The N-(Benzothiazol-2-yl)-4-((5-chlorobenzoxazol-2-yl)amino)butanamide

被引:0
|
作者
Pilotzi-Xahuentitla, Hugo [1 ]
Canche-Naal, Gabriela del Carmen [2 ]
Ortiz-Andrade, Rolffy Ruben [2 ]
Navarrete-Vazquez, Gabriel [3 ]
Hernandez-Nunez, Emanuel [4 ]
机构
[1] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Recursos Mar, Merida 97310, Yucatan, Mexico
[2] Univ Autonoma Yucatan, Fac Quim, Lab Farmacol, Merida 97069, Yucatan, Mexico
[3] Univ Autonoma Estado Morelos, Fac Farm, Cuernavaca 62209, Morelos, Mexico
[4] Inst Tecnol Super Calkini, Dept Posgrad Invest, Av Ah Canul S-N Carretera Fed, Campeche 24930, Mexico
关键词
benzothiazole; benzoxazole; antidiabetic; molecular docking; EFFICIENT;
D O I
10.3390/M1854
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzazoles, such as benzoxazoles and benzothiazoles, are compounds with important biological and pharmacological activities and important intermediaries in synthesis. This report presents the synthesis of a butanamide derived from linking 5-chloro-2-aminobenzoxazole and 2-aminobenzothiazole via 4-chlorobutanoyl chloride. The corresponding compound N-(benzothiazol-2-yl)-4-((5-chlorobenzoxazol-2-yl)aminobutanamide was obtained at a 76% global yield using accessible starting materials and a methodology in two reaction steps. Furthermore, we conducted docking studies of this compound on 3-TOP protein to explore its potential as an antidiabetic agent.
引用
收藏
页数:6
相关论文
共 50 条
  • [31] Synthesis and Reactions of 2-(Phenylthiocarbamoyl)-N-(Benzothiazol-2-Yl)-3-Phenyl-3-Oxopropanamide With Activated Chlorocompounds
    Ali, Korany A.
    Hosni, Hanaa M.
    Elngar, Dina H.
    Amr, Abd El-Galil E.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2014, 189 (12) : 1831 - 1840
  • [32] Methyl 4-[N-(5-bromopyrimidin-2-yl)-carbamoyl]benzoate
    Hu, Hui-Ling
    Wu, Chia-Jun
    Yeh, Chun-Wei
    Chen, Jhy-Der
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02497 - +
  • [33] Metal chelates of N-benzothiazol-2-yl-, N-benzoxazol-2-yl- and N-(1H-benzimidazol-2-yl)-benzamide
    Angulo-Cornejo, J
    Lino-Pacheco, M
    Richter, R
    Hennig, L
    Hallmeier, KH
    Beyer, L
    INORGANICA CHIMICA ACTA, 2000, 305 (01) : 38 - 45
  • [34] 2-({[4-(1,3-Benzothiazol-2-yl)phenyl]amino}methyl)phenol
    Potgieter, Kim
    Gerber, Thomas
    Hosten, Eric
    Betz, Richard
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 : O27 - +
  • [35] Synthesis, Characterization and Antibacterial Studies of N-(Benzothiazol-2-yl)-4-chlorobenzenesulphonamide and Its Neodymium(III) and Thallium(III) Complexes
    Obasi, Lawrence Nnamdi
    Oruma, Uchechukwu Susan
    Al-Swaidan, Ibrahim Abdulrazak
    Ramasami, Ponnadurai
    Ezeorah, Chigozie Julius
    Ochonogor, Alfred Ezinna
    MOLECULES, 2017, 22 (02)
  • [36] 1-(Benzothiazol-2-yl)-3-(4-nitrobenzoyl)thiourea
    Saeed, Sohail
    Rashid, Naghmana
    Hussain, Rizwan
    Jones, Peter G.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O2106 - U1601
  • [37] Synthesis and Bioactivities of Novel N-(4-(2-Aryloxythiazol-5-yl)but-3-yn-2-yl)benzamides
    Zhu, Youquan
    Liu, Pei
    Wang, Danyang
    Zhang, Jin
    Cheng, Jie
    Ma, Yuan
    Zou, Xiaomao
    Yang, Huazheng
    CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (02) : 173 - 181
  • [38] Synthesis of 3-[3-(Benzothiazol-2-yl)-4-oxo-thiazolidin-2-yl]chromones as Antifungal Agents
    Sharma, Vinay Prabha
    Kumar, Praveen
    Sharma, Meenakshi
    ASIAN JOURNAL OF CHEMISTRY, 2011, 23 (10) : 4616 - 4620
  • [39] 4-[(2-Hydroxybenzylidene)amino]-N-(5-methylisoxazol-3-yl)benzenesulfonamide: a monoclinic polymorph
    Ebenezer, Samuel
    Muthiah, Packianathan Thomas
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O2574 - U586
  • [40] ORGANIC PHOSPHORUS-COMPOUNDS .4. ASYMMETRIC 4-(BENZOTHIAZOL-2-YL)BENZYLPHOSPHONATES AS POTENT CALCIUM ANTAGONISTIC VASODILATORS
    YOSHINO, K
    GOTO, K
    KOHNO, T
    MORITA, T
    TSUKAMOTO, G
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (03) : 676 - 680