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Volumn 25, Issue 4, 2010, Pages 520-530

Design, synthesis, and evaluation of anti-inflammatory, analgesic, ulcerogenicity, and nitric oxide releasing studies of novel indomethacin analogs as non-ulcerogenic derivatives

Author keywords

1,3,4 oxadiazole; Hybrid drugs; Indomethacin; Nitric oxide donor; Ulcerogenicity

Indexed keywords

2 (5 (2 PHENYL 1 H INDOL 5 YL) 1,3,4 OXADIAZOLE 2YLTHIO) 1 (3 HYDROXYPHENYL)ETHANONE; 2 (5 (2 PHENYL 1 H INDOL 5 YL) 1,3,4 OXADIAZOLE 2YLTHIO) 1 (3 NITROPHENYL)ETHANONE; 2 (5 (2 PHENYL 1 H INDOL 5 YL) 1,3,4 OXADIAZOLE 2YLTHIO) 1 (3,4 DIMETHOXYPHENYL)ETHANONE; 2 (5 (2 PHENYL 1 H INDOL 5 YL) 1,3,4 OXADIAZOLE 2YLTHIO) 1 (4 HYDROXYPHENYL)ETHANONE; 2 (5 (2 PHENYL 1 H INDOL 5 YL) 1,3,4 OXADIAZOLE 2YLTHIO) 1 (4 NITROPHENYL)ETHANONE; 2 (5 (2 PHENYL 1 H INDOL 5 YL) 1,3,4 OXADIAZOLE 2YLTHIO) 1 (PHENYL)ETHANONE; 2 CHLORO 1 (5 (5 (2 (3 HYDROXYPHENYL) 2 OXO 2 PHENYLETHYLTHIO) 1,3,4 OXADIAZOLE 2 YL) 2 PHENYL 1H INDOL 1 YL)ETHANONE; 2 CHLORO 1 (5 (5 (2 (3 NITROPHENYL) 2 OXO 2 PHENYLETHYLTHIO) 1,3,4 OXADIAZOLE 2 YL) 2 PHENYL 1H INDOL 1 YL)ETHANONE; 2 CHLORO 1 (5 (5 (2 (3,4 DIMETHOXYPHENYL) 2 OXO 2 PHENYLETHYLTHIO) 1,3,4 OXADIAZOLE 2 YL) 2 PHENYL 1H INDOL 1 YL)ETHANONE; 2 CHLORO 1 (5 (5 (2 (4 HYDROXYPHENYL) 2 OXO 2 PHENYLETHYLTHIO) 1,3,4 OXADIAZOLE 2 YL) 2 PHENYL 1H INDOL 1 YL)ETHANONE; 2 CHLORO 1 (5 (5 (2 (4 NITROPHENYL) 2 OXO 2 PHENYLETHYLTHIO) 1,3,4 OXADIAZOLE 2 YL) 2 PHENYL 1H INDOL 1 YL)ETHANONE; 2 CHLORO 1 (5 (5 (2 OXO 2 PHENYLETHYLTHIO) 1,3,4 OXADIAZOLE 2 YL) 2 PHENYL 1 H INDOL 1 YL)ETHANONE; 2 OXO 2 (5 (5 (2 OXO 2 PHENYLETHYLTHIO) 1,3,4 OXADIAZOLE 2 YL) 2 PHENYL 1H INDOL 1 YL)ETHYL NITRATE; ANALGESIC AGENT; ANTIINFLAMMATORY AGENT; ANTIULCER AGENT; DICLOFENAC; INDOMETACIN DERIVATIVE; NITRIC OXIDE DONOR; UNCLASSIFIED DRUG; INDOMETACIN; NITRIC OXIDE; NONSTEROID ANTIINFLAMMATORY AGENT;

EID: 77954398500     PISSN: 14756366     EISSN: 14756374     Source Type: Journal    
DOI: 10.3109/14756360903357585     Document Type: Article
Times cited : (29)

References (30)
  • 1
    • 3242794178 scopus 로고    scopus 로고
    • From magic bullets to designed multiple ligands
    • DOI 10.1016/S1359-6446(04)03163-0, PII S1359644604031630
    • Morphy R, Kay C, Rankovic Z. From magic bullets to designed multiple ligands. Drug Discov Today 2004;9:641-651 (Pubitemid 38981718)
    • (2004) Drug Discovery Today , vol.9 , Issue.15 , pp. 641-651
    • Morphy, R.1    Kay, C.2    Rankovic, Z.3
  • 2
    • 25644460012 scopus 로고    scopus 로고
    • NSAID-associated deaths: The rise and fall of NSAID-associated GI mortality
    • DOI 10.1111/j.1572-0241.2005.50565.x
    • Cryer B. NSAID-associated deaths: the rise and fall of NSAID-associated GI mortality. Am J Gastroenterol 2005;100:1694-1695 (Pubitemid 41648419)
    • (2005) American Journal of Gastroenterology , vol.100 , Issue.8 , pp. 1694-1695
    • Cryer, B.1
  • 3
    • 33646104423 scopus 로고    scopus 로고
    • Drug injury in the upper gastrointestinal tract: Nonster-oidal anti-infammatory drugs
    • Go MF. Drug injury in the upper gastrointestinal tract: nonster-oidal anti-infammatory drugs. Gastrointest Endosc Clin N Am 2006;16:83-97.
    • (2006) Gastrointest Endosc Clin N Am , vol.16 , pp. 83-97
    • Go, M.F.1
  • 4
    • 0043031147 scopus 로고    scopus 로고
    • Assessment of non-steroidal anti-infammatory drug (NSAID) damage in human gastrointestinal tract
    • James MW, Hawkey CJ. Assessment of non-steroidal anti-infammatory drug (NSAID) damage in human gastrointestinal tract. Br J Clin Pharmacol 2003;56:146-155
    • (2003) Br J Clin Pharmacol , vol.56 , pp. 146-155
    • James, M.W.1    Hawkey, C.J.2
  • 5
    • 4544263655 scopus 로고    scopus 로고
    • Gastrointestinal side-efects of traditional anti-infammatory drugs and new formulations
    • Lozzaroni M, Porro GB. Gastrointestinal side-efects of traditional anti-infammatory drugs and new formulations. Aliment Pharmacol Ter 2004;20(2):48-58.
    • (2004) Aliment Pharmacol ter , vol.20 , Issue.2 , pp. 48-58
    • Lozzaroni, M.1    Porro, G.B.2
  • 6
    • 32244441631 scopus 로고    scopus 로고
    • NSAID-associated adverse effects and acid control aids to prevent them: A review of current treatment options
    • DOI 10.2165/00002018-200629020-00002
    • Naesdal J, Brown K. NSAID-associated adverse efects and acid control aids to prevent them: a review of current treatment options. Drug Saf 2006;29:119-132 (Pubitemid 43213886)
    • (2006) Drug Safety , vol.29 , Issue.2 , pp. 119-132
    • Naesdal, J.1    Brown, K.2
  • 7
    • 33750736103 scopus 로고    scopus 로고
    • Atteintes rénales graves au cours d'un traitement par anti-inflammatoires non stéroidiens arylcarboxyliques: Bilan d'une enquete nationale de pharmacovigilance
    • DOI 10.2515/therapie:2006035
    • Mounier G, Guy C, Berthoux F, Beyens MN, Ratrema M, Ollagnier M. Severe renal adverse events with arylcarboxylic non-steroidal anti-infammatory drugs: results of an eight-year French national survey. Terapie 2006;61:255-266 (Pubitemid 350188090)
    • (2006) Therapie , vol.61 , Issue.3 , pp. 255-266
    • Mounier, G.1    Guy, C.2    Berthoux, F.3    Beyens, M.N.4    Ratrema, M.5    Ollagnier, M.6
  • 8
    • 33750290205 scopus 로고    scopus 로고
    • Association of selective and conventional nonsteroidal antiinflammatory drugs with acute renal failure: A population-based, nested case-control analysis
    • DOI 10.1093/aje/kwj331
    • Schneider V, Levesque LE, Zhang B, Hutchinson T, Brophy JM. Association of selective and conventional nonsteroidal anti-infammatory drugs with acute renal failure: a population-based nested case-control analysis. Am J Epidemiol 2006;164:881-889 (Pubitemid 44627273)
    • (2006) American Journal of Epidemiology , vol.164 , Issue.9 , pp. 881-889
    • Schneider, V.1    Levesque, L.E.2    Zhang, B.3    Hutchinson, T.4    Brophy, J.M.5
  • 9
    • 33747766169 scopus 로고    scopus 로고
    • Nonsteroidal antiinfammatory drugs and kidney
    • Zadrazil J. Nonsteroidal antiinfammatory drugs and kidney. Vnitr Lek 2006;52:686-690
    • (2006) Vnitr Lek , vol.52 , pp. 686-690
    • Zadrazil, J.1
  • 10
    • 33645022077 scopus 로고    scopus 로고
    • Is non-steroidal anti-infammatory drug (NSAID) enteropathy clinically more important than NSAID gastropathy?
    • Adebayo D, Bjarnason I. Is non-steroidal anti-infammatory drug (NSAID) enteropathy clinically more important than NSAID gastropathy? Postgrad Med J 2006;82:186-191
    • (2006) Postgrad Med J , vol.82 , pp. 186-191
    • Adebayo, D.1    Bjarnason, I.2
  • 11
    • 33845465560 scopus 로고    scopus 로고
    • 30-Day mortality after peptic ulcer perforation among users of newer selective COX-2 inhibitors and traditional NSAIDs: A population-based study
    • DOI 10.1111/j.1572-0241.2006.00825.x
    • Tomsen RW, Riis A, Munk EM, Norgaard M, Christensen S, Sorensen HT. 30-Day mortality after peptic ulcer perforation among users of newer selective COX-2 inhibitors and traditional NSAIDs: a population based study. Am J Gastroenterol 2006;101:2704-2710 (Pubitemid 44902639)
    • (2006) American Journal of Gastroenterology , vol.101 , Issue.12 , pp. 2704-2710
    • Thomsen, R.W.1    Riis, A.2    Munk, E.M.3    Norgaard, M.4    Christensen, S.5    Sorensen, H.T.6
  • 12
    • 17144393290 scopus 로고    scopus 로고
    • Adverse cardiovascular efects of the coxibs
    • Dogne JM, Supuran CT, Pratico D. Adverse cardiovascular efects of the coxibs. J Med Chem 2005;48:2251-2257
    • (2005) J Med Chem , vol.48 , pp. 2251-2257
    • Dogne, J.M.1    Supuran, C.T.2    Pratico, D.3
  • 13
    • 85050703288 scopus 로고    scopus 로고
    • NO-aspirin
    • Mann NS. NO-aspirin. Gastroenterology 2003;125:1918-1919
    • (2003) Gastroenterology , vol.125 , pp. 1918-1919
    • Mann, N.S.1
  • 14
    • 0036791714 scopus 로고    scopus 로고
    • Pharmacology and potential therapeutic applications of nitric oxide-releasing non-steroidalanti-infammatory and related nitric oxide-donating drugs
    • Keeble JE, Moore PK. Pharmacology and potential therapeutic applications of nitric oxide-releasing non-steroidalanti-infammatory and related nitric oxide-donating drugs. Br J Pharmacol 2002;137:295-310.
    • (2002) Br J Pharmacol , vol.137 , pp. 295-310
    • Keeble, J.E.1    Moore, P.K.2
  • 15
    • 0033623724 scopus 로고    scopus 로고
    • New NO donors with antithromobotic and vasodilating activities, part 27: Azide oximes and 1-hydroxytetrazoles
    • DOI 10.1002/1521-4184(20006)333:6<157::AID-ARDP157>3.0.CO;2-C
    • Rehse K, Brehme F.New NO donors with antithrombotic and vasodilat-ing activities, Part 27. Azide oximes and 1-hydroxytetrazoles. Arch Pharm Pharm Med Chem 2000;333:157-161 (Pubitemid 30435555)
    • (2000) Archiv der Pharmazie , vol.333 , Issue.6 , pp. 157-161
    • Rehse, K.1    Brehme, F.2
  • 16
    • 2342496237 scopus 로고    scopus 로고
    • The Gastrointestinal Tolerability of the LOX/COX Inhibitor, Licofelone, is Similar to Placebo and Superior to Naproxen Therapy in Healthy Volunteers: Results from a Randomized, Controlled Trial
    • DOI 10.1111/j.1572-0241.2004.04133.x
    • Bias P, Buchner A, Klesser B, Laufer S. Te gastrointestinal tolerability of the LOX/COX inhibitor, licofelone, is similar to placebo and superior to naproxen therapy in healthy volunteers: results from a randomized, controlled trial. Am J Gastroenterol 2004;99:611-618 (Pubitemid 38607961)
    • (2004) American Journal of Gastroenterology , vol.99 , Issue.4 , pp. 611-618
    • Bias, P.1    Buchner, A.2    Klesser, B.3    Laufer, S.4
  • 17
    • 14544276356 scopus 로고    scopus 로고
    • Te safety of lumiracoxib when used in the treatment of arthritis
    • Doggrell SA. Te safety of lumiracoxib when used in the treatment of arthritis. Expert Opin Pharmacother 2005;6:347-350
    • (2005) Expert Opin Pharmacother , vol.6 , pp. 347-350
    • Doggrell, S.A.1
  • 18
    • 15244340003 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 3,4-diphenyl-1,2,5-oxadiazole-2- oxides and 3,4-diphenyl-1,2,5-oxadiazoles as potential hybrid COX-2 inhibitor/nitric oxide donor agents
    • Velazquez C, Rao PN, McDonald R, Knaus EE. Synthesis and biological evaluation of 3,4-diphenyl-1,2,5-oxadiazole-2-oxides and 3,4-diphenyl-1,2,5- oxadiazoles as potential hybrid COX-2 inhibitor/nitric oxide donor agents. Bioorg Med Chem 2005;13:2749-2757
    • (2005) Bioorg Med Chem , vol.13 , pp. 2749-2757
    • Velazquez, C.1    Rao, P.N.2    McDonald, R.3    Knaus, E.E.4
  • 20
    • 0029802439 scopus 로고    scopus 로고
    • Design, synthesis and antiinflammatory activity of some 1,3,4-oxadiazole derivatives
    • DOI 10.1016/0223-5234(96)83976-6
    • Omar FA, Mahfouz NM, Rahman MA. Design, synthesis and anti-infammatory activity of some 1,3,4-oxadiazole derivatives. Eur J Med Chem 1996;31:819-825 (Pubitemid 26341447)
    • (1996) European Journal of Medicinal Chemistry , vol.31 , Issue.10 , pp. 819-825
    • Omar, F.A.1    Mahfouz, N.M.2    Rahman, M.A.3
  • 22
    • 33847666494 scopus 로고    scopus 로고
    • Synthesis and evaluation of anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation properties of ibuprofen derivatives
    • DOI 10.2478/v10007-007-0003-y
    • Mohd Amir, Kumar S. Synthesis and evaluation of anti-infammatory, analgesic, ulcerogenic and lipid peroxidation properties of ibuprofen derivatives. Acta Pharm 2007;57:31-45. (Pubitemid 46361946)
    • (2007) Acta Pharmaceutica , vol.57 , Issue.1 , pp. 31-45
    • Amir, M.1    Kumar, S.2
  • 23
    • 39049103420 scopus 로고    scopus 로고
    • Design, synthesis, and evaluation of anti-infammatory, analgesic and ulcerogenicity studies of novel S-substituted phenacyl-1,3,4-oxadiazole-2-thiol and Schif bases of diclofnac acid as nonulcerogenic derivatives
    • Bhandari SV, Bothara KG, Raut MK. Design, synthesis, and evaluation of anti-infammatory, analgesic and ulcerogenicity studies of novel S-substituted phenacyl-1,3,4-oxadiazole-2-thiol and Schif bases of diclofnac acid as nonulcerogenic derivatives. Bioorg Med Chem 2008;16:1822-1831.
    • (2008) Bioorg Med Chem , vol.16 , pp. 1822-1831
    • Bhandari, S.V.1    Bothara, K.G.2    Raut, M.K.3
  • 24
    • 43949118835 scopus 로고    scopus 로고
    • 9-[hydrazinoacetyl-(2-oxo-3-chloro-4-substituted aryl azetidine)]-carbazoles: Antifungal and antibacterial studies
    • 9-[hydrazinoacetyl-(2-oxo-3-chloro- 4-substituted aryl azetidine)]-carbazoles: antifungal and antibacterial studies. Indian J Chem 2008;47B:606-612
    • (2008) Indian J Chem , vol.47 B , pp. 606-612
    • Shrivastava, S.K.1    Nema, A.2    Shrivastava, S.D.3
  • 25
    • 24344486053 scopus 로고    scopus 로고
    • Synthesis of novel 4-substituted-7-trifuoro methylquinoline derivatives with nitric oxide releasing properties and their evaluation as analgesic and anti-infammatory agents
    • Abadi HA, Gehan HH, Asmaa A. Synthesis of novel 4-substituted-7-trifuoro methylquinoline derivatives with nitric oxide releasing properties and their evaluation as analgesic and anti-infammatory agents. Bioorg Med Chem 2005;13:5759-5765
    • (2005) Bioorg Med Chem , vol.13 , pp. 5759-5765
    • Abadi, H.A.1    Gehan, H.H.2    Asmaa, A.3
  • 26
    • 67249094291 scopus 로고
    • Carrageenan induced edema in hind paw of the rats as an assay for anti-infammatory drugs
    • Winter CA, Risley EA, Nuss GN. Carrageenan induced edema in hind paw of the rats as an assay for anti-infammatory drugs. Proc Soc Exp Biol 1962;111:544-547
    • (1962) Proc Soc Exp Biol , vol.111 , pp. 544-547
    • Winter, C.A.1    Risley, E.A.2    Nuss, G.N.3
  • 28
    • 0018667262 scopus 로고
    • The role of direct tissue contact in the production of gastrointestinal ulcers by anti-inflammatory drugs in rats
    • DOI 10.1016/0041-008X(79)90153-4
    • Cioli V, Putzolu S, Rossi V, Sorza Barcellona P, Corradino C. Te role of direct tissue contact in the production of gastrointestinal ulcers by anti-infammatory drugs in rats. Toxicol Appl Pharmacol 1979;50:283-289 (Pubitemid 10233388)
    • (1979) Toxicology and Applied Pharmacology , vol.50 , Issue.2 , pp. 283-289
    • Cioli, V.1    Putzolu, S.2    Rossi, V.3
  • 29
    • 8844233463 scopus 로고    scopus 로고
    • Angiogenesis, cell proliferation and apoptosis in gastric ulcer healing. Effect of a selective cox-2 inhibitor
    • DOI 10.1016/j.ejphar.2004.10.019, PII S0014299904011707
    • Fidalgo SS, Lacave MI, Illanes M, Motilva V. Angiogenesis, cell proliferation and apoptosis in gastric ulcer healing. Efect of a selective cox-2 inhibitor. Eur J Pharmacol 2004;505:187-194 (Pubitemid 39535691)
    • (2004) European Journal of Pharmacology , vol.505 , Issue.1-3 , pp. 187-194
    • Sanchez-Fidalgo, S.1    Martin-Lacave, I.2    Illanes, M.3    Motilva, V.4
  • 30
    • 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
    • DOI 10.1016/S0014-827X(01)01176-4, PII S0014827X01011764
    • Palaska E, Sahin G, Kelicen P, Durlu N, Altinok G. Synthesis and anti-infammatory activity of 1-acylthiosemicarbazides, 1,3,4-oxa-diazoles, 1,3,4-thiadiazoles and 1,2,4-triazole-3-thiones. Farmaco 2002;57:101-107 (Pubitemid 34175107)
    • (2002) Farmaco , vol.57 , Issue.2 , pp. 101-107
    • Palaska, E.1    Sahin, G.2    Kelicen, P.3    Durlu N.Tuba4    Altinok, G.5


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