5274-08-8

Usage

Uses

Used in Fragrance and Flavor Industry:
3,4-(Methylenedioxy)thiophenol is used as a key ingredient in the creation of fragrances and flavors due to its distinctive sweet and floral aroma, enhancing the sensory experience of various consumer products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3,4-(Methylenedioxy)thiophenol serves as a building block in the synthesis of various medicinal compounds, contributing to the development of new drugs and therapeutic agents.
Used as a Reagent in Organic Chemistry:
3,4-(Methylenedioxy)thiophenol is utilized as a reagent for introducing the methylenedioxy group into a range of target compounds, facilitating the synthesis of complex organic molecules and aiding in research and development in organic chemistry.
Used in Medicinal Chemistry Research:
3,4-(Methylenedioxy)thiophenol is investigated for its potential anti-inflammatory and antioxidant properties, making it a subject of interest for researchers exploring new avenues in medicinal chemistry for the treatment of various diseases and conditions.

Upstream product

• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 274-09-9 Methylenedioxybenzene 
• 7439-95-4 magnesium dihydride 
• 106-93-4 ethylene dibromide 
• 14268-66-7 benzo[1,3]dioxolo-5-ylamine 
• 1404070-58-1 C₁₄H₁₁N₃O₄ 
• 1404070-57-0 C₉H₁₁N₃O₂ 
• 17680-04-5 (3,4-methylenedioxy)phenylmagnesium bromide 
• 86538-93-4 5-thiocyano-1,3-benzodioxole 

Downstream Products

• 203445-38-9 4-[4-(benzo[1,3]dioxol-5-ylsulfanyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester 
• 5279-49-2 1,3-benzodioxole-5-sulfonamide 
• 958025-66-6 MPC-3100 
• 1025030-51-6 cyclopentyl 4-{6-amino-8-[(1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}-N-(tert-butoxycarbonyl)-L-phenylalaninate 

Relevant academic research and scientific papers

Novel one-pot synthesis of thiophenols from related triazenes under mild conditions

In this work, at first, triazenes were synthesized from primary aryl amines. Afterwards, triazenes were converted into the corresponding thiophenols in one-pot using sodium sulfide in acidic media, by in situ generation of diazonium counterion beside hydrogen sulfide as anionic sulfur nucleophile at room temperature. The procedure can be a convenient shortcut for the preparation of thiophenols from primary aryl amines. Georg Thieme Verlag Stuttgart · New York.

Efficient synthesis of Hsp90 inhibitor dimers as potential antitumor agents

The PU-H58-dimers 13a-15b were efficiently synthesized and their biological properties were evaluated. The copper-catalyzed alkyne azide coupling was effective in simultaneously linking three components via a triazole formation to afford the target dimers

Substituted (aryl, heteroaryl, arylmethyl or heteroarylmethyl) hydroxamic acid compounds

This invention is directed to compounds of formula I: wherein the variables are as described herein. Compounds within the scope of the present invention possess useful properties, more particularly pharmaceutical properties. They are especially useful for inhibiting the production or physiological effects of TNF in the treatment of a patient suffering from a disease state associated with a physiologically detrimental excess of tumor necrosis factor (TNF). Compounds within the scope of the present invention also inhibit cyclic AMP phosphodiesterase, and are useful in treating a disease state associated with pathological conditions that are modulated by inhibiting cyclic AMP phosphodiesterase, such disease states including inflammatory and autoimmune diseases, in particular type IV cyclic AMP phosphodiesterase. Compounds within the scope of the present invention may also inhibit an MMP, and are useful in treating a disease state associated with pathological conditions that are modulated by inhibiting MMPs, such disease states involve tissue breakdown and those associated with a physiologically detrimental excess of TNF. The present invention is therefore also directed to the pharmaceutical use of the compounds, pharmaceutical compositions containing the compounds, intermediates leading thereto and methods for the preparation of the compounds and their intermediates.

Synthesis of 4-thia-2-azapodophyllotoxin, a new analogue of the antitumor lignan podophyllotoxin

An efficient synthesis of 4-thia-2-azapodophyllotoxin 6, a new analogue of podophyllotoxin, is described.The hydantoin 11, prepared from the benzenethiol 10, was condensed with 3,4,5-trimethoxybenzaldehyde in the presence of trifluoromethanesulfonic acid to produce the pentacyclic fused imidazolidinedione 12 stereospecifically.Compound 12 was protected and reductively converted into the alcohol 16.Dehydration of 16 under Mitsunobu conditions allowed for the predominant formation of the N-trityl cyclic isourea 17, which was converted into the oxazolone 6 in two steps.Cytotoxicity (KB cells) testing revealed that 6 is less toxic than podophyllotoxin 2 or the known analogue 4.

Synthesis and Chemistry of Thia-analogs of the Anti-mitotic Podophyllium Lignans

The Michael-aldol product (8) from PhSH-PhCHO-2(5H)-furanone is converted by acids to the tricyclic compound (9), without the intermediacy of the olefin (10).The podophyllotoxin analog (22) was similarly obtained.The all-trans compounds were isomerised by DBU to the cis lactones.Hydroxylated analogs (26) and (33) were produced by reacting 2-(5H)-furanone with appropriate 2-mercaptobenzophenones.Thermal rearrangement of the sulfoxide (35) initially gave the spirocyclic isomer (37), then formed dimeric products on prolonged heating.

Synthesis of 6,7-Methylenedioxy-3,4-dihydro-1-methylbenzothienopyridine

Synthesis of the title compound, a potential inhibitor of mouse brain monoamine oxidase, is described.The preparation proceeds in eight steps from 1,3-benzodioxole in 1.9percent overall yield.The novel hydrogenolysis of an aryl thiocyanate to the aryl methyl sulfide is reported.