Synthesis of 3-azaharman and other new azacarbolines of the pyridazino[4,5-b]indole type

被引：9
|
作者：
El-Kashef, H
Farghaly, AAH
Floriani, S
Haider, N [1 ]
机构：
[1] Univ Vienna, Dept Pharmaceut Chem, Althanstr 14, A-1090 Vienna, Austria
[2] Assiut Univ, Fac Sci, Dept Chem, Assiut 71516, Egypt
来源：
ARKIVOC | 2003年
关键词：
pyridazino[4,5-b]indoles; azacarbolines; azaharman; antitumor agents;
D O I：
10.3998/ark.5550190.0004.e19
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Starting from the indole-fused pyridazinone 3, a series of new pyridazino[4,5-b]indoles, functionalized at positions 1, 2, or 5 was prepared, including the two tetracyclic compounds 12 and 13, which represent new ring systems. Reductive dehalogenation of the chloro compound 8 gave a 3-aza isoster of the natural product, harman.
引用
收藏
页码：198 / 209
页数：12
相关论文
共 50 条
  • [1] Synthesis and functionalization of some new pyridazino[4,5-b]indole derivatives
    Radini, Ibrahim
    El-Kashef, Hussein
    Haider, Norbert
    Farghaly, Abdel-Rahman
    ARKIVOC, 2016, : 101 - 117
  • [2] PYRIDAZINO[4,5-B]INDOLE DERIVATIVES
    NOGRADY, T
    MORRIS, L
    CANADIAN JOURNAL OF CHEMISTRY, 1969, 47 (11): : 1999 - &
  • [3] NEW PYRIDAZINO[4,5-B]INDOLE DERIVATIVES WITH INODILATOR AND ANTIAGGREGATORY ACTIVITIES
    MONGE, A
    ALDANA, I
    LOSA, MJ
    FONT, M
    CENARRUZABEITIA, E
    CASTIELLA, E
    FRECHILLA, D
    SANTIAGO, E
    DEIRUJO, JJM
    ALBERDI, E
    LOPEZUNZU, MJ
    ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH, 1993, 43-2 (11): : 1175 - 1180
  • [4] ANTIHYPERTENSIVE AGENTS - PYRIDAZINO(4,5-B)INDOLE DERIVATIVES
    VEGA, AM
    ALDANA, I
    PARRADO, P
    FONT, M
    ALVAREZ, EF
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1982, 71 (12) : 1406 - 1408
  • [5] SYNTHESIS OF SOME NEW DERIVATIVES OF 4-HYDRAZINO-5H-PYRIDAZINO[4,5-B]INDOLE
    MONGEVEGA, A
    ALDANA, I
    FERANDEZALVAREZ, E
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (08) : 1533 - 1536
  • [6] SYNTHESIS OF SOME PYRIDAZINO[4,5-B]QUINOXALINE DERIVATIVES
    KOKSHARO.TG
    KONYUKHO.VN
    PUSHKARE.ZV
    PRYAKHIN.TA
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1972, (02): : 274 - &
  • [7] SYNTHESIS AND PROPERTIES OF PYRIDAZINO[4,5-B]QUINOLINE DERIVATIVES
    GODARD, A
    PASTOUR, P
    QUEGUINE.G
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1972, (04): : 1588 - &
  • [8] SYNTHESIS AND PHARMACOLOGIC STUDY OF PYRIDAZINO[4,5-B]CARBAZOLES
    LANDELLE, H
    LADUREE, D
    DESEVRICOURT, MC
    ROBBA, M
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1989, 37 (10) : 2679 - 2682
  • [9] POTENTIALLY TAUTOMERIC 1,2-DIHYDRO-1-OXO-5H-PYRIDAZINO[4,5-B]INDOLE AND 3,4-DIHYDRO-4-OXO-5H-PYRIDAZINO[4,5-B]INDOLE
    GUVEN, A
    JONES, RA
    JOURNAL OF CHEMICAL RESEARCH-S, 1993, (09): : 362 - 363
  • [10] Unexpected hydrazinolysis behaviour of 1-chloro-4-methyl-5H-pyridazino[4,5-b]indole and a convenient synthesis of new[1,2,4]-triazolo [4′,3′:1,6]pyridazino[4,5-b]indoles
    El-Kashef, H
    Farghaly, AAH
    Haider, N
    Wobus, A
    MOLECULES, 2004, 9 (10) : 849 - 859
12345