Literature DB >> 29445777

(Z)-4-Chloro-N-{3-[(4-chlorophenyl)sulfonyl]-2,3-dihydrobenzo[d]thiazol-2-ylidene}benzene-sulfonamide.

Sydney M Watkins1, Timothy J Hagen1, Timothy S Perkins1, Chong Zheng1.   

Abstract

The title compound, C19H12Cl2N2O4S3, is related to a ditosylated 2-iminobenzothiazole with the two methyl groups on the two phenyl rings replaced by chlorine. There is a weak intramolecular π-π contact between the two phenyl rings, with a centroid-to-centroid distance of 4.004 (2) Å. The dihedral angle between the rings is 9.96 (13)°. An intramolecular C-H⋯O hydrogen bond stabilizes the molecular conformation.

Entities:  

Keywords:  IspF inhibitor; bis-sulfonamide; crystal structure

Year:  2017        PMID: 29445777      PMCID: PMC5808994          DOI: 10.1107/S2414314617008653

Source DB:  PubMed          Journal:  IUCrdata        ISSN: 2414-3146


  12 in total

1.  Fluorescent inhibitors for IspF, an enzyme in the non-mevalonate pathway for isoprenoid biosynthesis and a potential target for antimalarial therapy.

Authors:  Christine M Crane; Johannes Kaiser; Nicola L Ramsden; Susan Lauw; Felix Rohdich; Wolfgang Eisenreich; William N Hunter; Adelbert Bacher; François Diederich
Journal:  Angew Chem Int Ed Engl       Date:  2006-02-06       Impact factor: 15.336

Review 2.  The non-mevalonate pathway of isoprenoid precursor biosynthesis.

Authors:  William N Hunter
Journal:  J Biol Chem       Date:  2007-04-18       Impact factor: 5.157

3.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

Review 4.  Molecular recognition in chemical and biological systems.

Authors:  Elke Persch; Oliver Dumele; François Diederich
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-28       Impact factor: 15.336

Review 5.  In search of new herbicidal inhibitors of the non-mevalonate pathway.

Authors:  Matthias Witschel; Franz Röhl; Ricarda Niggeweg; Trevor Newton
Journal:  Pest Manag Sci       Date:  2013-03-07       Impact factor: 4.845

6.  Thiazolopyrimidine inhibitors of 2-methylerythritol 2,4-cyclodiphosphate synthase (IspF) from Mycobacterium tuberculosis and Plasmodium falciparum.

Authors:  Julie G Geist; Susan Lauw; Victoria Illarionova; Boris Illarionov; Markus Fischer; Tobias Gräwert; Felix Rohdich; Wolfgang Eisenreich; Johannes Kaiser; Michael Groll; Christian Scheurer; Sergio Wittlin; José L Alonso-Gómez; W Bernd Schweizer; Adelbert Bacher; François Diederich
Journal:  ChemMedChem       Date:  2010-07-05       Impact factor: 3.466

7.  Aryl Bis-Sulfonamide Inhibitors of IspF from Arabidopsis thaliana and Plasmodium falciparum.

Authors:  Jonas Thelemann; Boris Illarionov; Konstantin Barylyuk; Julie Geist; Johannes Kirchmair; Petra Schneider; Lucile Anthore; Katharina Root; Nils Trapp; Adelbert Bacher; Matthias Witschel; Renato Zenobi; Markus Fischer; Gisbert Schneider; François Diederich
Journal:  ChemMedChem       Date:  2015-10-05       Impact factor: 3.466

Review 8.  The Methylerythritol Phosphate Pathway to Isoprenoids.

Authors:  Annika Frank; Michael Groll
Journal:  Chem Rev       Date:  2016-12-20       Impact factor: 60.622

Review 9.  Development of inhibitors of the 2C-methyl-D-erythritol 4-phosphate (MEP) pathway enzymes as potential anti-infective agents.

Authors:  Tiziana Masini; Anna K H Hirsch
Journal:  J Med Chem       Date:  2014-09-25       Impact factor: 7.446

10.  Crystal structure refinement with SHELXL.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr C Struct Chem       Date:  2015-01-01       Impact factor: 1.172

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