SYNTHESIS OF SUBSTITUTED 5-HYDROTHIAZOLO[4,3-B]-1,3,4-OXADIAZOLES, 5-HYDROTHIAZOLO[4,3-B]-1,3,4-THIADIAZOLES, AND 5-HYDROTHIAZOLO[3,4-B]-1,2,4-TRIAZOLES AS POTENTIAL ANTIFUNGAL AGENTS

被引:3
|
作者
SINGH, H
YADAV, LDS
SHUKLA, SN
DWIVEDI, R
机构
[1] Department of Chemistry, University of Gorakhpur
[2] Department of Chemistry, University of Allahabad
关键词
D O I
10.1021/jf00020a024
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
2-Aryl-3-(3-arylthioureido)-4-thiazolidinones (IIIa-d) were prepared by addition-condensation of aldehyde 4-arylthiosemicarbazones(IIa-d)and mercaptoacetic acid. 5-Aryl-2-(arylamino)-5-hydrothiazolo-[4,3-b]1,3,4-thiadiazoles (IVa-d), the corresponding thiazolo[4,3-b]-1,3,4-oxadiazoles (Va-d), and 1,5-diaryl-5-hydro-2-mercaptothiazolo[3,4-b]-1,2,4-triazoles were obtained by chemoselective intramolecular heterocyclization of IIIa-d with concentrated H2SO4, CH3I, and NaOH, respectively. Compounds IIIa-d-VIa-d were compared with Dithane M-45, a commercial fungicide, for their antifungal action against Aspergillus flavus and Fusarium solani. The screening results have been correlated with the structural features of the tested compounds.
引用
收藏
页码:1409 / 1412
页数:4
相关论文
共 50 条
  • [21] Synthesis of substituted 1,2,4-triazoles and 1,3,4-thiadiazoles
    Hovsepian, TR
    Dilanian, ER
    Engoian, AP
    Melik-Ohanjanian, RG
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2004, (09): : 1377 - 1381
  • [22] Synthesis of substituted 1,2,4-triazoles and 1,3,4-thiadiazoles
    Hovsepian T.R.
    Dilanian E.R.
    Engoyan A.P.
    Melik-Ohanjanian R.G.
    Chemistry of Heterocyclic Compounds, 2004, 40 (09) : 1194 - 1198
  • [23] SYNTHESIS OF 3-METHYL-6-R-6H-THIAZOLO[4,3-b]-1,2,4-TRIAZOLO[4,3-d]-1,3,4-THIADIAZOLES
    Kukaniev, M. A.
    Akbarova, M. M.
    Sangov, Z. G.
    Safarov, S. S.
    Osimov, D. M.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2010, 46 (05) : 605 - 607
  • [24] Synthesis of 3-methyl-6-r-6h-thiazolo-[4,3-b]-1,2,4-triazolo[4,3-d]-1,3,4-thiadiazoles
    M. A. Kukaniev
    M. M. Akbarova
    Z. G. Sangov
    S. S. Safarov
    D. M. Osimov
    Chemistry of Heterocyclic Compounds, 2010, 46 : 605 - 607
  • [25] DERIVATIVES OF THIAZOLO [4,3-B] [1,3,4] THIADIAZOL
    MIKITENKO, EK
    ROMANOV, NN
    UKRAINSKII KHIMICHESKII ZHURNAL, 1981, 47 (03): : 295 - 297
  • [26] Synthesis and Antibacterial Screening of 1,3,4-Thiadiazoles, 1,2,4-Triazoles, and 1,3,4-Oxadiazoles Containing Piperazine Nucleus
    Deshmukh, Rajendra
    Karale, Bhausaheb
    Akolkar, Hemantkumar
    Randhavane, Pratibha
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (02) : 1355 - 1360
  • [27] Synthesis and Antimicrobial Activity of Pyrrolyl/Pyrazolyl Arylaminosulfonylmethyl 1,3,4-Oxadiazoles, 1,3,4-Thiadiazoles and 1,2,4-Triazoles
    Padmaja, Adivireddy
    Muralikrishna, Akkarapalli
    Rajasekhar, Chittoor
    Padmavathi, Venkatapuram
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (12) : 1509 - 1517
  • [28] First Synthesis of the Novel Triazolo[3,4-b][1,3,4]Thiadiazoles and Triazolo[3,4-b][1,3,4]Thiadiazines Linked Chromeno[2,3-b]Pyridine
    Ibrahim, Magdy A. A.
    Al-Harbi, Sami A. A.
    Allehyani, Esam S. S.
    Alqurashi, Esam A. A.
    Alshareef, F. M.
    POLYCYCLIC AROMATIC COMPOUNDS, 2024, 44 (01) : 361 - 374
  • [29] SYNTHESIS OF 5-ARYL-2-ARYLAMINO-5(H)-THIAZOLO-[4, 3-b]-1, 3, 4-THIADIAZOLES AND 1, 5-DIARYL-5(H)-2-MERCAPTOTHIAZOLO-[3, 4-b]-1, 2, 4-TRIAZOLES AND THEIR ANTIFUNGAL AND HERBICIDAL ACTIVITY
    Kant, Padam
    Lohiya, Durgesh Kumar
    Rastogi, Nisheeth
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 25 (01) : 91 - 96
  • [30] SATURATED HETEROCYCLES .161. SYNTHESIS OF 2-HYDROXYCYCLOALKYL-SUBSTITUTED 1,3,4-OXADIAZOLES, 1,3,4-THIADIAZOLES AND 1,2,4-TRIAZOLES
    FULOP, F
    SEMEGA, E
    DOMBI, G
    BERNATH, G
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (04) : 951 - 955