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Volumn 11, Issue 12, 2006, Pages 988-999

Preparation of 6-substituted quinoxaline JSP-1 inhibitors by microwave accelerated nucleophilic substitution

Author keywords

6 substituted quinoxalines; JSP 1; Microwave irradiation; Nucleophilic substitution

Indexed keywords

AMINE; DUAL SPECIFICITY PHOSPHATASE; DUSP22 PROTEIN, HUMAN; ENZYME INHIBITOR; HETEROCYCLIC COMPOUND; MITOGEN ACTIVATED PROTEIN KINASE PHOSPHATASE; QUINOXALINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33846033567     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/11120988     Document Type: Article
Times cited : (14)

References (36)
  • 4
    • 0027722030 scopus 로고
    • Synthesis, biological properties, and structure-activity-relationships of quinoxaline angiotensin-II receptor antagonists
    • Kim, K. S.; Qian, L. G.; Dickinson, K. E. J.; Delaney, C. L.; Bird, J. E.; Waldron, T. L.; Moreland, S. Synthesis, biological properties, and structure-activity-relationships of quinoxaline angiotensin-II receptor antagonists. Bioorg. Med. Chem. Lett. 1993, 3, 2667-2670.
    • (1993) Bioorg. Med. Chem. Lett , vol.3 , pp. 2667-2670
    • Kim, K.S.1    Qian, L.G.2    Dickinson, K.E.J.3    Delaney, C.L.4    Bird, J.E.5    Waldron, T.L.6    Moreland, S.7
  • 7
    • 1342281021 scopus 로고    scopus 로고
    • Quinoxaline chemistry. Part XVII. Methyl [4-(substituted 2-quinoxalinyloxy) phenyl] acetates and ethyl N-{[4-(substituted 2-quinoxalinyloxy) phenyl] acetyl} glutamates analogs of methotrexate: Synthesis and evaluation of in vitro anticancer activity
    • Piras, S.; Loriga, M.; Paglietti, G. Quinoxaline chemistry. Part XVII. Methyl [4-(substituted 2-quinoxalinyloxy) phenyl] acetates and ethyl N-{[4-(substituted 2-quinoxalinyloxy) phenyl] acetyl} glutamates analogs of methotrexate: synthesis and evaluation of in vitro anticancer activity. Il Farmaco, 2004, 59, 185-194.
    • (2004) Il Farmaco , vol.59 , pp. 185-194
    • Piras, S.1    Loriga, M.2    Paglietti, G.3
  • 8
    • 0034018384 scopus 로고    scopus 로고
    • Quinoxaline chemistry. Part 13: 3-carboxy-2-benzylamino-substituted quinoxalines and N-[4-[(3-carboxyquinoxalin-2-yl) aminomethyl]benzoyl]-L-glutamates: synthesis and evaluation of in vitro anticancer activity
    • Corona, P.; Vitale, G.; Loriga, M.; Paglietti G. Quinoxaline chemistry. Part 13: 3-carboxy-2-benzylamino-substituted quinoxalines and N-[4-[(3-carboxyquinoxalin-2-yl) aminomethyl]benzoyl]-L-glutamates: synthesis and evaluation of in vitro anticancer activity. Il Farmaco, 2000, 55, 77-86.
    • (2000) Il Farmaco , vol.55 , pp. 77-86
    • Corona, P.1    Vitale, G.2    Loriga, M.3    Paglietti, G.4
  • 10
    • 0242636466 scopus 로고    scopus 로고
    • Quinoxalin-2-ones: Part 5. Synthesis and antimicrobial evaluation of 3-alkyl-, 3-halomethyl- and 3-carboxyethylquinoxaline-2-ones variously substituted on the benzo-moiety
    • Carta, A.; Loriga, M.; Zanetti, S.; Sechi, L. A. Quinoxalin-2-ones: Part 5. Synthesis and antimicrobial evaluation of 3-alkyl-, 3-halomethyl- and 3-carboxyethylquinoxaline-2-ones variously substituted on the benzo-moiety. Il Farmaco 2003, 58, 1251-1255.
    • (2003) Il Farmaco , vol.58 , pp. 1251-1255
    • Carta, A.1    Loriga, M.2    Zanetti, S.3    Sechi, L.A.4
  • 12
    • 33846043093 scopus 로고    scopus 로고
    • Alamino, R. J. Thiocyanatoquinoxaline compounds with immunomodulating activity. U.S. Patent 4,540,693, 1985; [Chem. Abstr. 1986, 104, 88601].
    • Alamino, R. J. Thiocyanatoquinoxaline compounds with immunomodulating activity. U.S. Patent 4,540,693, 1985; [Chem. Abstr. 1986, 104, 88601].
  • 13
  • 18
    • 0034644522 scopus 로고    scopus 로고
    • Signal transduction by the JNK group of MAP kinases
    • Davis, R. J. Signal transduction by the JNK group of MAP kinases. Cell 2000, 103, 239-252.
    • (2000) Cell , vol.103 , pp. 239-252
    • Davis, R.J.1
  • 19
    • 0038004740 scopus 로고    scopus 로고
    • Targeting JNK for Therapeutic Benefit: From JUNK to gold?
    • Manning, A. M.; Davis, R. J. Targeting JNK for Therapeutic Benefit: from JUNK to gold? Nat. Rev. Drug Disc. 2003, 2, 554-565.
    • (2003) Nat. Rev. Drug Disc , vol.2 , pp. 554-565
    • Manning, A.M.1    Davis, R.J.2
  • 20
    • 2942519827 scopus 로고    scopus 로고
    • General microwave-assisted protocols for the expedient synthesis of quinoxalines and heterocyclic pyrazines
    • Zhao, Z. J.; Wisnoski, D. D.; Wolkenberg, S. E.; Leister, W. H.; Wang, Y.; Lindsley, C. W. General microwave-assisted protocols for the expedient synthesis of quinoxalines and heterocyclic pyrazines. Tetrahderon Lett. 2004, 45, 4873-4876.
    • (2004) Tetrahderon Lett , vol.45 , pp. 4873-4876
    • Zhao, Z.J.1    Wisnoski, D.D.2    Wolkenberg, S.E.3    Leister, W.H.4    Wang, Y.5    Lindsley, C.W.6
  • 22
  • 23
    • 0036409446 scopus 로고    scopus 로고
    • Fluorine-containing heterocycles: VII. Nucleophilic substitution in 6,7-difluoroquinoxalines
    • Kotovskaya, S. K.; Romanova, S. A.; Charushin, V. N.; Chupakhin, O. N. Fluorine-containing heterocycles: VII. Nucleophilic substitution in 6,7-difluoroquinoxalines. Russ. J. Org. Chem. 2002, 38, 1046-1052.
    • (2002) Russ. J. Org. Chem , vol.38 , pp. 1046-1052
    • Kotovskaya, S.K.1    Romanova, S.A.2    Charushin, V.N.3    Chupakhin, O.N.4
  • 24
    • 0141851403 scopus 로고    scopus 로고
    • Synthesis and AMPA receptor antagonistic activity of a novel class of quinoxalinecarboxylic acid with a substituted phenyl group at the C-7 position
    • Takano, Y.; Shiga, F.; Asano, J.; Ando, N.; Uchiki, H.; Anraku, T. Synthesis and AMPA receptor antagonistic activity of a novel class of quinoxalinecarboxylic acid with a substituted phenyl group at the C-7 position. Bioorg. Med. Chem. Lett. 2003, 13, 3521-3526.
    • (2003) Bioorg. Med. Chem. Lett , vol.13 , pp. 3521-3526
    • Takano, Y.1    Shiga, F.2    Asano, J.3    Ando, N.4    Uchiki, H.5    Anraku, T.6
  • 25
    • 24344503747 scopus 로고    scopus 로고
    • Design, synthesis, and AMPA receptor antagonistic activity of a novel 6-nitro-3-oxoquinoxaline-2-carboxylic acid with a substituted phenyl group at the 7 position
    • Takano, Y.; Shiga, F.; Asano, J.; Ando, N.; Uchiki, H.; Fukuchi, K.; Anraku, T. Design, synthesis, and AMPA receptor antagonistic activity of a novel 6-nitro-3-oxoquinoxaline-2-carboxylic acid with a substituted phenyl group at the 7 position. Bioorg. Med. Chem. 2005, 13, 5841-5863.
    • (2005) Bioorg. Med. Chem , vol.13 , pp. 5841-5863
    • Takano, Y.1    Shiga, F.2    Asano, J.3    Ando, N.4    Uchiki, H.5    Fukuchi, K.6    Anraku, T.7
  • 26
    • 0008406532 scopus 로고
    • New synthetic routes to the potent mutagen 3,7,8-Trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine
    • (a) Olsson, K.; Grivas, S. New synthetic routes to the potent mutagen 3,7,8-Trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine. Acta Chem. Scand. Ser.B. 1986, 40, 486-492.
    • (1986) Acta Chem. Scand. Ser.B , vol.40 , pp. 486-492
    • Olsson, K.1    Grivas, S.2
  • 28
    • 11144325118 scopus 로고    scopus 로고
    • Controlled microwave heating in modern organic synthesis
    • Kappe, C. O. Controlled microwave heating in modern organic synthesis. Angew. Chem. Int. 2004, 43, 6250-6284.
    • (2004) Angew. Chem. Int , vol.43 , pp. 6250-6284
    • Kappe, C.O.1
  • 29
    • 4644273521 scopus 로고    scopus 로고
    • Microwave-enhanced medicinal chemistry: A high-speed opportunity for convenient preparation of protease inhibitors
    • Ersmark, K.; Larhed, M.; Wannberg, J. Microwave-enhanced medicinal chemistry: A high-speed opportunity for convenient preparation of protease inhibitors. Curr. Opin. Drug Discov. Dev. 2004, 7, 417-427.
    • (2004) Curr. Opin. Drug Discov. Dev , vol.7 , pp. 417-427
    • Ersmark, K.1    Larhed, M.2    Wannberg, J.3
  • 30
    • 2342474593 scopus 로고    scopus 로고
    • Microwave - Assisted chemistry in drug discovery
    • Mavandadi, F.; Lidstrom, P. Microwave - Assisted chemistry in drug discovery. Curr. Top. Med. Chem. 2004, 4, 773-792.
    • (2004) Curr. Top. Med. Chem , vol.4 , pp. 773-792
    • Mavandadi, F.1    Lidstrom, P.2
  • 31
    • 0035813244 scopus 로고    scopus 로고
    • Microwave assisted organic synthesis - a review
    • Lidstrom, P.; Tierney, J.; Wathey, B.; Westman, J. Microwave assisted organic synthesis - a review. Tetrahedron 2001, 57, 9225-9283.
    • (2001) Tetrahedron , vol.57 , pp. 9225-9283
    • Lidstrom, P.1    Tierney, J.2    Wathey, B.3    Westman, J.4
  • 32
    • 1842473690 scopus 로고    scopus 로고
    • Syntheses of heterocyclic compounds under microwave irradiation
    • Xu, Y.; Guo, Q. X. Syntheses of heterocyclic compounds under microwave irradiation. Heterocycles. 2004, 63, 903-974.
    • (2004) Heterocycles , vol.63 , pp. 903-974
    • Xu, Y.1    Guo, Q.X.2
  • 33
    • 0036655057 scopus 로고    scopus 로고
    • Recent trends in microwave-assisted synthesis
    • Wilson, N. S.; Roth, G. P. Recent trends in microwave-assisted synthesis. Curr. Opin. Drug Discov. Dev. 2002, 5, 620-629.
    • (2002) Curr. Opin. Drug Discov. Dev , vol.5 , pp. 620-629
    • Wilson, N.S.1    Roth, G.P.2
  • 34
    • 33747780496 scopus 로고    scopus 로고
    • Microwave-assisted rapid and straightforward synthesis of 2-aryl-4-quinolones from acylated 2′-aminoacetopheinones
    • Ding, D. R.; Li, X.; Wang, X.; Du, Y. L.; Shen, J. K. Microwave-assisted rapid and straightforward synthesis of 2-aryl-4-quinolones from acylated 2′-aminoacetopheinones. Tetrahderon Lett. 2006, 47, 6997-6999.
    • (2006) Tetrahderon Lett , vol.47 , pp. 6997-6999
    • Ding, D.R.1    Li, X.2    Wang, X.3    Du, Y.L.4    Shen, J.K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.