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Volumn 42, Issue 3, 2003, Pages 593-601

Synthesis and cyclooxygenase (COX-1/COX-2) inhibiting property of 3,4-diarylfuranones

Author keywords

[No Author keywords available]

Indexed keywords

3 (4 METHOXYPHENYL) 4 (4 METHYLSULFANYLPHENYL) 2,5 DIHYDRO 2 FURANONE; 5 BROMO 2 (4 FLUOROPHENYL) 3 (4 METHYLSULFONYLPHENYL)THIOPHENE; 5 HYDROXYFURANONE DERIVATIVE; CELECOXIB; CYCLOOXYGENASE 1 INHIBITOR; CYCLOOXYGENASE 2 INHIBITOR; INDOMETACIN; N (2 CYCLOHEXYLOXY 4 NITROPHENYL)METHANESULFONAMIDE; NAPHTHOFURANONE DERIVATIVE; ROFECOXIB; UNCLASSIFIED DRUG;

EID: 0037368477     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (19)

References (29)
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    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (1990) Indian J Chem , vol.10 B , pp. 954
    • Dikshit, D.K.1    Shing, S.2    Sing, M.M.3    Kamboj, V.P.4
  • 12
    • 0001033286 scopus 로고
    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (1986) Indian J Chem , vol.25 B , pp. 760
    • Vijayaraghavan, S.T.1    Balasubramanian, T.R.2
  • 13
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    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (1987) Synth Commun , vol.17 , pp. 1513
    • Wakharkar, R.D.1    Deshpande, V.H.2    Landge, A.B.3    Upadhye, B.K.4
  • 14
    • 0034813883 scopus 로고    scopus 로고
    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (2001) Synthesis , vol.12 , pp. 1778
    • Therien, M.1    Gauthier, J.Y.2    Leblanc, Y.3    Leger, S.4    Perrier, H.5    Prasit, P.6    Wang, Z.7
  • 15
    • 0033992071 scopus 로고    scopus 로고
    • and references cited therein
    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (2000) Tetrahedron Lett , vol.41 , pp. 17
    • Forgione, P.1    Wilson, P.D.2    Fallis, A.G.3
  • 16
    • 0000764963 scopus 로고
    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (1992) J Org Chem , vol.57 , pp. 6972
    • Crisp, G.T.1    Meyer, A.G.2
  • 17
    • 0344075955 scopus 로고    scopus 로고
    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (1999) J Org Chem , vol.64 , pp. 328
    • Mahon, R.1    Richecoeur, A.M.E.2    Sweeney, J.B.3
  • 18
    • 0034530245 scopus 로고    scopus 로고
    • and references cited therein
    • Synthesis from α-haloketone and arylacetic acid (a) Dikshit D K, Shing S, Sing M M & Kamboj V P, Indian J Chem, 10B, 1990, 954. (b) Vijayaraghavan S T & Balasubramanian T R, Indian J Chem, 25B, 1986, 760. (c) Wakharkar R D, Deshpande V H, Landge A B & Upadhye B K, Synth Commun, 17, 1987, 1513. (d) Therien M, Gauthier J Y, Leblanc Y, Leger S, Perrier H, Prasit P & Wang Z, Synthesis, 12, 2001, 1778. Synthesis via magnesium mediated carbometallation of propargyl alcohols: (e) Forgione P, Wilson P D & Fallis A G, Tetrahedron Lett, 41, 2000, 17 and references cited therein. Synthesis by palladium catalyzed reactions (f) Crisp G T & Meyer A G, J Org Chem, 57, 1992, 6972. (g) Mahon R, Richecoeur A M E & Sweeney J B, J Org Chem, 64, 1999, 328. (h) Rossi R, Bellina F & Raugei E, Synlett, 12, 2000, 1749 and references cited therein.
    • (2000) Synlett , vol.12 , pp. 1749
    • Rossi, R.1    Bellina, F.2    Raugei, E.3
  • 19
    • 0242552980 scopus 로고    scopus 로고
    • note
    • (a) The reaction of 2-bromo-α-tetralone with arylacetic acid was affected by the concentration of alkali. The bromo compound participated in elimination reaction in the presence of excess alkali leading to the formation of α, β-unsaturated ketone rather than the required ester.
  • 27
    • 0242552979 scopus 로고    scopus 로고
    • note
    • We have synthesized all the possible major metabolites of 1, the details of which along with their pharmacological properties will be communicated soon.
  • 29
    • 0242722060 scopus 로고    scopus 로고
    • It has been shown that COX-1 selective inhibitor such as Resveratrol could be useful as anticancer agent, for example see, Drug Data Rep, 19(4), 1997, 372.
    • (1997) Drug Data Rep , vol.19 , Issue.4 , pp. 372


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.