96-72-0

Usage

Uses

Used in Organic Synthesis:
2-Chloro-5-nitrobenzenesulfonamide is used as a synthetic intermediate for the production of various organic compounds. Its unique structure, featuring a chloro and nitro group attached to a benzene ring, allows it to participate in a range of chemical reactions, facilitating the synthesis of target molecules with specific properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-Chloro-5-nitrobenzenesulfonamide is utilized as a building block for the development of new drugs. Its reactivity and functional groups make it suitable for the synthesis of active pharmaceutical ingredients (APIs) that can address various medical conditions and therapeutic areas.
Used in Chemical Research:
2-Chloro-5-nitrobenzenesulfonamide also serves as a valuable research tool in the field of chemistry. It is employed in academic and industrial laboratories to study reaction mechanisms, explore new synthetic routes, and develop innovative methodologies for the preparation of complex organic molecules.
Used in Agrochemicals:
In the agrochemical industry, 2-Chloro-5-nitrobenzenesulfonamide is used as a precursor in the synthesis of various agrochemical products, such as pesticides and herbicides. Its contribution to the development of these products helps in enhancing crop protection and ensuring food security.
Used in Dye and Pigment Industry:
2-Chloro-5-nitrobenzenesulfonamide also finds application in the dye and pigment industry, where it is used as an intermediate for the synthesis of various dyes and pigments. These dyes and pigments are then utilized in a wide range of applications, including textiles, plastics, and printing inks, to impart color and enhance visual appeal.

InChI:InChI=1/C6H5ClN2O4S/c7-5-2-1-4(9(10)11)3-6(5)14(8,12)13/h1-3H,(H2,8,12,13)

Upstream product

• 4533-95-3 5-nitro-2-chlorobenzenesulfonyl chloride 
• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 
• 7790-94-5 chlorosulfonic acid 
• 100-00-5 4-chlorobenzonitrile 
• 96-73-1 2-chloro-5-nitro-benzenesulfonic acid 
• 946-30-5 2-chloro-5-nitrobenzenesulphonic acid sodium salt 

Downstream Products

• 861062-46-6 2-(4-acetylamino-phenylsulfanyl)-5-nitro-benzenesulfonic acid amide 
• 127781-62-8 5-Nitro-2-piperidino-benzolsulfonamid 
• 127781-64-0 5-Nitro-2-(1-perhydroazocinyl)-benzolsulfonamid 
• 127781-63-9 5-Nitro-2-(1-perhydroazepinyl)-benzolsulfonamid 
• 16611-57-7 2-Dimethylamino-5-nitro-benzolsulfonamid 
• 127781-66-2 2-Diethylamino-5-nitro-benzolsulfonamid 
• 127781-65-1 2-(2-Methyl-1-piperidinyl)-5-nitro-benzolsulfonamid 
• 356041-30-0 2-(3'-methylphenylamino)-5-nitrobenzene sulfonamide 
• 54734-85-9 2-amino-5-nitrobenzenesulfonamide 
• 899790-35-3 2-(4-methylphenoxy)-5-nitrobenzenesulfonamide 
• 899790-25-1 2-(2,5-dimethylphenylamino)-5-nitrobenzenesulfonamide 
• 899790-24-0 2-(3-methyl-4-bromophenylamino)-5-nitrobenzenesulfonamide 
• 899790-17-1 2-(cyclohexylamino)-5-nitrobenzenesulfonamide 
• 899790-30-8 2-(4-methylphenylamino)-5-nitrobenzenesulfonamide 

Relevant academic research and scientific papers

Design, Synthesis,In VitroandIn VivoCharacterization of Selective NKCC1 Inhibitors for the Treatment of Core Symptoms in down Syndrome

Intracellular chloride concentration [Cl-]iis defective in several neurological disorders. In neurons, [Cl-]iis mainly regulated by the action of the Na+-K+-Cl-importer NKCC1 and the K+-Cl-exporter KCC2. Recently, we have reported the discovery of ARN23746 as the lead candidate of a novel class of selective inhibitors of NKCC1. Importantly, ARN23746 is able to rescue core symptoms of Down syndrome (DS) and autism in mouse models. Here, we describe the discovery and extensive characterization of this chemical class of selective NKCC1 inhibitors, with focus on ARN23746 and other promising derivatives. In particular, we present compound 40 ( ARN24092 ) as a backup/follow-up lead within vivoefficacy in a mouse model of DS. These results further strengthen the potential of this new class of compounds for the treatment of core symptoms of brain disorders characterized by the defective NKCC1/KCC2 expression ratio.

Controllable Soil Degradation Rate of 5-Substituted Sulfonylurea Herbicides as Novel AHAS Inhibitors

Chlorsulfuron has been applied in wheat fields as a recognized herbicide worldwide, yet it was officially banned in China since 2014 for its soil persistence problem. On the basis of our previous research that 5-dimethylamino distinctively accelerated degradation rate in soils, a modified amino moiety (Ia-c) and monosubstituted amino group (Id-e) were introduced onto the fifth position of the benzene ring in sulfonylurea structures, as well as heterocyclic amino substituents (If-g) to seek a suitable soil degradation rate during such an in situ crop rotation system. Referring to the biological data and ScAHAS inhibition and ScAHAS docking results, they turned out to be AHAS inhibitors with high potent herbicidal activities. The various influence on soil degradation rate along with crop safety indicated that different substituents on the fifth position have exerted an apparent impact. Their united study of structure-activity-safety-degradation relationship has great potential to provide valuable information for further development of eco-friendly agrochemicals.

Research on the controllable degradation of: N -methylamido and dialkylamino substituted at the 5thposition of the benzene ring in chlorsulfuron in acidic soil

Owing to the lengthy residual problems associated with chlorsulfuron, metsulfuron-methyl, and ethametsulfuron, which prevents them from being used in the "annual multi-crop planting system", the application of these sulfonylurea herbicides (SU) has regrettably been terminated in China since 2014. In this field, we were the first to discover that the 5th position of the benzene ring in chlorsulfuron is a key point for influencing its degradation rate and the amino moiety at this position showed faster degradation rates and maintained their original potent bioactivity. In this study, we further elaborated on N-methylamido and dialkylamino substituents at the same position in chlorsulfuron to obtain 18 novel structures as M and N series. Their half-life degradation (DT50) values were faster, to varying degrees, than chlorsulfuron in acidic soil. It was found that most of the titled structures also retained their potent herbicidal activity and the crop safety of the M series towards corn greatly increased. Based on these data, a comprehensive graph describing the structure/degradation relationship was established first. Relating to the new molecules, their herbicidal activity (A), degradation rates (D), and crop safety (S) relationship were correlated and we used this approach to predict and explore the most preferable molecule, which coincided to the corresponding experimental data. The new concept of controllable degradation will provide us with more insight when searching for new ecological bioactive molecules in the future.

MODULATORS OF INTRACELLULAR CHLORIDE CONCENTRATION

The present invention relates to a compound of Formula la, lb and Ic, (Formula Ia) a pharmaceutical composition comprising the same and their use in the treatment or prevention of pathological conditions associated to depolarizing GABAergic transmission including, for example, Down syndrome and autism.

METHODS AND COMPOUNDS FOR TREATING PROLIFERATIVE DISORDERS AND VIRAL INFECTIONS

The invention generally relates to methods and compounds for treating proliferative disorders, viral infections, or both. In some embodiments, the invention provides an anticancer or antiviral compound including a substituted nitro phenoxy phenyl, a sulfonylurea, and an alkyl group. In some embodiments, the invention provides a method of treating a proliferative disorder or a viral infection including administering an anticancer or antiviral compound that binds to a thromboxane receptor, has preferential binding for either TPalpha (TPα) or TPbeta (TPβ) receptor subtype.

Controllable Effect of Structural Modification of Sulfonylurea Herbicides on Soil Degradation

The study of soil degradation behaviors of sulfonylurea herbicides in relation to their different structural attributes is utmost important for us to comprehend the development of new eco-friendly herbicides. It is postulated that the structural modification of the chemical structures could influence their degradation rates in soil. Nine devised structures were synthesized to study their herbicidal activity as well as their soil degradation behaviors respectively. The novel compounds I-3–I-7 were characterized by UV,1H NMR and13C NMR, MS and EA. Bioassays indicated that most of target compounds displayed superior herbicidal activities in comparison with Chlorsulfuron. Soil degradation results further confirmed our previous assumption that the introduction of electron-donating substituents at 5thposition of the benzene ring distinctly increased their degradation rates, among which dimethylamino and diethylamino groups can adjust the degradation rate to a more favorable status.

AROMATIC SULFONAMIDE DERIVATIVES

Substituted aromatic sulfonamides of formula (I) pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease.

Research on controllable degradation of sulfonylurea herbicides

In order to seek ecologically safer and environmentally benign sulfonylurea herbicides (SU), insight into the structure/bioassay/soil degradation tri-factor relationship was first established. With the introduction of various groups (alkyl, nitro, halogen, cyano etc.) at the 5th position of its benzene ring, structural derivatives of chlorsulfuron were designed, synthesized, and evaluated for their herbicidal activity. The structures of the title compounds were confirmed by infrared spectroscopy, ultraviolet spectroscopy, 1H and 13C NMR, mass spectrometry, elemental analysis and X-ray diffraction. Bioassay results confirmed that most derivatives retained their superior herbicidal activities in comparison with chlorsulfuron. After investigating the soil degradation behavior of each molecule under set conditions, it was found that structures with electron-withdrawing substituents at the 5th position of the benzene ring retained their long degradation half-lives, yet the introduction of electron-donating substituents accelerated the degradation rate. These results will provide a valuable clue to further explore the potential controllable degradation of SU and other herbicides, and to discover novel herbicides that are favorable for environmentally and ecologically sustainable development.

NOVEL 4,6-DISUBSTITUTED AMINOPYRIMIDINE DERIVATIVES HAVING BOTH AROMATIC AND HALOGENIC SUBSTITUENTS

Certain 4,6-disubstituted aminopyrimidine derivatives having both aromatic and halogenic substituents.