58386-20-2

Usage

Uses

Used in Pharmaceutical Industry:
2,5-DIMETHOXYTHIOPHENE is used as a building block for the production of various pharmaceuticals. It plays a crucial role in the synthesis of a wide range of medications, contributing to the development of new and improved therapies.
Used in Agrochemical Industry:
In the agrochemical industry, 2,5-DIMETHOXYTHIOPHENE is used as a starting material for the synthesis of various agrochemicals. Its application helps in the development of effective solutions for pest control and crop protection.
Used in Electronic Applications:
2,5-DIMETHOXYTHIOPHENE is used as a starting material for the synthesis of polymers and materials for electronic applications. Its unique properties make it suitable for use in the development of advanced electronic devices and components.
Used in Organic Synthesis:
2,5-DIMETHOXYTHIOPHENE is used in organic synthesis as a versatile building block for the production of various fine chemicals. Its application in this field allows for the creation of a wide range of chemical compounds with diverse uses and properties.

InChI:InChI=1/C6H8O2S/c1-7-5-3-4-6(8-2)9-5/h3-4H,1-2H3

Upstream product

• 3141-27-3 2,5-dibromothiophen 
• 124-41-4 sodium methylate 
• 625-88-7 2,5-diiodothiophene 

Downstream Products

• 15988-11-1 4-Phenylurazole 
• 54051-18-2 O,O-dimethyl monothiomaleate 
• 84040-26-6 4-Phenyl-1-(2,5,5-trimethoxy-2,5-dihydro-thiophen-2-yl)-[1,2,4]triazolidine-3,5-dione 
• 251999-88-9 (E)-p-nitrophenyl 3-(2,5-dimethoxy-3-thienyl)acrylate 

Relevant academic research and scientific papers

Synthesis and antitumor activity of duocarmycin derivatives: A-ring pyrrole compounds bearing 5-membered heteroarylacryloyl groups

A series of A-ring pyrrole compounds of duocarmycin bearing 5-membered heteroarylacryloyl groups (thienylacryloyl and pyrrolylacryloyl) and heteroarylcarbonyl groups were synthesized and evaluated for in vitro anticellular activity against HeLa S3 cells and in vivo antitumor activity against murine sarcoma 180 in mice. Most of the thienylacrylates displayed in vitro anticellular activity equivalent to 4'-methoxycinnamates. Among the 8- O-[(N-methylpiperazinyl)carbonyl] derivatives of methoxy-thienylacrylates, compound 11b, having 4'-methoxy-2'-thienylacryloyl as segment-B (Seg-B), showed remarkably potent antitumor activity and low peripheral blood toxicity in vivo, which were equal to those of 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 4'-methoxycinnamates, compared with the A-ring pyrrole derivatives having the trimethoxyindole skeleton in SegB. On the other hand, the 2'-pyrrolylacrylates having a double bond as spacer showed 102- to 103- fold stronger anticellular activity than 2'-pyrrolecarboxylates (IC500.3 nM, 72 h-exposure). The 8-O-acetate and 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 2'-pyrrolylacrylates exhibited an antitumor effect at a lower dose compared with the 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 4'- methoxycinnamate (1j). Moreover, it was expected that the antitumor activity would be increased by the strength of the extra hydrogen bond formed between the nitrogen of the pyrrole amido group and DNA, owing to the increase of the number of N-methyl-2'-pyrrolecarboxamide units. However, 2'-pyrrolylacrylates having three N-methyl-2'-pyrrolecarboxamide units showed nearly equal antitumor activity to 2'-pyrrolylacrylates having only one N-methyl-2'- pyrrolecarboxamide unit.

STRUCTURE AND SYNTHESIS OF 1,3,5,7-TETRAMETHOXYDITHIENO-DITHIIN

Starting from thiophene (6), the sequence 2,5-diiodothiophene (7), 2,5-bismethoxythiophene (8), 3,4-dibromo-2,5-bismethoxythiophene (9) finally leads to the title compound 5.The 1H- and 13C-NMR, the MS and IR data and the structure of 5 are reported. - Key words: Dithieno-1,4-dithiin, X-ray structure.

Copper(I) Halide Catalysed Synthesis of Alkyl Aryl and Alkyl Heteroaryl Ethers

A number of alkyl aryl and alkyl heteroaryl ethers have been prepared from (hetero) aryl halides (mainly bromides) and sodium alkoxides, using copper(I)bromide as a catalyst.The influence of the main solvent, the halogen atom, reaction temperature and the presence of oxygen upon the rate and selectivity has been studied.Furthermore the decomposition of the catalyst and the reduction of the aryl halide are studied.

Substitution Effects on Electronic Structure of Thiophene

The He(I) photoelectron (PE) spectra of the following methoxy (-MeO) and nitro (-NO2) thiophenes: 2-MeO, 3-MeO, 2,5-di-MeO, 2-NO2, 3-NO2, 2,4-di-NO2 and 2,5-di-NO2 have been recorded and their electronic structure is discussed in terms of inductive and mesomeric effects of substituent on the electronic energy levels of thiophene. - Key words: Electronic structure, Ionization Energies, Photoelectron Spectra, Methoxy Thiophenes, Nitro Thiophenes