2362-64-3

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Methoxythiobenzamide is used as a synthetic intermediate for the development of pharmaceuticals. Its unique chemical structure allows it to be a key component in the creation of various drugs, contributing to the advancement of medical treatments.
Used in Hepatotoxicity Research:
Due to its potent hepatotoxic nature, 4-Methoxythiobenzamide can be employed as a research tool in the study of liver toxicity. It can help scientists understand the mechanisms behind liver damage and develop strategies to mitigate or prevent such effects in the context of drug development and other applications.
Used in Chemical and Material Science:
As a yellow powder, 4-Methoxythiobenzamide may also find applications in the chemical and material science industries. Its distinctive color and properties could be harnessed for various purposes, such as in the development of pigments or other specialty chemicals.

Synthesis Reference(s)

Journal of the American Chemical Society, 82, p. 2656, 1960 DOI: 10.1021/ja01495a078The Journal of Organic Chemistry, 41, p. 148, 1976 DOI: 10.1021/jo00863a035

InChI:InChI=1/C8H9NOS/c1-10-7-4-2-6(3-5-7)8(9)11/h2-5H,1H3,(H2,9,11)

Upstream product

• 3424-93-9 4-methoxyphenylacetamide 
• 333-20-0 potassium thioacyanate 
• 100-66-3 methoxybenzene 
• 144-55-8 sodium hydrogencarbonate 
• 62-55-5 thioacetamide 
• 874-90-8 4-methoxybenzonitrile 
• 7047-13-4 5-p-methoxyphenyl-1,2,4-dithiazole-3-one 
• 45821-44-1 4-methoxy-benzylideneamine 
• 110-91-8 morpholine 
• 141-84-4 2-thioxo-4-thiazolidinone 
• 3717-21-3 p-methoxyl benzaldoxime 
• 100-09-4 4-methoxybenzoic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 67-56-1 methanol 

Downstream Products

• 138330-03-7 2-(p-methoxyphenyl)-4-methylthiazole 
• 27088-84-2 2-(4-methoxyphenyl)-1,3-thiazole 
• 3553-57-9 2-para-methoxyphenyl-1,3-thiazolidine-4,5-dione 
• 29942-12-9 6-[2-(4-methoxy-phenyl)-thiazol-4-yl]-benzothiazole 
• 91395-73-2 4-(2-chloro-ethyl)-2-(4-methoxy-phenyl)-thiazole 
• 23821-64-9 [2-(4-methoxy-phenyl)-4-phenyl-thiazol-5-yl]-acetic acid ethyl ester 
• 65823-91-8 1-(2-(4-methoxyphenyl)thiazol-4-yl)ethanone 
• 54001-06-8 1-(4-methyl-2-(4'-methoxyphenyl)thiazole-5-yl)ethane-1-one 
• 17583-16-3 2-(4-methoxyphenyl)-5,6-dihydrobenzo[d]thiazol-7(4H)-one 
• 6796-67-4 [2-(4-methoxy-phenyl)-thiazol-4-yl]-phenyl-ethanedione 1-oxime 
• 6796-68-5 [2-(4-methoxy-phenyl)-thiazol-4-yl]-2-p-tolyl-ethanedione 1-oxime 
• 6823-12-7 (4-chloro-phenyl)-[2-(4-methoxy-phenyl)-thiazol-4-yl]-ethanedione 2-oxime 
• 6796-69-6 (4-methoxy-phenyl)-[2-(4-methoxy-phenyl)-thiazol-4-yl]-ethanedione 2-oxime 
• 63523-32-0 N-[(4-chloro-phenyl)-methoxy-methyl]-4-methoxy-thiobenzamide 

Relevant academic research and scientific papers

Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

1-(2-(4-methoxyphenyl)thiazolyl-4-yl)ethylamine and synthesis method thereof

The invention belongs to the technical field of organic synthesis, and discloses 1-(2-(4-methoxyphenyl)thiazolyl-4-yl)ethylamine and a chemical synthesis method thereof. The method comprises the following steps: by taking 4-methoxybenzoic acid as a raw material, carrying out acylation, substitution, sulfonylation, substitution, hydrolysis, substitution, substitution and reduction reaction to prepare 1-(2-(4-methoxyphenyl)thiazolyl-4-yl)ethylamine. An efficient synthesis method is provided for synthesis of the compound.

Metal-free dehydrosulfurization of thioamides to nitriles under visible light

A visible light-mediated, metal-free dehydrosulfurization reaction of thioamides to nitriles is described. This reaction features high yields, mild reaction conditions, and the use of a cheap organic dye as the photoredox catalyst and air as the oxidant.

miRNA biosynthesis inhibitor

The invention provides a compound shown as a formula I, or a conformational isomer thereof, or an optical isomer thereof, or a pharmaceutically acceptable salt thereof. The compound can be tightly combined with related binding proteins in an miRNA biosynthesis process and can effectively inhibit the synthesis of miRNA-21. The prepared active compound provided by the invention can be used as an miRNA-21 inhibitor, and further as a potential drug for treating malignant tumors. The formula I is shown in the description.

Synthesis of imidazo[1,2-: C] thiazoles through Pd-catalyzed bicyclization of tert-butyl isonitrile with thioamides

Building new biological molecules is challenging. Herein, imidazo[1,2-c]thiazoles were synthesized as a new class of heterobicyclic analogs through Pd-catalyzed cascade bicyclization from isonitriles with thioamides. The bicyclic scaffolds were constructed by inserting three molecules of isonitrile into two molecules of thioamide and then cyclizing them in a one-pot procedure. In vitro antitumor studies of these new compounds were conducted by using the MTT assay, and compound 3c showed excellent inhibitory effects against HepG2 at 7.06 ± 0.68 μM.

Mo (CO)6-assisted Pd-supported magnetic graphene oxide-catalyzed carbonylation-cyclization as an efficient way for the synthesis of 4(3H)-quinazolinones

In this paper, a novel catalyst is introduced based on the immobilization of palladium on modified magnetic graphene oxide nanoparticles. The catalyst is characterized by several methods, including transmission electron microscopy, scanning electron microscopy, X-ray fluorescence, vibrating-sample magnetometer, Fourier transform-infrared and dynamic light scattering (DLS) analysis. The activity of the catalyst was investigated in the synthesis of 4(3H)-quinazolinones via Pd-catalyzed carbonylation-cyclization of N-(2-bromoaryl) benzimidamides by Mo (CO)6. The Mo (CO)6 is used as a carbon monoxide source for performing the reaction under mild conditions. The catalyst showed good reusability, and no change in activity was observed after 10?cycles of recovery.

Potent ribonucleotide reductase inhibitors: Thiazole-containing thiosemicarbazone derivatives

The antioxidant, antimalarial, antibacterial, and antitumor activities of thiosemicarbazones have made this class of compounds important for medicinal chemists. In addition, thiosemicarbazones are among the most potent and well-known ribonucleotide reductase inhibitors. In this study, 24 new thiosemicarbazone derivatives were synthesized, and the structures and purity of the compounds were determined by IR, 1H NMR, 13C NMR, mass spectroscopy, and elemental analysis. The IC50 values of these 24 compounds were determined with an assay for ribonucleotide reductase inhibition. Compounds 19, 20, and 24 inhibited ribonucleotide reductase enzyme activity at a higher level than metisazone as standard. The cytotoxic effects of these compounds were measured on the MCF7 (human breast adenocarcinoma) and HEK293 (human embryonic kidney) cell lines. Similarly, compounds 19, 20, and 24 had a selective effect on the MCF7 and HEK293 cell lines, killing more cancer cells than cisplatin as standard. The compounds (especially 19, 20, and 24 as the most active ones) were then subjected to docking experiments to identify the probable interactions between the ligands and the enzyme active site. The complex formation was shown qualitatively. The ADME (absorption, distribution, metabolism, and excretion) properties of the compounds were analyzed using in-silico techniques.

COMPOUNDS FOR THIOL-TRIGGERED COS AND/OR H2S RELEASE AND METHODS OF MAKING AND USING THE SAME

Disclosed herein are embodiments of a compound that is capable of releasing COS and/or H2S upon reaction with a thiol-containing compound. The compound embodiments also can produce a detectable signal (e.g., a fluorescent signal) substantially concomitantly with COS and/or H2S release and/or can release an active agent, such as a therapeutic agent. Methods of making and using the compound embodiments also are disclosed.

Design, synthesis, DFT study and antifungal activity of the derivatives of pyrazolecarboxamide containing thiazole or oxazole ring

Pyrazolecarboxamide fungicides are one of the most important classes of agricultural fungicides, which belong to succinodehydrogenase inhibitors (SDHIS). To discover new pyrazolecarboxamide analogues with broad spectrum and high activity, a class of new compounds of pyrazole carboxamide derivatives containing thiazole or oxazole ring were designed by scaffold hopping and bioisosterism, and 36 pyrazole carboxamide derivatives with antifungal activity were synthesized. Those compounds were evaluated against five phytopathogenic fungi, Gibberella zeae, Phytophythora capsici, Sclerotonia sclerotiorum, Erysiphe graminis and Puccinia sorghi. The results indicated that most of the compounds displayed good fungicidal activities, especially against E. graminis. Theoretical calculations were carried out at the B3LYP/6-31G (d, p) level and the full geometry optimization was carried out using the 6-31G (d, p) basis set, and the frontier orbital energy, atomic net charges, molecular docking were discussed, and the structure-activity relationships were also studied.

A efficient protocol for the synthesis of thioamides in [DBUH][OAc] at room temperature

A novel, simple and eco-friendly method to synthesize thioamides from aryl nitriles and sodium sulfide (Na2S·9H2O) catalyzed by 1,8-diazabicyclo[5,4,0]undec-7-enium acetate ([DBUH][OAc]) ionic liquid (IL) at room temperature was developed in this paper. In this reaction, readily available inorganic salt (Na2S·9H2O) serves as the sulfur source, and various functional groups of aryl nitriles were well tolerated at room temperature. In addition, the products were easily separated from the IL which could be reused at least five times without considerable loss of its activity and applied in the green, concise synthesis of ethionamide.