10475-06-6

Basic information

• Product Name: 5-AMINO-2-CHLORO-N,N-DIMETHYL-BENZENESULFONAMIDE
• Synonyms: Benzenesulfonamide,5-amino-2-chloro-N,N-dimethyl-
• CAS NO: 10475-06-6
• Molecular Formula: C₈H₁₁ClN₂O₂S
• Molecular Weight: 234.7031
• Mol File: 10475-06-6.mol

Chemical Properties

• Boiling Point: 401.9 °C at 760 mmHg
• Flash Point: 196.8 °C
• Appearance: /
• Density: 1.387 g/cm³
• Vapor Pressure: 1.14E-06mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 5-AMINO-2-CHLORO-N,N-DIMETHYL-BENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-2-CHLORO-N,N-DIMETHYL-BENZENESULFONAMIDE(10475-06-6)
• EPA Substance Registry System: 5-AMINO-2-CHLORO-N,N-DIMETHYL-BENZENESULFONAMIDE(10475-06-6)

Safety Data

• Hazardous Substances Data: 10475-06-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
5-AMINO-2-CHLORO-N,N-DIMETHYL-BENZENESULFONAMIDE is utilized as a potential therapeutic agent for its antibacterial and anticancer properties. It is being studied for its effectiveness in combating various types of bacteria and cancer cells, making it a valuable candidate in the development of new medications.
Used in the Treatment of Inflammatory and Autoimmune Diseases:
In the medical field, 5-AMINO-2-CHLORO-N,N-DIMETHYL-BENZENESULFONAMIDE is considered for its potential applications in treating inflammatory and autoimmune conditions. Its chemical structure allows it to interact with biological targets that are implicated in these disease processes.
Used as a Chemical Intermediate in Organic Synthesis:
Beyond its direct therapeutic applications, 5-AMINO-2-CHLORO-N,N-DIMETHYL-BENZENESULFONAMIDE also serves as a crucial chemical intermediate. It is used in the synthesis of other organic compounds, contributing to the creation of a wide range of chemical products and materials.

InChI:InChI=1/C8H11ClN2O2S/c1-11(2)14(12,13)8-5-6(10)3-4-7(8)9/h3-5H,10H2,1-2H3

Upstream product

• 100-00-5 4-chlorobenzonitrile 
• 4533-95-3 5-nitro-2-chlorobenzenesulfonyl chloride 
• 96-73-1 2-chloro-5-nitro-benzenesulfonic acid 

Downstream Products

• 70325-46-1 5-bromo-2-chloro-N,N-dimethylbenzenesulfonamide 

Relevant articles and documents

Development of Benzenesulfonamide Derivatives as Potent Glutathione Transferase Omega-1 Inhibitors

Glutathione transferase omega-1 (GSTO1-1) is an enzyme whose function supports the activation of interleukin (IL)-1β and IL-18 that are implicated in a variety of inflammatory disease states for which small-molecule inhibitors are sought. The potent reactivity of the active-site cysteine has resulted in reported inhibitors that act by covalent labeling. In this study, structure-activity relationship (SAR) elaboration of the reported GSTO1-1 inhibitor C1-27 was undertaken. Compounds were evaluated for inhibitory activity toward purified recombinant GSTO1-1 and for indicators of target engagement in cell-based assays. As covalent inhibitors, the kinact/KI values of selected compounds were determined, as well as in vivo pharmacokinetics analysis. Cocrystal structures of key novel compounds in complex with GSTO1-1 were also solved. This study represents the first application of a biochemical assay for GSTO1-1 to determine kinact/KI values for tested inhibitors and the most extensive set of cell-based data for a GSTO1-1 inhibitor SAR series reported to date. Our research culminated in the discovery of 25, which we propose as the preferred biochemical tool to interrogate cellular responses to GSTO1-1 inhibition.

Benzenesulfonamide derivatives and methods for their production

A compound having the structural formula STR1 wherein: R is hydrogen, C1 -C4 alkyl, C1 -C4 haloalkyl, formyl, C2 -C6 alkanoyl, C3 -C4 alkenyl or C3 -C4 alkynyl, or alkali metal; X is C1 -C4 alkyl, C1 -C8 alkoxy, cyano, or halogen; Y is hydrogen, halogen, or C1 -C4 dialkylamino; R1 is hydrogen, C1 -C8 straight chain or branched alkyl, C3 -C8 cycloalkyl, C3 -C8 alkenyl, C3 -C8 alkoxy or C3 -C8 hydroxyalkyl; R2 is hydrogen, C1 -C8 straight chain or branched alkyl, C3 -C8 alkenyl, C3 -C8 cycloalkyl, halo substituted C3 -C8 alkenyl, C3 -C8 alkynyl, C1 -C4 alkoxy, hydroxy C1 -C4 alkyl, cyano C1 -C4 alkyl, 2,3-epoxypropyl, 2,2-dialkoxyethyl, alkoxyalkyl, phenyl, aralkyl, C1 -C4 acyl, C1 -C4 carbalkoxyalkyl, C1 -C4 carbalkoxyalkyl substituted by C1 -C4 alkyl, phenylmethyl or methylthioethyl, (1,3-dioxolan-2-yl)alkyl, dialkylaminoethyl, or tetrahydrofuranylmethyl; R3 is hydrogen, halogen or C1 -C4 alkyl; R4 is C1 -C4 alkyl or C1 -C4 haloalkyl; R1 and R2 taken together form a C3 -C8 membered heterocyclic ring containing one or more heteroatoms. In addition, processes and novel intermediate compounds that are useful for making the compound are set forth. A method for controlling weeds which comprises applying a herbicidally effective amount of the compound recited above is described. Also disclosed is a composition useful as an herbicide which includes a compound of this invention and a suitable carrier therefor.