Synthesis and Antitubercular Activity of Novel 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Derivatives

被引:0
|
作者
Joshi, Shrinivas D. [1 ]
Tiwari, Sahilkumar [1 ]
Kulkarni, Venkatarao H. [1 ]
机构
[1] Soniya Educ Trusts, Coll Pharm, Dept Pharmaceut Chem, Novel Drug Design & Discovery Lab, Dharwad, Karnataka, India
关键词
Oxadiazoles; Thiadiazoles; 2-(1H-Benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; N'; N'-Diisopropylethylamine; N'-Dimethyl formamide; Mycobacterium tuberculosis H(37)Rv; Antitubercular activity; ACID HYDRAZIDE ANALOGS; PYRROLE RING-SYSTEMS; ANTIMYCOBACTERIAL AGENTS; POTENTIAL ANTIBACTERIAL; INHIBITORS; OXADIAZOLE; TRIAZOLE;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxadiazole pyrrolyl benzamide derivatives (4a-e) and thiadiazole pyrrolyl benzamide derivatives (5a-e) were synthesized by the reaction of 4-(1H-pyrrol-1-yl) benzoic acid with N-(5-(4substituted phenyl)-1,3,4-oxadiazole-2-amines and N-(5-(4-substituted phenyl)-1,3,4-thiadiazole-2-amines, respectively, in N', N'-dimethyl formamide using 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate as amide coupling agent and N', N'-Diisopropylethylamine as a catalyst. All the newly synthesized compounds (4a-e/5a-e) were screened for in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv, and compounds 4c, 4d, 5c, and 5d have exhibited significant minimum inhibitory concentration values.
引用
收藏
页码:417 / 421
页数:5
相关论文
共 50 条
  • [41] An Efficient and Convenient Protocol for the Synthesis of Optically Active 1,2,4-Triazolo-[3,4-b]-[1,3,4]-Thiadiazole, 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Derivatives having L-Amino Acid Moieties
    Foroughifar, Naser
    Ebrahimi, Sattar
    Mobinikhaldei, Akbar
    Mozafari, Reza
    SOUTH AFRICAN JOURNAL OF CHEMISTRY-SUID-AFRIKAANSE TYDSKRIF VIR CHEMIE, 2012, 65 : 1 - 4
  • [42] Synthesis of a novel class of some 1,3,4-oxadiazole derivatives as antimicrobial agents
    Chikhalia, Kishor H.
    Vashi, Dhaval B.
    Patel, Mayank J.
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2009, 24 (03) : 617 - 622
  • [43] Design, Synthesis and Biological Evaluation of 1,3,4-Oxadiazole derivatives
    Jha, Keshari Kishore
    Kumar, Yatendra
    Shaharyar, Mohd.
    ASIAN JOURNAL OF CHEMISTRY, 2009, 21 (09) : 7403 - 7410
  • [44] The synthesis and optical properties of novel triphenylamine containing 1,3,4-oxadiazole derivatives
    Majumdar, K. C.
    Shyam, Pranab K.
    Biswas, Avijit
    De, Swati
    JOURNAL OF LUMINESCENCE, 2013, 143 : 321 - 327
  • [45] Design, Synthesis and Bioactivity Evaluation of Novel β-carboline 1,3,4-oxadiazole Derivatives
    Zhang, Zhi-Jun
    Zhang, Jing-Jing
    Jiang, Zhi-Yan
    Zhong, Guo-Hua
    MOLECULES, 2017, 22 (11):
  • [46] Synthesis of Some New 1,3,4-Oxadiazole Derivatives and Evaluation of Their Anticancer Activity
    Yurttas, Leyla
    Evren, Asaf Evrim
    Kubilay, Aslihan
    Aksoy, Mehmet Onur
    Temel, Halide Edip
    Ciftci, Gulsen Akalin
    ACS OMEGA, 2023, 8 (51): : 49311 - 49326
  • [47] Synthesis, antitumor and antimicrobial evaluation of novel 1,3,4-thiadiazole derivatives bearing disulfide bond
    Liu, Hai-Ying
    Wang, Hai-Xin
    Li, Xin
    Wu, Zheng
    Li, Cai-Wen
    Liu, Yu-Ming
    Li, Wei
    Chen, Bao-Quan
    MEDICINAL CHEMISTRY RESEARCH, 2018, 27 (08) : 1929 - 1940
  • [48] Improved synthesis and characterisation of 1,3,4-oxadiazole
    Aitken, Kati M.
    Aitken, R. Alan
    ARKIVOC, 2012, : 75 - 79
  • [49] Photophysics of Fluorene Copolymers Containing 1,3,4-Oxadiazole or 1,3,4-Oxadiazole and Carbazole Units
    de Miguel, Maykel
    Alvaro, Mercedes
    Ding, Jianfu
    Garcia, Hermenegildo
    JOURNAL OF PHYSICAL CHEMISTRY C, 2010, 114 (33): : 14255 - 14260
  • [50] Microwave-Assisted Synthesis and Characterization of Novel 1,3,4-Oxadiazole Derivatives and Evaluation of In Vitro Antimycobacterial Activity
    Devaraji, Mahalakshmi
    Thanikachalam, Punniyakoti, V
    CUREUS JOURNAL OF MEDICAL SCIENCE, 2024, 16 (09)