메뉴 건너뛰기




Volumn 27, Issue 9, 2006, Pages 1247-1252

Conformational re-analysis of (+)-meptazinol: An opioid with mixed analgesic pharmacophores

Author keywords

(+)meptazinol; Arylpiperi dines; Conformational Analysis; Opioid analgesics; Pharmacophore

Indexed keywords

3 O METHYLETORPHINE; 6 HYDROXYLEVALORPHAN; ANALGESIC AGENT; AZIDOMORPHINE; BENZOFURO[2,3 C]PYRIDIN 6 OL; CODEINE; CYCLASOZINE; MEPTAZINOL; MORPHINE; N ALLYLNORMETAZOCINE; NALBUPHINE; NALOXONE; OPIATE; PETHIDINE; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33748780928     PISSN: 16714083     EISSN: 17457254     Source Type: Journal    
DOI: 10.1111/j.1745-7254.2006.00375.x     Document Type: Article
Times cited : (3)

References (21)
  • 1
    • 0026012840 scopus 로고
    • Opioid agonist-antagonist drugs in acute and chronic pain states
    • Hoskin PJ, Hanks GW. Opioid agonist-antagonist drugs in acute and chronic pain states. Drugs 1991; 41: 326-44.
    • (1991) Drugs , vol.41 , pp. 326-344
    • Hoskin, P.J.1    Hanks, G.W.2
  • 2
    • 0020696495 scopus 로고
    • Current concepts concerning the mode of action of meptazinol as an analgesic
    • Green D. Current concepts concerning the mode of action of meptazinol as an analgesic. Postgrad Med J 1983; 59: 9-12. Supp1.
    • (1983) Postgrad Med J , vol.59 , Issue.1 SUPPL. , pp. 9-12
    • Green, D.1
  • 3
    • 0021336779 scopus 로고
    • Meptazinol: A novel mu-1 selective opioid analgesic
    • Spiegel K, Pasternak GW. Meptazinol: a novel mu-1 selective opioid analgesic. J Pharmacol Exp Ther 1984; 228: 414B.
    • (1984) J Pharmacol Exp Ther , vol.228
    • Spiegel, K.1    Pasternak, G.W.2
  • 4
    • 15244361285 scopus 로고    scopus 로고
    • Structural comparisons of meptazinol with opioid analgesics
    • Li W, Hao JL, Tang Y, Chen Y, Qiu ZB. Structural comparisons of meptazinol with opioid analgesics. Acta Pharmacol Sin 2005; 26: 334-8.
    • (2005) Acta Pharmacol Sin , vol.26 , pp. 334-338
    • Li, W.1    Hao, J.L.2    Tang, Y.3    Chen, Y.4    Qiu, Z.B.5
  • 6
    • 37049077494 scopus 로고
    • Conformational equilibra of hydrochloride salts of pethidine, ketobemidone, and related central analgesics of the 4-arylpiperidine class
    • Casy AF, Dewar GH, Al-Deeb OAA. Conformational equilibra of hydrochloride salts of pethidine, ketobemidone, and related central analgesics of the 4-arylpiperidine class. J Chem Soc Perkin Trans 2 1989; 2: 1243-7.
    • (1989) J Chem Soc Perkin Trans 2 , vol.2 , pp. 1243-1247
    • Casy, A.F.1    Dewar, G.H.2    Al-Deeb, O.A.A.3
  • 7
    • 0016691412 scopus 로고
    • Analgesic activity of the epimeric tropane analogs of meperidine. Physical and pharmacological study
    • Daum SJ, Martini CM, Kullnig RK, Clarke RL. Analgesic activity of the epimeric tropane analogs of meperidine. Physical and pharmacological study. J Med Chem 1975; 18: 496-501.
    • (1975) J Med Chem , vol.18 , pp. 496-501
    • Daum, S.J.1    Martini, C.M.2    Kullnig, R.K.3    Clarke, R.L.4
  • 9
    • 84986518959 scopus 로고
    • Conformational properties of α- and β-azabicyclane opiates. The effect of conformation on pharmacological activity
    • Froimowitz M, Salva P, Hite GJ, Gianntsos G, Suzdak P, Heyman R. Conformational properties of α- and β-azabicyclane opiates. The effect of conformation on pharmacological activity. J Comput Chem 1984; 5; 291-8.
    • (1984) J Comput Chem , vol.5 , pp. 291-298
    • Froimowitz, M.1    Salva, P.2    Hite, G.J.3    Gianntsos, G.4    Suzdak, P.5    Heyman, R.6
  • 10
    • 0024454819 scopus 로고
    • Benzofuro[2,3-c]pyridine-6-ols: Synthesis, affinity for opioid subtypes, and antinociceptive activity
    • Hutchison AJ, de Jesus R, Wiliams M, Simke JP, Neale RF, Jackson RH, et al. Benzofuro[2,3-c]pyridine-6-ols: synthesis, affinity for opioid subtypes, and antinociceptive activity. J Med Chem 1989; 32: 2221-6.
    • (1989) J Med Chem , vol.32 , pp. 2221-2226
    • Hutchison, A.J.1    De Jesus, R.2    Wiliams, M.3    Simke, J.P.4    Neale, R.F.5    Jackson, R.H.6
  • 11
    • 0026693370 scopus 로고
    • Phenylmorphans and analogs-opioid receptor subtype selectivity and effect of conformation on activity
    • Froimowitz M, Pick CG, Pasternak GW. Phenylmorphans and analogs-opioid receptor subtype selectivity and effect of conformation on activity. J Med Chem 1992; 35: 1521-5.
    • (1992) J Med Chem , vol.35 , pp. 1521-1525
    • Froimowitz, M.1    Pick, C.G.2    Pasternak, G.W.3
  • 14
    • 0018822636 scopus 로고
    • A classification of opiate receptors that mediate antinociception in animals
    • Tyers MB. A classification of opiate receptors that mediate antinociception in animals. Br J Pharmacol 1980; 69: 503-12.
    • (1980) Br J Pharmacol , vol.69 , pp. 503-512
    • Tyers, M.B.1
  • 15
    • 0018135396 scopus 로고
    • New structural concepts for narcotic-antagonists defined in a 4-phenylpiperidine series
    • Zimmerman DM, Nickander R, Horng JS, Wong DT. New structural concepts for narcotic-antagonists defined in a 4-phenylpiperidine series. Nature 1978; 275: 332-4.
    • (1978) Nature , vol.275 , pp. 332-334
    • Zimmerman, D.M.1    Nickander, R.2    Horng, J.S.3    Wong, D.T.4
  • 16
    • 0019860335 scopus 로고
    • Allylprodine analogs as receptor probes - Evidence that phenolic and nonphenolic ligands interact with different subsites on identical opioid Receptors
    • Portoghese PS, Alreja BD, Larson DL. Allylprodine analogs as receptor probes - evidence that phenolic and nonphenolic ligands interact with different subsites on identical opioid Receptors. J Med Chem 1981; 24: 782-7.
    • (1981) J Med Chem , vol.24 , pp. 782-787
    • Portoghese, P.S.1    Alreja, B.D.2    Larson, D.L.3
  • 17
    • 0021914733 scopus 로고
    • Phenolic analogs of reversed esters of pethidine
    • Casy AF, Ogungbamila FO. Phenolic analogs of reversed esters of pethidine. J Pharm Pharmacol 1985; 37: 121-3.
    • (1985) J Pharm Pharmacol , vol.37 , pp. 121-123
    • Casy, A.F.1    Ogungbamila, F.O.2
  • 18
    • 0017362044 scopus 로고
    • The enkephalins and opiates: Structure-activity relations
    • Horn AS, Rodgers JR. The enkephalins and opiates: structure-activity relations. J Pharm Pharmacol 1977; 29: 257-65.
    • (1977) J Pharm Pharmacol , vol.29 , pp. 257-265
    • Horn, A.S.1    Rodgers, J.R.2
  • 19
    • 0001396914 scopus 로고
    • Rotational conformation of the phenyl moiety in geminally substituted phenylcyclohexanes with equatorial phenyl
    • Hodgson DJ, Rychlewska U, Eliel EL, Manoharan M, Knox DE, Olefirowicz EM. Rotational conformation of the phenyl moiety in geminally substituted phenylcyclohexanes with equatorial phenyl. J Org Chem 1985; 50: 4838-43.
    • (1985) J Org Chem , vol.50 , pp. 4838-4843
    • Hodgson, D.J.1    Rychlewska, U.2    Eliel, E.L.3    Manoharan, M.4    Knox, D.E.5    Olefirowicz, E.M.6
  • 20
    • 0002704505 scopus 로고
    • Conformational analysis LXXVIII. The conformation of phenyl cyclohexane and related molecules
    • Allinger NL, Tribble MT. Conformational analysis LXXVIII. The conformation of phenyl cyclohexane and related molecules. Tetrahedron Lett 1971; 12: 3259-62.
    • (1971) Tetrahedron Lett , vol.12 , pp. 3259-3262
    • Allinger, N.L.1    Tribble, M.T.2
  • 21
    • 0021746723 scopus 로고
    • Probes for narcotic receptor mediated phenomena 7. Synthesis and pharmacological properties of irreversible ligands specific for mu and delta opiate receptors
    • Burke TRJ, Bajwa BS, Jacobson AE, Rice KC, Streaty RA, Klee WA. Probes for narcotic receptor mediated phenomena 7. Synthesis and pharmacological properties of irreversible ligands specific for mu and delta opiate receptors. J Med Chem 1984; 27: 1570-4.
    • (1984) J Med Chem , vol.27 , pp. 1570-1574
    • Burke, T.R.J.1    Bajwa, B.S.2    Jacobson, A.E.3    Rice, K.C.4    Streaty, R.A.5    Klee, W.A.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.