Pyrazoles and pyrazolo[4,3-e]pyrrolo[1,2-a]pyrazines, I.: Synthesis and antimicrobial activity

被引:12
作者
Farghaly, AR [1 ]
El-Kashef, H [1 ]
机构
[1] Assiut Univ, Fac Sci, Dept Chem, Assiut 71516, Egypt
来源
MONATSHEFTE FUR CHEMIE | 2005年 / 136卷 / 02期
关键词
pyrazoles; pyrrolylpyrazoles; pyrazolopyrazines; pyrazolopyrrolopyrazines;
D O I
10.1007/s00706-004-0234-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of the title compounds was achieved using 1-phenyl-5-(pyrrol-1-yl)-1H-pyrazole-3-carboxylic acid azide as starting material. The latter compound was allowed to react with alcohols and amines to afford the corresponding carbamates and urea derivatives. Alkaline hydrolysis of the carbamates gave the corresponding amine, which was acylated and/or aroylated to give amide derivatives. These and the urea derivatives were subjected to cyclodehydration to give the title compounds. Antibacterial and antifungal activities were observed for several derivatives.
引用
收藏
页码:217 / 227
页数:11
相关论文
共 14 条
  • [1] Synthesis and some reactions of pyrrolo[1'',2'':1',6']pyrazino-[2',3':4,5]thieno[2,3-b]quinolines: A new fused pyrazine ring systems
    Bakhite, EA
    Geies, AA
    ElDean, AMK
    ElKashef, HS
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1995, 104 (1-4): : 143 - 149
  • [2] BARALDI PG, 1984, SYNTHESIS-STUTTGART, P148
  • [3] DESEVRICOURT MC, 1981, SYNTHESIS-STUTTGART, P710
  • [4] Facile synthesis of some new pyrazolo[3,4-b]pyrazines and their antifungal activity
    El-Emary, TI
    El-Dean, AMK
    El-Kashef, HS
    [J]. FARMACO, 1998, 53 (06): : 383 - 388
  • [5] New fused pyrazines.: Synthesis of pyrido[3′,2′:4,5]thieno[2,3-e]pyrrolo[1,2-a]pyrazine derivatives
    El-Kashef, HS
    El-Dean, AMK
    Geies, AA
    Lancelot, JC
    Dallemagne, P
    Rault, S
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (06) : 1521 - 1526
  • [6] El-Kashef HS, 2000, PHARMAZIE, V55, P572
  • [7] SYNTHESIS OF [1]BENZOTHIENO[2,3-E]PYRROLO[1,2-A]PYRAZINES AND RELATED-COMPOUNDS
    ELKASHEF, H
    RAULT, S
    LANCELOT, JC
    ROBBA, M
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (01) : 161 - 167
  • [8] Synthesis of novel pyrazolopyrrolopyrazines, potential analogs of sildenafil
    Kopp, M
    Lancelot, JC
    Dallemagne, P
    Rault, S
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (05) : 1045 - 1050
  • [9] MASSA S, 1985, HETEROCYCLES, V23, P1417
  • [10] SYNTHESIS OF PYRROLO[1'',2''/1',2']PYRAZINO-[6',5'/4,5]THIENO[2,3-C]PYRIDAZINE DERIVATIVES AND RELATED PENTACYCLIC HETEROCYCLES
    RADWAN, SM
    ABBADY, MS
    ELKASHEF, HS
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1994, 89 (1-4): : 193 - 198