scholarly journals CHEMISTRY AND SYNTHESIS OF SOME DIHYDRO-2H-l,4-BENZOTHIAZINE DERIVATIVES

1966 ◽  
Vol 44 (11) ◽  
pp. 1247-1258 ◽  
Author(s):  
Raj Nandan Prasad ◽  
Karin Tietje
Keyword(s):  
Alkyl Halides ◽  
Reduction Product ◽  
Alkyl Derivatives ◽  
Reaction Proceeds ◽  
Thiazine Ring ◽  
Derivatives Of ◽  
Compound Xviii ◽  
Acyl Derivatives

The formation of 3-oxo-3,4-dihydro-2H-1,4-benzothiazine (IIIa) by cyclization of alkyl 2-haloacetamidophenyl sulfides (I) was investigated; it is proposed that the reaction proceeds via a six-membered sulfonium halide. The preparation of 4-alkyl derivatives of IIIa and of 4-alkyl and 4-acyl derivatives of its reduction product 3,4-dihydro-2H-1,4-benzothiazine (Va) is described. Acylation of Va was shown to proceed without opening of the thiazine ring. Preparation of the O-benzoyl, N-benzoyl, and O,N-dibenzoyl derivatives of 2-(β-hydroxyethyl-mercapto)aniline (VIII) has permitted clarification of the confusion in the literature with respect to the derivatives of Va and VIII. Compound XVIII, the 1,1-dioxide of IIIa, undergoes C-alkylation at the 2-position when treated with alkyl halides, rather than O-alkylation as previously suggested.

Reduction of 3‐Acyl Derivatives of Oxindoles, Benzo[b]furan‐2‐ones, and Benzo[b]thiophen‐2‐ones to the Corresponding Alkyl Derivatives by Sodium Borohydride–Acetic Acid

2006 ◽  
Vol 36 (6) ◽  
pp. 765-769 ◽  
Author(s):  
Francis X. Smith ◽  
Brian D. Williams ◽  
Eric Gelsleichter ◽  
Judy A. Podcasy ◽  
John T. Sisko ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Sodium Borohydride ◽  
Alkyl Derivatives ◽  
Derivatives Of ◽  
Acyl Derivatives

scholarly journals Synthesis and Characterization of Zinc(II)-Complexes with S-Alkyl Derivatives of Thiosalicylic Acid

2018 ◽  
Vol 19 (2) ◽  
pp. 113-117 ◽  
Author(s):  
Milos V. Nikolic ◽  
Marina Z. Mijajlovic ◽  
Dusan Lj. Tomovic ◽  
Andriana M. Bukonjic ◽  
Verica V. Jevtic ◽  
...  
Keyword(s):  
Nmr Spectra ◽  
Ethanol Solution ◽  
Alkyl Halides ◽  
Synthesis And Characterization ◽  
Direct Reaction ◽  
Thiosalicylic Acid ◽  
Alkyl Derivatives ◽  
Derivatives Of ◽  
C Nmr

Abstract New zinc(II)-complexes with S-alkyl derivatives of thiosalicylic acid (alkyl = benzyl-(L1), methyl-(L2), ethyl-(L3), propyl-(L4), butyl-(L5)) have been synthesized and characterized by elemental microanalysis, IR spectroscopy, and 1H and 13C NMR spectroscopy. The S-alkyl derivatives of thiosalicylic acid were prepared by alkylation of thiosalicylic acid by adding alkyl halides to an alkaline water-ethanol solution, while the corresponding zinc(II)-complexes were obtained via the direct reaction of ZnCl2 with S-alkyl derivatives of thiosalicylic acid in water. Based on the microanalysis results and the IR and NMR spectra of the S-alkyl derivatives of thiosalicylic acid and the corresponding zinc(II)-complexes, we concluded that the ligands are bidentately coordinated to the zinc(II)-ion.

Synthesis and Biological Activity of 1H-benzotriazole and 1H-benzimidazole Analogues — Inhibitors of the NTPase/Helicase of HCV and of Some Related Flaviviridae

2005 ◽  
Vol 16 (5) ◽  
pp. 315-326 ◽  
Author(s):  
Maria Bretner ◽  
Andrea Baier ◽  
Katarzyna Kopańska ◽  
Andżelika Najda ◽  
Anna Schoof ◽  
...  
Keyword(s):  
Biological Activity ◽  
Hepatitis C Virus ◽  
Hepatitis C ◽  
Inhibitory Activity ◽  
Alkylating Agents ◽  
Alkyl Halides ◽  
Helicase Activity ◽  
Alkyl Derivatives ◽  
Flash Column Chromatography ◽  
Derivatives Of

To improve anti-helical activity of analogues of 1 H-benzotriazole and 1 H-benzimidazole their N-alkyl derivatives were synthesized and tested for anti-helicase activity against enzymes of selected Flaviviridae including hepatitis C virus (HCV), West Nile virus (WNV), Dengue virus (DENV) and Japanese encephalitis virus (JEV). 1- and 2-alkyl derivatives of 4,5,6,7-tetrabromo-1 H-benzotriazole were obtained by direct alkylation of 4,5,6,7-tetrabromo-1 H-benzotriazole with the use of respective alkyl halides in the presence of KOH in methanol, to give a mixture of 1- and 2- isomers, which was separated by flash column chromatography in good yield. The proportion of isomers strongly depended on the reaction time and temperature. 1- and 2-hydroxyethyl and 1- and 2-chloroethyl derivatives of the tetrabromobenzo-triazole were synthesized with the use of 2-bromoethanol and 1-bromo-2-chloroethane respectively as alkylating agents. N-alkylation of this benzotriazole compound enhanced inhibitory activity and selectivity towards the helicase activity of HCV NTPase/helicase. The most active were the 2-methyl, 2-ethyl and 2-propyl derivatives (IC50∼6.5 μM in the presence of DNA as a substrate). Derivatives of the benzotriazole in which hydroxyethyl or chloroethyl replaced the alkyl substituents lost their inhibitory activity. Brominated or methylated benzotriazole N(1) ribosides also did not exert helicase inhibitory activity. Although a number of N(1) and N(2) alkyl derivatives exerted good HCV and WNV helicase inhibitory activity when DNA was used as substrate, the activity was strongly decreased or even disappeared when RNA was used as substrate. The cytotoxicity tests in Vero and HeLa Tat cells showed a substantial decrease of cytotoxicity of N-alkyl derivatives as compared to the parent benzotriazole.

Reduction of 3-Acyl Derivatives of Oxindoles, Benzo[b]furan-2-ones, and Benzo[b]thiophen-2-ones to the Corresponding Alkyl Derivatives by Sodium Borohydride—Acetic Acid.

ChemInform ◽  
2006 ◽  
Vol 37 (35) ◽  
Author(s):  
Francis X. Smith ◽  
Brian D. Williams ◽  
Eric Gelsleichter ◽  
Judy A. Podcasy ◽  
John T. Sisko ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Sodium Borohydride ◽  
Alkyl Derivatives ◽  
Derivatives Of ◽  
Acyl Derivatives

7-O-Alkyl derivatives of daunomycinone

1984 ◽  
Vol 49 (1) ◽  
pp. 313-319 ◽  
Author(s):  
Věra Přikrylová ◽  
Petr Sedmera ◽  
Josef V. Jizba ◽  
Jindřich Vokoun ◽  
Helena Lipavská ◽  
...  
Keyword(s):  
H Nmr ◽  
Toluenesulfonic Acid ◽  
Alkyl Derivatives ◽  
Derivatives Of

Reaction of daunomycinone (I) with alcohols and p-toluenesulfonic acid produces a mixture (~3 : 1) of its (7S)- and (7R)-O-alkyl derivatives II-IX. According to the 1H NMR evidence, the alicyclic ring exists in the 9H8 conformation in (7R)-O-alkyl derivatives, on the contrary to (7S)-epimers and 7-epi-daunomycinone that adopt the 8H9 conformation.

Polarized fluorescense of alkyl derivatives of fluorescein, MitoFluo and C8-Fl, in solutions with liposomes

2020 ◽  
Author(s):  
D.M. Beltukova ◽  
V.P. Belik ◽  
Y.N. Antonenko ◽  
A.A. Bogdanov ◽  
G.A. Korshunova ◽  
...  
Keyword(s):  
Alkyl Derivatives ◽  
Derivatives Of

scholarly journals Synthesis, Antiproliferative Activity and Radical Scavenging Ability of 5-O-Acyl Derivatives of Quercetin

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1608
Author(s):  
Stephen Lo ◽  
Euphemia Leung ◽  
Bruno Fedrizzi ◽  
David Barker
Keyword(s):  
Antiproliferative Activity ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Breast Cancer Cell Lines ◽  
Scavenging Activity ◽  
Plant Materials ◽  
Wide Range ◽  
Derivatives Of ◽  
Acyl Derivatives

Quercetin is a flavonoid that is found in many plant materials, including commonly eaten fruits and vegetables. The compound is well known for its wide range of biological activities. In this study, 5-O-acyl derivatives of quercetin were synthesised and assessed for their antiproliferative activity against the HCT116 colon cancer and MDA-MB-231 breast cancer cell lines; and their radical scavenging activity against the 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical cation and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical species. Four derivatives were found to have improved the antiproliferative activity compared to quercetin whilst retaining radical scavenging activity.

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