32990-47-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Methylthiophene-2-carbonyl chloride is used as a key intermediate for the synthesis of various pharmaceuticals. Its unique structure and reactivity enable the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Methylthiophene-2-carbonyl chloride is utilized as a precursor in the production of pesticides and other agrochemicals, contributing to the development of effective solutions for crop protection and management.
Used in Advanced Materials Synthesis:
4-Methylthiophene-2-carbonyl chloride is employed as a building block in the synthesis of advanced materials, such as polymers and composites, for applications in various industries due to its ability to form stable and functionalized products.
Used in Fine Chemicals Production:
4-METHYLTHIOPHENE-2-CARBONYL CHLORIDE is also used as a starting material in the synthesis of other fine chemicals, highlighting its versatility and importance in the chemical industry for creating specialty products with specific applications.

InChI:InChI=1/C6H5ClOS/c1-4-2-5(6(7)8)9-3-4/h2-3H,1H3

Upstream product

• 14282-78-1 4-methylthiophene-2-carboxylic acid 

Downstream Products

• 83933-16-8 4-methylthiophen-2-carboxamide 
• 117498-70-1 (4-methoxyphenyl)(4-methyl-2-thienyl)methanone 
• 1259525-44-4 C₁₉H₁₄N₂O₃S 
• 14282-78-1 4-methylthiophene-2-carboxylic acid 
• 14282-79-2 ethyl 4-methylthiophene-2-carboxylate 
• 28686-90-0 4-methyl-thiophene-2-carboxylic acid methyl ester 
• 117498-71-2 (4-methoxy-3-nitrophenyl)(4-methyl-2-thienyl)methanone 
• 117498-72-3 (4-amino-3-nitrophenyl)(4-methyl-2-thienyl)methanone 
• 66938-94-1 (3,4-Diamino-phenyl)-(4-methyl-thiophen-2-yl)-methanone 

Relevant academic research and scientific papers

A Series of Thiadiazolyl-Benzenesulfonamides Incorporating an Aromatic Tail as Isoform-Selective, Potent Carbonic Anhydrase II/XII Inhibitors

We describe the synthesis of a series of thiadiazolyl-benzenesulfonamide derivatives carrying an aromatic tail linked by an amide linker (12–34), as human carbonic anhydrase (hCA) inhibitors. These thiadiazol derivatives were evaluated against four physiologically relevant CA isoforms (hCA I, II, IX, and XII), and demonstrated intriguing inhibitory activity against CA II with Ki values in the range of 2.4–31.6 nM. Besides hCA II, also hCA XII activity was potently inhibited by some of the derivatives (Ki=1.5–88.5 nM), producing dual inhibitors of both isoforms. Notably, compound 17 was the most potent dual CA II (Ki=3.1 nM) and XII (Ki=1.5 nM) inhibitor with a significant selectivity ratio over CA I and IX isoforms. In conclusion, although all compounds exhibited preferential activity towards hCA II, the nature of the substituents at the tail part of the main scaffold influenced the activity and selectivity toward other isoforms.

Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex

Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry, and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier for rotation among the biaryl axis limits their asymmetric synthesis. We report here an enantioselective C-H functionalization method using our chiral RhJasCp complex for the synthesis of the biaryl atropisomer types that can be accessed from three different five-membered-ring heterocycles.

Design, synthesis and activity evaluation study of novel substituted N-sulfonyl homoserine lactone derivatives as bacterial quorum sensing inhibitors

A novel series of N-sulfonyl homoserine lactone derivatives 7a–7m has been designed, synthesized, and evaluated for quorum sensing inhibitory activities through the violacein inhibition in Chromobacterium violaceum CV026. Compound 7e displayed the high level of inhibitory activity among all the compounds synthesized. Studies of structure-activity relationship indicated that compounds with thiophene group in side chain showed better activity than those substituted by furan, pyrrole, pyridyl, and phenethyl group. Thiophene substituted compounds which connected electron withdrawing group exhibited better inhibitory activity relate to those connected electron donating group. Further analysis indicated that compound bearing an electron withdrawing substituent at the position 2 of their thiophene ring exhibited superior activity against violacein production to those bearing the substituent at the position 3 and 4. Compound 7e in particular, with IC50 value of 6.19 μM, were identified as promising lead compounds for further development.

Intramolecular palladium-catalyzed oxidative coupling on thiophene and furan rings: Determinant role of the electronic availability of the heterocycle

The cyclization of N-allyl-N-carbetoxy-substituted aminothiophenes and furans was performed by intramolecular Pd(II)- catalyzed oxidative coupling. The process involves a nucleophilic attack of a heteroaromatic carbon to the internal carbon of the π-olefin complex through a 5-exo-trig ring-formation. Better conditions required PdCl2(MeCN)2 as catalyst, CuCl2 as co-catalyst and an environmentally friendly reoxidant such as O2 to promote the catalytic cycle. Georg Thieme Verlag Stuttgart.

HIV Integrase Inhibitors

The invention encompasses a series bicyclic pyrimidinone compounds of Formula I which inhibit HIV integrase and prevent viral integration into human DNA. This action makes the compounds useful for treating HIV infection and AIDS. The invention also encompasses pharmaceutical compositions and methods for treating those infected with HIV.

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.

Synthesis, Tubulin Binding, Antineoplastic Evalutaion, and Structure-Activity Relationship of Oncodazole Analogues

n an attempt to identify a soluble oncodazole analogue that could be easily formulated, a series of substituted oncodazoles was synthesized and evaluated for tubulin binding affinity, in vitro cyctotoxicity against cultured mouse B-16 cells, and ability to prolong lifespan at the maximally tolerated dose in the P388 mouse leukemia model.Biological evaluation of all the isomeric methyloncodazoles demonstrated the thiophene 4'-position to be the only site of significant bulk tolerance, although substitution of this position with polar or charged functional groups abolished biological activity.Simple esters of the 4'-carboxymethyloncodazole were shown to have enhanched antitumor activity and tubulin binding affinity relative to oncodazole.Despite a failure of this study to identify a water-soluble oncodazole with antitumor activity, the structure-activity relationship developed led to a derivative with enhanced activity in the P388 leukemia model and facilitated the preparation of a biologically active photolabile analogue.

Novel thiophene-acetic acids

Novel thiophene-acetic acid derivatives of the formulae STR1 wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R1 is selected from the group consisting of lower alkyl of 1 to 4 carbon atoms and hydrogen and R2 is selected from the group consisting of hydrogen, lower alkyl of 1 to 7 carbon atoms and optionally substituted with at least one hydroxy group or an oxygen atoms-containing heterocycle,di-lower alkylamino-lower alkyl, N-heterocyclic alkyl, alkali metals, alkaline earth metals, aluminum and --H,NH (lower alkyl)2 and Ar is selected from the group consisting of phenyl, optionally substituted with at least one member of the group consisting of halogen, trihalogenomethyl, lower alkyl, lower alkoxy and carboxyl, cyclohexyl, thienyl, furyl, tetrahydrofuryl and pyridyl, and in formula II, ArCO is attached to one of the positions α to the sulfur atom, which compounds have analgesic and anti-inflammatory activity and their preparations.