Synthèse Et Cyclisation De Carboxylsulfamides Dérivés D'amines Et D'α-Hydroxyesters. Éavaluation De L'Activité Bactéeriostatique

Berredjem, Malika; Régaı̈nia, Zine; Djahoudi, Abdelghani; Aouf, Nour‐Eddine; Dewynter, Georges; Montéro, Jean-Louis

doi:10.1080/10426500008076344

Cited by 19 publications

(19 citation statements)

References 18 publications

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“…For bondlength data, see: Allen et al (1987). For background information, see: Berredjem et al (2000); Esteve & Bidal (2002); La Roche & Co (1967a,b); Lee & Lee (2002); Martinez et al (2000); Soledade et al (2006); Xiao & Timberlake (2000). For related literature, see: Gowda et al (2007a,b,c); Kayser et al (2004); La Roche & Co (1967); Vaichulis (1977).…”

Section: Related Literaturementioning

confidence: 99%

2-(Benzenesulfonamido)acetic acid

2008

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Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.004 Å; R factor = 0.043; wR factor = 0.116; data-to-parameter ratio = 18.1.The title compound, C 8 H 9 NO 4 S, is of interest as a precursor to biologically active sulfur-containing heterocyclic cmpounds. The crystal structure displays the classical O-HÁ Á ÁO intermolecular hydrogen bonding typical for carboxylic acids forming dimers. Symmetry-related dimers are, in turn, linked through head-to-tail pairs of intermolecular N-HÁ Á ÁO interactions, giving rise to a zigzag chain along the c axis. Related literatureFor the synthesis and biological evaluation of sulfurcontaining heterocyclic compounds, see: Zia-ur-Rehman et al. Data collectionBruker APEXII CCD area-detector diffractometer Absorption correction: multi-scan (SADABS;Sheldrick, 1996) T min = 0.889, T max = 0.952 10301 measured reflections 2338 independent reflections 1644 reflections with I > 2(I) R int = 0.037

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Section: Related Literaturementioning

confidence: 99%

2-(Benzenesulfonamido)acetic acid

2008

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“…For related literature, see: Berredjem et al (2000); Lee & Lee (2002); Martinez et al (2000); Xiao & Timberlake (2000); Esteve & Bidal (2002); Soledade et al (2006).…”

Section: Related Literaturementioning

confidence: 99%

“…Data collection: COLLECT (Hooft, 1998); cell refinement: DENZO/SCALEPACK (Otwinowski & Minor, 1997); data reduction: COLLECT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 and CrystalBuilder (DECOMET Laboratory, 2007 (Soledade et al, 2006;Esteve & Bidal, 2002;Xiao & Timberlake, 2000;Martinez et al, 2000;Berredjem et al, 2000;Lee et al, 2002) We report herein the synthesis and the crystal structure determination of the title compound (Fig. 1).…”

Section: Data Collectionmentioning

confidence: 99%

1,2,3,4-Tetrahydroisoquinoline-2-sulfonamide

et al. 2008

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The title compound, C9H12N2O2S, is a useful precursor of a variety of modified sulfonamide molecules. Due to the importance of these molecules in biological systems (antibacterials, antidepressants and many other applications), there is a growing interest in the discovery of new biologically active compounds. In the title compound, the molecules are linked by N—H⋯O intermolecular hydrogen bonds involving the sulfonamide function to form an infinite two-dimensional network parallel to the (001) plane.

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“…Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 Sulfonamides are an important category of pharmaceutical compounds with a broad spectrum of biological activities such as herbicidal, anti-malarial, anti-convulsant and anti-hypertensive (Connor, 1998;Xiao & Timberlake, 2000;Berredjem et al, 2000;Lee & Lee, 2002). In this work we report the crystal structure of the title compound (Fig 1, Alternative name: 2-tosylaminobenzaldehyde), which is the second monoclinic polymorph reported.…”

Section: Methodsmentioning

confidence: 99%

“…For biological applications of sulfonamides, see: Connor (1998); Berredjem et al (2000); Lee & Lee (2002); Xiao & Timberlake (2000). For the first monoclinic polymorph, see: Mahía et al (1999).…”

Section: Related Literaturementioning

confidence: 99%

N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph

Murugavel¹,

Manikandan²,

Kannan³

et al. 2012

Acta Cryst E

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The title compound, C14H13NO3S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P21/c (Z = 4), whereas the title polymorph (I) occurs in the space group P21/n (Z = 4). The dihedral angle between the two aromatic rings is 75.9 (1)° in (I) compared to 81.9 (1)° for (II). In both polymorphs, two S(6) rings are generated by intramolecular N—H⋯O and C—H⋯O hydrogen bonds, resulting in similar molecular geometries. However, the two polymorphs differ concerning their crystal packing. In (I), molecules are linked into C(8) zigzag chains along the b axis by C—H⋯O hydrogen bonds, whereas in (II) molecules are linked by C—H⋯O hydrogen bonds, forming C(7) chains along the b axis. The title polymorph is further stabilized by intermolecular C—H⋯π and π–π interactions [centroid–centroid distance = 3.814 (1) Å]. These interactions are not evident in polymorph (II).

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Synthèse Et Cyclisation De Carboxylsulfamides Dérivés D'amines Et D'α-Hydroxyesters. Éavaluation De L'Activité Bactéeriostatique

Cited by 19 publications

References 18 publications

2-(Benzenesulfonamido)acetic acid

2-(Benzenesulfonamido)acetic acid

1,2,3,4-Tetrahydroisoquinoline-2-sulfonamide

N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph

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