/0304-3959(77)90130-0
    • Dubuisson D, Dennis SG. The formalin test: a quantitative study of the analgesic effects of morphine, meperidine, and brain stem stimulation in rats and cats. Pain. 1977;4(2):161-74. (Pubitemid 8234766)
    • (1977) Pain , vol.4 , Issue.2 , pp. 161-174
    • Dubuisson, D.1    Dennis, S.G.2
  • 25
    • 66149192389 scopus 로고    scopus 로고
    • Phencyclidine derivatives, preparation method and pharmaceutical compositions containing same
    • Kamenka JM, Hamon J, Vignon J, inventors; Societe de conseils de recherches et d'applications scientifiques (S.C.R.A.S.) (FR), assignee. United States Patents US 6,342,511B1
    • Kamenka JM, Hamon J, Vignon J, inventors; Societe de conseils de recherches et d'applications scientifiques (S.C.R.A.S.) (FR), assignee. Phencyclidine derivatives, preparation method and pharmaceutical compositions containing same. United States Patents US 6,342,511B1. 2002.
    • (2002)
  • 26
    • 0242492184 scopus 로고    scopus 로고
    • Evaluation of the phencyclidinelike discriminative stimulus effects of novel NMDA channel blockers in rats
    • Nicholson KL, Balster RL. Evaluation of the phencyclidinelike discriminative stimulus effects of novel NMDA channel blockers in rats. Psychopharmacology . 2003;170:215-24.
    • (2003) Psychopharmacology , vol.170 , pp. 215-224
    • Nicholson, K.L.1    Balster, R.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.