4816-81-3

Basic information

• Product Name: 2-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID
• Synonyms: 2-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID;2-(P-TOLYLSULFONYLAMINO)PROPIONIC ACID;2-([(4-METHYLPHENYL)SULFONYL]AMINO)PROPANOIC ACID;N-[(4-METHYLPHENYL)SULFONYL]ALANINE;TIMTEC-BB SBB011840;N-(p-Toluenesulfonyl)-DL-alanine;(2S)-2-[(4-methylphenyl)sulfonylamino]propionic acid;N-[(4-Methylphenyl)sulfonyl]-DL-alanine
• CAS NO: 4816-81-3
• Molecular Formula: C₁₀H₁₃NO₄S
• Molecular Weight: 243.28
• Mol File: 4816-81-3.mol
• Article Data: 59

Chemical Properties

• Melting Point: 146-148°C
• Boiling Point: 428.9°Cat760mmHg
• Flash Point: 213.2°C
• Appearance: /
• Density: 1.319g/cm³
• Vapor Pressure: 4.06E-08mmHg at 25°C
• PKA: 3.45±0.10(Predicted)
• CAS DataBase Reference: 2-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID(4816-81-3)
• EPA Substance Registry System: 2-(TOLUENE-4-SULFONYLAMINO)-PROPIONIC ACID(4816-81-3)

Safety Data

• Hazard Codes: Xi
• RIDADR: UN3261
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4816-81-3(Hazardous Substances Data)

Usage

General Description

2-(Toluene-4-sulfonylamino)-propionic acid is a chemical compound with complex structure characterized by the presence of a toluene group, a sulfonamide group, and a propionic acid group. The toluene group gives the product its aromatic properties while the sulfonamide and the propionic acid groups are functional groups that determine the physical, chemical, and biological properties of the compound. The compound itself is typically used in chemical research, and it's a vital building block in the synthesis of other more complex molecules for the purposes of pharmaceuticals, material science, and biochemistry, among other fields. The properties and potential uses of the compound ultimately depend on the interactions of its different components.

InChI:InChI=1/C10H13NO4S/c1-7-3-5-9(6-4-7)16(14,15)11-8(2)10(12)13/h3-6,8,11H,1-2H3,(H,12,13)/p-1/t8-/m1/s1

Upstream product

• 598-72-1 2-Bromopropionic acid 
• 338-69-2 D-Alanine 
• 98-59-9 p-toluenesulfonyl chloride 
• 87023-89-0 N-(1-(3,5-dimethyl-1H-pyrazol-1-yl)-1-oxopropan-2-yl)-4-methylbenzenesulfonamide 
• 56-41-7 L-alanin 
• 302-72-7 rac-Ala-OH 
• 134452-27-0 (S)-N-tosyl-α'-methyl-α-furfuryl amine 
• 104-15-4 toluene-4-sulfonic acid 
• 134340-62-8 N-(1-furan-2-yl-ethyl)-4-methyl-benzenesulfonamide 
• 135822-87-6 (E)-N-(furan-2-ylmethylene)-4-methylbenzenesulfonamide 

Downstream Products

• 65919-32-6 N-(toluene-4-sulfonyl)-L-alanine thiazol-2-ylamide 
• 78210-97-6 N-(2-Imino-thiazolo[4,5-b]quinoxalin-3-yl)-2-(toluene-4-sulfonylamino)-propionamide 
• 78247-60-6 2-(N-Tos-DL-Ala)-aminobenzothiazole 
• 78220-91-4 2-(N-Tos-L-Ala)-aminobenzothiazole 
• 62188-31-2 4-methyl-3-(p-tolylsulfonyl-5-oxazolidinone) 
• 80613-79-2 3-(N-tosyl-L-Ala)aminocoumarin 
• 80657-53-0 3-(N-Tosyl-DL-Ala)aminocoumarin 
• 90303-33-6 N-[2-(Pyridin-4-ylcarbamoyl)-ethyl]-2-(toluene-4-sulfonylamino)-propionamide 
• 56271-34-2 N-(p-toluenesulfonyl)-d,l-alanyl chloride 
• 114663-10-4 (+/-)-N-<2-hydroxy-1-methylethyl>-p-toluolsulfonamid 
• 91645-74-8 ethyl (S)-2-(N-p-toluenesulfonylamino)propanoate 
• 95305-53-6 L-alanine benzyl ester p-tosylic acid 
• 206268-28-2 1-N-tert-butyloxycarbonyl-4-N-methyl-4-N-(α-N-tosylalanyl)-(1,4)-diaminobutan-2-ol 
• 206268-25-9 1-N-tert-butyloxycarbonyl-4-N-benzyl-4-N-(α-N-tosylalanyl)-(1,4)-diaminobutan-2-ol 

Relevant articles and documents

Silver-Catalyzed C(sp3)-H Sulfonylation for the Synthesis of Benzyl Sulfones Using Toluene Derivatives and α-Amino Acid Sulfonamides

We describe a simple and practical protocol for the synthesis of benzyl sulfones using readily available toluene derivatives and α-amino acid sulfonamides. The reaction proceeds to afford a broad range of benzyl sulfones in moderate to high yields under silver catalysis. The mechanism possibly involves a Minisci-type formation of α-aminoalkyl radical, homolytic cleavage of a N-S bond to generate a sulfonyl radical, and coupling of sulfonyl radical with a benzyl radical formed via hydrogen abstraction by sulfate anion radical. The practicality of the present reaction is demonstrated by a gram-scale synthesis and one-step synthesis of anticancer-active compound. The mechanism studies are conducted using radical scavengers and deuterated toluene.

Synthesis, molecular docking and pharmacological investigation of some 4-methylphenylsulphamoyl carboxylic acid analogs

Compounds bearing sulphonyl and amino acid moieties are considered the basis for sulfa drug development. The synthesis of 4-methylphenylsulphamoyl carboxylic acids and the evaluation of their pharmacological activities are reported. The synthesis of these

Synthesis and Structure-Activity Relationships of Arylsulfonamides as AIMP2-DX2 Inhibitors for the Development of a Novel Anticancer Therapy

AIMP2-DX2, a splicing variant of AIMP2, is up-regulated in lung cancer, possesses oncogenic activity, and results in tumorigenesis. Specifically inhibiting the interaction between AIMP2-DX2 and HSP70 to suppress AIMP2-DX2-dependent cancers with small molecules is considered a promising avenue for cancer therapeutics. Optimization of hit BC-DXI-04 (IC50 = 40.1 μM) provided new potent sulfonamide based AIMP2-DX2 inhibitors. Among these, BC-DXI-843 showed improved inhibition against AIMP2-DX2 (IC50 = 0.92 μM) with more than 100-fold selectivity over AIMP2 in a luciferase assay. Several binding assays indicated that this compound effectively induces cancer cell apoptosis by specifically interrupting the interaction between DX2 and HSP70, which leads to the degradation of DX2 via Siah1-mediated ubiquitination. More importantly, BC-DXI-843 demonstrated in vivo efficacy in a tumor xenograft mouse model (H460 cells) at a dosage of 50 mg/kg, suggesting it as a promising lead for development of novel therapeutics targeting AIMP2-DX2 in lung cancer.