메뉴 건너뛰기




Volumn 48, Issue 26, 2005, Pages 8261-8269

Synthesis and evaluation of cyclic secondary amine substituted phenyl and benzyl nitrofuranyl amides as novel antituberculosis agents

Author keywords

[No Author keywords available]

Indexed keywords

5 NITROFURAN 2 CARBOXYLIC ACID 3 (4 BENZYLPIPERAZIN 1 YL)BENZYLAMIDE; 5 NITROFURAN 2 CARBOXYLIC ACID 3,4 DIMETHOXYBENZYLAMIDE; 5 NITROFURAN 2 CARBOXYLIC ACID 4 (4 METHYLPIPERAZIN 1 YL)BENZYLAMIDE; 5 NITROFURAN 2 CARBOXYLIC ACID 4 [4 (CYCLOPROPYLMETHYL)PIPERAZIN 1 YL]BENZYLAMIDE; 5 NITROFURAN 2 CARBOXYLIC ACID 4 THIOMORPHOLIN 4 YL BENZYLAMIDE; BENZYLNITROFURANYL AMIDE DERIVATIVE; ISONIAZID; PHENYLNITROFURANYL AMIDE DERIVATIVE; PIPERAZINE DERIVATIVE; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

EID: 29744457268     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm050765n     Document Type: Article
Times cited : (92)

References (24)
  • 1
    • 0033581124 scopus 로고    scopus 로고
    • Global burden of tuberculosis-Estimated incidence, prevalence, and mortality by country
    • Dye, C.; Scheele, S.; Dolin, P.; et al. Global burden of tuberculosis-Estimated incidence, prevalence, and mortality by country. J. Am. Med. Assoc. 282 1999, 7, 677-686.
    • (1999) J. Am. Med. Assoc. 282 , vol.7 , pp. 677-686
    • Dye, C.1    Scheele, S.2    Dolin, P.3
  • 3
    • 1542329012 scopus 로고    scopus 로고
    • TB and AIDS. Clinical management of tuberculosis in the context of HIV infection
    • de Jong, B. C.; Israelski, D. M.; Corbett, E. L.; Small, P. M. TB and AIDS. Clinical management of tuberculosis in the context of HIV infection. Annu. Rev. Med. 2004, 55, 283-301.
    • (2004) Annu. Rev. Med. , vol.55 , pp. 283-301
    • De Jong, B.C.1    Israelski, D.M.2    Corbett, E.L.3    Small, P.M.4
  • 5
    • 4644371358 scopus 로고    scopus 로고
    • Prospects for clinical introduction of nitroimidazole antibiotics for the treatment of tuberculosis
    • Barry, C. E.; Boshoff, H. I. M.; Dowd, C. S. Prospects for clinical introduction of nitroimidazole antibiotics for the treatment of tuberculosis. Curr. Pharm. Des. 2004, 10, 3239-3262.
    • (2004) Curr. Pharm. Des. , vol.10 , pp. 3239-3262
    • Barry, C.E.1    Boshoff, H.I.M.2    Dowd, C.S.3
  • 6
    • 0008669470 scopus 로고    scopus 로고
    • Chemistry and mechanism of action of the quinolone antibacterials
    • Andriole, V. T., Ed.; Academic Press Inc.: San Diego, CA
    • Brighty, K. E.; Gootz, T. D. Chemistry and mechanism of action of the quinolone antibacterials. In The Quinolones, 3rd ed.; Andriole, V. T., Ed.; Academic Press Inc.: San Diego, CA, 1998; pp 34-98.
    • (1998) The Quinolones, 3rd Ed. , pp. 34-98
    • Brighty, K.E.1    Gootz, T.D.2
  • 8
    • 0034874616 scopus 로고    scopus 로고
    • Conformational dynamics of charge-transfer states in donor-bridge- acceptor systems
    • Lauteslager, X. Y.; Van Stokkum, I. H. M.; Van Ramesdonk et al. Conformational dynamics of charge-transfer states in donor-bridge-acceptor systems. Eur. J. Org. Chem. 2001, 16, 3105-3118.
    • (2001) Eur. J. Org. Chem. , vol.16 , pp. 3105-3118
    • Lauteslager, X.Y.1    Van Stokkum, I.H.M.2    Van Ramesdonk3
  • 9
    • 0033524808 scopus 로고    scopus 로고
    • High Yields of meta-Substituted Amination Products in the SNAr Substitution of Benzenes
    • Brown, G. R.; Foubister, A. J.; Ratcliffe, P. D. High Yields of meta-Substituted Amination Products in the SNAr Substitution of Benzenes. Tetrahedron Lett. 1999, 40 (6), 1219-1222.
    • (1999) Tetrahedron Lett. , vol.40 , Issue.6 , pp. 1219-1222
    • Brown, G.R.1    Foubister, A.J.2    Ratcliffe, P.D.3
  • 10
    • 0011814515 scopus 로고
    • Potential neuroleptics of the orthopramide series; synthesis of N-substituted 5-(aminosulfonyl)-2-methoxybenzamides
    • Valenta, V.; Protiva, M. Potential neuroleptics of the orthopramide series; synthesis of N-substituted 5-(aminosulfonyl)-2-methoxybenzamides. Collect. Czech. Chem. Commun. 1987, 52 (8), 2095-2106.
    • (1987) Collect. Czech. Chem. Commun. , vol.52 , Issue.8 , pp. 2095-2106
    • Valenta, V.1    Protiva, M.2
  • 11
    • 0022543186 scopus 로고
    • Asymmetric α-substituted phenethylamines. VI. Synthesis and analgesic activity of optically pure (R)- and (S)-N-alkyl-1-cyclohexyl-2- phenylethylamines
    • Takahashi, H.; Chida, Y.; Yoshii, T.; Suzuki, T.; Yanaura, S. Asymmetric α-substituted phenethylamines. VI. Synthesis and analgesic activity of optically pure (R)- and (S)-N-alkyl-1-cyclohexyl-2-phenylethylamines. Chem. Pharm. Bull. 1986, 34 (5), 2071-2077.
    • (1986) Chem. Pharm. Bull. , vol.34 , Issue.5 , pp. 2071-2077
    • Takahashi, H.1    Chida, Y.2    Yoshii, T.3    Suzuki, T.4    Yanaura, S.5
  • 12
  • 13
    • 0030757959 scopus 로고    scopus 로고
    • Applications of organosulfur chemistry to organic synthesis: Total synthesis of (+)-himbeline and (+)-himbacine
    • Hart, D. J.; Li, J.; Wu, W.; Kozikowski, A. P. Applications of organosulfur chemistry to organic synthesis: Total synthesis of (+)-himbeline and (+)-himbacine. J. Org. Chem. 1997, 62, 2 (15), 5023-5033.
    • (1997) J. Org. Chem. , vol.62 , Issue.2-15 , pp. 5023-5033
    • Hart, D.J.1    Li, J.2    Wu, W.3    Kozikowski, A.P.4
  • 14
    • 33644528891 scopus 로고
    • Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones
    • Dess, D. B.; Martin, J. C. Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones. J. Org. Chem. 1983, 48, 8 (22), 4155-4156.
    • (1983) J. Org. Chem. , vol.48 , Issue.8-22 , pp. 4155-4156
    • Dess, D.B.1    Martin, J.C.2
  • 15
    • 3042741556 scopus 로고
    • A useful 12-I-5 triacetoxyperiodinane (the Dess-Martin periodinane) for the selective oxidation of primary or secondary alcohols and a variety of related 12-I-5 species
    • (b) Dess, D. B.; Martin, J. C. A useful 12-I-5 triacetoxyperiodinane (the Dess-Martin periodinane) for the selective oxidation of primary or secondary alcohols and a variety of related 12-I-5 species. J. Am. Chem. Soc. 1991, 113, 3 (19), 7277-7287.
    • (1991) J. Am. Chem. Soc. , vol.113 , Issue.3-19 , pp. 7277-7287
    • Dess, D.B.1    Martin, J.C.2
  • 16
    • 33751384984 scopus 로고
    • An improved procedure for the preparation of the Dess-Martin periodinane
    • For improved procedures for the preparation of DMP, see: (c) Ireland, R. E.; L. An improved procedure for the preparation of the Dess-Martin periodinane J. Org. Chem. 1993, 5, 8 (10), 2899.
    • (1993) J. Org. Chem. , vol.5 , Issue.8-10 , pp. 2899
    • Ireland, R.E.1
  • 17
    • 33751158088 scopus 로고
    • Acceleration of the Dess-Martin oxidation by water
    • (d) Meyer, S. D.; Schreiber, L. Acceleration of the Dess-Martin oxidation by water. J. Org. Chem. 1994, 59 (24), 7549-7552.
    • (1994) J. Org. Chem. , vol.59 , Issue.24 , pp. 7549-7552
    • Meyer, S.D.1    Schreiber, L.2
  • 18
    • 0022633174 scopus 로고
    • New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay
    • John, M. D.; Lori, D. H.; Carl, L. H.; Marland, P. H.; Thomas, F. M.; Joseph, P. S.; Marjorie, S. New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay. J. Med. Chem. 1986, 29 (3), 394-404.
    • (1986) J. Med. Chem. , vol.29 , Issue.3 , pp. 394-404
    • John, M.D.1    Lori, D.H.2    Carl, L.H.3    Marland, P.H.4    Thomas, F.M.5    Joseph, P.S.6    Marjorie, S.7
  • 19
    • 0035056180 scopus 로고    scopus 로고
    • Structure-activity relationship (SAR) studies on oxazolidinone antibacterial agents 2. Relationship between lipophilicity and antibacterial activity in 5-thiocarbonyl oxazolidinones
    • Tokuyama, R.; Takahashi, Y.; Tomita, Y.; Tsubouchi, M.; Yoshida, T.; Iwasaki, N.; Kado, N.; Okezaki, E.; Nagata, O. Structure-activity relationship (SAR) studies on oxazolidinone antibacterial agents 2. Relationship between lipophilicity and antibacterial activity in 5-thiocarbonyl oxazolidinones. Chem. Pharm. Bull. 2001, 49 (4), 353-360.
    • (2001) Chem. Pharm. Bull. , vol.49 , Issue.4 , pp. 353-360
    • Tokuyama, R.1    Takahashi, Y.2    Tomita, Y.3    Tsubouchi, M.4    Yoshida, T.5    Iwasaki, N.6    Kado, N.7    Okezaki, E.8    Nagata, O.9
  • 20
    • 0038700567 scopus 로고    scopus 로고
    • Combinatorial lead optimization of [1,2]-diamines based on ethambutol as potential antituberculosis preclinical candidates
    • Lee, R. E.; Protopopova, M.; Crooks, E.; Slayden, R. A.; Terrot, M.; Barry, C. E., III Combinatorial lead optimization of [1,2]-diamines based on ethambutol as potential antituberculosis preclinical candidates. J. Comb. Chem. 2003, 5, 172-187.
    • (2003) J. Comb. Chem. , vol.5 , pp. 172-187
    • Lee, R.E.1    Protopopova, M.2    Crooks, E.3    Slayden, R.A.4    Terrot, M.5    Barry III, C.E.6
  • 22
    • 0037310195 scopus 로고    scopus 로고
    • Rapid in vivo screening of experimental drugs for tuberculosis using gamma interferon gene-disrupted mice
    • Lenaerts, A. J.; Gruppo, V. J.; Brooks, V.; Orme, I. M. Rapid in vivo screening of experimental drugs for tuberculosis using gamma interferon gene-disrupted mice. Antimicrob. Agents Chemother. 2003, 47 (2), 783-785.
    • (2003) Antimicrob. Agents Chemother. , vol.47 , Issue.2 , pp. 783-785
    • Lenaerts, A.J.1    Gruppo, V.J.2    Brooks, V.3    Orme, I.M.4
  • 23
    • 0029829728 scopus 로고    scopus 로고
    • Low-dose aerosol infection model for testing drugs for efficacy against Mycobacterium tuberculosis
    • Kelly, B. P.; Furney, S. K.; Jessen, M. T.; Orme, I. M. Low-dose aerosol infection model for testing drugs for efficacy against Mycobacterium tuberculosis. Antimicrob. Agents Chemother. 1996, 40, 12, 2809-2812.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , Issue.12 , pp. 2809-2812
    • Kelly, B.P.1    Furney, S.K.2    Jessen, M.T.3    Orme, I.M.4
  • 24
    • 0034956212 scopus 로고    scopus 로고
    • Search for new drugs for treatment of tuberculosis. Tuberculosis drug screening program
    • Orme, I. Search for new drugs for treatment of tuberculosis. Tuberculosis drug screening program. Antimicrob. Agents Chemother. 2001, 45, 1943-1946.
    • (2001) Antimicrob. Agents Chemother. , vol.45 , pp. 1943-1946
    • Orme, I.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.