61638-04-8

Usage

Chemical class

Thioether

Derivative of

Benzene

Common uses

Synthesis of pharmaceuticals
Synthesis of agricultural chemicals
Intermediate in production of insecticides and herbicides

Potential applications

Antitumor agent (inhibits cancer cell growth)

Hazardous nature

Considered a hazardous chemical

Handling precautions

Should be handled with caution in a controlled laboratory setting

InChI:InChI=1/C10H12O3S/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H3

Upstream product

• 74-93-1 methylthiol 
• 31558-41-5 4-bromo-2,5-dimethoxybenzaldehyde 
• 4885-02-3 Dichloromethyl methyl ether 
• 2570-42-5 2-(methylthio)-1,4-dimethoxybenzene 
• 1483-27-8 2,5-dimethoxythiophenol 
• 4991-65-5 tioxolone 
• 68-12-2 N,N-dimethyl-formamide 
• 150-78-7 1,4-dimethoxybezene 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 61638-05-9 1-(2,5-dimethoxy-4-methylthiophenyl)-2-nitro-1-propene 
• 61638-06-0 1,4-Dimethoxy-2-methylsulfanyl-5-((Z)-2-nitro-vinyl)-benzene 
• 69294-31-1 1-(2,5-dimethoxy-4-methylthiophenyl)-2-nitro-1-butene 
• 849919-81-9 N-formyl-1-(2,5-dimethoxy-4-methylthiophenyl)-2-aminopropane 
• 849919-85-3 N-formyl-1-(2,5-dimethoxy-4-methylthiophenyl)-2-aminobutane 
• 61638-07-1 2,5-dimethoxy-4-(methylthio)amphetamine 
• 756766-56-0 2-amino-1-(2,5-dimethoxy-4-methylthiophenyl)butane 
• 61638-09-3 2,5-dimethoxy-4-methylthiophenethylamine 

Relevant academic research and scientific papers

Accelerated Fmoc solid-phase synthesis of peptides with aggregation-disrupting backbones

In this work, we describe an accelerated solid-phase synthetic protocol for ordinary or difficult peptides involving air-bath heating and amide protection. For the Hmsb-based backbone amide protection, an optimized acyl shift condition using 1,4-dioxane w

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.

FACILE SYNTHESIS OF ALKYLTHIOBENZALDEHYDES

Alkoxyl alkylthiobenzaldehydes can be readily prepared from the corresponding bromobenzaldehydes and the sodium salt of primary mercaptanes in DMF.

2-Amino-1-(2,5-dimethoxyphenyl)-butanes

Compounds of the formula STR1 wherein R1 is Cl, Br, (lower)alkylthio or STR2 in which R3 is H or (lower)alkyl including the racemic mixtures and the dextrorotatory and levorotatory isomers, and the pharmaceutically acceptable non-tox

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

Sulfur analogs of psychotomimetic amines

The syntheses and physical properties are described for 2,5 dimethoxy 4 methylthiophenylethylamine and 2,5 dimethoxy 4 methylthiophenylisopropylamine. The latter compound is the sulfur analog of the psychotomimetic phenylisopropylamines 2,4,5 trimethoxyphenylisopropylamine and 2,5 dimethoxy 4 methylphenylisopropylamine wherein the methylthio group replaces a methoxy group or a methyl group, respectively. This compound is predicted to be about 30 times as active as mescaline.