1483-27-8

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dimethoxythiophenol is used as a key intermediate compound for the synthesis of dihydrofolate reductase inhibitors, which are essential in the development of potential antitumor agents. Its unique chemical structure allows it to play a crucial role in the creation of these therapeutic agents, targeting cancer cell growth and proliferation.
Additionally, due to its s-alkylation properties, 2,5-Dimethoxythiophenol can be further modified and utilized in various chemical reactions to produce a range of compounds with potential applications in different industries.

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

Upstream product

• 102-56-7 2,5-dimethoxyaniline 
• 25245-34-5 1-bromo-2,5-dimethoxybenzene 
• 1483-28-9 2,5-dimethoxybenzene-1-sulfonyl chloride 
• 150-78-7 1,4-dimethoxybezene 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 1483-14-3 1,4-dimethoxy-2-(methylsulfonyl)benzene 
• 857954-59-7 2-isopentylsulfanyl-1,4-dimethoxy-benzene 
• 130851-10-4 3-((2,5-dimethoxyphenyl)thio)propanoic acid 
• 127905-35-5 2-(2,5-dimethoxy-phenylsulfanyl)-benzoic acid 
• 127905-39-9 2-(2,5-Dimethoxyphenylthio)benzaldehyde 
• 24920-40-9 1,4-dimethoxy-2-n-butylthiobenzene 
• 24920-42-1 4-(2,5-Dimethoxy-phenylsulfanyl)-butan-1-ol 
• 24920-45-4 1-Chloro-3-(2,5-dimethoxy-phenylsulfanyl)-propan-2-ol 
• 24920-52-3 (2,5-Dimethoxy-phenylsulfanylmethyl)-dimethyl-amine 
• 51506-44-6 1,4-Dimethoxy-2-[(2-methylpropyl)thio]benzol 
• 648956-81-4 2-[(3-Fluoropropyl)thio]-1,4-dimethoxybenzol 
• 849919-63-7 1,4-dimethoxy-2-(2-phenethyl)thiobenzene 
• 521308-46-3 8-(2,5-dimethoxy-phenylsulfanyl)adenine 
• 129658-04-4 1,4-dimethoxy-2-(pentylthio)benzene 

Relevant academic research and scientific papers

Synthesis of deuterium labeled phenethylamine derivatives

The synthesis of a series of five deuterium labeled phenethylamine derivatives, 4-bromo-2,5-[2H6]-dimethoxyphenethylamine (2C-B), 4-chloro-2,5-[2H6]-dimethoxyphenethylamine (2C-C), 2,5-[2H6]-dimethoxy-4-iodophenethylamine (2C-I), 2,5-[2H6]-dimethoxy-4-ethylthiophenethylamine (2C-T-2) and 2,5-[2H6]-dimethoxy-4-n-propylthiophenethylamine (2C-T-7) from 1,4-[2H6]-dimethoxybenzene is described. The isotopically labeled compounds are used as internal standards in gas chromatography-mass spectrometry (GC-MS) assays. Copyright

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.

S-oxidation products of alkylthioamphetamines

The preparation of the sulfoxides and the sulfones of two centrally active alkylthioamphetamine salts, (±)-1-(4-methylthiophenyl)-2-aminopropane hydrochloride (2) (MTA · HCl) and (±)-1-(2,5-dimethoxy-4-ethylthiophenyl)-2-aminopropane hydrochloride (7) (AL

RADIKALIONEN 89. EINELEKTRONEN-OXIDATIONEN VON DIARYLDISULFIDEN MIT AlCl3/H2CCl2

The single electron oxidation of 14 alkyl and alkoxy substituted diaryldisulfides by AlCl3/H2CCl2 has been investigated by ESR/ENDOR spectroscopy.The radical cations observed prove the following skeletal rearrangements: Those with ring hydrogens in ortho positions to the disulfide bridge preferentially form thianthrene derivatives.The isomeric dinaphthyl disulfides react differently, the 2,2'-isomer yielding the dibenzothianthrene radical cation and the 1,1'-isomer the well-known naphthalene-1,8-disulfide radical cation.For all diaryl disulfides with completely alkyl- or methoxy-blocked ortho positions, oxidative desulfuration is observed.As substantiated by additional (2)D and (33)S isotope marking, the bis(2,5-dimethoxyphenyl)disulfide reacts both to the corresponding thianthrene derivative as well as via desulfuration to the radical cation of the monosulfide.Accompanying cyclovoltammetric and photoelectron spectroscopic measurements prove that all ESR spectroscopically detected radical cations result from compounds Ar-S-Ar, Ar-SS-Ar and Ar(S)2Ar with rather low oxidation or ionisation potentials and thus suggest that each the most easily oxidized paramagnetic species is observed in the rather complex product mixtures, which form on AlCl3/H2CCl2 oxidation of diaryldisulfides. Key words: Diaryl disulfides; one-electron oxidation; radical cations; ESR/ENDOR spectra.

Monomethylthio analogues of 1-(2,4,5-trimethoxyphenyl)-2-aminopropane

Regiospecific syntheses of the three monomethylthio analogues of 1-(2,4,5- trimethoxyphenyl)-2-aminopropane are described. The three isomeric amines were evaluated for potential psychotomimetic potency using the rabbit hyperthermia assay. Enantiomeric com

7-Methoxy-6-thiatetracyclines and their preparation

7-Methoxy-6-thiatetracyclines of the formula SPC1 Wherein R1, R2, R3 and R4 each are H or alkyl of 1 to 4 carbon atoms, and the physiologically acceptable acid addition salts thereof.