5370-25-2

Usage

Uses

Used in Chemical Synthesis:
2-Acetyl-5-bromothiophene is used as a starting reagent for the synthesis of bithiophene bis-imidazo[1,2-a]pyridine derivatives. These derivatives are important in the development of various chemical compounds and materials due to their unique structural and electronic properties.
Additionally, 2-Acetyl-5-bromothiophene is used in the preparation of phosphorus-containing fused bicyclic 5,6-membered compounds. These compounds have potential applications in the fields of pharmaceuticals, materials science, and agrochemicals, where they can be utilized as building blocks for the development of new molecules with specific properties and functions.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 18, p. 1345, 1981 DOI: 10.1002/jhet.5570180714Synthetic Communications, 11, p. 29, 1981 DOI: 10.1080/00397918108064279

InChI:InChI=1/C6H5BrOS/c1-4(8)5-2-3-6(7)9-5/h2-3H,1H3

Upstream product

• 1003-09-4 2-bromothiophene 
• 108-24-7 acetic anhydride 
• 109-63-7 trifluoroborane diethyl ether 
• 75-36-5 acetyl chloride 
• 3141-27-3 2,5-dibromothiophen 
• 88-15-3 2-Acetylthiophene 
• 128-08-5 N-Bromosuccinimide 
• 114774-05-9 5-bromo-2-(α-methoxyimino)ethylthiophene 
• 141-82-2 malonic acid 
• 7446-70-0 aluminium trichloride 
• 872-55-9 2-ethylthiophene 
• 64-19-7 acetic acid 
• 64992-14-9 acetic 2-cyanoacetic anhydride 
• 114773-97-6 2-(α-methoxyimino)ethylthiophene 

Downstream Products

• 326-07-8 1-(5-bromo-[2]thienyl)-2H,2H-heptafluoro-hexane-1,3-dione 
• 100586-94-5 1-(5-bromo-[2]thienyl)-ethanone-phenylhydrazone 
• 366-90-5 (2E)-1-(5-bromothiophen-2-yl)-3-(4-fluorophenyl)prop-2-en-1-one 
• 96464-11-8 (2E)-1-(5-bromothiophen-2-yl)-3-(4-chlorophenyl) prop-2-en-1-one 
• 96462-86-1 (2E)-1-(5-bromothiophen-2-yl)-3-phenyl prop-2-en-1-one 
• 107456-34-8 (2E)-1-(5-bromothiophen-2-yl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 174502-99-9 1-(5-bromo-[2]thienyl)-ethanone thiosemicarbazone 
• 107455-95-8 1-(5-bromo-[2]thienyl)-3t-(2-methoxy-phenyl)-propenone 
• 101102-63-0 (2E)-1-(5-bromothiophen-2-yl)-3-[4-(dimethylamino) phenyl]prop-2-en-1-one 
• 96463-50-2 1-(5-bromo-[2]thienyl)-3t-(3,4-dichloro-phenyl)-propenone 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 
• 10531-44-9 2-(2-bromoacetyl)-5-bromothiophene 
• 2160-55-6 1-(5-bromo-4-nitro-thiophen-2-yl)-ethanone 
• 83393-73-1 3-[2-(5-Bromo-thiophen-2-yl)-2-oxo-ethyl]-3-hydroxy-1,3-dihydro-indol-2-one 

Relevant academic research and scientific papers

Five-membered heterocyclic oxo carboxylic acid compound and medical application thereof

The invention relates to a five-membered heterocyclic oxo carboxylic acid compound and a medical application thereof. Specifically, the invention relates to a compound, a pharmaceutical salt, a prodrug, a hydrate, a solvate or a crystal form as shown in a formula (I), and also relates to a preparation method of the compound, a pharmaceutical composition containing the compound and an application of the pharmaceutical composition as a secretion regulator of interferon type I, especially as an STING agonist in preparation of medicines for preventing and/or treating I-type interferon related diseases.

DIPHENYLAMINO-METHYLENE MALONONITRILE BASED COMPOUNDS AS FLUORESCENCE PROBES

The present invention provides compounds of formula (I) and formula (II): or a pharmaceutically acceptable salt or a stereoisomer thereof; wherein, ring A and ring B have the meanings given in the specification. The compounds of the present disclosure are useful as fluorescence probe in detecting tubulin in a sample and therefore useful for the diagnosis of tubulin and its associated diseases like cancer in a subject.

Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids

A rapid and efficient method for 'one-pot' synthesis of pyrazoles from (hetero)arenes and carboxylic acids via successive formation of ketones and β-diketones followed by heterocyclization with hydrazine has been developed. The utility of the RCOOH/TfOH/TFAA acylation system for intermediate production of ketones and 1,3-diketones is a key feature of this approach. The preliminary evaluation of the anticancer activity of the synthesized pyrazoles is performed.

"one-Pot" Synthesis of γ-Pyrones from Aromatic Ketones/Heteroarenes and Carboxylic Acids

Despite the various attractive properties of γ-pyrones, there are still some deficiencies in their synthetic approaches such as lower atom economy, multistep processes, and prefunctionalization of the reagents. In this work, an efficient and simple (CF3CO

Metal-Free Aerobic Oxidative Selective C-C Bond Cleavage in Heteroaryl-Containing Primary and Secondary Alcohols

A transition-metal-free aerobic oxidative selective C-C bond-cleavage reaction in primary and secondary heteroaryl alcohols is reported. This reaction was highly efficient and tolerated various heteroaryl alcohols, generating a carboxylic acid derivative and a neutral heteroaromatic compound. Experimental studies combined with density functional theory calculations revealed the mechanism underlying the selective C-C bond cleavage. This strategy also provides an alternative simple approach to carboxylation reaction.

Combining structure- and property-based optimization to identify selective FLT3-ITD inhibitors with good antitumor efficacy in AML cell inoculated mouse xenograft model

FLT3 mutation is among the most common genetic mutations in acute myeloid leukemia (AML), which is also related with poor overall survival and refractory in AML patients. Recently, FLT3 inhibitors have been approved for AML therapy. Herein, a series of new compounds with pyrazole amine scaffold was discovered, which showed potent inhibitory activity against FLT3-ITD and significant selectivity against both FLT3-ITD and AML cells expressing FLT3-ITD. Compound 46, possessing the most promising cellular activity, blocked the autophosphorylation of FLT3 pathway in MV4-11 cell line. Furthermore, the apoptosis and downregulation of P-STAT5 were also observed in tumor cells extracted from the MV4-11 cell xenografts model upon compound 46 treatment. Compound 46 was also metabolically stable in vitro and suppressed tumor growth significantly in MV4-11 xenografts model in vivo. Compound 46 showed no toxicity to the viscera of mice and caused no decrease in body weight of mice. In conclusion, the results of this study could provide valuable insights into discovery of new FLT3 inhibitors, and compound 46 was worthy of further development as potential drug candidate to treat AML.

Compounds and use thereof in anti-AML drugs

The present invention relates to the field of medicinal chemistry, discloses compounds and use thereof in anti-AML drugs, and specifically relates to imidazole ring-substituted thiophenic compounds, preparation method thereof, pharmaceutical compositions containing the compounds, and medical use of the compounds, particularly use of the compounds as an ITD mutant selective inhibitor of FMS-like tyrosine kinase 3.

BENZOBIS (THIADIAZOLE) DERIVATIVE AND ORGANIC ELECTRONICS DEVICE

PROBLEM TO BE SOLVED: To provide a benzobis (thiadiazole) derivative that is easy and simple to synthesize and is excellent in electronic mobility (field-effect mobility). SOLUTION: The present invention provides a benzobis (thiadiazole) derivative represented by general formula (1) (where R1 and R2 each represent a predetermined group). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

Direct Transformation of Ethylarenes into Primary Aromatic Amides with N -Bromosuccinimide and I2-Aqueous NH3

A variety of ethylarenes were converted into the corresponding primary aromatic amides in good yields via treatment with N-bromosuccinimide in the presence of a catalytic amount of 2,2′-azobis(isobutyronitrile) in a mixture of ethyl acetate and water, acetonitrile and water, or chloroform and water, followed by reaction with molecular iodine and aq NH3 in one pot. It was found that aryl α-bromomethyl ketones and/or aryl methyl ketones were formed at the first reaction step and their iodoform-type reaction occurred at the second reaction step to provide primary aromatic amides. The present reaction is a useful and practical transition-metal-free method for the preparation of primary aromatic amides from ethylarenes. (Chemical Equation Presented).

P-tert-Butylcalix[8]arene catalysed synthesis of 3,5-dinitrothiophene scaffolds: Antiproliferative effect of some representative compounds on selective anticancer cell lines

A new efficient protocol for the synthesis of 3,5-dinitrothiophene scaffolds was developed by using simple p-tert-butylcalix[8]arene in aqueous medium. Biological activities of some representative compounds were also studied to inhibit the cell growth on selective anticancer cell lines.