38969-08-3Relevant articles and documents
Novel plastoquinone analogs containing benzocaine and its analogs: structure‐based design, synthesis, and structural characterization
Bayrak, Nilüfer,Y?ld?z, Mahmut,Y?ld?r?m, Hatice,Matarac?-Kara, Emel,Tuyun, Ama? Fatih
, p. 2125 - 2141 (2021/02/11)
Introducing new biologically active organic molecules or their analogs into the pharmaceutically important molecules significantly enables the discovery and development of the medicines that improve the health of patients. Chemical synthesis has a key role in pharmaceutical research and development, aiming to design and build molecules with the essential biological activity needed in drugs. For that reason, herein, three series of novel PQ analogs (the nonhalogenated (PQ1-6) and the halogenated PQ analogs (BrPQ1-6 and ClPQ1-6)) containing benzocaine and its analogs were designed and synthesized starting from the commercially available dimethylhydroquinone (1) with benzocaine and its analogs. The structures of all synthesized analogs were characterized by using spectroscopic methods. The in vitro antibacterial and antifungal activities were evaluated for the PQ analogs.
Brominated plastoquinone analogs: Synthesis, structural characterization, and biological evaluation
Bayrak, Nilüfer,Matarac? Kara, Emel,Ozbek Celik, Berna,Tuyun, Ama? Fatih,Y?ld?r?m, Hatice,Y?ld?z, Mahmut
, (2020/06/21)
A series of brominated PQ analogs (BrPQ1-13) was synthesized by employing two different routes: 1) dibromination followed by oxidation and amination of dimethyl hydroquinone, respectively, 2) oxidation of dimethyl hydroquinone followed by amination and bromination, respectively. In addition to the single-crystal X-ray structural characterization of two analogs (BrPQ2 and BrPQ3), the structures of all analogs were determined based on spectral (FTIR, 1H NMR, 13C NMR, and HRMS) data. We evaluated the analogs for in vitro antibacterial and antifungal activity against ATCC strains (panel of seven bacterial strains with three Gram-positive and four Gram-negative bacteria and three fungi) using the broth microdilution method. The structure–activity relationship of brominated PQ analogs indicated that the electron-withdrawing group (EWG) on the phenyl ring (-CF3, trifluoromethyl group) has a positive effect on antibacterial activity. These in vitro data show that brominated analogs, especially for BrPQ 1, BrPQ2, and BrPQ3, have the potential to be developed as new antibacterial agents against S. aureus and/or S. epidermidis with low MIC values.
ARYL- AND HETEROARYL-RESORUFIN DERIVATIVES FOR TREATMENT OF OXIDATIVE STRESS DISORDERS AND LIVER AND KIDNEY DISORDERS
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Paragraph 00209, (2018/07/31)
Disclosed herein are compounds and methods of using such compounds for treating or suppressing oxidative stress disorders, including mitochondrial disorders, impaired energy processing disorders, neurodegenerative diseases and diseases of aging, or for tr
2-Amino-1,2,3-triazole derivatives
Bodige, Satish G.,Mendez-Rojas, Miguel,Watson, William H.
, p. 931 - 942 (2007/10/03)
The syntheses and structure of 2-triarylphosphoranimine-1,2,3-triazole derivatives from vicinal diazides have been investigated. Compounds derived from dichloronapththoquinone, 2,3-dichloro-5,6-dimethylbenzoquinone, and 2,3,5,6-tetrachlorobenzoquinone are included. X-ray structures, NMR, IR, UV, and cyclic voltammetry data are reported. Compound 2 crystallizes in space group P1 with a = 12.31(1), b = 12.469(3), c = 10.088(3) A, a = 97.19(3), β = 103.79(6), γ = 101.84(4)o, and Dcalc = 1.466 g/cm for Z = 2. Compound 4 crystallizes in space group P21l c with a = 9.044(2), b = 10.882(2), c = 19.110(4) A, β = 99.06(2)o, and Dcalc = 1.324 g/cm for Z = 2. Compound 6 crystallizes in space group P21/a with a = 8.85(1), b = 14.841(8), c = 11.372(8) A, β = 107.19(3)o, and Dcalc = 1.397 g/cm for Z = 4. Compound 11 crystallizes in space group P21/n with a = 8.823(3), b = 16.501(6), c = 16.221(3) A, β = 103.58(2)o, and Dcalc = 1.309 g/cm for Z = 4. Compound 12 crystallizes in space group P1 with a = 11.606(8), b = 11.671(5), c = 10.734(3) A, α = 101.62(3), β = 93.70(4), γ = 64.33(4)o, and Dcalc = 1.438 g/cm for Z = 2. Compound 13 crystallizes in space group C2/c with a = 13.337(7), b = 9.217(6), c = 24.78(1) A, β = 102.85(5)o, and Dcale = 1.478 g/cm for Z = 8.
Oxidation Using Quaternary Ammonium Polyhalides. VIII. Oxidation of 1,4-Benzenediols with Benzyltrimethylammonium Tribromide
Kajigaeshi, Shoji,Morikawa, Yukihiro,Fujisaki, Shizuo,Kakinami, Takaaki,Nishihira, Keigo
, p. 336 - 338 (2007/10/02)
The reaction of 1,4-benzenediols with 1.1 equiv of benzyltrimethylammonium tribromide in dichloromethane in the presence of aqueous sodium acetate at room temperature gave 2,5-cyclohexadiene-1,4-diones in good yields.On the other hand, the reaction of 1,4-benzenediols with a large excess of the reagent in aqueous acetic acid at 40-60 deg C gave polybromo-substituted 2,5-cyclohexadiene-1,4-diones in good yields.
Reaction of 2,3-Dibromo-5,6-dimethylbenzo-1,4-quinone with Active Methylene Compounds and Pyridine
Al-Sammerrai, Dhoaib,Salih, Zuhair S.
, p. 180 - 182 (2007/10/02)
The synthesis of 10-substituted 2,3-dimethylbenzindolizine-1,4-diones (4a-f) using 2,3-dibromo-5,6-dimethylbenzo-1,4-quinone and active methylene compounds in pyridine has been described.
