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Volumn 58, Issue 10, 2008, Pages 510-514

Synthesis, characterization and anti-inflammatory activity of new 5- (3,4-dichlorophenyl)-2-(aroylmethyl) thio-1,3,4-oxadiaxoles

Author keywords

1,3,4 oxadiazoles, antiinflammatory activity, S alkylation, synthesis, X ray crystallography

Indexed keywords

1,3,4 OXADIAZOLE DERIVATIVE; 5 (3,4 DICHLOROPHENYL) 2 (AROYLMETHYL)THIO 1,3,4 OXADIAZOLE; CARRAGEENAN; INDOMETACIN; UNCLASSIFIED DRUG;

EID: 55949113664     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1296550     Document Type: Article
Times cited : (16)

References (23)
  • 1
    • 0035034031 scopus 로고    scopus 로고
    • Valdecoxib and parecoxib sodium. Analgesic, antiarthritic, cyclooxygenase-2 inhibitors
    • Sorbera LA, Lesson PA, Castanar J, Castanar RM. Valdecoxib and parecoxib sodium. Analgesic, antiarthritic, cyclooxygenase-2 inhibitors. Drugs Future. 2001;26:133-140.
    • (2001) Drugs Future , vol.26 , pp. 133-140
    • Sorbera, L.A.1    Lesson, P.A.2    Castanar, J.3    Castanar, R.M.4
  • 2
    • 0037187425 scopus 로고    scopus 로고
    • Identification of novel cyclooxygenase-2 selective inhibitors using pharmacophore models
    • Palomer A, Cabre F, Pascual J, Campos J, Trugillo MA, Entrera A, et al. Identification of novel cyclooxygenase-2 selective inhibitors using pharmacophore models. J Med Chem. 2002;45:1402-1411.
    • (2002) J Med Chem , vol.45 , pp. 1402-1411
    • Palomer, A.1    Cabre, F.2    Pascual, J.3    Campos, J.4    Trugillo, M.A.5    Entrera, A.6
  • 3
    • 0034624748 scopus 로고    scopus 로고
    • 4-[5-Methyl-3-phenylisoxazol-4-yl]-benzenesulfonamide, valdecoxib: A potent and selective inhibitor of COX-2
    • Talley JJ, Brown DL, Carter JS, Graneto MJ, Koboldt CM, Masferrer JL, et al. 4-[5-Methyl-3-phenylisoxazol-4-yl]-benzenesulfonamide, valdecoxib: a potent and selective inhibitor of COX-2. J Med Chem. 2000;43:775-777.
    • (2000) J Med Chem , vol.43 , pp. 775-777
    • Talley, J.J.1    Brown, D.L.2    Carter, J.S.3    Graneto, M.J.4    Koboldt, C.M.5    Masferrer, J.L.6
  • 4
    • 0028289775 scopus 로고
    • Morpholinoalkyl ester prodrugs of diclofenac: Synthesis, in vitro and in vivo evaluation
    • Tammara VK, Narurkar MM, Crider AM, Khan MA. Morpholinoalkyl ester prodrugs of diclofenac: Synthesis, in vitro and in vivo evaluation. J Pharm Sci. 1994;83:644-648.
    • (1994) J Pharm Sci , vol.83 , pp. 644-648
    • Tammara, V.K.1    Narurkar, M.M.2    Crider, A.M.3    Khan, M.A.4
  • 6
    • 0034121667 scopus 로고    scopus 로고
    • Comparison of the effect of rofecoxib (a cyclooxygenase 2 inhibitor), ibuprofen, and placebo on the gastroduodenal mucosa of patients with osteoarthritis: A randomized, double-blind, placebo-controlled trial
    • Hawkey C, Laine L, Simon T, Beaulieu A, Maldonado-Cocco J, Acevedo E, et al. Comparison of the effect of rofecoxib (a cyclooxygenase 2 inhibitor), ibuprofen, and placebo on the gastroduodenal mucosa of patients with osteoarthritis: A randomized, double-blind, placebo-controlled trial. Arthritis Rheum. 2000;43:370-377.
    • (2000) Arthritis Rheum , vol.43 , pp. 370-377
    • Hawkey, C.1    Laine, L.2    Simon, T.3    Beaulieu, A.4    Maldonado-Cocco, J.5    Acevedo, E.6
  • 7
    • 0034721194 scopus 로고    scopus 로고
    • Ester and amide derivatives of the nonsteroidal antiinflammatory drug, indometacin, as selective cyclooxygenase-2 inhibitors
    • Kalgutkar AS, Marnett AB, Crews BC, Remmel RP, Marnett LJ. Ester and amide derivatives of the nonsteroidal antiinflammatory drug, indometacin, as selective cyclooxygenase-2 inhibitors. J Med Chem. 2000;43:2860-2870.
    • (2000) J Med Chem , vol.43 , pp. 2860-2870
    • Kalgutkar, A.S.1    Marnett, A.B.2    Crews, B.C.3    Remmel, R.P.4    Marnett, L.J.5
  • 8
    • 0035357540 scopus 로고    scopus 로고
    • N-Pyridinyl-indole-3-(alkyl)carboxamides and derivatives as potential systemic and topical inflammation inhibitors
    • Duflos M, Nourrisson MR, Brelet J, Courant J, Le Baut G., Grimaud N, et al. N-Pyridinyl-indole-3-(alkyl)carboxamides and derivatives as potential systemic and topical inflammation inhibitors. Eur J Med Chem. 2001;36:545-553.
    • (2001) Eur J Med Chem , vol.36 , pp. 545-553
    • Duflos, M.1    Nourrisson, M.R.2    Brelet, J.3    Courant, J.4    Le Baut, G.5    Grimaud, N.6
  • 10
    • 5044237449 scopus 로고    scopus 로고
    • Synthesis and anti-inflammatory activity of derivatives of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3, 4-oxadiazole-2-thiones
    • Burbuliene MM, Jakubkiene V, Mekuskiene G, Udrenaite E, Smicius R, Vainilavicius P. Synthesis and anti-inflammatory activity of derivatives of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3, 4-oxadiazole-2-thiones. Farmaco. 2004;59:767-774.
    • (2004) Farmaco , vol.59 , pp. 767-774
    • Burbuliene, M.M.1    Jakubkiene, V.2    Mekuskiene, G.3    Udrenaite, E.4    Smicius, R.5    Vainilavicius, P.6
  • 11
    • 33847145964 scopus 로고    scopus 로고
    • Synthesis, antimicrobial and anti-inflammatory activities of novel 2-(1-adamantyl)-5-substituted-1,3,4-oxadiazoles and 2-(1-adamantylamino)-5- substituted-1,3,4-thiadiazoles
    • Kadi AA, El-Brollosy NR, Al-Deeb OA, Habib EE., Ibrahim TM, El-emam AA. Synthesis, antimicrobial and anti-inflammatory activities of novel 2-(1-adamantyl)-5-substituted-1,3,4-oxadiazoles and 2-(1-adamantylamino)-5- substituted-1,3,4-thiadiazoles. Eur J Med Chem. 2007;42:235-242.
    • (2007) Eur J Med Chem , vol.42 , pp. 235-242
    • Kadi, A.A.1    El-Brollosy, N.R.2    Al-Deeb, O.A.3    Habib, E.E.4    Ibrahim, T.M.5    El-emam, A.A.6
  • 12
    • 0036176817 scopus 로고    scopus 로고
    • Synthesis and anti-inflammatory activity of 1-acylthiosemicarbazides, 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazole-3-thiones
    • Palaska E, Sahin G, Kelicen P, Durlu NT, Altinok G. Synthesis and anti-inflammatory activity of 1-acylthiosemicarbazides, 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazole-3-thiones. Farmaco. 2002;57:101-107.
    • (2002) Farmaco , vol.57 , pp. 101-107
    • Palaska, E.1    Sahin, G.2    Kelicen, P.3    Durlu, N.T.4    Altinok, G.5
  • 13
    • 0027301137 scopus 로고
    • 1,3,4-Oxadiazole, 1,3,4-thiadiazole, and 1,2,4-triazole analogs of the fenamates: In vitro inhibition of cyclooxygenase and 5-lipoxygenase activities
    • Boschelli DH, Connor DT, Bornemeier DA, Dyer RD, Kennedy JA, Kuipers PJ, et al. 1,3,4-Oxadiazole, 1,3,4-thiadiazole, and 1,2,4-triazole analogs of the fenamates: in vitro inhibition of cyclooxygenase and 5-lipoxygenase activities. J Med Chem. 1993;36:1802-1810.
    • (1993) J Med Chem , vol.36 , pp. 1802-1810
    • Boschelli, D.H.1    Connor, D.T.2    Bornemeier, D.A.3    Dyer, R.D.4    Kennedy, J.A.5    Kuipers, P.J.6
  • 14
    • 0037396619 scopus 로고    scopus 로고
    • Synthesis and anti-inflammatory activity of 5-(6-methyl-2-substituted-4-pyrimidinyl-oxymethyl)-1,3,4-oxadiazole-2-thiones and their 3-morpholinomethyl derivatives
    • Jakubkiene V, Burbuliene MM, Mekuskiene G, Udrenaite E, Gaidelis P, Vainilavicius P. Synthesis and anti-inflammatory activity of 5-(6-methyl-2-substituted-4-pyrimidinyl-oxymethyl)-1,3,4-oxadiazole-2-thiones and their 3-morpholinomethyl derivatives. Farmaco. 2003;58:323-328.
    • (2003) Farmaco , vol.58 , pp. 323-328
    • Jakubkiene, V.1    Burbuliene, M.M.2    Mekuskiene, G.3    Udrenaite, E.4    Gaidelis, P.5    Vainilavicius, P.6
  • 15
    • 23844507569 scopus 로고    scopus 로고
    • Synthesis of some new 2-(6-methoxy-2-naphtyl)-5-aryl-1,34-oxadiazoles as possible non-steroidal and-inflammatory and analgesic agents
    • Narayana B, Raj KKV, Ashalatha BV, Kumari NS. Synthesis of some new 2-(6-methoxy-2-naphtyl)-5-aryl-1,34-oxadiazoles as possible non-steroidal and-inflammatory and analgesic agents. Arch Pharm Chem Life Sci. 2005;338:373-377.
    • (2005) Arch Pharm Chem Life Sci , vol.338 , pp. 373-377
    • Narayana, B.1    Raj, K.K.V.2    Ashalatha, B.V.3    Kumari, N.S.4
  • 16
    • 0024910323 scopus 로고
    • Anti-inflammatory activity of substituted 1,3,4-oxadiazoles
    • Raman K, Parmar SS, Salzman SK. Anti-inflammatory activity of substituted 1,3,4-oxadiazoles. J Pharm Sci. 1989;78:999-1002.
    • (1989) J Pharm Sci , vol.78 , pp. 999-1002
    • Raman, K.1    Parmar, S.S.2    Salzman, S.K.3
  • 17
    • 0028352765 scopus 로고
    • Anti-inflammatory activity of substituted 1,3,4-oxadiazoles
    • Nargund LCG, Reddy GRN, Hariprasad V. Anti-inflammatory activity of substituted 1,3,4-oxadiazoles. J Pharm Sci. 1994;83:246-248.
    • (1994) J Pharm Sci , vol.83 , pp. 246-248
    • Nargund, L.C.G.1    Reddy, G.R.N.2    Hariprasad, V.3
  • 18
    • 0027190880 scopus 로고
    • Substituted thiosemicarbazides and corresponding cyclized 1,3,4-oxadiazoles and their anti-inflammatory activity
    • Raman K, Singh KH, Salzman SK, Parmar SS. Substituted thiosemicarbazides and corresponding cyclized 1,3,4-oxadiazoles and their anti-inflammatory activity. J Pharm Sci. 1993;82:167-169.
    • (1993) J Pharm Sci , vol.82 , pp. 167-169
    • Raman, K.1    Singh, K.H.2    Salzman, S.K.3    Parmar, S.S.4
  • 19
    • 0027221539 scopus 로고
    • Design of 5-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3,4-thiadiazoles, -1,3,4-oxadiazoles, and -1,2,4-triazoles as orally-active, nonulcerogenic antiinflammatory agents
    • Mullican MD, Wilson MW, Connor DT, Kosdan CR, Schrier DJ, Dyer RD. Design of 5-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,3,4-thiadiazoles, -1,3,4-oxadiazoles, and -1,2,4-triazoles as orally-active, nonulcerogenic antiinflammatory agents. J Med Chem. 1993;36:1090-1099.
    • (1993) J Med Chem , vol.36 , pp. 1090-1099
    • Mullican, M.D.1    Wilson, M.W.2    Connor, D.T.3    Kosdan, C.R.4    Schrier, D.J.5    Dyer, R.D.6
  • 20
    • 67249094291 scopus 로고
    • Carrageenin-induced edema in hind paw of the rats as an assay for antiinflammatory drugs
    • Winter CA, Risley EA, Nuss GW. Carrageenin-induced edema in hind paw of the rats as an assay for antiinflammatory drugs. Proc Soc Exp Biol Med. 1962;111: 544-552.
    • (1962) Proc Soc Exp Biol Med , vol.111 , pp. 544-552
    • Winter, C.A.1    Risley, E.A.2    Nuss, G.W.3
  • 21
    • 55949098959 scopus 로고    scopus 로고
    • Liang-Zhong X, Guan-Ping Y, Shu-Mei Y, Kai Z, Shuang-Hua Y. 2- {5-[(1H-1,2,4-Triazol-1-yDmethyl]-1,3,4-oxadiazol-2-ylthio}-1-(2, 4-dichlorophenyl)ethanone. Acta Cryst. 2005; E61:o3375-o3376.
    • Liang-Zhong X, Guan-Ping Y, Shu-Mei Y, Kai Z, Shuang-Hua Y. 2- {5-[(1H-1,2,4-Triazol-1-yDmethyl]-1,3,4-oxadiazol-2-ylthio}-1-(2, 4-dichlorophenyl)ethanone. Acta Cryst. 2005; E61:o3375-o3376.
  • 22
    • 0028009093 scopus 로고
    • The X-ray crystal structure of the membrane protein prostaglandin H2 synthase-1
    • Picot D, Loll PJ, Garavito M. The X-ray crystal structure of the membrane protein prostaglandin H2 synthase-1 Nature. 1994;367:243-249.
    • (1994) Nature , vol.367 , pp. 243-249
    • Picot, D.1    Loll, P.J.2    Garavito, M.3


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