4-(3-Chloro-2,2-dimethylpropanamido)benzenesulfonamide

Abstract

In the title compound, C11H15ClN2O3S, the 3-chloro-2,2-dimethyl­propanamide and sulfonamide substituents are arranged on opposite sides of the benzene ring plane. In the crystal, mol­ecules are linked by N—H⋯O and C—H⋯O hydrogen bonds, forming a three-dimensional network.

Effective Anticancer Potential of a New Sulfonamide as a Carbonic Anhydrase IX Inhibitor Against Aggressive Tumors

“…Supplement Material provides the analytical and spectroscopic data of 2‐bromo‐ N ‐(4‐sulfamoylphenyl) propanamide (MMH‐1). The characteristic spectral bands and chemical shifts of the synthesized compounds are consistent with those obtained in previous studies for other sulfonamide derivatives [25–29] . A sulfonamide compound, 2‐bromo‐N‐(4‐sulfamoylphenyl)propanamide (MMH‐1), was evaluated for its inhibitory effects on four CA isoforms: cytosolic h CA I and h CA II, as well as transmembrane tumor‐associated h CA IX and h CA XII isoforms.…”

“…The characteristic spectral bands and chemical shifts of the synthesized compounds are consistent with those obtained in previous studies for other sulfonamide derivatives. [25][26][27][28][29] A sulfonamide compound, 2-bromo-N-(4sulfamoylphenyl)propanamide (MMH-1), was evaluated for its inhibitory effects on four CA isoforms: cytosolic hCA I and hCA II, as well as transmembrane tumor-associated hCA IX and hCA XII isoforms. Evaluation was performed using the stopped-flow CO 2 hydrase assay method.…”

4-(5-Chloropentanamido)benzenesulfonamide

“…1, the N2-C7-C8-C9, Cl1-C11-C10-C9 and O3 -C7-C8-C9 torsion angles are 165.7 (2), 63.2 (3) and -16.5 (3) °, respectively. The bond lengths and bond angles are within the normal range and are comparable to those reported previously for the isomer 4-(3-chloro-2,2-dimethylpropanoylamino)-benzenesulfonamide (Yalçın et al, 2012) and other related compounds (Akkurt et al, 2010a,b).…”

“…For their antiviral properties, such as HIV protease inhibitors, see : De Clercq (2001) and as inhibitors of cysteine protease enzyme, see: Danial & Korsmeyer (2004). For related structures, see: Yalçın et al (2012); Akkurt et al (2010a,b). For hydrogen-bond motifs, see: Bernstein et al (1995).…”