Structural studies of 4-aminoantipyrine derivatives

被引：69
|
作者：
Cunha, S
Oliveira, SM
Rodrigues, MT
Bastos, RM
Ferrari, J
de Oliveira, CMA
Kato, L
Napolitano, HB
Vencato, I
Lariucci, C
机构：
[1] Univ Fed Bahia, Inst Quim, BR-40170290 Salvador, BA, Brazil
[2] Univ Fed Goias, Inst Quim, BR-74001970 Goiania, Go, Brazil
[3] Univ Estadual Goias, BR-75133050 Anapolis, Go, Brazil
[4] Univ Fed Goias, Inst Fis, BR-74001970 Goiania, Go, Brazil
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2005年 / 752卷 / 1-3期
基金：
巴西圣保罗研究基金会;
关键词：
enaminones; thioureas; meleimide;
D O I：
10.1016/j.molstruc.2005.05.016
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Reaction of 4-aminoantipyrine with acetylacetone, ethyl acetoacetate, benzoyl isothiocyanate, phenyl isothiocyanate, maleic anhydride and methoxymethylene Meldrum's acid afforded a series of new antipyrine derivatives. The antibacterial activity of the synthesized compounds against Micrococcus luteus ATCC 9341, Staphilococcus aureus ATCC 29737, and Escherichia coli ATCC 8739 was evaluated and the minimal inhibitory concentration determined. Modest activity was found only to the maleamic acid obtained from the reaction of 4-aminoantipyrine and maleic anhydride. H-1 NMR investigation of this maleamic acid showed that it is slowly converted to the corresponding toxic maleimide. The structures of three derivatives were determined by X-ray diffraction analysis. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码：32 / 39
页数：8
相关论文
共 50 条
  • [1] A structural study of 4-aminoantipyrine and six of its Schiff base derivatives
    Mnguni, Malitsatsi J.
    Lemmerer, Andreas
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2015, 71 : 103 - U333
  • [2] Crystal structural and in silico studies of Schiff bases derived from 4-aminoantipyrine
    Ossai, Valentine
    Obiefuna, Ayogu Patrick
    Laraps, Bulus Caleb
    Okenyeka, Obinna Ugochukwu
    Ezeorah, Julius Chigozie
    Dege, Necmi
    Ibezim, Akachukwu
    Lutter, Michael
    Jurkschat, Klaus
    Obasi, Nnamdi Lawrence
    SOLID STATE SCIENCES, 2020, 106
  • [3] Synthesis of new chelating agents 4-aminoantipyrine derivatives
    Gong, QJ
    Yang, W
    Gao, JZ
    Mo, ZL
    Kang, JW
    SYNTHETIC COMMUNICATIONS, 1998, 28 (18) : 3509 - 3512
  • [4] Synthesis and antiinflammatory activity of 4-aminoantipyrine derivatives of succinamides
    Burdulene D.
    Palaima A.
    Stumbryavichyute Z.
    Pharmaceutical Chemistry Journal, 1999, 33 (4) : 191 - 193
  • [5] ELECTROSYNTHESIS OF 4-AMINOANTIPYRINE
    ARKHIPOVA, TA
    DUMBANOV, GK
    NANKOV, NA
    AVRUTSKAYA, IA
    FIOSHIN, MY
    SOVIET ELECTROCHEMISTRY, 1984, 20 (08): : 1039 - 1041
  • [6] Synthesis, Crystal Structure, Vibration Spectral, and DFT Studies of 4-Aminoantipyrine and Its Derivatives
    Li, Yi
    Liu, Yuanyuan
    Wang, Haowei
    Xiong, Xiaohui
    Wei, Ping
    Li, Fangshi
    MOLECULES, 2013, 18 (01) : 877 - 893
  • [7] Vibrational spectroscopic studies and DFT calculations of 4-aminoantipyrine
    Swaminathan, J.
    Ramalingam, M.
    Sethuraman, V.
    Sundaraganesan, N.
    Sebastian, S.
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2009, 73 (04) : 593 - 600
  • [8] Transition Metal Complexes of 4-Aminoantipyrine Derivatives and Their Antimicrobial Applications
    M. Adithya Krishnan
    S. Saranyaparvathi
    C. Raksha
    B. Vrinda
    C. Geethu Girish
    N. V. Kulkarni
    B. I. Kharisov
    Russian Journal of Coordination Chemistry, 2022, 48 : 696 - 724
  • [9] SYNTHESIS AND ANTI-HBV ACTIVITY OF 4-AMINOANTIPYRINE DERIVATIVES
    Abdel-Rahman, A. A. -H.
    Ahmed, A. H. A.
    Ramiz, M. M. M.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2010, 46 (01) : 72 - 78
  • [10] Transition Metal Complexes of 4-Aminoantipyrine Derivatives and Their Antimicrobial Applications
    Krishnan, M. Adithya
    Saranyaparvathi, S.
    Raksha, C.
    Vrinda, B.
    Girish, C. Geethu
    Kulkarni, N., V
    Kharisov, B., I
    RUSSIAN JOURNAL OF COORDINATION CHEMISTRY, 2022, 48 (11) : 696 - 724
12345