SYNTHESIS OF SOME NOVEL FUSED TETRACYCLIC QUINOLONECARBOXYLIC ACIDS VIA 7-METHYL-6,7,8,9-TETRAHYDRO-3H-IMIDAZO[4,5-F]QUINOLINE AND 6-METHYL-5,6,7,8-TETRAHYDRO-1H-IMIDAZO[4,5-G]QUINOLINE

被引:2
|
作者
LEGOFF, C
BOUYSSOU, P
CHENAULT, J
机构
[1] Laboratoire de Chimie Bioorganique et Analytique, associé au C.N.R. S, U.R.A. 499, Université d'Orléans, Orléans, F-45067
关键词
D O I
10.1002/jhet.5570310126
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of fused tetracyclic quinolonecarboxylic acids was prepared for biological evaluation. These compounds were synthesized by a route involving a regiospecific functionalization of 5-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline to obtain a series of new substituted 7-methyl-6,7,8,9-tetrahydro-3H-imidazo[4,5-f]quinolines and 6-methyl-5,6,7,8-tetrahydro-1H-imidazo[4,5-g]quinolines as convenient precursors of quinolones.
引用
收藏
页码:153 / 160
页数:8
相关论文
共 50 条
  • [41] 1-Ethoxymethyl-5-methyl-9-phenyl-6,7,8,9-tetrahydro-1H-pyrimido[4,5-b][1,4]diazepine-2,4(3H, 5H)-dione
    Li, Gong
    Wang, Xiaowei
    Zhang, Zhili
    Liu, Junyi
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1396 - +
  • [42] SYNTHESIS AND CHARACTERIZATION OF THE 1,4,7-TRIMETHYL-4,5,7,8-TETRAHYDRO-6H-IMIDAZO [4,5-E]-1,4-DIAZEPINE-5,8-DIONE DERIVATIVES
    IVANOV, EI
    BOGATSKII, AV
    ZAKHAROV, KS
    DOKLADY AKADEMII NAUK SSSR, 1980, 255 (03): : 591 - 593
  • [43] CARDIOTONIC AGENTS - 1-METHYL-7-(4-PYRIDYL)-5,6,7,8-TETRAHYDRO-3(2H)-ISOQUINOLINONES AND RELATED-COMPOUNDS - SYNTHESIS AND ACTIVITY
    KAIHO, T
    SANNOHE, K
    KAJIYA, S
    SUZUKI, T
    OTSUKA, K
    ITO, T
    KAMIYA, J
    MARUYAMA, M
    JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (02) : 351 - 357
  • [44] Novel synthesis and reactions of 1,4,7-trimethyl-4,5,7,8-tetrahydro-6h-imidazo[4,5-e][1,4]diazepine-5,8-dione - A cyclic caffeine analog
    Ivanov, É.I.
    Chemistry of Heterocyclic Compounds, 1998, 34 (06): : 719 - 722
  • [45] SYNTHESIS AND BIOLOGICAL EVALUATION OF METHYLATED DERIVATIVES OF THE COOKED FOOD MUTAGEN METABOLITE 2-AMINO-3,6-DIHYDRO-3-METHYL-7H-IMIDAZO[4,5-F]-QUINOLIN-7-ONE (7-OH-IQ)
    BASHIR, M
    KINGSTON, DGI
    VANTASSELL, RL
    WILKINS, TD
    HETEROCYCLES, 1989, 29 (10) : 1915 - 1922
  • [46] Novel synthesis and reactions of 1,4,7-trimethyl-4,5,7,8-tetrahydro-6h-imidazo[4,5-e][1,4]diazepine-5,8-dione - A cyclic caffeine analog
    Ivanov É.I.
    Chemistry of Heterocyclic Compounds, 1998, 34 (6) : 719 - 722
  • [47] SYNTHESIS AND STRUCTURE OF SOME AZOLO[A]PYRIMIDINES, 2,6,7,8-TETRAHYDRO-1H-CYCLOPENTA[E]AZOLO[A]PYRIMIDINES, 6,7-DIHYDRO-5H-CYCLOPENTA[F]-AZOLO[A]PYRIMIDINES, 7,8-DIHYDRO-6H-CYCLOPENTA[F]-S-TRIAZOLO[4,3-B]PYRIDAZINE, 5,6,7,8-TETRAHYDRO-AZOLO[B]QUINAZOLINES, 6,7,8,9-TETRAHYDRO-AZOLO[A]QUINAZOLINES, AND 7,8,9,10-TETRAHYDRO-S-TRIAZOLO[3,4-A]PHTHALAZINEEN
    BAJWA, JS
    SYKES, PJ
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (12): : 3085 - 3094
  • [48] SYNTHESIS AND MOLECULAR-STRUCTURE OF 1,4-DIMETHYL-4,5,7,8-TETRAHYDRO-6H-IMIDAZO[4,5-E][1,4]-DIAZEPINE-5,8-DITHIONE
    IVANOV, EI
    KALAYANOV, GD
    GRISHCHUK, LV
    DVORKIN, AA
    SIMONOV, YA
    MALINOVSKII, TI
    SHAPIRO, YE
    PIKHTEEVA, EG
    JOURNAL OF STRUCTURAL CHEMISTRY, 1993, 34 (03) : 411 - 415
  • [49] 2-[(ACYLAMINO)METHYL]-6-METHYLPYRIMIDIN-4(3H)-ONES - NOVEL PRECURSORS FOR THE SYNTHESIS OF IMIDAZO[1,5-A]PYRIMIDINES AND IMIDAZO[4,5-B]PYRIDINES
    KATAGIRI, N
    KOSHIHARA, A
    ATSUUMI, S
    KATO, T
    JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (01): : 167 - 169
  • [50] Crystal and Molecular Structure of 7-Methyl-5,6,7,8-tetrahydro[1] benzothieno[2,3-d] pyrimidin-4[3H] one
    Ziaulla, Mohamed
    Banu, Afshan
    Panchamukhi, Shridhar I.
    Khazi, Imtiyaz Ahmed M.
    Begum, Noor Shahina
    E-JOURNAL OF CHEMISTRY, 2012, 9 (02) : 525 - 531