3743-29-1

Usage

Uses

Used in Pharmaceutical Industry:
N-(m-hydroxyphenyl)-p-toluenesulphonamide is used as an antitubercular agent for the treatment of tuberculosis. It functions by inhibiting the synthesis of specific components of the bacterial cell wall, which leads to the disruption of bacterial growth and replication.
Used in Cancer Research:
N-(m-hydroxyphenyl)-p-toluenesulphonamide is used as a potential therapeutic agent in cancer research. Its chemical properties are being studied for the treatment of certain types of cancer, with the aim of developing new and effective cancer therapies.
Used in Antibiotic Development:
N-(m-hydroxyphenyl)-p-toluenesulphonamide is used as a candidate in the development of new antibiotic agents. Its unique chemical structure and functional groups offer promise in the creation of novel antibiotics to combat drug-resistant bacterial strains.

Upstream product

• 64-17-5 ethanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 591-27-5 m-Hydroxyaniline 

Downstream Products

• 38912-94-6 N-[3-(1-Amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-phenyl]-4-methyl-benzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 333383-80-5 3-(N-3-hydroxyphenyl-N-p-tosylpropionaldehyde) 
• 1346523-56-5 7-[ethyl-(4-methanesulfonylphenyl)amino]-4-methylcoumarin 
• 1372874-79-7 C₁₉H₁₉NO₅S 
• 1372874-81-1 C₂₈H₃₃NO₄ 
• 1372874-82-2 C₃₄H₄₉NO₇Si 
• 101973-09-5 7-[N-(p-toluenesulfonyl)amino]-4-methylcoumarin 
• 1365715-95-2 C₁₉H₁₈BrNO₄S 
• 333383-93-0 N-tosyl 7-hydroxyhydroquinoline 
• 578-67-6 quinolin-5-ol 
• 580-20-1 quinolin-7-ol 
• 925213-66-7 N-(3-{[4-(ethylamino)-5-nitro-2-pyridinyl]oxy}phenyl)-4-methylbenzenesulfonamide 
• 38920-02-4 C₃₄H₂₇N₃O₇S₂ 

Relevant academic research and scientific papers

N-(3-Hydroxyphenyl)-p-toluenesulfonamide

In the title compound, C13H13NO3S, the dihedral angle between the toluene and phenol moieties is 69.48 (5)°. The molecules form columns linked by N-H...O and O-H...O hydrogen bonds.

Quintuple stimuli-responsive nano-carrier with imaging function and preparation method of quintuple stimuli-responsive nano-carrier

The invention discloses a quintuple stimuli-responsive nano-carrier with an imaging function and a preparation method of the quintuple stimuli-responsive nano-carrier. According to the nano-carrier, with rare earth up-conversion luminescent nanocrystal as a core and mesoporous silica as a shell, a hollow bell structure is constructed, the surface of the hollow bell structure is modified with an aminocoumarin light plate machine and a supramolecular nano-valve based on pillar arene, and an anti-cancer drug is loaded in a hollow cavity of mesoporous silica. The nano-carrier disclosed by the invention can respond to five external stimuli including acidity, alkalinity, zinc ions, electric potential and near-infrared light, causes configuration change or breakage of surface groups, then releases anti-cancer drugs, has fluorescence imaging and magnetic resonance imaging functions, and has an application prospect in the field of drug controlled release.

Discovery and optimization of arylsulfonyl 3-(pyridin-2-yloxy)anilines as novel GPR119 agonists

We describe the discovery of a series of arylsulfonyl 3-(pyridin-2-yloxy) anilines as GPR119 agonists derived from compound 1. Replacement of the three methyl groups in 1 with metabolically stable moieties led to the identification of compound 34, a potent and efficacious GPR119 agonist with improved pharmacokinetic (PK) properties.

Target-activated coumarin phototriggers specifically switch on fluorescence and photocleavage upon bonding to thiol-bearing protein

A new concept in which only the molecular target, such as a thiol-bearing protein, can activate the phototrigger has been demonstrated. Such target-activatable phototriggers comprise three parts: a 7-aminocoumarin phototrigger, an electron acceptor (maleimide) that efficiently quenches the coumarin excited state, and a caged leaving group attached to the coumarin. In the absence of mercaptans, photoinduced electron transfer between coumarin and maleimide effectively blocks both the fluorescence and photocleavage pathways. Thiol-bearing molecules, however, readily annihilate the electron acceptor and thus restore the phototrigger for photorelease of the caged cargo (e.g., biotin). Unlike traditional phototriggers, functional-group-activated phototriggers allow easy handling under ambient light, report specific bonding to the target, and enable photocleavage capability selectively at the binding site in situ, thus effectively positioning the photoreleased cargo at the target. Meanwhile, the unique feature of thiol-specific activation of the fluorescence and photocleavage make our new phototrigger a universal tool that can be used to identify accurately protein cysteine S-nitrosylation, a physiologically important posttranslational modification.

7-Amino coumarin based fluorescent phototriggers coupled with nano/bio-conjugated bonds: Synthesis, labeling and photorelease

By several synthetic pathways, we designed and synthesized a new series of unsymmetrical substituted 7-amino coumarin-based phototriggers with various nano/bio-conjugated bonds. The photophysical properties of most of the substituted coumarin-based phototriggers, except for compound P9 with maleimide group, showed no significant change compared with that of 7-(diethylamino)-4- (hydroxylmethyl) coumarin (DEACM-OH, the reported symmetric substituted 7-amine coumarin based phototrigger). Four compounds (P2, P4, P9, 14) were successfully conjugated with typical carriers such as mesoporous silica nanoparticles, biocompatible polymer PEG and common protein BSA, respectively. The efficient photorelease of ibuprofen (IBU) in the model cargo delivery system of MD4 confirmed that our designed phototriggers could serve well as a photo-cage for bioactive molecules and the release can be regulated precisely by manipulating the external irradiation conditions. All the results hinted at the superiority of using these coumarin functional compounds for photo-regulated release in biotechnology and biomedical areas. The Royal Society of Chemistry 2012.

One-pot preparation of 7-hydroxyquinoline

An efficient one-pot procedure for the four-step preparation of 7-hydroxyquinoline (1) from 3-N-tosylaminophenol (4) in 60% isolated yield, that reduces the risk of exposure to acrolein (2), is described.

Intermediates for synthesis of vinblastine compound and method for synthesizing the intermediate

Intermediates A, which are important in the whole synthesis of vindoline; and a method of synthesizing intermediates respectively represented by the general formulae B and C. By the method, the target intermediates are effectively synthesized with satisfactory reproducibility. This synthesis method is especially suitable for mass production. General formula A General formula B General formula C

A practical route to quinolines from anilines

A practical route to quinoline from anilines through acid-mediated cyclization of 3-(N-aryl-N-sulfonylamino)propionaldehydes has been developed. Treatment of the cyclization products, dihydroquinoline intermediates with KOH in DMSO leads to substituted quinolines.

Hydrogen Bonding Induced Solid State Supramolecular Assemblies of Selective O-Tosyl and N-Tosyl Derivatives of 3-Aminophenol

Self-organisation via hydrogen bonding in the supramolecular assembly of selective mono-tosyl derivative of 3-aminophenol having free amino group (1) and free hydroxyl group (2) respectively, has been demonstrated. Compound 1 is stablised in the solid state forming a sixteen-membered hydrogen bonded structure in the self-assembly and compound 2 forms a column like structure with alternate different grooves.