73771-35-4

Usage

Uses

Used in Flavor and Fragrance Industry:
3-(Methylthio)benzaldehyde is used as a flavoring agent for imparting natural and authentic fruit flavors, particularly in the production of raspberry and blackberry flavors. Its strong odor and ability to mimic the aroma of these fruits make it a valuable ingredient in the food industry.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3-(Methylthio)benzaldehyde is utilized in the synthesis of various drugs. Its chemical structure allows for the creation of new compounds with potential therapeutic effects, contributing to the development of novel medications.
Used in Cosmetics Industry:
3-(Methylthio)benzaldehyde is employed as a fragrance ingredient in perfumes and cosmetics. Its distinct scent adds depth and complexity to fragrance formulations, enhancing the sensory experience of these products.
Used in Antimicrobial and Antifungal Applications:
3-(Methylthio)benzaldehyde has been studied for its potential antimicrobial and antifungal properties. Its ability to inhibit the growth of certain microorganisms makes it a promising candidate for use in sanitizing products and as a preservative in various applications.

InChI:InChI=1/C8H8OS/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3

Upstream product

• 59083-33-9 (3-methylsulfanyl-phenyl)-methanol 
• 4869-59-4 3-mercapto benzoic acid 
• 74-88-4 methyl iodide 
• 17789-14-9 3-(1,3-dioxolan-2-yl)-phenylbromide 
• 201851-07-2 2-(3-(methylthio)phenyl)-1,3-dioxolane 
• 33733-73-2 3-bromo-1-(methylthio)benzene 
• 122-51-0 orthoformic acid triethyl ester 
• 1783-81-9 3-methylmercaptoaniline 
• 130416-73-8 3-iodothioanisole 
• 68-12-2 N,N-dimethyl-formamide 
• 616196-32-8 N-methoxy-N-methyl-3-(methylsulfanyl)benzamide 
• 825-99-0 3-methylsulfanyl-benzoic acid 
• 6320-01-0 3-Bromothiophenol 
• 75148-49-1 3-bromobenzaldehyde diethylacetal 

Downstream Products

• 882-15-5 2-Nitro-1-(3-methylmercapto-phenyl)-propen-⁽¹⁾ 
• 129747-73-5 3-thiophenecarboxaldehyde 
• 90265-74-0 N-(3-methylthiobenzyl)aminoacetaldehyde dimethyl acetal 
• 106291-39-8 N-benzyl-3-methylthiobenzylamine 
• 115104-36-4 3-<<(7-chloro-2-quinolinyl)methyl>thio>benzaldehyde 
• 497230-62-3 C₁₄H₁₂N₄O₄S 
• 1273028-57-1 C₂₆H₄₄N₂OS 
• 1273028-66-2 C₁₅H₁₂N₄O₅S 
• 1273028-59-3 C₁₇H₁₆N₂OS 
• 1273028-61-7 C₁₆H₁₆N₂OS 
• 1273028-65-1 C₁₇H₁₈N₂O₃S 
• 1273028-62-8 C₁₆H₁₆N₂OS 
• 152122-20-8 1-(3-methylthiophenyl)-2-(4-pyridyl)ethanol 
• 165806-21-3 1-[3-(4-Morpholinyl)propyl]-4-(3-methylthio phenyl)-5-(pyridin-4-yl)imidazole 

Relevant academic research and scientific papers

SUBSTITUTED BENZIMIDAZOLES AS POTASSIUM CHANNEL INHIBITORS

The present invention relates to a compound of the general formula (I). The compounds of formula I are useful for treatment of a cardiac disease, disorder or condition in a mammal.

Correlation analysis of reactivity in the oxidation of substituted benzyl alcohols by benzimidazolium dichromate - A kinetic and mechanistic aspects

The oxidation of a number of para- and meta-substituted benzyl alcohols by benzimidazolium dichromate (BIDC), in dimethyl sulphoxide, leads to the formation of the corresponding benzaldehydes. The reaction is first order with respect to each BIDC and alcohol. The reaction is catalyzed by hydrogen ions and the dependence has the form kobs = a + b[H+]. The oxidation of [1,1-2H2]benzyl alcohol exhibited the presence of a substantial kinetic isotope effect. The rates of the oxidation of meta-substituted benzyl alcohols correlated best with Taft's σ1 and σR0 constants. The para-substituted compounds exhibited excellent correlation with σ1 and σRBA values. The polar reaction constants are negative. The rate of oxidation of benzyl alcohol was determined in nineteen organic solvents. An analysis of the solvent effect by multiparametric equations indicated the greater importance of the cation-solvating power of the solvents. Suitable mechanisms have been discussed.

Molecular Engineering of UV/Vis Light-Emitting Diode (LED)-Sensitive Donor–π–Acceptor-Type Sulfonium Salt Photoacid Generators: Design, Synthesis, and Study of Photochemical and Photophysical Properties

A series of donor–π–acceptor-type sulfonium salt photoacid generators (PAGs) were designed and synthesized by systematically changing electron-donating groups, π-conjugated systems, electron-withdrawing groups, and the number of branches through molecular engineering. These PAGs can effectively decompose under UV/Vis irradiation from a light-emitting diode (LED) light source because of the matching absorption and emitting spectra of the LEDs. The absorption and acid-generation properties of these sulfonium salts were elucidated by UV/Vis spectroscopy and so forth. Results indicated that the PAG performance benefited from the introduction of strong electron-donating groups, specific π-conjugated structures, certain electron-withdrawing groups, or two-branched structures. Most sulfonium salts showed potential as photoinitiators under irradiation by a wide variety of UV and visible LEDs.

SUBSTITUTED BICYCLIC COMPOUNDS AS BROMODOMAIN INHIBITORS

The present disclosure relates to substituted bicyclic compounds, which are useful for inhibition of BET protein function by binding to bromodomains, and their use in therapy.

Synthesis and SAR study of new thiazole derivatives as vascular adhesion protein-1 (VAP-1) inhibitors for the treatment of diabetic macular edema: Part 2

Novel thiazole derivatives were synthesized and evaluated as vascular adhesion protein-1 (VAP-1) inhibitors. Although our previous compound 1 showed potent VAP-1 inhibitory activity, the activity differed between humans and rats. This issue was overcome by a hybrid design using human VAP-1 specific inhibitor 2, which was found by high-throughput screening (HTS), a docking study of a human VAP-1 homology model, and an analysis of sequence information for humans and rats. As a result, we identified compound 35c, which showed strong VAP-1 inhibitory activity (human IC50 of 20 nM; rat IC50 of 72 nM) and significant inhibitory effects in the ex vivo test.

Correlation analysis of reactivity in the oxidation of substituted benzyl alcohols by morpholinium chlorochromate

Oxidation of benzyl alcohol and some ortho-, meta- andparo-monosubstitutcd derivatives by morpholinium chlorochromate in dimethyl stilphoxide leads to the formation of corresponding benzaldehydcs. The reaction is first order each in both morpholinium chlorochromate and the alcohol. The reaction is promoted by hydrogen ions; the hydrogen-ion dependence has the form kob8 = a + b [H+]. Oxidation of α,α-dideuteriobenzyl alcohol exhibits a substantial primary kinetic isotope effect (kH/kD = 5.86 at 298 K). The reaction has been studied in nineteen organic solvents and the effect of solvent analysed using Taft's and Swain's multi-parametric equations. The rates of oxidation of para- and meta-substituted benzyl alcohols have been correlated in terms of Charton's tripararnetric LDR equation whereas the oxidation of ortho-substituted benzyl alcohols with tetraperametric LDRS equation. The oxidation of para-substituted benzyl alcohols is more susceptible to the derealization effect than that of ortho- and meta- substituted compounds, which display a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the ortho-substituents. A suitable mechanism is also proposed.

Correlation analysis of reactivity in the oxidation of substituted benzyl alcohols by 2,2′-bipyridinium chlorochromate

Oxidation of benzyl alcohol and some ortho-, meta- and para-monosubstituted ones by 2.2′-bipyridinium chlorochromate (BPCC) in DMSO leads to the formation of corresponding benzaldehydes. The reaction is first order in both BPCC and the alcohol. The reaction is promoted by hydrogen ions; the hydrogen-ion dependence has the form : kobs = a + b [H+]. Oxidation of α,α-dideuteriobenzyl alcohol (PhCD2OH) has exhibited a substantial primary kinetic isotope effect (kH/k D = 5.60 at 298 K). The reaction has been studied in nineteen organic solvents and the effect of solvent analysed using Taft's and Swain's multi-parametric equations. The rates of oxidation of para- and meta-substituted benzyl alcohols have been correlated in terms of Charton's triparametric LDR equation whereas the oxidation of ortho-substituted benzyl alcohols with tetraparametric LDRS equation. The oxidation of para-substituted benzyl alcohols is more susceptible to the delocalization effect than that of ortho- and meta-substituted compounds, which display a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the ortho-substituents. A suitable mechanism has been proposed.

Correlation analysis of reactivity in the oxidation of substituted benzyl alcohols by quinolinium bromochromate

Oxidation of benzyl alcohol and some ortho- meta- and para-monosubstituted ones by quinolinium, bromochromate (QBC) in dimethyl sulphoxide (DMSO) leads to the formation of corresponding benzaldehydes. The reaction is first order each in both QBC and the alcohol. The reaction is promoted by hydrogen ions; the hydrogen-ion dependence has the form kobs = a + b [H+]. Oxidation of α,α-dideuteriobenzyl alcohol (PhCD2OH) has exhibited a substantial primary kinetic isotope effect (kH/k D = 5.60 at 298 K). The reaction has been studied in nineteen organic solvents and the effect of solvent analysed using Taft's and Swain's multi-parametric equations. The rates of oxidation of para- and meta-substituted benzyl alcohols have been correlated in terms of Charton's triparametric LDR equation whereas the oxidation of ortho-substituted benzyl alcohols with tetraparametric LDRS equation. The oxidation of para-substituted benzyl alcohols is more susceptible to the delocalization effect than that of ortho- and meta-substituted compounds which display a greater dependence on the field effect. The positive value of η suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the ortho-substituents. A suitable mechanism has been proposed.

Kinetics and mechanism of the oxidation of substituted benzyl alcohols by [bis(trifluoroacetoxy)iodo]benzene

The oxidation of substituted benzyl alcohols by bis(trifluoroacetoxy)iodo] benzene in aqueous acetic acid solution results in the formation of the corresponding benzaldehydes. The reaction is first order with respect to each of the alcohol, TFAIB and hydrogen ions. The oxidation of [1,1-2H 2]benzyl alcohol exhibited the presence of a substantial primary kinetic isotope effect, indicating the cleavage of the α-C-H bond in the rate-determining step. Increase in the amount of water, in the solvent mixture of acetic acid and water, results in a decrease of the reaction rate. The analysis of the substituent effect in terms of Charton's LDR equation yielded an excellent correlation with negative reaction constants. A mechanism involving a hydride-ion transfer in the rate-determining step has been proposed.

Enzymatic resolution of substituted mandelic acids

A series of substituted mandelic acids were prepared and subjected to enzymatic resolution utilizing Lipase PS 'Amano'.