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Volumn 33, Issue 1, 2010, Pages 55-60

Synthesis and antitumor screening of new 1,7-diphenyl-3-(1,3-disubstituted- 1H-pyrazole-4-carbonyl)-[1,2,4]triazolo[4,3-a]pyrimidin-5(1H)-ones

Author keywords

1,2,4 Triazolo 4,3 a pyrimidine; Enaminone; Hydrazonoyl halides; Pyrazole

Indexed keywords

1,7 DIPHENYL 3 (1,3 DISUBSTITUTED 1H PYRAZOLE 4 CARBONYL) [1,2,4]TRIAZOLO[4,3 ALPHA]PYRIMIDIN 5(1H) ONE DERIVATIVE; 1,7 DIPHENYL 3 [1,3 DIPHENYLPYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 (2 NAPHTHOYL) 1 (4 METHYLPHENYL)PYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 (2 NAPHTHOYL) 1 PHENYLPYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 (2 THIOPHENYL) 1 (4 NITROPHENYL)PYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 (N PHENYLAMINOCARBONYL) 1 (4 CHLOROPHENYL)PYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 (N PHENYLAMINOCARBONYL) 1 (4 METHYLPHENYL)PYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 ETHOXYCARBONYL 1 (4 CHLOROPHENYL)PYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 ETHOXYCARBONYL 1 (4 METHYLPHENYL)PYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 ETHOXYCARBONYL 1 (4 NITROPHENYL)PYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 1,7 DIPHENYL 3 [3 ETHOXYCARBONYL 1 PHENYLPYRAZOLE 4 CARBONYL] [1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 3[3 (DIMETHYLAMINO)ACRYLOYL] 1,7 DIPHENYL[1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 3[3 ACETYL 1 (4 CHLOROPHENYL)PYRAZOLE 4 CARBONYL] 1,7 DIPHENYL[1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 3[3 ACETYL 1 (4 METHYLPHENYL)PYRAZOLE 4 CARBONYL] 1,7 DIPHENYL[1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 3[3 ACETYL 1 PHENYLPYRAZOLE 4 CARBONYL] 1,7 DIPHENYL[1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 3[3 BENZOYL 1 (4 CHLOROPHENYL)PYRAZOLE 4 CARBONYL] 1,7 DIPHENYL[1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; 3[3 BENZOYL 1 PHENYLPYRAZOLE 4 CARBONYL] 1,7 DIPHENYL[1,2,4]TRIAZOLO [4,3 ALPHA]PYRIMIDIN 5(1H) ONE; ANTINEOPLASTIC AGENT; DOXORUBICIN; UNCLASSIFIED DRUG;

EID: 77949906684     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-010-2224-8     Document Type: Article
Times cited : (12)

References (33)
  • 2
    • 0039068878 scopus 로고
    • (Substituted-substitutedphenyl)-1,2,4-triazolo[1,5-a]pyrimidines
    • J. D. Albright J. P. Dusza R. A. Hardy 1985 (Substituted- substitutedphenyl)-1,2,4-triazolo[1,5-a]pyrimidines Chem. Abstr. 93 168298x
    • (1985) Chem. Abstr. , vol.93
    • Albright, J.D.1    Dusza, J.P.2    Hardy, R.A.3
  • 4
    • 0040848264 scopus 로고
    • Triazolopyrimidine derivatives and their use as cardiac simulants
    • G. Barthelmy A. Hallot J. N. Vallat 1985 Triazolopyrimidine derivatives and their use as cardiac simulants Chem. Abstr. 103 71335u
    • (1985) Chem. Abstr. , vol.103
    • Barthelmy, G.1    Hallot, A.2    Vallat, J.N.3
  • 6
    • 77949877616 scopus 로고
    • Triazolopyrimidine derivatives which are angiotensin II receptor antagonists, their methods of preparation and pharmaceutical compositions in which they are present
    • N. Bru-Magniez T. Guengor J. M. Teulon 1995 Triazolopyrimidine derivatives which are angiotensin II receptor antagonists, their methods of preparation and pharmaceutical compositions in which they are present Chem. Abstr. 123 228204p
    • (1995) Chem. Abstr. , vol.123
    • Bru-Magniez, N.1    Guengor, T.2    Teulon, J.M.3
  • 7
    • 0032454836 scopus 로고    scopus 로고
    • New cycloalkylpyrazoles as potential cyclooxygenase inhibitors
    • DOI 10.1016/S0014-827X(98)00090-1, PII S0014827X98000901
    • M. C. Cardia L. Cord A. M. Fadda A. M. Maccioni E. Maccioni A. Plumitallo 1998 New cycloalkylpyrazoles as potential cyclooxygenase inhibitors Farmaco 53 698 708 10.1016/S0014-827X(98)00090-1 1:CAS:528:DyaK1MXisVCht7s%3D 10205857 (Pubitemid 29139843)
    • (1998) Farmaco , vol.53 , Issue.10-11 , pp. 698-708
    • Cardia, M.C.1    Corda, L.2    Fadda, A.M.3    Maccioni, A.M.4    Maccioni, E.5    Plumitallo, A.6
  • 8
    • 0018363086 scopus 로고
    • Screening system for Egyptian plants with potential antitumor activity
    • 10.1055/s-0028-1097255 1:STN:280:DyaE1M3isVWqtA%3D%3D 461567
    • M. M. El-Merzabani A. A. El-Aaser M. A. Attia A. K. El-Dueini A. M. Ghazal 1979 Screening system for Egyptian plants with potential antitumor activity Planta Med. 36 150 155 10.1055/s-0028-1097255 1:STN:280: DyaE1M3isVWqtA%3D%3D 461567
    • (1979) Planta Med. , vol.36 , pp. 150-155
    • El-Merzabani, M.M.1    El-Aaser, A.A.2    Attia, M.A.3    El-Dueini, A.K.4    Ghazal, A.M.5
  • 9
    • 0018380092 scopus 로고
    • A Bioassay of Antimitoc alkaloids of Catharanthus roseus
    • 10.1055/s-0028-1097246 1:CAS:528:DyaE1MXltleltLs%3D 461560
    • M. M. El-Merzabani A. A. El-Aaser A. K. El-Dueini A. M. El-Masry 1979 A Bioassay of Antimitoc alkaloids of Catharanthus roseus Planta Med. 36 87 90 10.1055/s-0028-1097246 1:CAS:528:DyaE1MXltleltLs%3D 461560
    • (1979) Planta Med. , vol.36 , pp. 87-90
    • El-Merzabani, M.M.1    El-Aaser, A.A.2    El-Dueini, A.K.3    El-Masry, A.M.4
  • 10
    • 84983247030 scopus 로고
    • Synthesis of heterocycles. part II. New routes to acetyltiadiazolines and alkylazothiazoles
    • 10.1002/jhet.5570170814 1:CAS:528:DyaL3MXitVyktbk%3D
    • N. F. Eweiss A. Osman 1980 Synthesis of heterocycles. part II. New routes to acetyltiadiazolines and alkylazothiazoles J. Heterocycl. Chem. 17 1713 1717 10.1002/jhet.5570170814 1:CAS:528:DyaL3MXitVyktbk%3D
    • (1980) J. Heterocycl. Chem. , vol.17 , pp. 1713-1717
    • Eweiss, N.F.1    Osman, A.2
  • 11
    • 0042873361 scopus 로고
    • A one step synthesis of cyanopyrazoles
    • 10.3987/COM-88-4723 1:CAS:528:DyaL1MXktl2ht78%3D
    • H. M. Hassaneen H. A. Ead N. M. Elwan A. S. Shawali 1988 A one step synthesis of cyanopyrazoles Heterocycles 27 2857 2862 10.3987/COM-88-4723 1:CAS:528:DyaL1MXktl2ht78%3D
    • (1988) Heterocycles , vol.27 , pp. 2857-2862
    • Hassaneen, H.M.1    Ead, H.A.2    Elwan, N.M.3    Shawali, A.S.4
  • 12
    • 66349135829 scopus 로고    scopus 로고
    • Preparation of arylazopyrazoles as thrombopoietin mimetics
    • D. A. Heerding 2004 Preparation of arylazopyrazoles as thrombopoietin mimetics Chem. Abstr. 140 42170v
    • (2004) Chem. Abstr. , vol.140
    • Heerding, D.A.1
  • 13
    • 66349135527 scopus 로고    scopus 로고
    • Preparation of 1,2-azole derivatives with hypoglycemic and hypolipidemic activity
    • h
    • T. Maekawa R. Hara H. Odaka H. Kimura H. Mizufune K. Fukatsu 2004 Preparation of 1,2-azole derivatives with hypoglycemic and hypolipidemic activity Chem. Abstr. 140 16723 h
    • (2004) Chem. Abstr. , vol.140 , pp. 16723
    • Maekawa, T.1    Hara, R.2    Odaka, H.3    Kimura, H.4    Mizufune, H.5    Fukatsu, K.6
  • 14
    • 66349090352 scopus 로고    scopus 로고
    • Preparation of 1,2-diazadibenzoazulenes as tumor necrosis factor inhibitors
    • M. Mercep M. Mesic D. Pesic 2004 Preparation of 1,2-diazadibenzoazulenes as tumor necrosis factor inhibitors Chem. Abstr. 140 16724j
    • (2004) Chem. Abstr. , vol.140
    • Mercep, M.1    Mesic, M.2    Pesic, D.3
  • 15
    • 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 anti-inflammatory agents
    • 10.1021/jm00060a017 1:CAS:528:DyaK3sXkslamtrs%3D 8478906
    • M. D. Mullican M. W. Wilson D. T. Cannor C. R. Kostlan R. D. Dyer 1993 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 anti-inflammatory agents J. Med. Chem. 36 1090 1099 10.1021/jm00060a017 1:CAS:528:DyaK3sXkslamtrs%3D 8478906
    • (1993) J. Med. Chem. , vol.36 , pp. 1090-1099
    • Mullican, M.D.1    Wilson, M.W.2    Cannor, D.T.3    Kostlan, C.R.4    Dyer, R.D.5
  • 16
    • 0040848257 scopus 로고
    • Silver halide photographic material containing purine and hydroxytetraazaindene derivatives
    • H. Nakamura Y. Hosor J. Fukacoa 1991 Silver halide photographic material containing purine and hydroxytetraazaindene derivatives Chem. Abstr. 115 60769k
    • (1991) Chem. Abstr. , vol.115
    • Nakamura, H.1    Hosor, Y.2    Fukacoa, J.3
  • 17
    • 66349105519 scopus 로고    scopus 로고
    • Preparation of 1,1-disubstituted cycloalkyl derivatives as factor Xa inhibitors for treating a thromboembolic disorder
    • J. X. Qiao D. J. Pino M. J. Orwat W. Han R. S. Friedrich 2004 Preparation of 1,1-disubstituted cycloalkyl derivatives as factor Xa inhibitors for treating a thromboembolic disorder Chem. Abstr. 140 16722g
    • (2004) Chem. Abstr. , vol.140
    • Qiao, J.X.1    Pino, D.J.2    Orwat, M.J.3    Han, W.4    Friedrich, R.S.5
  • 18
    • 0036218698 scopus 로고    scopus 로고
    • A facile one-pot regioselective synthesis of [1,2,4]triazolo[4,3-a]5(1H)- pyrimidinones via tandem Japp-Klingemann, smiles rearrangement, and cyclization reactions
    • DOI 10.1002/hc.10008
    • A. S. Shawali M. A. Abdallah M. A. N. Mosselhi T. A. Farghaly 2002 A Facile one-pot regioselective synthesis of [1,2,4]triazolo[4,3-a]-5(1H)- pyrimidinones via tandem Japp-Klingemann, Simles rearrangement and cyclization reactions Heteoatom Chem. 13 136 140 10.1002/hc.10008 1:CAS:528: DC%2BD38Xis1Knu74%3D (Pubitemid 34291643)
    • (2002) Heteroatom Chemistry , vol.13 , Issue.2 , pp. 136-140
    • Shawali, A.S.1    Abdallah, M.A.2    Mosselhi, M.A.N.3    Farghaly, T.A.4
  • 19
    • 0006474455 scopus 로고
    • Kinetics and mechanism of dehydrochlorination of N-aryl-C- ethoxycarbonylformohydrazidoyl chlorides
    • 10.1139/v86-144 1:CAS:528:DyaL28XmtVyhsbk%3D
    • A. S. Shawali H. A. Albar 1986 Kinetics and mechanism of dehydrochlorination of N-aryl-C-ethoxycarbonylformohydrazidoyl chlorides Can. J. Chem. 64 871 875 10.1139/v86-144 1:CAS:528:DyaL28XmtVyhsbk%3D
    • (1986) Can. J. Chem. , vol.64 , pp. 871-875
    • Shawali, A.S.1    Albar, H.A.2
  • 20
    • 84926517022 scopus 로고    scopus 로고
    • Reactions of nitrilimines with heterocyclic amines and enamines. Convenient methodology for synthesis and annulation of heterocycles
    • A. S. Shawali M. M. Edrees 2006 Reactions of nitrilimines with heterocyclic amines and enamines. Convenient methodology for synthesis and annulation of heterocycles Arkivoc ix 292 365
    • (2006) Arkivoc , vol.9 , pp. 292-365
    • Shawali, A.S.1    Edrees, M.M.2
  • 21
    • 30344466969 scopus 로고    scopus 로고
    • The chemistry of thiohydrazonates and their utility in organic synthesis
    • 10.1080/17415990500124586 1:CAS:528:DC%2BD2MXhtlegtr7J
    • A. S. Shawali M. A. N. Mosselhi 2005 The chemistry of thiohydrazonates and their utility in organic synthesis J. Sulfur. Chem. 26 267 303 10.1080/17415990500124586 1:CAS:528:DC%2BD2MXhtlegtr7J
    • (2005) J. Sulfur. Chem. , vol.26 , pp. 267-303
    • Shawali, A.S.1    Mosselhi, M.A.N.2
  • 22
    • 0000465775 scopus 로고
    • Synthesis and reactions of phenylcarbamoylhydrazidic chlorides
    • 10.1016/S0040-4020(01)90753-7
    • A. S. Shawali A. Osman 1971 Synthesis and reactions of phenylcarbamoylhydrazidic chlorides Tetrahedron 48 2517 2528 10.1016/S0040-4020(01)90753-7
    • (1971) Tetrahedron , vol.48 , pp. 2517-2528
    • Shawali, A.S.1    Osman, A.2
  • 23
    • 77949902538 scopus 로고
    • Synthesis and rearrangement of oxanilic esters arylhydrazones
    • 10.1246/bcsj.46.3625 1:CAS:528:DyaE2cXkslKjtA%3D%3D
    • A. S. Shawali A. M. Kamal 1973 Synthesis and rearrangement of oxanilic esters arylhydrazones Bull. Chem. Soc. Jpn. 46 3625 3629 10.1246/bcsj.46.3625 1:CAS:528:DyaE2cXkslKjtA%3D%3D
    • (1973) Bull. Chem. Soc. Jpn. , vol.46 , pp. 3625-3629
    • Shawali, A.S.1    Kamal, A.M.2
  • 24
    • 84983288555 scopus 로고
    • Hydrazidoyl halides in the synthesis of heterocycles
    • 10.1002/jhet.5570170501 1:CAS:528:DyaL3MXhsFKjsA%3D%3D
    • A. S. Shawali C. Parkanyi 1980 Hydrazidoyl halides in the synthesis of heterocycles J. Heterocycl. Chem. 17 833 850 10.1002/jhet.5570170501 1:CAS:528:DyaL3MXhsFKjsA%3D%3D
    • (1980) J. Heterocycl. Chem. , vol.17 , pp. 833-850
    • Shawali, A.S.1    Parkanyi, C.2
  • 25
    • 0001234836 scopus 로고
    • Reactions of heterocyclic compounds with nitrilimines and their precursors
    • 10.1021/cr00024a007 1:CAS:528:DyaK2cXjtVKrtQ%3D%3D
    • A. S. Shawali 1993 Reactions of heterocyclic compounds with nitrilimines and their precursors Chem. Rev. 93 2731 2777 10.1021/cr00024a007 1:CAS:528:DyaK2cXjtVKrtQ%3D%3D
    • (1993) Chem. Rev. , vol.93 , pp. 2731-2777
    • Shawali, A.S.1
  • 26
    • 0000993979 scopus 로고
    • Reactions of hydrazonoyl halides with sulfur compounds
    • 10.3987/R-1983-11-2239 1:CAS:528:DyaL2cXosFKjtA%3D%3D
    • A. S. Shawali 1983 Reactions of hydrazonoyl halides with sulfur compounds Heterocycles 20 2239 2285 10.3987/R-1983-11-2239 1:CAS:528:DyaL2cXosFKjtA%3D%3D
    • (1983) Heterocycles , vol.20 , pp. 2239-2285
    • Shawali, A.S.1
  • 27
    • 34347220923 scopus 로고    scopus 로고
    • The chemistry of hydrazonates
    • DOI 10.2174/138527207780831747
    • A. S. Shawali S. M. Sherif 2007 The chemistry of hydrazonates Current Org. Chem. 11 773 799 10.2174/138527207780831747 1:CAS:528:DC%2BD2sXmsFehtb8%3D (Pubitemid 46994570)
    • (2007) Current Organic Chemistry , vol.11 , Issue.9 , pp. 773-799
    • Shawali, A.S.1    Sherif, S.M.2
  • 28
    • 0000907850 scopus 로고
    • The chemistry of heterocyclic hydrazonoyl halides
    • 10.1016/S0065-2725(08)60474-2 1:CAS:528:DyaK28XmvVGq
    • A. S. Shawali M. A. Abdallah 1995 The chemistry of heterocyclic hydrazonoyl halides Adv. Heterocycl. Chem. 63 277 338 10.1016/S0065-2725(08) 60474-2 1:CAS:528:DyaK28XmvVGq
    • (1995) Adv. Heterocycl. Chem. , vol.63 , pp. 277-338
    • Shawali, A.S.1    Abdallah, M.A.2
  • 29
    • 0034937954 scopus 로고    scopus 로고
    • Annelated [1,2,4,5]tetrazines
    • 10.1002/jhet.5570380301 1:CAS:528:DC%2BD3MXltVSltrY%3D
    • A. S. Shawali S. M. Elsheikh 2001 Annelated [1,2,4,5]tetrazines J. Heterocyclic Chem. 38 541 559 10.1002/jhet.5570380301 1:CAS:528: DC%2BD3MXltVSltrY%3D
    • (2001) J. Heterocyclic Chem. , vol.38 , pp. 541-559
    • Shawali, A.S.1    Elsheikh, S.M.2
  • 30
    • 34249788409 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activity of new functionalized derivatives of [1,2,4]triazolo[4,3-a]pyrimidin-5(1H)-one
    • DOI 10.1002/hc.20311
    • A. S. Shawali A. M. Mahran A. A. Nada 2007 Synthesis and anti-microbial activity of new functionalized derivatives of [1,2,4]-triazolo[4,3-a]pyrimidin- 5(1H)-one Heteroatom Chem. 18 393 398 10.1002/hc.20311 1:CAS:528: DC%2BD2sXlsVWksrg%3D (Pubitemid 46854290)
    • (2007) Heteroatom Chemistry , vol.18 , Issue.4 , pp. 393-398
    • Shawali, A.S.1    Mahran, A.M.2    Nada, A.A.3
  • 31
    • 66349126770 scopus 로고    scopus 로고
    • Preparation of N-(phenyl)pyrazolyl-N'-piperidinylureas as neuropeptide y Y5 receptor antagonists
    • A. W. Stamford Y. Wu 2004 Preparation of N-(phenyl)pyrazolyl-N'- piperidinylureas as neuropeptide Y Y5 receptor antagonists Chem. Abstr. 140 111411p
    • (2004) Chem. Abstr. , vol.140
    • Stamford, A.W.1    Wu, Y.2
  • 33
    • 0001721381 scopus 로고
    • A New method of preparing hydrazonyl halides
    • 10.1139/v75-183 1:CAS:528:DyaE2MXkvFKltL4%3D
    • P. Wolkoff 1975 A New method of preparing hydrazonyl halides Can. J. Chem. 53 1333 1335 10.1139/v75-183 1:CAS:528:DyaE2MXkvFKltL4%3D
    • (1975) Can. J. Chem. , vol.53 , pp. 1333-1335
    • Wolkoff, P.1


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