68305-76-0

Upstream product

• 2666-93-5 (S)-Leu-OMe 
• 873-55-2 sodium benzenesulfonate 
• 516-06-3 D,L-valine 
• 98-09-9 benzenesulfonyl chloride 
• 1738-77-8 L-leucine benzyl ester p-toluenesulfonate 
• 2743-40-0 L-leucine ethyl ester hydrochloride 
• 1370706-01-6 (S)-ethyl 4-methyl-2-(phenylsulfonamido)pentanoate 
• 61-90-5 L-leucine 
• 68305-82-8 methyl (S)-4-methyl-2-(phenylsulfonamido)pentanoate 
• 328-39-2 LEUCINE 
• 1939-99-7 benzenesulfonyl chloride 

Downstream Products

• 1374962-73-8 N-benzenesulfonyl-D,L-leucyl-L-proline benzyl ester 
• 1374962-74-9 N-benzenesulfonyl-D,L-leucyl-L-proline 
• 1374962-75-0 N-benzenesulfonyl-D,L-leucyl-L-proline-[(4-cyanophenyl)methyl]amide 
• 1374962-07-8 C₂₅H₃₃N₅O₅S 
• 1374962-09-0 N-benzenesulfonyl-D,L-leucyl-L-prolyl-[(4-amidinophenyl)methyl]amide acetate 
• 1370705-85-3 (R)-4-(4-methoxyphenyl)-3-((4-methyl-2-(phenylsulfonamido)-pentanamido)methyl)-1,2,5-oxadiazole-2-oxide 
• 1370705-88-6 (R)-4-methyl-N-((4-phenyl-1,2,5-oxadiazol-3-yl)methyl)-2-(phenylsulfonamido)pentanamide 
• 1370705-82-0 (S)-3-((4-methyl-2-(phenylsulfonamido)pentanamido)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide 
• 19523-24-1 1-methyl-4-((phenylsulfonyl)methyl)benzene 

Relevant academic research and scientific papers

3-Methyl-2-(phenylsulfonamido)butanoic Acid and Its Metal Complexes: Synthesis, Crystal Structure, Antimicrobial, and Enzyme Inhibition Activity

Abstract: In this study sulfonamide ligand, 3-methyl-2-(phenylsulfonamido)butanoic acid,has been synthesized and introduced in complexation with metals Cu, Zn, Fe, Ni,and Cd. Diorganotin and triorganotin complexes have been also prepared. Thesynthesized l

Synthesis, Characterization, In vivo, Molecular Docking, ADMET and HOMO-LUMO study of Juvenile Hormone Analogues having sulfonamide feature as an Insect Growth Regulators

The search for a simple and efficient method for the synthesis of sulfonamide derivatives as an Insect Growth Regulators (IGRs) under mild and eco-friendly conditions is of our interest. Here, we report a simple, efficient, and eco-friendly method for the

A new one-pot synthesis of pseudopeptide connected to sulfonamide: Via the tandem N -sulfonylation/Ugi reactions

In this study, an efficient one-pot reaction is reported for the synthesis of a new class of pseudopeptide connected to sulfonamide via a tandem N-sulfonylation/Ugi four-component reaction (Ugi-4CR) strategy under mild conditions in high yields. This five-component reaction strategy is carried out by readily available starting materials, sulfonyl chlorides, glycines, benzylamines, benzaldehydes, and isocyanides, in ethanol/water at room temperature. The generation of carboxylic acid that is a key component in Ugi-4CR could be accomplished by performing the N-sulfonylation reaction, and it could be used in the next step without further purification. The as-synthesized compounds that are constructed from pseudopeptide connected to a sulfonamide scaffold have the potential to be used in designing modern drugs with the highly desirable feature.

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 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.

Design, synthesis, molecular docking, antimicrobial, and antioxidant activities of new phenylsulfamoyl carboxylic acids of pharmacological interest

The research explores the facile synthesis of some new phenylsulfamoyl carboxylic acids, their molecular docking, antimicrobial, and antioxidant activities. The procedure involved the mild reaction of amino acids with benzenesulfonyl chloride in a medium

New carboxamides bearing benzenesulphonamides: Synthesis, molecular docking and pharmacological properties

Ten new derivatives of benzenesulphonamide bearing carboxamide functionality were synthesized and investigated for their in vitro antimicrobial, antioxidant and in vivo anti-inflammatory activities. Compound 9d inhibited carrageenan induced rat-paw oedema

Synthesis, characterization and in vitro antitrypanosomal activities of new carboxamides bearing quinoline moiety

The reported toxicities of current antitrypanosomal drugs and the emergence of drug resistant trypanosomes underscore the need for the development of new antitrypanosomal agents. We report herein the synthesis and antitrypanosomal activity of 24 new amide derivatives of 3-aminoquinoline, bearing substituted benzenesulphonamide. Nine of the new derivatives showed comparable antitrypanosomal activities at IC50 range of 1–6 nM (melarsoprol 5 nM). Compound 11n and 11v are more promising antitrypanosomal agents with IC50 1.0 nM than the rest of the reported derivatives. The novel compounds showed satisfactory predicted physico-chemical properties including oral bioavailability, permeability and transport properties.

Novel Phenoxazinones as potent agonist of PPAR-α: Design, synthesis, molecular docking and in vivo studies

Background: The use of statin, a 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitor for the treatment of dyslipidemia has been associated with dose limiting hepatoxicity, mytotoxicity and tolerability due to myalgias thereby necessitating the synthesis of new drug candidates for the treatment of lipid disorder. Methods: The reaction of appropriate benzenesulphonamide with substituted phenoxazinone in the presence of phenylboronic acid gave the targeted compounds. The molecular docking study were carried out using autodock tool against peroxisome proliferator activated receptor alpha. The in vivo lipid profile were assayed using conventional methods. The kidney and liver function test were carried out to assess the effect of the derivatives on the organs. The LD50 of the most active derivatives were determined using mice. Results: The targeted compounds were successfully synthesized in excellent yields and characterized using spectroscopic techniques. The results of the molecular docking experiment showed that they were good stimulant of peroxisome proliferator activated receptor alpha. Compound 9f showed activity at Ki of 2.8 nM and binding energy of 12.6 kcal/mol. All the compounds tested reduced triglyceride, total cholesterol, low density lipoprotein cholesterol and very low density lipoprotein cholesterol level in the mice model. Some of the reported compounds also increased high density lipoprotein cholesterol level in the mice. The compounds did not have appreciable effect on the kidney and liver of the mice used. The LD50 showed that the novel compounds have improved toxicity profile. Conclusion: The synthesis of fifteen new derivatives of carboxamides bearing phenoxazinone and sulphonamide were successful. The compounds possessed comparable activity to gemfibrozil. The reported compounds had better toxicity profile than gemfibrozil and could serve as a replacement for the statins and fibrate class of lipid agents.

MODULATORS OF SESTRIN-GATOR2 INTERACTION AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.