19689-66-8

Usage

Uses

Used in Pharmaceutical Industry:
3,4-DIMETHOXYTHIOPHENOL, 99+% is used as an intermediate in the synthesis of arylthioindoles, which are potent inhibitors of tubulin polymerization. These inhibitors have potential applications in the development of anticancer drugs, as they can disrupt the normal functioning of cancer cells and inhibit their growth.
Used in Chemical Synthesis:
3,4-DIMETHOXYTHIOPHENOL, 99+% can be used as a building block in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and reactivity make it a valuable component in the development of new and innovative products.
Used in Research and Development:
Due to its unique chemical properties, 3,4-DIMETHOXYTHIOPHENOL, 99+% is often used in research and development settings to explore its potential applications and to gain a better understanding of its behavior in various chemical reactions. This can lead to the discovery of new uses and applications for 3,4-DIMETHOXYTHIOPHENOL, 99+% in the future.

InChI:InChI=1/C8H10O2S/c1-9-7-4-3-6(11)5-8(7)10-2/h3-5,11H,1-2H3/p-1

Upstream product

• 54839-88-2 S-(3,5-dimethoxyphenyl) dimethylthiocarbamate 
• 219696-68-1 bis(3,5-dimethoxyphenyl)-disulfide 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 54839-87-1 O-(3,5-dimethoxyphenyl)dimethyl thiocarbamate 
• 500-99-2 3,5-dimethoxyphenol 
• 10272-07-8 3.5-dimethoxyaniline 

Downstream Products

• 231287-67-5 (3,5-dimethoxyphenyl)(4-nitrophenyl)sulfide 
• 112664-30-9 3,5-dimethoxyphenylthioacetonitrile 
• 112664-32-1 2-(3,5-Dimethoxy-phenylsulfanyl)-1-phenyl-ethanone 
• 112664-33-2 3,5-dimethoxyphenylthioacetic acid 
• 92838-11-4 1-tert-Butylsulfanyl-3,5-dimethoxy-benzene 
• 2570-45-8 3,5-dimethoxy-1-(methylsulfanyl)benzene 
• 1310418-49-5 (1R,2R,4aS,8aS)-1-{[(3,5-dimethoxyphenyl)sulfanyl]methyl}-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol 
• 112664-34-3 (3,5-Dimethoxy-phenylsulfanyl)-acetic acid ethyl ester 
• 92838-14-7 5,7-Dimethoxy-4-phenyl-thiochromen-2-one 
• 92838-13-6 5,7-Dimethoxy-2-phenyl-thiochromen-4-one 

Relevant academic research and scientific papers

Highly Phase Separated Aromatic Ionomers Bearing Perfluorosulfonic Acids by Bottom-up Synthesis: Effect of Cation on Membrane Morphology and Functional Properties

Proton-conducting aromatic-based ionomers bearing superacid side chains are usually synthesized by polymer postmodification, which does not allow controlling ion exchange capacity and ionic group distribution along the ionomer and, thus, its chemical structure and functional properties. Bottom-up approach overcomes this problem. Here, we report the preparation of a novel ionic monomer and its polycondensation with commercial monomers. The obtained random ionomers are the first to show high phase separated organization at macro-, micro-, and nanoscale, common to the reference proton-conducting material Nafion. Additionally, membranes were cast from the solutions of ionomers in their Li+ and K+ forms in order to study the cation's influence on both morphology and performance of the materials. The difference in ionic domain organization, depending on the initial cationic form of the ionomers, was reported for the first time. The proposed materials show superior proton conductivity than Nafion, especially at low relative humidity, which makes them potential substitute of the benchmarked Nafion for fuel cell application.

Construction of Biaryls from Aryl Sulfoxides and Anilines by Means of a Sigmatropic Rearrangement

An unprecedented S?N variant of the benzidine rearrangement for construction of biaryls has been developed. Aryl sulfoxides underwent dehydrogenative coupling with anilines by successive treatment with trifluoromethanesulfonic anhydride and trifluorometha

Iron-mediated C-H coupling of arenes and unactivated terminal alkenes directed by sulfur

A sulfur-directed Fe(iii)-mediated ortho C-H coupling of arenes with unactivated terminal alkenes gives products of regioselective alkene chloroarylation. The novel mechanism involves redox-activation of the arene partner and alkene addition to the result

SHIP1 MODULATORS AND METHODS RELATED THERETO

Compounds of formula (I): [Formula should be inserted here]; where [Formula should be inserted here], n, R1, R4a, R4b, R5, R7 and R8 are defined herein, or pharmaceutically acceptable salts thereof, are described herein. The disclosed compounds have activity as SHIP1 modulators, and thus may be used to treat any of a variety of diseases, disorders or conditions that would benefit from SHIP1 modulation. Compositions comprising a compound of formula (I) in combination with a pharmaceutically acceptable carrier or diluent are also disclosed, as are methods of SHIP1 modulation by administration of such compounds to an animal in need thereof.

SHIP1 MODULATORS AND METHODS RELATED THERETO

Compounds of structure (I): including stereoisomers and pharmaceutically acceptable salts thereof, wherein X, R1, R2, R3, R4, R5, R6 and R7 are as defined herein. Such compounds have activity as SHIP1 modulators, and thus may be used to treat any of a variety of diseases, disorders or conditions that would benefit from SHIP1 modulation. Compositions comprising a compound of structure (I) in combination with a pharmaceutically acceptable carrier or diluent are also disclosed, as are methods of SHIP1 modulation by administration of such compounds to an animal in need thereof.

New arylthioindoles: Potent inhibitors of tubulin polymerization. 2. Structure-activity relationships and molecular modeling studies

Arylthioindoles (ATIs) that possess a 3-methoxyphenylthio or a 3,5-dimethoxyphenylthio moiety at position 2 of the indole ring were effective tubulin assembly inhibitors, but weak inhibitors of MCF-7 cell growth. ATIs bearing a 3-(3,4,5-trimethoxyphenyl)thio moiety were potent tubulin polymerization inhibitors, with IC50s in the 2.0 (35) to 4.5 (37) μM range. They also inhibited MCF-7 cell growth at nanomolar concentrations. The 3,4,5-trimethoxy substituted ATIs showed potencies comparable to those of the reference compounds colchicine and combretastatin A-4 in both tubulin assembly and cell growth inhibition assays. Dynamics simulation studies correlate well with the observed experimental data. Furthermore, from careful analysis of the biological and in silico data, we can now hypothesize a basic pharmacophore for this class of compounds.

Sulfur-substituted α-alkyl phenethylamines as selective and reversible MAO-A inhibitors: Biological activities, CoMFA analysis, and active site modeling

A series of phenethylamine derivatives with various ring substituents and with or without N-methyl and/or C-α methyl or ethyl groups was synthesized and assayed for their ability reversibly to inhibit monoamine oxidase A (MAO-A) and monoamine oxidase B (MAO-B). Several compounds showed potent and selective MAO-A inhibitory activity (IC50 in the submicromolar range) but none showed appreciable activity toward MAO-B. A three-dimensional quantitative structure-activity relationship study for MAO-A inhibition was performed on the series using comparative molecular field analysis (CoMFA). The resulting model gave a cross-validated q2 of 0.72 and showed that in this series of compounds steric properties of the substituents were more important than electrostatic effects. Molecular modeling based on the recently published crystal structure of inhibitor-bound MAO-A provided detailed evidence for specific interactions of the ligands with the enzyme, supported by previous references and consistent with results from the CoMFA. On the basis of these results, structural determinants for selectivity of substituted amphetamines for MAO-A are discussed.

TRICYCLIC FUSED HETEROCYCLE COMPOUNDS, PROCESS FOR PREPARING THE SAME AND USE THEREOF

Compounds represented by formula (1),???whereinX is, for example, CH, CH2, CHR (wherein R is a lower alkyl group or a substituted lower alkyl group) or CRR' (wherein R and R' are the same as the above defined R);Y is, for example, CH, CH2or C=O;Z is, for exampe, O, S, S=O or SO2;U is C or N;R1to R4are each independently, for example, a hydrogen atom, OR, SR (wherein R is the same as defined above), or an aromatic ring, a substituted aromatic ring or a heterocycle;???at least one of R5and R8is, for example, OH and the remaining of R5and R8are each independently, for example, a hydrogen atom or OH, optical isomers thereof, conjugates thereof or pharmaceutically acceptable salts thereof are provided. These compounds are characterized in having a wide range of pharmacological actions such as an excellentrelaxing action of tracheal smooth muscles, an inhibition of airway hypersensitivity and an inhibition of infiltration of inflammatory cells into the airway and, in addition, high safety.

An increased internal rotational barrier in thiophenol caused by meta substituents

The twofold internal barriers to rotation about the C-S bond in 3,5-diX-thiophenols were determined in solution from long-range spin-spin coupling constants.They are 3.4, 4.85, 5.3, 6.45, and 7.25 +/- 10percent kJ/mol for X = H, CH3, OCH3, F, and Cl, respectively.In 3,5-dichloro-4-hydroxythiophenol, V2 is -0.8 kJ/mol as compared to -1.9 kJ/mol in 4-methoxythiophenol.The para substituent here dominates.The observed barriers are in rough agreement with arguments based on perturbation molecular orbital theory and with MO calculations of changes in the barrier caused by substituents.The computed values appear as nearly pure twofold barriers with very small fourfold components.