88425-46-1

Upstream product

• 110714-46-0 (R)-((S)-2-(6′-(acetoxymethyl)-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate 
• 142841-88-1 1-(benzenesulfonyl)-3-methylimidazolium triflate 
• 147-85-3 L-proline 
• 98-09-9 benzenesulfonyl chloride 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 147-85-3 L-proline 
• 255053-59-9 (S)-9-{N-(phenylsulfonyl)prolinyl}-β-carboline 
• 72922-83-9 (S)‐1‐(phenylsulfonyl)pyrrolidine‐2‐carbonyl chloride 
• 288154-77-8 N-(phenylsulfonyl)-L-proline methyl ester 
• 344-25-2 D-Prolin 

Downstream Products

• 910481-98-0 (R)-N-((S)-1-hydroxy-3-phenylpropan-2-yl)-1-(phenylsulfonyl)pyrrolidine-2-carboxamide 
• 122030-80-2 (S)-N-Benzenesulfonyl-2-hydroxymethylpyrrolidine 
• 873847-20-2 (2S)-2-({(2S)-1-[(phenylsulfonyl)pyrrolidin-2-yl]carbonyl}amino)-4-({(2S)-6-[(benzyloxycarbonyl)amino]-2-[(tert-butoxycarbonyl)(methyl)amino]hexanoyl}amino)butanoic acid methyl ester 
• 873847-21-3 (S)-2-[((S)-1-Benzenesulfonyl-pyrrolidine-2-carbonyl)-amino]-4-[(S)-6-benzyloxycarbonylamino-2-(methyl-{2-[4-(3-o-tolyl-ureido)-phenyl]-acetyl}-amino)-hexanoylamino]-butyric acid methyl ester 
• 873847-22-4 2-[(1-benzenesulfonyl-pyrrolidine-2-carbonyl)-amino]-4-[6-(6-tert-butoxycarbonylamino-hexanoylamino)-2-(methyl-{[4-(3-o-tolyl-ureido)-phenyl]-acetyl}-amino)-hexanoylamino]-butyric acid methyl ester 
• 1198399-07-3 2-(S)-1-benzenesulfonylpyrrolidine-2-carbonitrile 
• 1257059-57-6 3-(1-benzenesulfonylpyrrolidin-2-yl)-1,2,4-oxadiazole 
• 1257059-58-7 5-methyl-3-(1-benzenesulfonylpyrrolidin-2-yl)-1,2,4-oxadiazole 
• 1257059-59-8 5-phenyl-3-(1-benzenesulfonylpyrrolidin-2-yl)-1,2,4-oxadiazole 
• 1257059-60-1 5-p-tolyl-3-(1-benzenesulfonylpyrrolidin-2-yl)-1,2,4-oxadiazole 
• 1257059-61-2 5-(4-methoxyphenyl)-3-(1-benzenesulfonylpyrrolidin-2-yl)-1,2,4-oxadiazole 
• 1257059-62-3 5-(2-chlorophenyl)-3-(1-benzenesulfonylpyrrolidin-2-yl)-1,2,4-oxadiazole 
• 1257059-63-4 5-(2-cyanophenyl)-3-(1-benzenesulfonylpyrrolidin-2-yl)-1,2,4-oxadiazole 
• 1254975-30-8 (2'S,5R)-5-isopropyl-3-(1'-benzenesulfonylpyrrolidin-2'-yl)-4,5-dihydro-1,2,4-oxadiazin-6-one 

Relevant academic research and scientific papers

IMPROVED METHOD FOR PREPARING N-(BENZENESULFONYL)-L-PROLYL- L-O-(1-PYRROLIDINYLCARBONYL)TYROSINE

The present invention relates to an improved synthetic process for preparing N-(benzenesulfonyl)-L-prolyl-L-O-(1-pyrrolidinylcarbonyl)tyrosine. The present invention is also directed to individual steps in this process and individual intermediates used in

Identification of Novel Fragments Binding to the PDZ1-2 Domain of PSD-95

Inhibition of PSD-95 has emerged as a promising strategy for the treatment of ischemic stroke, as shown with peptide-based compounds that target the PDZ domains of PSD-95. In contrast, developing potent and drug-like small molecules against the PSD-95 PDZ domains has so far been unsuccessful. Here, we explore the druggability of the PSD-95 PDZ1-2 domain and use fragment screening to investigate if this protein is prone to binding small molecules. We screened 2500 fragments by fluorescence polarization (FP) and validated the hits by surface plasmon resonance (SPR), including an inhibition counter-test, and found four promising fragments. Three ligand efficient fragments were shown by 1H,15N HSQC NMR to bind in the small hydrophobic P0 pockets of PDZ1-2, and one of them underwent structure-activity relationship (SAR) studies. Overall, we demonstrate that fragment screening can successfully be applied to PDZ1-2 of PSD-95 and disclose novel fragments that can serve as starting points for optimization towards small-molecule PDZ domain inhibitors.

Catalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer–Schuster-Like Rearrangement

An unprecedented approach for efficient synthesis of functionalized allylic gem-difluorides via catalytic fluorinative Meyer–Schuster-like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low-cost B–F reagents and electrophilic reagents by sulfide catalysis. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem-difluorides that were difficult to access by other methods were facilely produced with a wide range of functional groups. Importantly, the obtained iodinated products could be incorporated into different drugs and natural products, and could be expediently converted into many other valuable gem-difluoroalkyl molecules as well. Mechanistic studies revealed that this reaction went through a regioselective fluorination of alkynes followed by a formal 1,3-fluorine migration under the assistance of the B–F reagents to give the desired products.

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.

Synthesis of proline derived benzenesulfonamides: A potent anti-Trypanosoma brucei gambiense agent

Thousands of death in Africa and other developing nations are still attributed to trypanosomiasis. Excessive sleep has been associated with increased inflammation. We report herein, the synthesis, antitrypanosomal and anti-inflammatory activities of eight

Novel anti-inflammatory and analgesic agents: synthesis, molecular docking and in vivo studies

Twelve new derivatives of benzothiazole bearing benzenesulphonamide and carboxamide were synthesised and investigated for their in vivo anti-inflammatory, analgesic and ulcerogenic activities. Molecular docking showed an excellent binding interaction of t

Synthesis, characterization, molecular docking and in?vitro antimalarial properties of new carboxamides bearing sulphonamide

Sulphonamides and carboxamides have shown large number of pharmacological properties against different types of diseases among which is malaria. Twenty four new carboxamide derivatives bearing benzenesulphonamoyl alkanamides were synthesized and investigated for their in silico and in?vitro antimalarial and antioxidant properties. The substituted benzenesulphonyl chlorides (1a-c) were treated with various amino acids (2a-h) to obtain the benzenesulphonamoyl alkanamides (3a-x) which were subsequently treated with benzoyl chloride to obtain the N-benzoylated derivatives (5a-f, i-n and q-v). Further reactions of the N-benzoylated derivatives or proline derivatives with 4-aminoacetophenone (6) using boric acid as a catalyst gave the sulphonamide carboxamide derivatives (7a-x) in excellent yields. The in?vitro antimalarial studies showed that all synthesized compounds had antimalarial property. Compound 7k, 7c, 7l, 7s, and 7j had mean MIC value of 0.02, 0.03, 0.05, 0.06 and 0.08?μM respectively comparable with chloroquine 0.06?μM. Compound 7c was the most potent antioxidant agent with IC50 value of 0.045?mM comparable with 0.34?mM for ascorbic acid. In addition to the successful synthesis of the target molecules using boric acid catalysis, the compounds were found to have antimalarial and antioxidant activities comparable with known antimalarial and antioxidant drugs. The class of compounds reported herein have the potential of reducing oxidative stress arising from malaria parasite and chemotherapeutic agent used in the treatment of malaria.

DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS

Derivatives of 1-phenyl-2-pyridinyl alkyl alcohols are useful as inhibitors of the phosphodiesterase 4 (PDE4) enzyme and the treatment of certain conditions such as COPD.