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
  • [1] SYNTHESIS OF SOME 1,3,4-OXADIAZOLE AND 1,3,4-THIADIAZOLE DERIVATIVES
    MANSOUR, EME
    KASSEM, AA
    ELARABI, ME
    NASSER, MA
    ELTOUKHY, AA
    [J]. PHARMAZIE, 1990, 45 (06): : 435 - 436
  • [2] Synthesis of Sulfur Ethers Containing 1,3,4-Oxadiazole and 1,3,4-Thiadiazole
    Wu, Xianli
    Zhu, Chunfeng
    Lue, Zhidan
    Wei, Chengshi
    Liao, Xincheng
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (06) : 824 - 831
  • [3] Synthesis and antifungal activity of novel sulfoxide derivatives containing trimethoxyphenyl substituted 1,3,4-thiadiazole and 1,3,4-oxadiazole moiety
    Liu, Fang
    Luo, Xiao-Qiong
    Song, Bao-An
    Bhadury, Pinaki S.
    Yang, Song
    Jin, Lin-Hong
    Xue, Wei
    Hu, De-Yu
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (07) : 3632 - 3640
  • [4] VIBRATIONAL ANALYSIS OF THE SPECTRA OF 1,3,4-OXADIAZOLE AND 1,3,4-THIADIAZOLE
    ELAZHARY, AA
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1995, 51 (06): : 995 - 1003
  • [5] Synthesis of new derivatives of 1,3,4-thiadiazole and 1,3,4-oxadiazole on cyclic imides and studying their antioxidant
    Al-Haidari, Akram S.
    Al-Tamimi, Entesar O.
    [J]. EURASIAN CHEMICAL COMMUNICATIONS, 2021, 3 (07): : 508 - 517
  • [6] Synthesis, Characterization and Antioxidant Activity Evaluation of some 1,3,4-thiadiazole and 1,3,4-oxadiazole compounds
    Barbuceanu, Stefania-Felicia
    Ilies, Diana Carolina
    Radulescu, Valeria
    Socea, Laura-Ileana
    Draghici, Constantin
    Saramet, Gabriel
    [J]. REVISTA DE CHIMIE, 2014, 65 (10): : 1172 - 1175
  • [7] Synthesis of Extended 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Derivatives in the Suzuki Cross-coupling Reactions
    Wroblowska, Monika
    Kudelko, Agnieszka
    Kuznik, Nikodem
    Laba, Katarzyna
    Lapkowski, Mieczyslaw
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (02) : 1550 - 1557
  • [8] Synthesis of Novel Nalidixic Acid-Based 1,3,4-Thiadiazole and 1,3,4-Oxadiazole Derivatives as Potent Antibacterial Agents
    Aggarwal, Nisha
    Kumar, Rajesh
    Dureja, Prem
    Khurana, Jitender Mohan
    [J]. CHEMICAL BIOLOGY & DRUG DESIGN, 2012, 79 (04) : 384 - 397
  • [9] Design, Synthesis and Biological Activities of Compounds Containing 1,3,4-Oxadiazole or 1,3,4-Thiadiazole
    Yan, Longjia
    Li, Yongliang
    Deng, Minggao
    Chen, Anchao
    Du, Zhiyun
    Dong, Changzhi
    Chen, Huixiong
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (03) : 731 - 739
  • [10] Evaluation of Biological Activity of Derivatives of 1,3,4-Thiadiazole, 1,3,4-Oxadiazole and 1,2,4-Triazole
    Doshi, Gaurav M.
    Bansode, Mayuresh U.
    Somani, Rakesh R.
    [J]. ENDOCRINE METABOLIC & IMMUNE DISORDERS-DRUG TARGETS, 2021, 21 (05) : 905 - 911