4506-71-2

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a chemical intermediate for the synthesis of thienopyrimidine derivatives, which have potential applications in the development of new drugs and pharmaceutical compounds.
Used in Dye Industry:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a starting material for the production of azo dyes, which are widely used in the textile, leather, and paper industries for their colorfast properties and vibrant hues.
Used in Chemical Research:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a research compound for the development of N-(3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)-2-aryl hydrazono-3-oxobutanamide derivatives, which may have potential applications in various fields, including materials science and pharmaceuticals.
Used in Dye Synthesis:
ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE is used as a precursor in the synthesis of tetrahydrobenzo[b]thiophene dyes, which are known for their unique optical properties and potential applications in various industries, such as electronics and photonics.

InChI:InChI=1/C11H15NO2S/c1-2-14-11(13)9-7-5-3-4-6-8(7)15-10(9)12/h2-6,12H2,1H3

Upstream product

• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 105-56-6 ethyl 2-cyanoacetate 
• 108-94-1 cyclohexanone 
• 10544-50-0 sulfur 
• 141-97-9 ethyl acetoacetate 
• 53841-07-9 ethyl cyanoacetate 
• 6802-76-2 ethyl 2-cyano-2-cyclohexylideneacetate 

Downstream Products

• 56929-63-6 tetramethylenethieno<2,3-d>dihydropyrrolo<1,2-a>pyrimidin-4-one 
• 56929-65-8 tetramethylenethieno<2,3-d>tetrahydropyrido<1,2-a>pyrimidin-4-one 
• 56929-67-0 tetramethylenethieno<2,3-d>tetrahydroazepino<1,2-a>pyrimidin-4-one 
• 35973-84-3 2-methyl-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 60943-06-8 3-phenethyl-2-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 60943-05-7 3-phenyl-2-p-tolyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 60974-87-0 2-tert-butyl-3-m-tolyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 52580-57-1 2-benzamide-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl ester 
• 52535-70-3 2-(4-Methylbenzoylamino)-4,5,6,7-tetrahydrobenzothiophen-3-carbonsaeure-ethylester 
• 52535-71-4 2-(4-chloro)benzamide-6-ethyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl ester 
• 60943-04-6 2,3-diphenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 19819-18-2 4-hydroxy-2-phenyl-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidine 
• 18002-03-4 2-benzyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 59163-14-3 2-anilino-3-nitro-5,6,7,8-tetrahydro-1H-benzo[4,5]thieno[2,3-b]pyridin-4-one 

Relevant academic research and scientific papers

Synthesis of 2-aminothiophenes on ionic liquid phase support using the Gewald reaction

The first report of the use of task-specific ionic liquid as soluble support for the Gewald synthesis of 2-aminothiophenes is reported in this article. This synthetic method is simple and efficient, and the products are obtained in good to excellent yields with high purities, without the need for chromatographic purification. Copyright Taylor & Francis Group, LLC.

Preparation method and application of tetrahydrobenzothiophene compound and pharmaceutical composition

The invention belongs to the field of medicines, and particularly relates to a tetrahydrobenzothiophene compound as well as a pharmaceutical composition and a preparation method and application thereof. The tetrahydrobenzothiophene compound is a compound I as shown I. In-flight R1 And R2 The C1 -4 is a saturated/unsaturated hydrocarbon group. - OCH3 , OCH2 CH3 Phenyl, substituted phenyl, NO2 One - COR of - OH - F, Cl - Br. I - H R1 AND R2 Or different. R3 It is-F. - Cl, Br, I, OH, Amino, C1 -4 saturated/unsaturated hydrocarbon group, OCH3 , OCH2 CH3 , H, Wherein one of them is, n ≥ 5, n Being an integer. The compound effectively inhibits salmonella by inhibiting the synthesis of ATP-dependent transporter in the lipopolysaccharide synthesis pathway. Aeruginosa, escherichia coli and staphylococcus aureus.

Synthesis, Characterization, and Antibacterial and Anti-Inflammatory Activities of New Pyrimidine and Thiophene Derivatives

Substituted[4,5]thieno[2,3-d]thiazolo[3,2-a]pyrimidin-5-one (3a-b) and pyrimidin-5(6H)-imine (3c-e) were synthesized via reaction of the starting compounds, ethyl 2-amino-substituted[b]thiophene-3-carboxylate (2a-c) and 2-amino-substituted [b]thiophene-3-carbonitrile (2d-f), respectively, with 2-bromothiazole. Synthesis of (bromo-substituted[b]thiophen-2-yl)alkanamide derivatives (4a-e) and thieno[2,3-d][1,3]oxazin-4-imine derivative (5) was accomplished via reaction of the starting compounds with bromoalkyl chloride through nucleophilic substitution; however, for the synthesis of compound 5, nucleophilic substitution was followed by nucleophilic addition to a nitrile group to form the oxazinimine ring. 1-(3-cyano-substituted[b]thiophen-2-yl)-3-(4-(trifluoromethyl)phenyl)thiourea derivatives (6a-c) were obtained via reaction of the starting compounds (2d-f) and 4-(trifluoromethyl phenyl)isothiocyanate. The lead compounds (2d-f) rapidly reacted with 4-(trifluoromethyl)benzaldehyde or 4-(2-pyridyl)benzaldehyde in acidic medium to yield compounds (7a-f) in large quantities. X-ray crystallography of compounds 4c and 7e confirmed their structures. Antimicrobial studies revealed that compound 6a was equally potent to ampicillin against Bacillus strains. Moreover, compounds 3e, 4d, and 6a possessed greater anti-inflammatory potency than that of the standard drug.

Tetrahydro benzothiophene derivative and application thereof to preparation of glycogen synthase kinase 3 beta inhibitor

The invention discloses a tetrahydro benzothiophene derivative and the application thereof to the preparation of a glycogen synthase kinase 3 beta inhibitor. The tetrahydro benzothiophene derivative, pharmaceutically acceptable salt, optical active body or racemate thereof has a chemical structure as shown in a formula I. Experiments show that the compound has good GSK-3 beta inhibitory activity. In addition, the invention further provides a method for preparing a tetrahydro benzothiophene compound. The method is short in synthesis route, simple in preparation process and easy to operate, and can meet the requirements of large-scale industrial production.

A simple synthesis of alkyl 2-aminobenzo[ b ]thiophene-3-carboxylates via an unexpected dehydrogenation of alkyl 2-amino-4,5,6,7-tetrahydrobenzo[ b ]thiophene-3-carboxylates

A simple method for the preparation of alkyl 2-aminobenzo[b]thiophene-3-carboxylates is described. Alkyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates, generated from the Gewald three-component reaction between cyclohexanones, alkyl cyanoacetates and sulfur, undergo dehydrogenation in benzonitrile under an air atmosphere to afford alkyl 2-aminobenzo[b]thiophene-3-carboxylates in good to excellent yields.

FLT3 INHIBITORS AND USES THEREOF

The present invention provides methods of using compounds of formula I: or compositions thereof for the inhibition of FLT3, and the treatment of FLT3-mediated disorders.

Aqueous DABCO, an efficient medium for rapid organocatalyzed Knoevenagel condensation and the Gewald reaction

In the presence of water and 1,4-diazabicyclo[2.2.2]octane, several aldehydes and cyclic ketones underwent efficient Knoevenagel condensation with malononitrile and ethyl cyanoacetate to produce the respective α.β-unsaturated systems within fairly short time periods. As a result, high yields of conjugated products were easily obtained. Products could be engaged in a Gewald reaction, either stepwise or in situ, to produce efficiently their respective 2-aminothiophenes within 4-7 h. TUeBITAK.

Synthesis and anxiolytic activity of some novel 5-oxo-1, 4-oxazepine derivatives

A novel synthetic procedure for a series of 4-Aryl-3-phenyl-6,7,8,9- tetrahydro-benzothieno[3,2- f][l,4]oxazepin-5(4H)-one 8a-s derivatives had been described. Six compounds 8a,b,h,j,m,s were selected and submitted to pharmacological evaluation for anxiolytic activity in the open field test. All the test compounds except 8b significantly reduced the exploratory activity and the emotionality of the rats in the open-field. These inhibitory results are in agreement with the effect of reference standard chlorpromazine as a tranquillizer and anxiolytic in the same conditions.

An efficient one-pot synthesis of substituted 2-aminothiophenes via three-component gewald reaction catalyzed by l -proline

An efficient one-pot procedure for the direct catalytic synthesis of substituted 2-aminothiophenes catalyzed by l-proline under mild reaction conditions has been developed. A variety of functionalized 2-aminothiophene scaffolds were assembled in high yields by this catalytic protocol. Low catalyst loading, simple procedure, and high yields are the important attributes of this methodology.

Microwave-assisted gewald synthesis of 2-amimothio-phenes using functional ionic liquid as soluble support

A microwave-assisted liquid-phase Gewald synthesis of 2-aminothiophenes was developed using task-specific ionic liquid - [2-hydemim][BF4] as soluble support. This new synthetic method is simple and efficient, and the products are obtained in good to excellent yields with high purities, without the need for chromatographic purification.