104795-54-2

Upstream product

• 5446-02-6 4-methoxymethylsalicylate 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 2237-36-7 4-methoxysalicylic acid 

Downstream Products

• 80709-51-9 4-methoxy-2-((3-methoxyphenyl)thio)benzoic acid 
• 177785-50-1 2,2'-dithiobis[4-methoxybenzoyl chloride] 
• 19532-70-8 2-((2-carboxy-5-methoxyphenyl)disulfanyl)-4-methoxybenzoic acid 
• 108318-75-8 methyl 2-(chlorosulfonyl)-4-methoxybenzoate 
• 73128-92-4 2-Carboxy-5-methoxy-diphenylsulfid 
• 871736-75-3 4-methoxy-2-(pyren-1-ylsulfanyl)-benzoic acid 
• 871736-76-4 4-methoxy-2-(pyren-1-ylsulfanyl)-benzoyl chloride 
• 871736-74-2 3-methoxy-9-(p-methylphenyl)thioxanthen-9-ol 
• 894100-46-0 4-methoxy-2-phenylsulfanyl-benzoyl chloride 
• 104795-56-4 methyl 2-mercapto-4-methoxybenzoate 
• 80568-44-1 2-mercapto-4-methoxybenzoic acid 
• 944061-04-5 3-hydroxy-6-methoxy-1-benzothiophene-2-carbonitrile 
• 944061-00-1 methyl 2-[(cyanomethyl)thio]-4-methoxybenzoate 
• 881898-92-6 3-amino-6-(3-phenylpropoxy)[1]benzothieno[3,2-b]furan-2-carboxamide 

Relevant academic research and scientific papers

Rational design of triplet sensitizers for the transfer of excited state photochemistry from UV to visible

Time Dependent Density Functional Theory has been used to assist the design and synthesis of a series thioxanthone triplet sensitizers. Calculated energies of the triplet excited state (ET) informed both the type and position of auxochromes placed on the thioxanthone core, enabling fine-tuning of the UV-vis absorptions and associated triplet energies. The calculated results were highly consistent with experimental observation in both the order of the λmax and ET values. The synthesized compounds were then evaluated for their efficacies as triplet sensitizers in a variety of UV and visible light preparative photochemical reactions. The results of this study exceeded expectations; in particular [2 + 2] cycloaddition chemistry that had previously been sensitized in the UV was found to undergo cycloaddition at 455 nm (blue) with a 2- to 9-fold increase in productivity (g/h) relative to input power. This study demonstrates the ability of powerful modern computational methods to aid in the design of successful and productive triplet sensitized photochemical reactions.

Benzisothiazolinone Derivatives as Potent Allosteric Monoacylglycerol Lipase Inhibitors That Functionally Mimic Sulfenylation of Regulatory Cysteines

We describe a set of benzisothiazolinone (BTZ) derivatives that are potent inhibitors of monoacylglycerol lipase (MGL), the primary degrading enzyme for the endocannabinoid 2-arachidonoyl-sn-glycerol (2-AG). Structure-activity relationship studies evaluated various substitutions on the nitrogen atom and the benzene ring of the BTZ nucleus. Optimized derivatives with nanomolar potency allowed us to investigate the mechanism of MGL inhibition. Site-directed mutagenesis and mass spectrometry experiments showed that BTZs interact in a covalent reversible manner with regulatory cysteines, Cys201 and Cys208, causing a reversible sulfenylation known to modulate MGL activity. Metadynamics simulations revealed that BTZ adducts favor a closed conformation of MGL that occludes substrate recruitment. The BTZ derivative 13 protected neuronal cells from oxidative stimuli and increased 2-AG levels in the mouse brain. The results identify Cys201 and Cys208 as key regulators of MGL function and point to the BTZ scaffold as a useful starting point for the discovery of allosteric MGL inhibitors.

Synthesis and anti-bacterial activity of a library of 1,2-benzisothiazol-3(2H)-one (BIT) derivatives amenable of crosslinking to polysaccharides

1,2-Benzisothiazol-3(2H)-one (BIT) is one of the most common chemical biocides in industrial products, with a heterocyclic structure and a wide range of antimicrobial activity. A library of BIT derivatives was synthesized and characterized, from which 18 compounds were selected, tested for anti-bacterial activity relative to the parent molecule and amenable of coupling to plant polysaccharides in general and to galactomannans (GM) in particular, widely used as rheology modifiers, but with limited “biostability”. Four sites on the BIT core were targeted: the nitrogen and the oxygen atoms on the heterocyclic ring, the C5 and the C6 positions on the aromatic ring, where functional groups were introduced. The ultimate aim of this work is to establish whether by covalently linking a biocide to GM polymers, their “biostability” can be improved.

Synthesis and structure activity relationship studies of benzothieno[3,2-b]furan derivatives as a novel class of IKKβ inhibitors

As a novel class of IKKβ inhibitors, a series of tricyclic furan derivatives was designed and synthesized based on the structure of known thiophene IKKβ inhibitors. Among the various fused furan derivatives synthesized, a benzothieno[3,2-b]furan derivative 13a displayed potent inhibitory activity towards IKKβ in enzymatic and cellular assays. The potent inhibitory activity originates from an intramolecular non-bonded S...O interaction which was confirmed by the X-ray structure of JNK3 with 16k. The introduction of further substituents on the core structure led to the discovery of the 6-alkoxy derivatives, which possessed a comparable IKKβ inhibitory activity to 13a and an improved metabolic stability. Among these, appropriately lipophilic compounds 16a, h, i, and 13g (logD>2) were found to possess good oral bioavailability.

Synthesis of s-pixyl derivatives for mass spectrometric applications

Synthesis of novel S-pixyls based on the thioxanthyl skeleton is described. Thioxanthone derivatives were prepared by a regioselective intramolecular Friedel-Crafts acylation reaction and converted into S-pixyl derivatives by Grignard synthesis. S-Pixyl carbocations stabilised by electron donating groups on the thioxanthyl backbone produced exceptional mass spectra under (MA)LDI conditions (laser desorption ionisation, both with and without matrix), and can be detected down to femtomol levels. Georg Thieme Verlag Stuttgart.

Endothelin receptor antagonists: Synthesis and structure-activity relationships of substituted benzothiazine-1,1-dioxides

The development of benzothiazine-1,1-dioxide derivatives as a new structural class of potent endothelin receptor antagonists is described. Structure-activity relationships (SAR) revealed that PD164800 (1) is a potent antagonist of the ET(A) receptor subtype. Copyright (C) 1998 Elsevier Science Ltd.

Herbicidal sulfonamides

This invention relates to a novel herbicidal sulfonamide, agriculturally suitable compositions and a method for using it as an herbicide.