메뉴 건너뛰기




Volumn 17, Issue 10, 2012, Pages 11538-11553

3-amino-8-hydroxy-4-imino-6-methyl-5-phenyl-4,5-dihydro-3h-chromeno [2,3-d]pyrimidine: An effecient key precursor for novel synthesis of some interesting triazines and triazepines as potential anti-tumor agents

Author keywords

Antitumor activity; Hydrazonoyl halides; Pyrimidotriazepinones; Pyrimidotriazines; Triazolopyrimidines

Indexed keywords

3 AMINO 8 HYDROXY 4 IMINO 6 METHYL 5 PHENYL 4,5 DIHYDRO 3H CHROMENO(2,3 D)PYRIMIDINE; 3-AMINO-8-HYDROXY-4-IMINO-6-METHYL-5-PHENYL-4,5-DIHYDRO-3H-CHROMENO(2,3-D)PYRIMIDINE; ANTINEOPLASTIC AGENT; AZEPINE DERIVATIVE; BENZOPYRAN DERIVATIVE; PYRIMIDINE DERIVATIVE; TRIAZEPINONE; TRIAZINE DERIVATIVE;

EID: 84868107394     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules171011538     Document Type: Article
Times cited : (47)

References (28)
  • 1
    • 79151483231 scopus 로고    scopus 로고
    • Synthesis of 4H-chromene coumarin 12H-chromeno[2, 3-d]pyrimidine derivatives and some of their antimicrobial and cytotoxicity activities
    • Sabry, N.M.; Mohamed, H.M.; Khattab, E.S.; Motlaq, S.S.; El-Agrody, A.M. Synthesis of 4H-chromene, coumarin, 12H-chromeno[2, 3-d]pyrimidine derivatives and some of their antimicrobial and cytotoxicity activities. Eur. J. Med. Chem. 2011, 46, 765-772.
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 765-772
    • Sabry, N.M.1    Mohamed, H.M.2    Khattab, E.S.3    Motlaq, S.S.4    El-Agrody, A.M.5
  • 3
    • 84861902769 scopus 로고    scopus 로고
    • Synthesis and Reactions of Some New Benzylphthalazin-1-ylaminophenols, 2H-Chromene and 5H-Chromeno [2, 3-d]pyrimidine Derivatives with Promising Antimicrobial Activities
    • Abd El-Wahab, H.F.; Mohamed, A.M.; El-Agrody, H.M.; El-Nassag, A.A.; Bedair, M.H. Synthesis and Reactions of Some New Benzylphthalazin-1- ylaminophenols, 2H-Chromene and 5H-Chromeno [2, 3-d]pyrimidine Derivatives with Promising Antimicrobial Activities. Lett. Org. Chem. 2012, 9, 360-368.
    • (2012) Lett. Org. Chem. , vol.9 , pp. 360-368
    • Abd El-Wahab, H.F.1    Mohamed, A.M.2    El-Agrody, H.M.3    El-Nassag, A.A.4    Bedair, M.H.5
  • 4
    • 80054722879 scopus 로고    scopus 로고
    • Synthesis and evaluation of in vitro antitubercular activity and antimicrobial activity of some novel 4H-chromeno[2, 3-d]pyrimidine via 2-amino-4-phenyl-4H-chromene-3-carbonitriles
    • Kamdar, N.R.; Haveliwala, D.D.; Mistry, P.T.; Patel, S.K. Synthesis and evaluation of in vitro antitubercular activity and antimicrobial activity of some novel 4H-chromeno[2, 3-d]pyrimidine via 2-amino-4-phenyl-4H-chromene-3- carbonitriles. Med. Chem. Res. 2011, 20, 854-864.
    • (2011) Med. Chem. Res. , vol.20 , pp. 854-864
    • Kamdar, N.R.1    Haveliwala, D.D.2    Mistry, P.T.3    Patel, S.K.4
  • 5
    • 0040708989 scopus 로고    scopus 로고
    • Synthesis of Pyrimidine, Thiazolopyrimidine, Pyrimidotriazine and Triazolopyrimidine Derivatives and their Biological Evaluation
    • Attaby, F.A.; Eldin, S.M. Synthesis of Pyrimidine, Thiazolopyrimidine, Pyrimidotriazine and Triazolopyrimidine Derivatives and their Biological Evaluation. Z. Naturforsch. 1999, 54b, 78-798.
    • (1999) Z. Naturforsch. , vol.54 B , pp. 78-798
    • Attaby, F.A.1    Eldin, S.M.2
  • 6
    • 81555202998 scopus 로고    scopus 로고
    • Facile synthesis of new pyrazolopyrimidine derivatives of potential biosignificant interest
    • Aly, A.A.; Gad El-Karim, I.A. Facile synthesis of new pyrazolopyrimidine derivatives of potential biosignificant interest. J. Korean Chem. Soc. 2011, 55, 781-786.
    • (2011) J. Korean Chem. Soc. , vol.55 , pp. 781-786
    • Aly, A.A.1    Gad El-Karim, I.A.2
  • 7
    • 84255166379 scopus 로고    scopus 로고
    • Convenient methods for synthetic isomeric structures of pyrimido-1, 2, 4-triazine derivatives as biocidal agents
    • El-Mahdy, K.M.; Abdel-Rahman, R.M.A. Convenient methods for synthetic isomeric structures of pyrimido-1, 2, 4-triazine derivatives as biocidal agents. Acta Chim. Slov. 2011, 58, 755-764.
    • (2011) Acta Chim. Slov. , vol.58 , pp. 755-764
    • El-Mahdy, K.M.1    Abdel-Rahman, R.M.A.2
  • 8
    • 10744220924 scopus 로고    scopus 로고
    • Identification of a novel class of orally active pyrimido[5, 4-e][1, 2, 4]triazine-5, 7-diamine-based hypoglycemic agents with protein tyrosine phosphatase inhibitory activity
    • Guertin, K.R.; Setti, L.; Qi, L.; Dunsdon, R.M.; Dymock, B.W.; Jones, P.; Overton, S.H. Identification of a novel class of orally active pyrimido[5, 4-e][1, 2, 4]triazine-5, 7-diamine-based hypoglycemic agents with protein tyrosine phosphatase inhibitory activity. Bioorg. Med. Chem. Lett. 2003, 13, 2895-2898.
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 2895-2898
    • Guertin, K.R.1    Setti, L.2    Qi, L.3    Dunsdon, R.M.4    Dymock, B.W.5    Jones, P.6    Overton, S.H.7
  • 9
    • 0005556476 scopus 로고
    • A new synthesis of pyrimido[4, 5-e][1, 2, 4]triazines from 5, 5-dibromopyrimidines
    • Sugimoto, T.; Matsuura, S. A new synthesis of pyrimido[4, 5-e][1, 2, 4]triazines from 5, 5-dibromopyrimidines. Bull. Chem. Soc. Jpn. 1975, 48, 1679-1680.
    • (1975) Bull. Chem. Soc. Jpn. , vol.48 , pp. 1679-1680
    • Sugimoto, T.1    Matsuura, S.2
  • 10
    • 79955581523 scopus 로고    scopus 로고
    • Synthesis of pyrimidines and heteroannulated pyrimidine ring systems
    • Mohammed, F.K.; Badrey, M.G. Synthesis of pyrimidines and heteroannulated pyrimidine ring systems. J. Korean Chem. Soc. 2011, 55, 218-229.
    • (2011) J. Korean Chem. Soc. , vol.55 , pp. 218-229
    • Mohammed, F.K.1    Badrey, M.G.2
  • 11
    • 84865519261 scopus 로고    scopus 로고
    • Synthesis of new heterocycles derived from 3-(3-methyl-1H-indol-2-yl)-3- oxopropanenitrile as potent antifungal agents
    • press
    • Gomha, S.M.; Abdel-Aziz, H.A. Synthesis of new heterocycles derived from 3-(3-methyl-1H-indol-2-yl)-3-oxopropanenitrile as potent antifungal agents. Bull. Korean Chem. Soc. 2012, in press.
    • (2012) Bull. Korean Chem. Soc.
    • Gomha, S.M.1    Abdel-Aziz, H.A.2
  • 12
    • 84865479979 scopus 로고    scopus 로고
    • A Convenient ultrasound-promoted synthesis and cytotoxic activity of some new thiazole derivatives bearing a coumarin nucleus
    • Gomha, S.M.; Khalil, K.D. A Convenient ultrasound-promoted synthesis and cytotoxic activity of some new thiazole derivatives bearing a coumarin nucleus. Molecules 2012, 17, 9335-9347.
    • (2012) Molecules , vol.17 , pp. 9335-9347
    • Gomha, S.M.1    Khalil, K.D.2
  • 13
    • 75849158549 scopus 로고    scopus 로고
    • Synthesis of triazolo[4, 3-b][1, 2, 4, 5]tetrazines and triazolo[3, 4-b] [1, 3, 4]thiadiazines using chitosan as ecofriendly catalyst under microwave irradiation
    • Gomha, S.M.; Riyadh, S.M. Synthesis of triazolo[4, 3-b][1, 2, 4, 5]tetrazines and triazolo[3, 4-b] [1, 3, 4]thiadiazines using chitosan as ecofriendly catalyst under microwave irradiation. ARKIVOC 2009, XI, 58-68.
    • (2009) ARKIVOC , vol.9 , pp. 58-68
    • Gomha, S.M.1    Riyadh, S.M.2
  • 14
    • 84865465573 scopus 로고    scopus 로고
    • Enaminones as building blocks in heterocyclic preparations: Synthesis of novel pyrazoles, pyrazolo [3, 4-d]pyridazines, pyrazolo[1, 5-a]pyrimidines, pyrido[2, 3-d] pyrimidines linked to imidazo[2, 1-b]thiazole system
    • Gomha, S.M.; Abdel-Aziz, H.A. Enaminones as building blocks in heterocyclic preparations: synthesis of novel pyrazoles, pyrazolo [3, 4-d]pyridazines, pyrazolo[1, 5-a]pyrimidines, pyrido[2, 3-d] pyrimidines linked to imidazo[2, 1-b]thiazole system. Heterocycles 2012, 85, 2291-2303.
    • (2012) Heterocycles , vol.85 , pp. 2291-2303
    • Gomha, S.M.1    Abdel-Aziz, H.A.2
  • 15
    • 71849099584 scopus 로고    scopus 로고
    • Site selectivity synthesis and tautomerism of arylazo derivatives of pyrazolo[3, 4-d]pyrimido[1, 6-b][1, 2, 4]triazine
    • Shawali, A.S.; Sherif, S.M.; Farghaly, T.A.; Shehata, M.R.; Darwish, M.A.A. Site selectivity synthesis and tautomerism of arylazo derivatives of pyrazolo[3, 4-d]pyrimido[1, 6-b][1, 2, 4]triazine. AFINIDAD 2008, LXV, 314-319.
    • (2008) AFINIDAD , vol.65 , pp. 314-319
    • Shawali, A.S.1    Sherif, S.M.2    Farghaly, T.A.3    Shehata, M.R.4    Darwish, M.A.A.5
  • 16
    • 1542268911 scopus 로고    scopus 로고
    • Synthesis and tautomeric structure of 2-[N-aryl-2-oxo-2- arylethanehydrazonoyl]-6-methyl-4(3H)-pyrimidinones
    • Shawali, A.S.; Farghaly, T.A. Synthesis and tautomeric structure of 2-[N-aryl-2-oxo-2-arylethanehydrazonoyl]-6-methyl-4(3H)-pyrimidinones. Tetrahedron 2004, 60, 3051-3057.
    • (2004) Tetrahedron , vol.60 , pp. 3051-3057
    • Shawali, A.S.1    Farghaly, T.A.2
  • 17
    • 78549286368 scopus 로고    scopus 로고
    • Purines. Part XVI: Syntheses, properties, and reactions of 8-aminoxanthines
    • Mosselhi, M.A.; Pfleiderer, W. Purines. Part XVI: Syntheses, properties, and reactions of 8-aminoxanthines. Helv. Chim. Acta 2010, 93, 2115-2134.
    • (2010) Helv. Chim. Acta , vol.93 , pp. 2115-2134
    • Mosselhi, M.A.1    Pfleiderer, W.2
  • 18
    • 43049125773 scopus 로고    scopus 로고
    • Synthesis and tautomeric structure of 3, 7-bis(arylazo)-6-methyl-2- phenyl-1H-imidazo[1, 2-b]pyrazoles in ground and excited states
    • Shawali, A.S.; Mosselhi, M.A.; Altablawy, F.M.A.; Farghaly, T.A.; Tawfik, N.M. Synthesis and tautomeric structure of 3, 7-bis(arylazo)-6-methyl-2-phenyl- 1H-imidazo[1, 2-b]pyrazoles in ground and excited states. Tetrahedron 2008, 64, 5524-5530.
    • (2008) Tetrahedron , vol.64 , pp. 5524-5530
    • Shawali, A.S.1    Mosselhi, M.A.2    Altablawy, F.M.A.3    Farghaly, T.A.4    Tawfik, N.M.5
  • 19
    • 58149392101 scopus 로고    scopus 로고
    • Synthesis and tautomeric structure of 3 6-bis(arylazo)pyrazolo[1, 5-a]pyrimidine-5,7(4H, 6H)-diones
    • Shawali, A.S.; Mosselhi, M.A.; Farghaly, T.A.; Shehata, M.R.; Tawfik, N.M. Synthesis and tautomeric structure of 3, 6-bis(arylazo)pyrazolo[1, 5-a]pyrimidine-5, 7(4H, 6H)-diones. J. Chem. Res. 2008, 452-456.
    • (2008) J. Chem. Res. , pp. 452-456
    • Shawali, A.S.1    Mosselhi, M.A.2    Farghaly, T.A.3    Shehata, M.R.4    Tawfik, N.M.5
  • 20
    • 84864599231 scopus 로고    scopus 로고
    • Synthesis, tautomeric structure and antimicrobial activity of 3-arylhydrazono-4-phenyl-[1, 2, 4]-triazepino[2, 3-a]quinazoline-2, 7(1H)-diones
    • Farghaly, T.A.; Edrees, M.M.; Mosselhi, A.M. Synthesis, tautomeric structure and antimicrobial activity of 3-arylhydrazono-4-phenyl-[1, 2, 4]-triazepino[2, 3-a]quinazoline-2, 7(1H)-diones. Molecules 2012, 17, 8483-8493.
    • (2012) Molecules , vol.17 , pp. 8483-8493
    • Farghaly, T.A.1    Edrees, M.M.2    Mosselhi, A.M.3
  • 21
    • 57149144641 scopus 로고    scopus 로고
    • Synthesis and tautomeric structure of 6-arylhydrazono 1H-pyrazolo[3', 4':4,5]-pyrimido[1, 6-b][1, 2, 4]triazepines
    • Shawali, A.S.; Farghaly, T.A. Synthesis and tautomeric structure of 6-arylhydrazono 1H-pyrazolo[3', 4':4, 5]-pyrimido[1, 6-b][1, 2, 4]triazepines. Tetrahedron 2009, 65, 644-647.
    • (2009) Tetrahedron , vol.65 , pp. 644-647
    • Shawali, A.S.1    Farghaly, T.A.2
  • 22
    • 84980236978 scopus 로고
    • Recherches en série triazepine-1, 2, 4:1-détermination de la structure de la triazolotriazépinone obtenue par action de l'acétylacétate d'éthyle sur le diamino-3, 4 triazole-1, 2, 4
    • Essassi, E.M.; Lavergne, J.P.; Viallefont, P.; Daunis, J. Recherches en série triazepine-1, 2, 4:1-détermination de la structure de la triazolotriazépinone obtenue par action de l'acétylacétate d'éthyle sur le diamino-3, 4 triazole-1, 2, 4. J. Heterocycl. Chem. 1975, 12, 661-663.
    • (1975) J. Heterocycl. Chem. , vol.12 , pp. 661-663
    • Essassi, E.M.1    Lavergne, J.P.2    Viallefont, P.3    Daunis, J.4
  • 25
    • 33947608172 scopus 로고    scopus 로고
    • Synthesis and tautomeric structure of the azo-coupling products of 2-methyl-7-phenylpyrimido[1, 2-b][1, 2, 4] triazepine-4, 9(3H, 5H)-dione
    • Shawali, A.S.; Sherif, S.M.; Farghaly, T.A.; Shehata, M.R.; Darwish, M.A.A. Synthesis and tautomeric structure of the azo-coupling products of 2-methyl-7-phenylpyrimido[1, 2-b][1, 2, 4] triazepine-4, 9(3H, 5H)-dione. J. Chem. Res. 2007, 44-47.
    • (2007) J. Chem. Res. , pp. 44-47
    • Shawali, A.S.1    Sherif, S.M.2    Farghaly, T.A.3    Shehata, M.R.4    Darwish, M.A.A.5
  • 26
    • 84983247030 scopus 로고
    • Synthesis of heterocycles. Part II: New routes to acetylthiadiazolines and alkylazothiazoles
    • Eweiss, N.F.; Osman, A. Synthesis of heterocycles. Part II: New routes to acetylthiadiazolines and alkylazothiazoles. J. Heterocycl. Chem. 1980, 17, 1713-1717.
    • (1980) J. Heterocycl. Chem. , vol.17 , pp. 1713-1717
    • Eweiss, N.F.1    Osman, A.2
  • 27
    • 0000585790 scopus 로고
    • Reaction of dimethylphenacylsulfonium bromide with N- nitrosoacetarylamides and reactions of the products with nucleophiles
    • Shawali, A.S.; Abdelhamid, A.O. Reaction of dimethylphenacylsulfonium bromide with N-nitrosoacetarylamides and reactions of the products with nucleophiles. Bull. Chem. Soc. Jpn. 1976, 49, 321-327.
    • (1976) Bull. Chem. Soc. Jpn. , vol.49 , pp. 321-327
    • Shawali, A.S.1    Abdelhamid, A.O.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.