Synthesis, Characterization, and Antioxidant Evaluation of Some Novel Pyrazolo[3,4-c][1,2]diazepine and Pyrazolo[3,4-c]pyrazole Derivatives

被引:10
|
作者
Mohammed, Khaled S. [1 ]
Elbeily, Engy E. [2 ]
El-Taweel, Fathy M. [2 ]
Fadda, Ahmed A. [3 ]
机构
[1] Higher Inst Engn & Technol, Engn Chem Dept, New Damietta 34517, Egypt
[2] Damietta Univ, Fac Sci, Dept Chem, New Damietta 34517, Egypt
[3] Mansoura Univ, Fac Sci, Dept Chem, ET-35516 Mansoura, Egypt
关键词
BIOLOGICAL EVALUATION; ANTICANCER; DESIGN;
D O I
10.1002/jhet.3425
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
5-Hydrazineyl-3-methyl-1H-pyrazole (1) was used as a starting material for the synthesis of novel pyrazolo[3,4-c][1,2]diazepine derivatives 3, 4, and 6a,b by its reaction with acetylacetone, ethyl acetoacetate, and isatylidene derivatives 5a,b, respectively. Also, pyrazolo[3,4-c][1,2]diazepine derivative 11 was synthesized via multicomponent reaction of 1, benzaldehyde, and malononitrile. Moreover, compound 1 was used for synthesis novel pyrazolo[3,4-c]pyrazole derivative 7 by its reaction with isatin. In addition, pyrazolo[3,4-c]pyrazole derivatives 18a-c were synthesized by treatment of 2-cyano-N '-(3-methyl-1H-pyrazol-5-yl)acetohydrazide (13) with aromatic aldehydes 16a-c. The newly synthesized compounds were valeted by means of analytical and spectral data. All newly synthesized compounds were screened for their antioxidant activities. Compounds 3, 13, 18b, and 18c showed higher radical-scavenging activities.
引用
收藏
页码:493 / 500
页数:8
相关论文
共 50 条
  • [1] SYNTHESIS OF PYRANO[3,4-C]PYRAZOLE AND PYRAZOLO[3,4-D][1,2]DIAZEPINE DERIVATIVES
    MIGLIARA, O
    SPRIO, V
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (02) : 271 - 273
  • [2] A NOVEL SYNTHESIS OF PYRAZOLO[3,4-C]FURAZAN DERIVATIVES
    SHEREMETEV, AB
    STRELENKO, YA
    MENDELEEV COMMUNICATIONS, 1993, (03) : 120 - 120
  • [3] THE SYNTHESIS OF PYRAZOLO-[3,4-C]-PYRAZOLE AND ISOXAZOLO-[3,4-C]-PYRAZOLE HEMIAZADICARBOCYANINE DYES
    KORAIEM, AIM
    JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY A-CHEMICAL TECHNOLOGY, 1984, 34 (02): : 43 - 50
  • [4] Synthesis of some novel ethoxyphthalimide derivatives of pyrazolo[3,4-c]pyrazoles
    Sharma, Chirag
    Thadhaney, Bhawana
    Pemawat, Gangotri
    Talesara, G. L.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2008, 47 (12): : 1892 - 1897
  • [5] SYNTHESIS OF PYRAZOLONE DERIVATIVES .17. SYNTHESIS OF A PYRAZOLO[3,4-C]-[1]BENZOXEPIN AND PYRAZOLO[3,4-C][1,5]BENZOXAZEPRINES
    ITO, I
    ODA, N
    UEDA, T
    MARUYAMA, M
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1971, 19 (07) : 1358 - +
  • [6] Synthesis of some new pyrazolo[3,4-d]pyrimidines and pyrazolo[3,4-c]pyrazoles
    Ahluwalia, VK
    Dahiya, A
    Bala, M
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1996, 35 (08): : 848 - 851
  • [7] CONDENSED HETEROTRICYCLES - SYNTHESIS OF PYRAZOLO[3,4-C]QUINOLINE DERIVATIVES
    NAGARAJAN, K
    SHAH, RK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (06): : 316 - 321
  • [8] SYNTHESIS AND REACTIONS OF PYRAZOLO-[3,4-C]QUINOLINE DERIVATIVES
    THIRUVIKRAMAN, SV
    SESHADRI, S
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1987, 26 (07): : 695 - 696
  • [9] SYNTHESIS OF 1H-PYRAZOLO[3,4-C][2,1]BENZOTHIAZEPINE AND 2H-PYRAZOLO[3,4-C][2,1]BENZOTHIAZEPINE
    DIAZ, JA
    VEGA, S
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (01) : 93 - 96
  • [10] Synthesis and vectorial functionalisation of pyrazolo[3,4-c]pyridines
    Bedwell, Elizabeth V.
    Emery, Flavio da Silva
    Clososki, Giuliano C.
    Steel, Patrick G.
    RSC ADVANCES, 2023, 13 (49) : 34391 - 34399