549476-61-1

Usage

Uses

Used in Pharmaceutical Industry:
N-Cyclopropyl 4-Nitrophenylsulfonamide is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of new therapeutic agents with potential applications in treating a range of diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical sector, N-Cyclopropyl 4-Nitrophenylsulfonamide serves as a building block for the development of new agrochemicals. Its properties make it suitable for the synthesis of compounds that can be used in pest control, crop protection, and other agricultural applications.
Used in Medicinal Chemistry Research:
N-Cyclopropyl 4-Nitrophenylsulfonamide is utilized in medicinal chemistry research to explore its potential for biological interactions. N-Cyclopropyl 4-Nitrophenylsulfonamide's structure offers opportunities for the design and development of new drugs with improved efficacy and selectivity.
Used in Organic Synthesis:
As an intermediate in organic synthesis, N-Cyclopropyl 4-Nitrophenylsulfonamide is employed in the preparation of a variety of chemical compounds. Its unique properties make it a versatile building block for the synthesis of complex organic molecules with diverse applications in the chemical industry.

InChI:InChI=1/C9H10N2O4S/c12-11(13)8-3-5-9(6-4-8)16(14,15)10-7-1-2-7/h3-7,10H,1-2H2

Upstream product

• 765-30-0 Cyclopropylamine 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 

Downstream Products

• 1581769-15-4 C₂₄H₂₈N₄O₅S₂ 
• 952-97-6 4-nitrophenyl phenyl sulfide 
• 1581769-19-8 C₁₈H₁₉NO₂S₂ 
• 22865-50-5 4-(4-methoxyphenylsulfanyl)nitrobenzene 
• 1581769-20-1 C₁₉H₂₁NO₃S₂ 
• 1581769-09-6 N,N-dicyclopropyl 4-nitrobenzenesulfonamide 

Relevant academic research and scientific papers

Diastereoselective Photoredox-Catalyzed [3 + 2] Cycloadditions of N-Sulfonyl Cyclopropylamines with Electron-Deficient Olefins

A highly diastereoselective, visible-light-induced [3 + 2] cycloaddition between N-sulfonyl cyclopropylamines and electron-deficient olefins is reported. The reactions proceed via the oxidation of a sulfonamide aza-anion by an organic photocatalyst to generate a nitrogen-centered radical. Strain-induced ring opening and intermolecular addition to the olefin generate an intermediate carbon-centered radical that is reduced to an anion prior to 5-exo cyclization. This enables a highly diastereoselective construction of trans-cyclopentanes possessing synthetically useful functional groups.

Synthesis and biological evaluation of norcantharidin derivatives as protein phosphatase-1 inhibitors

Cantharidin and norcantharidin display anticancer activity against a broad range of tumor cell lines. In this study, we have synthesized a series of norcantharidin derivatives and evaluated their cytotoxic effects on four human tumor cell lines together with the genetically normal human diploid fibroblast line WI-38. One of our compounds (1S,4R)-3-((4-(4-(4-fluorophenyl)piperazin-1-ylsulfonyl) phenyl)carbamoyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid (12) exhibited potent cytotoxic effects on the tumor cell lines A-549, HepG2, HeLa, and HCT-8, whereas it was less toxic to WI-38 cells than its parent compound, norcantharidin. In addition, this compound inhibited protein phosphatase-1 activity and microtubule formation in HeLa cells, and it also interacts with calf thymus DNA.

Development of a robust process for the preparation of high-quality dicyclopropylamine hydrochloride

A short and efficient process for the preparation of high-quality dicyclopropylamine HCl salt is described. An oxygen-mediated Chan-Lam coupling of N-cyclopropyl 4-nitrobenzenesulfonamide with cyclopropylboronic acid was followed by an optimized p-nosyl deprotection with 1-decanethiol, providing the title compound in high chemical yield. This process addresses many of the challenges and liabilities inherent in previous synthetic approaches to this challenging molecule. The collection of key safety data enabled implementation of an oxygen-mediated process on-scale and ensured safe operation throughout development, optimization, and processing.

Synthesis and SAR of novel, 4-(phenylsulfamoyl)phenylacetamide mGlu 4 positive allosteric modulators (PAMs) identified by functional high-throughput screening (HTS)

Herein we disclose the synthesis and SAR of a series of 4-(phenylsulfamoyl)phenylacetamide compounds as mGlu4 positive allosteric modulators (PAMs) that were identified via a functional HTS. An iterative parallel approach to these compounds culminated in the discovery of VU0364439 (11) which represents the most potent (19.8 nM) mGlu4 PAM reported to date.