42908-33-8

Basic information

• Product Name: 3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID
• Synonyms: beta-alanine, N-[(4-methylphenyl)sulfonyl]-;N-[(4-methylphenyl)sulfonyl]-beta-alanine;3-[(4-methylphenyl)sulfonylamino]propanoic acid;3-[(4-methylphenyl)sulfonylamino]propionic acid;Propionic acid, 3-(4-tolylsulfonylamido)-;3-((4-methylphenyl)sulfonamido)propanoicacid
• CAS NO: 42908-33-8
• Molecular Formula: C₁₀H₁₃NO₄S
• Molecular Weight: 243.28
• Mol File: 42908-33-8.mol

Chemical Properties

• Boiling Point: 442.3°C at 760 mmHg
• Flash Point: 221.3°C
• Appearance: /
• Vapor Pressure: 1.34E-08mmHg at 25°C
• CAS DataBase Reference: 3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID(42908-33-8)
• EPA Substance Registry System: 3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID(42908-33-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 42908-33-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID is used as a building block for the development of pharmaceuticals due to its unique reactivity and the ability to form a variety of derivatives with potential medicinal properties.
Used in Organic Synthesis:
In the field of organic synthesis, 3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID is used as a reagent to create a range of organic compounds, leveraging its sulfonamide group for diverse chemical reactions.
Used in Medicinal Chemistry:
3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID is utilized in medicinal chemistry for the synthesis of bioactive compounds and potential drug candidates, taking advantage of its unique structural features to design novel therapeutic agents.
Used in Research and Development:
3-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID is also used in research and development settings to explore its properties and potential applications in creating new drugs and organic compounds, contributing to the advancement of chemical and medical sciences.

InChI:InChI=1/C10H13NO4S/c1-8-2-4-9(5-3-8)16(14,15)11-7-6-10(12)13/h2-5,11H,6-7H2,1H3,(H,12,13)/p-1

Upstream product

• 3634-89-7 N-(p-toluenesulfonyl)aziridine 
• 124-38-9 carbon dioxide 
• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 718633-51-3 N-1-(3-oxopropyl)-4-methyl-1-benzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 107-95-9 3-amino propanoic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 107-94-8 chloropropionic acid 
• 2619-16-1 N,N-bis[(2-cyanoethyl)]-4-methylbenzenesulfonamide 

Downstream Products

• 61341-03-5 N-(toluene-4-sulfonyl)-β-alanyl chloride 
• 90303-19-8 2-(N-Tos-β-Ala)aminopyrimidine 
• 84708-68-9 9-(N-tosyl-β-alanyl)carbazole 
• 351333-22-7 methyl N-[4'-methylphenylsulphonyl-β-alanyl]anthranilate 
• 78211-15-1 2-(N-Tos-β-Ala)hydrazino-4(H)-1,3,4-thiadiazino<5,6-b>quinoxaline 
• 115946-47-9 1-[(4-methylphenyl)sulfonyl]azetidin-2-one 
• 90303-32-5 N-[2-(Pyridin-4-ylcarbamoyl)-ethyl]-3-(toluene-4-sulfonylamino)-propionamide 
• 90303-30-3 N-(Pyridin-4-ylcarbamoylmethyl)-3-(toluene-4-sulfonylamino)-propionamide 
• 84708-83-8 3,6-dinitro-9-(N-tosyl-β-alanyl)carbazole 
• 76616-47-2 N-[(4-methylphenyl)sulfonyl]-β-alanine ethyl ester 
• 80613-80-5 N-(2-Oxo-2H-chromen-3-yl)-3-(toluene-4-sulfonylamino)-propionamide 
• 78221-08-6 N-(2-Imino-thiazolo[4,5-b]quinoxalin-3-yl)-3-(toluene-4-sulfonylamino)-propionamide 
• 122081-15-6 3-{[(4-methylphenyl)sulfonyl]amino}-1-pyrrolidinylpropan-1-one 
• 68768-96-7 (3aS)-3c-[N-(toluene-4-sulfonyl)-β-alanyloxy]-2t-[N-(toluene-4-sulfonyl)-β-alanyloxymethyl]-(3ar,9ac)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-ylideneamine 

Relevant articles and documents

Ni-Catalyzed Carboxylation of Aziridines en Route to β-Amino Acids

A Ni-catalyzed reductive carboxylation of N-substituted aziridines with CO2 at atmospheric pressure is disclosed. The protocol is characterized by its mild conditions, experimental ease, and exquisite chemo- and regioselectivity pattern, thus unlocking a new catalytic blueprint to access β-amino acids, important building blocks with considerable potential as peptidomimetics.

A highly sensitive endoplasmic reticulum-targeting fluorescent probe for the imaging of endogenous H2S in live cells

Hydrogen sulfide (H2S) as an important signaling biomolecule participates in a series of complex physiological and pathological processes. In situ and rapid detection of H2S levels in endoplasmic reticulum (ER) is of great importance for the in-depth study of its virtual functional roles. However, the ER-targeting fluorescent probe for the detection of H2S in live cells is still quite rare. Herein, a new ER-targeting fluorescent probe (FER-H2S) for detecting H2S in live cells was characterized in the present study. This probe FER-H2S was built from the hybridization of three parts, including fluorescein-based skeleton, p-toluenesulfonamide as ER-specific group, and 2,4-nitrobenzene sulfonate as a response site for H2S. The response mechanism of the probe FER-H2S to H2S is on the basis of the ring-opening and ring-closing processes in fluorescein moiety. Moreover, the probe FER-H2S was successfully used for the imaging of exogenous and endogenous H2S in ER of live cells.

Fluorescent probe for detecting peroxynitrite ions, preparation method and applications thereof

The invention provides a fluorescent probe for detecting peroxynitrite ions. The fluorescent probe provided by the invention has high specificity, is not interfered by other components in a corresponding peroxynitrite ion detection process, can be used fo

Organocatalyzed Aerobic Oxidation of Aldehydes to Acids

The first example organocatalyzed aerobic oxidation of aldehydes to carboxylic acids in both organic solvent and water under mild conditions is developed. As low as 5 mol % N-hydroxyphthalimide was used as the organocatalyst, and molecular O2 was used as the sole oxidant. No transition metals or hazardous oxidants or cocatalysts were involved. A wide range of carboxylic acids bearing diverse functional groups were obtained from aldehydes, even from alcohols, in high yields.

Synthesis, Characterization, and Reactivity of an Ethynyl Benziodoxolone (EBX)-Acetonitrile Complex

The synthesis of a crystalline ethynyl-1,2-benziodoxol-3(1H)-one (EBX)-acetonitrile complex is described. EBX has been widely used as an active species for a variety of reactions; however, its high instability has so far prevented its isolation. The EBX-acetonitrile is self-assembled into a double-layered honeycomb structure through weak hypervalent iodine secondary interactions and hydrogen bonding. The N-ethynylation of a variety of sulfonamides using the EBX-acetonitrile complex as a substrate under mild conditions is also described.

Structural and biological study of synthesized anthraquinone series of compounds with sulfonamide feature

1, 4 and 5, 8-Positions as well as type of functionalities on these positions at anthraquinone-9, 10-dione are proposed to be significant for anticancer activity. Therefore, keeping this into consideration, a series of 1-substituted anthraquinone-based compounds are designed, synthesized, characterized and biologically evaluated for anticancer activity. The structure of synthesized compounds is confirmed by spectroscopic analysis, i.e. 1D (1H and 13C) nuclear magnetic resonance (NMR), electrospray ionization-mass spectrometry (ESI-MS) studies and Fourier transform infrared (FT-IR) tools. Synthesized 1-substituted anthraquinone compounds showed cytotoxic effect against human breast cancer cell line (MCF-7), human prostate cancer cell line (PC-3) and Hela derivative human cell line (Hep 2C) (Hela derivative) cell lines. All the compounds showed mild antibacterial property in comparison to standard antibiotic streptomycin against Gram + ve and –ve bacteria. They also exhibit mild antifungal activity. In vitro calf thymus (ct)-DNA binding studies of synthesized series using UV–visible absorption spectra measurement and fluorescence tools indicate partial intercalative mode of binding. Electronic properties of synthesized analogues and mitoxantrone are compared using highest occupied molecular orbital–lowest occupied molecular orbital (HOMO–LUMO) calculation. Low energy gap between HOMO and LUMO of 1-substituted anthraquinone compounds indicates the highly charged structure of the molecules in comparison to mitoxantrone, and the same is proposed to be responsible for comparable cytotoxic activities of the synthesized 1-substituted anthraquinone molecules. Docking interaction of synthesized 1-substituted anthraquinone compounds and i-motif sequence indicates intercalative mode of binding of compounds with telomeric junction. Communicated by Ramaswamy H. Sarma.

In silico identification, design and synthesis of novel piperazine-based antiviral agents targeting the hepatitis C virus helicase

A structure-based virtual screening of commercial compounds was carried out on the HCV NS3 helicase structure, with the aim to identify novel inhibitors of HCV replication. Among a selection of 13 commercial structures, one compound was found to inhibit the subgenomic HCV replicon in the low micromolar range. Different series of new piperazine-based analogues were designed and synthesised, and among them, several novel structures exhibited antiviral activity in the HCV replicon assay. Some of the new compounds were also found to inhibit HCV NS3 helicase function in?vitro, and one directly bound NS3 with a dissociation constant of 570?±?270?nM.

NRF2 REGULATORS

Provided are aryl analogs，pharmaceutical compositions containing them and their use as NRF2 regulators.

Palladium-Catalyzed Mono-Selective ortho C H Arylation of Aryl Sulfonamides in Water: A Concise Access to Biaryl Sulfoamide Derivatives

A green atom-economical method for the synthesis of biaryl sulfonamide derivatives via palladium(II)-catalyzed C H bond activation by employing an amino acid moiety as the bidentate directing group has been developed. The protocol proceeded efficiently in water; high yields and broad substrate scope were achieved. The reaction shows good functional group compatibility and proceeds in a highly selective manner at the ortho position of arenes connected to sulfonamide sulfur atoms. This auxiliary can be easily removed either by acidic hydrolysis, or converted into primary biaryl sulfomamides with a 30 mol % amount of CuO as catalyst. Mechanistic studies show that the present bidentate directing group is essential for promoting ortho C H bond activation of arenes connected to sulfonamide sulfur atoms. (Figure presented.) .

TRICYCLIC GYRASE INHIBITORS

Disclosed herein are compounds having the structure of Formula I and pharmaceutically suitable salts, esters, and prodrugs thereof that are useful as antibacterially effective tricyclic gyrase inhibitors. Related pharmaceutical compositions, uses and methods of making the compounds are also contemplated.