6030-36-0

Usage

Uses

Used in Flavor and Fragrance Industry:
4-METHYLTHIOPHENE-2-CARBOXALDEHYDE is used as a flavor and fragrance ingredient for its distinctive garlic-like aroma. It is incorporated into the production of perfumes, soaps, and other personal care products to enhance their scent profiles.
Used in Food Industry:
In the food industry, 4-METHYLTHIOPHENE-2-CARBOXALDEHYDE is used as a flavoring agent to impart a garlic-like taste to various food products, enhancing their flavor profiles and consumer appeal.

InChI:InChI=1/C6H6OS/c1-5-2-6(3-7)8-4-5/h2-4H,1H3

Upstream product

• 616-44-4 3-Methylthiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 3760-54-1 1-pyrrolidinecarboxaldehyde 
• 2591-86-8 N-Formylpiperidine 
• 2861-59-8 N-formylindoline 
• 2700-30-3 N,N-diisorpopylformamide 
• 35517-66-9 N-(2,6-Dimethylphenyl)-N-methylformamide 
• 22699-63-4 N,N-dicyclohexylformamide 
• 35340-18-2 N-Methyl-2,6-diisopropyl-formanilid 
• 93-61-8 N-methyl-N-phenylformamide 
• 75-27-4 bromodichloromethane 

Downstream Products

• 638-00-6 2,4-dimethylthiophene 
• 946113-21-9 C₁₁H₁₇NOS 
• 79485-96-4 3-bromo-2,4-dimethylthiophene 
• 85895-83-6 3,5-dimethyl-2-thiophenecarboxaldehyde 
• 503308-96-1 2,4-dimethylthiophene-3-carboxylic acid 
• 65613-27-6 3,5-dimethyl-2-thiophenecarboxylic acid 
• 74395-18-9 (4-methyl-thiophene-2-yl)methanol 
• 332099-42-0 3-Methyl-4H-thieno[3,2-b]pyrrole-5-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Palladium-catalyzed C-H formylation of electron-rich heteroarenes through radical dichloromethylation

A novel palladium-catalyzed C-H formylation of electron-rich N-, O-, and S-containing heteroarenes has been developed. The key to success is that the commercially available BrCHCl2 was used as a stoichiometric carbonyl source. Mechanistic investigations indicated that different from the known Reimer-Tiemann reaction, this net C-H formylation proceeded through an electrophilc radical-type path.

Synthesis of N-(Methoxycarbonylthienylmethyl)thioureas and evaluation of their interaction with inducible and neuronal nitric oxide synthase

Two isomeric N-(memoxycarbonylmienylmemyl)mioureas were synthesised by a sequence of radical bromination of methylthiophenecarboxylic esters, substitution with trifluoroacetamide anion, deprotection, formation of the corresponding isothiocyanates and addition of ammonia. The interaction of these new thiophene-based thioureas with inducible and neuronal nitric oxide synthase was evaluauted. These novel thienylmethyl- thioureas stimulated the activity of inducible Nitric Oxide Synthase (iNOS).

Chiral helicenoid diarylethene with large change in specific optical rotation by photochromism

A diarylethene possessing one [4]thiaheterohelicene and one benzothiophene, the latter with a chiral methoxymethoxyethyl group on its C-3 position, was proved to work as a switch of specific optical rotation at a wavelength at which both colored and colorless forms have no absorption in solution. The difference of the specific optical rotation was 1300° between the open form and the photostationary state. The specific optical rotation of one of the isolated optically active major colored forms was -4680°. The conversion to the colored form was 64%, and the diastereomeric excess of photocyclization was 47%.

Highly selective 5-substitution of 3-methylthiophene via directed lithiation

(Chemical Equation Presented) Lithiation of 3-methylthiophene with lithium 2,2,6,6-tetramethylpiperidide (LiTMP) is highly selective at the 5-position, and reaction with a range of electrophiles gives high yields of the corresponding 2,4-disubstituted thiophenes, even when unhindered electrophiles are used.

Ramoplanin derivatives possessing antibacterial activity

Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

Preparation and biological evaluation of indole, benzimidazole, and thienopyrrole piperazine carboxamides: Potent human histamine H4 antagonists

Three series of H4 receptor ligands,- derived from indoly-2-yl-(4-methyl-piperazin-1-yl)-methanones, have been synthesized and their structure-activity relationships evaluated for activity at the H 4 receptor in competitive binding and functional assays. In all cases, substitution of small lipophilic groups in the 4 and 5-positions led to increased activity in a [3H]histamine radiolabeled ligand competitive binding assay. In vitro metabolism and initial pharmacokinetic studies were performed on selected compounds leading to the identification of indole 8 and benzimidazole 40 as potent H4 antagonists with the potential for further development. In addition, both 8 and 40 demonstrated efficacy in in vitro mast cell and eosinophil chemotaxis assays.

4-Amino-thieno[3,2-c]pyridine-7-carboxylic acid amides

Disclosed are novel 4-amino-thieno[3,2-c]pyridine-7-carboxylic acid amides, and their pharmaceutically acceptable salts and esters, that are selective inhibitors of KDR and/or FGFR kinases. These compounds and their pharmaceutically acceptable salts are anti-proliferative agents useful in the treatment or control of solid tumors, in particular solid cancerous tumors of the breast, colon, lung and prostate. Also disclosed are pharmaceutical compositions containing these compounds and methods of treating cancer using these compounds.

Heterocyclic compounds

Certain thienopyrrolyl and furanopyrrolyl compounds are disclosed as useful to treat or prevent disorders and conditions mediated by the histamine H4 receptor, including allergic rhinitis.