4506-71-2

Basic information

• Product Name: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE
• Synonyms: TIMTEC-BB SBB000654;Ethyl-2-Amino-4,5,6,7-Tetrahydrobenzene(B)Thiophene-3-Carboxlate;Ethyl 2-amino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate;2-Amino-3-carbethoxy-4,5-tetramethylenethiophene, GC 99%;ethyl 2-aminotetrahydrobenzo[b]thiophene-3-carboxylate;2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl;4,5,6,7-Tetrahydro-2-aminobenzo[b]thiophene-3-carboxylic acid ethyl ester;Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate,97%
• CAS NO: 4506-71-2
• Molecular Formula: C₁₁H₁₅NO₂S
• Molecular Weight: 225.31
• EINECS: 224-823-1
• Product Categories: Sulphur Derivatives;Thiophene;Benzothiophenes;Building Blocks;Heterocyclic Building Blocks
• Mol File: 4506-71-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 114-116 °C(lit.)
• Boiling Point: 407.5 °C at 760 mmHg
• Flash Point: 200.3 °C
• Appearance: Yellow/Fine Crystalline Powder
• Density: 1.235 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 0.53±0.20(Predicted)
• CAS DataBase Reference: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE(4506-71-2)
• EPA Substance Registry System: ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE(4506-71-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26-22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 4506-71-2(Hazardous Substances Data)

Usage

Chemical Properties

yellow fine crystalline powder

Uses

Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate was used in the preparation of:thienopyrimidine derivativesazo dyesN-(3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)-2-aryl hydrazono-3-oxobutanamide derivativestetrahydrobenzo[b]thiophene dyes

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

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

Downstream Products

• 56929-65-8 tetramethylenethieno<2,3-d>tetrahydropyrido<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 
• 52535-69-0 2-[(phenylacetyl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid ethyl ester 
• 91225-84-2 2-(2-Oxo-2-phenyl-ethyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 62159-41-5 4-{[3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl]amino}-4-oxobutanoic acid 
• 128500-30-1 N-(3-Ethoxycarbonyl-4,5-tetramethylenthien-2-yl)amidinoessigsaeureanilid-Hydrochlorid 
• 77373-43-4 2-styryl-4-hydroxy-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidine 
• 101130-10-3 2-styryl-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidin-4(3H)-one 
• 79750-91-7 2-Diphenylacetylamino-4,5,6,7-tetrahydrobenzothiophen-3-carbonsaeure-ethylester 
• 106807-65-2 2-[(Benzofuran-2-carbonyl)-amino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 134878-71-0 9,10,11,12-Tetrahydro-5-chloro-8H-<1>benzothieno<2',3':4,5>pyrimido<2,1-a>phthalazin-8-one 

Relevant articles and documents

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.

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.

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.