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Volumn 54, Issue , 2012, Pages 33-41

Design, synthesis and antiviral activity of novel pyridazines

Author keywords

Anti HIV activity; Antiviral activity; Pyridazine; Rearrangement; Synthesis

Indexed keywords

2 (4 FLUOROPHENYL) 4 HYDROXY 6 (TRIFLUOROMETHYL)PYRIDAZIN 3(2H) ONE; 4 HYDROXY 2 PHENYL 6 (TRIFLUOROMETHYL)PYRIDAZIN 3(2H) ONE; ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; METHYL 1 (4 FLUOROBENZYL) 5 METHOXY 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; METHYL 1 (FURAN 2 YLMETHYL) 5 METHOXY 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; METHYL 1 CINNAMYL 5 METHOXY 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; METHYL 1 TERT BUTYL 5 METHOXY 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; METHYL 1,6 DIHYDRO 5 HYDROXY 6 OXO 1 PHENYL 3 (TRIFLUOROMETHYL) 4 PYRIDAZINECARBOXYLATE; METHYL 1,6 DIHYDRO 5 HYDROXY 6 OXO 1 PHENYL 3 (TRIFLUORORMETHYL) 4 PYRIDAZINECARBOXYLATE; METHYL 1,6 DIHYDRO 5 METHOXY 6 OXO 1 (4 FLUOROPHENYL) 3 (TRIFLUOROMETHYL) 4 PYRIDAZINECARBOXYLATE; METHYL 1,6 DIHYDRO 5 METHOXY 6 OXO 1 (PYRIDIN 2 YLMETHYL) 3 (TRIFLUOROMETHYL) 4 PYRIDAZINECARBOXYLATE; METHYL 1,6 DIHYDRO 5 METHOXY 6 OXO 1 PHENYL 3 (TRIFLUOROMETHYL) 4 PYRIDAZINECARBOXYLATE; METHYL 5 METHOXY 1 METHYL 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; METHYL 5 METHOXY 6 OXO 1 (PYRIDIN 3 YLMETHYL) 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; METHYL 5 METHOXY 6 OXO 1 (THIOPHEN 2 YLMETHYL) 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; METHYL 5 METHOXY 6 OXO 1 [(TETRAHYDROFURAN 2 YL)METHYL] 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXYLATE; N (4 FLUOROBENZYL) 1 (4 FLUOROPHENYL) 5 HYDROXY 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 1 (FURAN 2 YLMETHYL) 5 HYDROXY 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 (4 FLUOROBENZYLAMINO) 1 (4 FLUOROPHENYL) 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 (4 FLUOROBENZYLAMINO) 6 OXO 1 (THIOPHEN 2 YLMETHYL) 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 HYDROXY 1 METHYL 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 HYDROXY 6 OXO 1 (PYRIDIN 2 YLMETHYL) 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 HYDROXY 6 OXO 1 (PYRIDIN 3 YLMETHYL) 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 HYDROXY 6 OXO 1 (THIOPHEN 2 YLMETHYL) 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 HYDROXY 6 OXO 1 [(TETRAHYDROFURAN 2 YL)METHYL] 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N (4 FLUOROBENZYL) 5 HYDROXY 6 OXO 1 PHENYL 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; N,1 BIS(4 FLUOROBENZYL) 5 HYDROXY 6 OXO 3 (TRIFLUOROMETHYL) 1,6 DIHYDROPYRIDAZINE 4 CARBOXAMIDE; PYRIDAZINE DERIVATIVE; RIBAVIRIN; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84864406737     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.04.020     Document Type: Article
Times cited : (33)

References (27)
  • 1
    • 14944374558 scopus 로고    scopus 로고
    • Integrase inhibitors to treat HIV/AIDS
    • DOI 10.1038/nrd1660
    • Y. Pommier, A.A. Johnson, and C. Marchand HIV-1 integrase inhibitors: update and perspectives Nat. Rev. Drug Discov. 4 2005 236 248 (Pubitemid 40372557)
    • (2005) Nature Reviews Drug Discovery , vol.4 , Issue.3 , pp. 236-248
    • Pommier, Y.1    Johnson, A.A.2    Marchand, C.3
  • 2
    • 0035147120 scopus 로고    scopus 로고
    • Structure-based HIV-1 integrase inhibitor design: A future perspective
    • DOI 10.1517/13543784.10.2.281
    • N. Neamati Structure-based HIV-1 integrase inhibitor design: a future perspective Expert Opin. Invest. Drugs 10 2001 281 296 (Pubitemid 32117937)
    • (2001) Expert Opinion on Investigational Drugs , vol.10 , Issue.2 , pp. 281-296
    • Neamati, N.1
  • 3
    • 34447548922 scopus 로고    scopus 로고
    • HIV integrase inhibitors as therapeutic agents in AIDS
    • DOI 10.1002/rmv.539
    • V. Nair, and G. Chi HIV integrase inhibitors as therapeutic agents in AIDS Rev. Med. Virol. 17 2007 277 295 (Pubitemid 47066639)
    • (2007) Reviews in Medical Virology , vol.17 , Issue.4 , pp. 277-295
    • Nair, V.1    Chi, G.2
  • 6
    • 84862800467 scopus 로고    scopus 로고
    • Tricyclic heterocyclic compounds as antiviral agents and their preparation and use in the treatment of HIV infection
    • WO 2010011819 A1
    • B.A. Johns, and J.G. Weatherhead Tricyclic heterocyclic compounds as antiviral agents and their preparation and use in the treatment of HIV infection WO 2010011819 A1 CAN 152 2010 192166
    • (2010) CAN , vol.152 , pp. 192166
    • Johns, B.A.1    Weatherhead, J.G.2
  • 7
    • 41149161847 scopus 로고    scopus 로고
    • The discovery of raltegravir, an integrase inhibitor for the treatment of HIV infection
    • M. Rowley The discovery of raltegravir, an integrase inhibitor for the treatment of HIV infection Prog. Med. Chem. 46 2008 1 28
    • (2008) Prog. Med. Chem. , vol.46 , pp. 1-28
    • Rowley, M.1
  • 11
    • 77949365510 scopus 로고    scopus 로고
    • Retroviral intasome assembly and inhibition of DNA strand transfer
    • S. Hare, S.S. Gupta, E. Valkov, A. Engelman, and P. Cherepanov Retroviral intasome assembly and inhibition of DNA strand transfer Nature 464 2010 232 236
    • (2010) Nature , vol.464 , pp. 232-236
    • Hare, S.1    Gupta, S.S.2    Valkov, E.3    Engelman, A.4    Cherepanov, P.5
  • 14
    • 0037270907 scopus 로고    scopus 로고
    • Hydrazine derivatives of 1-aryl-1,4-dihydro-3-carboxy-6-methyl-4- pyridazone. Synthesis and biological activity
    • X.J. Zou, and G.Y. Jin Hydrazine derivatives of 1-aryl-1,4-dihydro-3- carboxy-6-methyl-4-pyridazone. Synthesis and biological activity Chin. J. Org. Chem. 23 2003 62 65
    • (2003) Chin. J. Org. Chem. , vol.23 , pp. 62-65
    • Zou, X.J.1    Jin, G.Y.2
  • 15
    • 0037474669 scopus 로고    scopus 로고
    • Pyridazine derivatives. Part 33: Sonogashira approaches in the synthesis of 5-substituted-6-phenyl-3(2H)-pyridazinones
    • DOI 10.1016/S0040-4020(03)00263-1
    • A. Coelho, E. Sotelo, and E. Ravina Pyridazine derivatives. Part 33: sonogashira approaches in the synthesis of 5-substituted-6-phenyl-3(2H)- pyridazinones Tetrahedron 59 2003 2477 2484 (Pubitemid 36316090)
    • (2003) Tetrahedron , vol.59 , Issue.14 , pp. 2477-2484
    • Coelho, A.1    Sotelo, E.2    Ravina, E.3
  • 16
    • 9644258619 scopus 로고    scopus 로고
    • Some pyrrole substituted aryl pyridazinone and phthalazinone derivatives and their antihypertensive activities
    • DOI 10.1016/j.ejmech.2004.09.005, PII S0223523404001850
    • S. Demirayak, A.C. Karaburun, and R. Beis Some pyrrole substituted aryl pyridazinone and phthalazinone derivatives and their antihypertensive activities Eur. J. Med. Chem. 39 2004 1089 1095 (Pubitemid 39574940)
    • (2004) European Journal of Medicinal Chemistry , vol.39 , Issue.12 , pp. 1089-1095
    • Demirayak, S.1    Karaburun, A.C.2    Beis, R.3
  • 17
    • 0023235179 scopus 로고
    • Selective thromboxane synthetase inhibitors and antihypertensive agents. New derivatives of 4-hydrazino-5H-pyridazino[4,5-b]indole, 4- hydrazinopyridazino[4,5-a]indole, and related compounds
    • A. Monge, P. Parrado, M. Font, and E.F. Alvarez Selective thromboxane synthetase inhibitors and antihypertensive agents. New derivatives of 4-hydrazino-5H-pyridazino[4,5-b]indole, 4-hydrazinotriazino[4,5-a]indole, and related compounds J. Med. Chem. 30 6 1987 1029 1035 (Pubitemid 17120785)
    • (1987) Journal of Medicinal Chemistry , vol.30 , Issue.6 , pp. 1029-1035
    • Monge, A.1    Parrado, P.2    Font, M.3    Fernandez-Alvarez, E.4
  • 18
    • 0025639165 scopus 로고
    • Anticonvulsant activity of 3-oxo-5-substituted benzylidene-6-methyl-(4H)- 2-pyridazinylacetamides and 2-pyridazinylacetylhydrazides
    • C. Rubat, P. Coudert, B. Refouvelet, P. Tronche, and P. Bastide Anticonvulsant activity of 3-oxo-5-substituted benzylidene-6-methyl-(4H)-2- pyridazinylacetamides and 2-pyridazinylacetylhydrazides Chem. Pharm. Bull. 38 11 1990 3009 3013
    • (1990) Chem. Pharm. Bull. , vol.38 , Issue.11 , pp. 3009-3013
    • Rubat, C.1    Coudert, P.2    Refouvelet, B.3    Tronche, P.4    Bastide, P.5
  • 19
    • 0023608482 scopus 로고
    • Cardiotonic agents. 7. Inhibition of separated forms of cyclic nucleotide phosphodiesterase from guinea pig cardiac muscle by 4,5-dihydro-6-[4-(1H- imidazol-1-yl)phenyl]-3(2H)-pyridazinones and related compounds. Structure-activity relationships and correlation with in vivo positive inotropic activity
    • I. Sircar, R.E. Weishaar, D. Kobylarz, W.H. Moos, and J.A. Bristol Cardiotonic agents. 7. Inhibition of separated forms of cyclic nucleotide phosphodiesterase from guinea pig cardiac muscle by 4,5-dihydro-6-[4-(1H- imidazol-1-yl)phenyl]-3(2H)-pyridazinones and related compounds. Structure-activity relationships and correlation with in vivo positive inotropic activity J. Med. Chem. 30 1987 1955 1962 (Pubitemid 18046047)
    • (1987) Journal of Medicinal Chemistry , vol.30 , Issue.11 , pp. 1955-1962
    • Sircar, I.1    Weishaar, R.E.2    Kobylarz, D.3    Moos, W.H.4    Bristol, J.A.5
  • 23
    • 0027807216 scopus 로고
    • Synthesis of 1,6-dihydro-5-hydroxy-6-oxo-3-(trifluoromethyl)-4- pyridazinecarboxylates
    • S.G. Hegde, and C.R. Jones Synthesis of 1,6-dihydro-5-hydroxy-6-oxo-3- (trifluoromethyl)-4-pyridazinecarboxylates J. Heterocyclic Chem. 30 1993 1501 1508
    • (1993) J. Heterocyclic Chem. , vol.30 , pp. 1501-1508
    • Hegde, S.G.1    Jones, C.R.2
  • 24
    • 45449085411 scopus 로고    scopus 로고
    • Effective strategy for the systematic synthesis of hydrazine derivatives
    • A. Bredihhin, and U. Maeeorg Effective strategy for the systematic synthesis of hydrazine derivatives Tetrahedron 64 2008 6788 6793
    • (2008) Tetrahedron , vol.64 , pp. 6788-6793
    • Bredihhin, A.1    Maeeorg, U.2
  • 25
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • T. Mosmann Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays J. Immunol. Methods 65 1983 55 63 (Pubitemid 14203433)
    • (1983) Journal of Immunological Methods , vol.65 , Issue.1-2 , pp. 55-63
    • Mosmann, T.1
  • 26
    • 84862778047 scopus 로고    scopus 로고
    • Hydroxyl may not be indispensable for raltegravir: Design, synthesis and SAR studies of raltegravir derivatives as HIV-1 inhibitors
    • Z.W. Wang, M.X. Wang, X. Yao, Y. Li, W.T. Qiao, Y.Q. Geng, Y.X. Liu, and Q.M. Wang Hydroxyl may not be indispensable for raltegravir: design, synthesis and SAR studies of raltegravir derivatives as HIV-1 inhibitors Eur. J. Med. Chem. 50 2012 361 369
    • (2012) Eur. J. Med. Chem. , vol.50 , pp. 361-369
    • Wang, Z.W.1    Wang, M.X.2    Yao, X.3    Li, Y.4    Qiao, W.T.5    Geng, Y.Q.6    Liu, Y.X.7    Wang, Q.M.8
  • 27


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.