Synthesis, Characterization and Biological Evaluation of New 5-aryl-4-methyl-2-[para-(phenylsulfonyl)phenyl]oxazoles

被引:0
|
作者
Apostol, Theodora-Venera [1 ]
Draghici, Constantin [2 ]
Dinu, Mihaela [2 ]
Barbuceanu, Stefania-Felicia [1 ]
Socea, Laura Ileana [1 ]
Saramet, Ioana [1 ]
机构
[1] Carol Davila Univ Med & Pharm, Fac Pharm, Dept Organ Chem, Bucharest 020956, Romania
[2] Acad Romana, Ctr Organ Chem CD Nenitzescu, Bucharest 060023, Romania
来源
REVISTA DE CHIMIE | 2011年 / 62卷 / 02期
关键词
N-acyl-aminoacid; alpha-acylaminoketone; 1,3-oxazole; 5(4H)-oxazolone; acylaminoacylation; plant-growth regulating effect; ACID AMIDE HYDROLASE; FRIEDEL-CRAFTS REACTION; OXAZOLE SYNTHESIS; THIAZOLE SYNTHESIS; ANTIBACTERIAL ACTIVITY; AROMATIC-HYDROCARBONS; ANTIFUNGAL ACTIVITY; P38; INHIBITORS; AMINO-ACIDS; AMINOKETONE;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Acylaminoacylation of aromatic hydrocarbons (benzene, toluene, m-xylene) with 4-methyl-2-[4-(phenylsulfonyl)phenyl]oxazol-5(4H)-one in the presence of anhydrous aluminum chloride afforded 2-aza-1,4-diaryl-3-methyl-1,4-butanediones. These new intermediates were cyclized under the action of phosphorus oxychloride to the corresponding 5-aryl-4-methyl-2-[4-(phenylsulfonyl)phenyl]oxazoles. The structures of newly synthesized compounds were confirmed by elemental analysis, FT-IR, UV, H-1- and C-13-NMR. The plant-growth regulating effects of the new compounds were examined. From this biological activity evaluation, it resulted that most compounds shown a weak stimulatory activity at low concentrations.
引用
收藏
页码:142 / 148
页数:7
相关论文
共 50 条
  • [1] Synthesis and Characterization of New 5-Aryl-2-[para-(4-chlorophenylsulfony)phenyl]-4-methyloxazoles
    Apostol, Theodora-Venera
    Saramet, Ioana
    Draghici, Constantin
    Barbuceanu, Stefania-Felicia
    Socea, Laura Ileana
    Almajan, Gabriela Laura
    REVISTA DE CHIMIE, 2011, 62 (05): : 486 - 492
  • [2] Synthesis and biological evaluation of new 2-aryl-4-((4-aryl-1H-1,2,3-triazol-1-yl)methyl)thiazole derivatives
    Shinde, Vikas
    Mahulikar, Pramod
    Mhaske, Pravin C.
    Nawale, Laxman
    Sarkar, Dhiman
    RESEARCH ON CHEMICAL INTERMEDIATES, 2018, 44 (02) : 1247 - 1260
  • [3] Synthesis and biological evaluation of 5-methyl-4-phenyl thiazole derivatives as anticancer agents
    Evren, Asaf E.
    Yurttas, Leyla
    Ekselli, Buesra
    Akalin-Ciftci, Gulsen
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2019, 194 (08) : 820 - 828
  • [4] Synthesis and Antibacterial Evaluation of 5-((Methyl/ethylamino)methyl)-2-aryl-3-phenylthiazolidin-4-ones
    Almehmadi, Mazen
    Alsaiari, Ahad Amer
    Halawi, Mustafa
    Kamal, Mehnaz
    Asif, Mohammad
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 32 (03) : 401 - 406
  • [5] Synthesis, Characterization and Cytotoxicity Evaluation of New Heterocyclic Compounds with Oxazole Ring Containing 4-(Phenylsulfonyl)phenyl Moiety
    Apostol, Theodora Venera
    Barbuceanu, Stefania Felicia
    Socea, Laura Ileana
    Draghici, Constantin
    Saramet, Gabriel
    Iscrulescu, Lucian
    Olaru, Octavian Tudorel
    REVISTA DE CHIMIE, 2019, 70 (11): : 3793 - 3801
  • [6] Synthesis and biological screening of 2′-aryl/benzy1-2-aryl-4-methyl-4′,5-bithiazolyls as possible anti-tubercular and antimicrobial agents
    Abhale, Yogita K.
    Sasane, Amit V.
    Chavan, Abhijit P.
    Deshmukh, Keshav K.
    Kotapalli, Sudha Sravanti
    Ummanni, Ramesh
    Sayyad, Sadikali F.
    Mhaske, Pravin C.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 94 : 340 - 347
  • [7] Synthesis and biological evaluation of new 2-aryl-4-((4-aryl-1H-1,2,3-triazol-1-yl)methyl)thiazole derivatives
    Vikas Shinde
    Pramod Mahulikar
    Pravin C. Mhaske
    Laxman Nawale
    Dhiman Sarkar
    Research on Chemical Intermediates, 2018, 44 : 1247 - 1260
  • [8] Synthesis, Characterization and Cytotoxicity Evaluation of New Compounds from Oxazol-5(4H)-ones and Oxazoles Class Containing 4-(4-Bromophenylsulfonyl)phenyl Moiety
    Apostol, Theodora-Venera
    Barbuceanu, Stefania-Felicia
    Olaru, Octavian Tudorel
    Draghici, Constantin
    Saramet, Gabriel
    Socea, Bogdan
    Enache, Cristian
    Socea, Laura-Ileana
    REVISTA DE CHIMIE, 2019, 70 (04): : 1099 - 1107
  • [9] Synthesis and in vitro antimicrobial screening of some 5-methyl-2-substituted phenyl-3-(phenylsulfonyl)thiazolidin-4-ones
    Allahyani, Mamdouh
    Almehmadi, Mazen
    Abdulaziz, Osama
    Alshamrani, Mohammed A.
    Alzahrani, Abdullah Yahya Abdullah
    Joshi, Kamal Kant
    Asif, Mohammad
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2024, 34 (04) : 499 - 504
  • [10] Design, synthesis, and biological evaluation of new 1-aryl-4-(β-D-fructopyranos-3-O-yl)methyl-1H-1,2,3-triazole derivatives
    Vennam, Dinesh Kumar Reddy
    Thatipamula, Ranjith Kumar
    Haridasyam, Sharath Babu
    Koppula, Shiva Kumar
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (06) : 630 - 637