One-pot multi-component synthesis of novel ethyl-2-(3-((2-(4-(4-aryl)thiazol-2-yl)hydrazono)methyl)-4-hydroxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate derivatives and evaluation of their in vitro antimicrobial activity

被引：7
作者：
Deshineni, Rajitha [1 ]
Velpula, Ravibabu [2 ]
Koppu, Suneetha [1 ]
Pilli, Jyothi [1 ]
Chellamella, Gyanakumari [1 ]
机构：
[1] Osmania Univ, Dept Chem, Hyderabad 500007, Telangana, India
[2] Natl Inst Technol, Dept Chem, Warangal, Telangana, India
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2020年 / 57卷 / 03期
关键词：
BIOLOGICAL EVALUATION; THIAZOLE DERIVATIVES; SCHIFF-BASES; INHIBITORS; AGENTS;
D O I：
10.1002/jhet.3872
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel series of ethyl-2-(3-((2-(4-(4-aryl)thiazol-2-yl)hydrazono)methyl)-4-hydroxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate derivatives (4a-f and 5a-f) were synthesized by employing one-pot multi-component approach involving ethyl 2-(3-formyl-4-oxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate, thiosemicarbazide and various phenacyl bromides/3-(2-bromoacetyl)-2H-chromen-2-one/2-(2-bromoacetyl)-3H-benzo[f]chromen-3-onein ethanol in the presence of catalytic amount of acetic acid. The structures of all the synthesized compounds were confirmed with spectral analysis, ie, IR, 1H NMR, 13C NMR and mass spectrometry, and all the compounds were screened for their in vitro antimicrobial activity.
引用
收藏
页码：1361 / 1367
页数：7
相关论文
共 50 条
  • [41] An efficient improved one-pot synthesis of thiazolo[2,3-c][1,2,4]triazol-5-yl)-2H-chromen-2-one derivatives via multi-component approach
    Penta, Santhosh
    Vedula, Rajeswar Rao
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2014, 53 (01): : 115 - 119
  • [42] L-Proline catalyzed one-pot multi-component synthesis of 2-(1,3-dipheny1-1H-pyrazol-4-yl)quinazolin-4(3H)-one derivatives and their biological studies
    Mehta, Hemal B.
    Dixit, Bharat C.
    Dixit, Ritu B.
    CHINESE CHEMICAL LETTERS, 2014, 25 (05) : 741 - 744
  • [43] SYNTHESIS AND ANTIMICROBIAL EVALUATION OF NEW 5-(2-HYDROXYPHENYL)-3-(4-(PHENYLTHIO)PHENYL)-1H-PYRAZOLE-2(5H)-CARBOTHIOAMIDE ANALOGUES OF 2-(4-(PHENYLTHIO)PHENYL)-4H-CHROMEN-4-ONE
    Chate, Asha V.
    Joshi, Ratnadeep S.
    Mandhane, Priyanka G.
    Mohekar, Shweta R.
    Gill, Charansingh H.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2012, 187 (03) : 327 - 335
  • [44] SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 2-SUBSTITUTED-3-((3-(6-NITROBENZO[D]THIAZOL-2-YL)4-OXO-3,4-DIHYDROQUINAZOLIN-2-YL)METHYL)-1,3,4-THIADIAZOL-3-IUM-5-THIOLATE
    Akbari, Vikunjana K.
    Savaliya, Piyush P.
    Patel, Keshav C.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2014, 189 (05) : 711 - 719
  • [45] Design, Synthesis and In Vitro Anticarcinogenic Activity of Novel 2-(3-acetyl-2, 3-dihydro-5-[(4-oxoquinazolin-3(4H)-yl)-methyl]-1, 3, 4-oxadiazol-2-yl) phenyl acetate
    Mohamed, Fatma A. M.
    Alakilli, Saleha Y. M.
    El Azab, Eman F.
    Mazhari, Bi Bi Zainab
    BIOSCIENCE RESEARCH, 2019, 16 (04): : 3648 - 3655
  • [46] Synthesis and pharmacological evaluation of some novel 2-(5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-yl)-4-(coumarin-3-yl)thiazoles
    Aggarwal, Ranjana
    Kumar, Sunil
    Kaushik, Pawan
    Kaushik, Dhirender
    Gupta, Girish Kumar
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 : 508 - 514
  • [47] Synthesis and Antimicrobial Activity of 2-[4-(Substituted Benzylidenamino)-5-(Substituted Phenoxymethyl)-4H-1,2,4-Triazol-3-yl thio] Acetic Acid Derivatives
    Hunashal, R. D.
    Satyanarayana, D.
    Maddi, V. S.
    E-JOURNAL OF CHEMISTRY, 2012, 9 (03) : 1206 - 1212
  • [48] Cs2CO3-promoted one-pot synthesis of novel tetrahydrobenzofuran-4 (2H)-ones: In vitro antimicrobial, antimalarial activity and in silico docking study
    Bhalodiya, Savan S.
    Parmar, Mehul P.
    Upadhyay, Dipti B.
    Patel, Chirag D.
    Vala, Disha P.
    Rajani, Dhanji
    Patel, Hitendra M.
    RESULTS IN CHEMISTRY, 2024, 7
  • [49] Synthesis, Nematicidal and Antimicrobial activity of 3-(5-3-Methyl-5-[(3-methyl-7-5-[2-(aryl)-4-oxo-1,3-thiazolan-3-yl]-1,3,4-thiadiazol-2-ylbenzo[b]furan-5-yl)methyl]benzo[b]furan-7-yl-1,3,4-thiadiazol-2-yl)-2-(aryl)-1,3-thiazolan-4-one
    Reddy, Cherkilpally Sanjeeva
    Rao, Dasari Chandrashekar
    Yakub, Vookanti
    Nagaraj, Adki
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (06) : 805 - 810
  • [50] Synthesis and Antimicrobial Evaluation of (E)-2-(4-((4-((1-(2,4-Dichlorophenyl)-3-methyl-5-oxo-1,5-dihydro-4H-pyrazol-4-ylidene)methyl)-2-methoxyphenoxy)methyl)-1H-1,2,3-triazol-1-yl)-N-phenylacetamide Derivatives
    Mascarenhas, Cheryl T.
    Wable, Jaidip B.
    Akolkar, Hemantkumar N.
    Darekar, Nirmala R.
    Prabhu, Pradnya J.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2025, 51 (01) : 151 - 159
12345