5936-58-3

Basic information

• Product Name: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID
• Synonyms: 2-AMINO-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBOXYLIC ACID;2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID;AKOS MSC-0448;ZERENEX E/5111071;RARECHEM AL BO 1663
• CAS NO: 5936-58-3
• Molecular Formula: C₉H₁₁NO₂S
• Molecular Weight: 197.25
• Mol File: 5936-58-3.mol
• Article Data: 17

Chemical Properties

• Melting Point: 155-156℃
• Boiling Point: 418.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.403
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.67±0.20(Predicted)
• CAS DataBase Reference: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID(5936-58-3)
• EPA Substance Registry System: 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID(5936-58-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 5936-58-3(Hazardous Substances Data)

Usage

General Description

2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID is a chemical compound with a molecular formula C10H11NO2S. It belongs to the class of benzo[b]thiophenes, which are aromatic compounds containing a benzene ring fused to a thiophene ring. This particular compound is a derivative of benzo[b]thiophene and contains an amino group and a carboxylic acid group. It has potential applications in medicinal chemistry and drug development, as well as in the synthesis of other organic compounds. It may also exhibit various biological activities and pharmacological properties, making it a subject of interest in pharmaceutical research.

Upstream product

• 108354-78-5 methyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 108-94-1 cyclohexanone 
• 105-56-6 ethyl 2-cyanoacetate 
• 6802-76-2 ethyl 2-cyano-2-cyclohexylideneacetate 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 

Downstream Products

• 461457-23-8 2-(1H-tetrazol-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid 
• 52535-73-6 4,5,6,7-tetrahydrobenzothiophene-2-benzoylamino-3-carboxylic acid 
• 63274-59-9 2-phenyl-5,6,7,8-tetrahydro-4H-benzothieno[2,3-d][1,3]thiazin-4-one 
• 35149-36-1 2-phenyl-4-methoxy-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidine 
• 35149-32-7 4-chloro-2-phenyl-5,6,7,8-tetrahydro<1>benzothieno<2,3-d>pyrimidine 
• 455898-84-7 2-benzamido-N-benzyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 
• 296770-68-8 2-benzamido-N-cyclohexyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 
• 418796-31-3 2-benzamido-N-p-tolyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 
• 328278-79-1 2-benzamido-N-(4-methoxylphenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 
• 356586-88-4 N-[3-(piperidine-1-carbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-yl]benzamide 
• 312948-88-2 C₂₀H₂₂N₂O₃S 
• 1321621-02-6 2-phenyl-4-benzyloxy-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidine 
• 1321621-03-7 ethyl 3-(2-benzamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-yl)-2-cyano-3-oxo-propanoate 
• 1321621-04-8 3-(2-benzamido-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl)-2-cyano-3-oxopropanoic acid 

Relevant articles and documents

Straightforward synthesis, characterization, and cytotoxicity evaluation of hybrids of natural alkaloid evodiamine/rutaecarpine and thieno[2,3-d]pyrimidinones

Dozens of hybrids of natural alkaloid evodiamine/rutaecarpine and thieno[2,3-d]pyrimidinones were synthesized in a straightforward method by condensation of substituted 2H-thieno[2,3-d][1, 3]oxazine-2,4(1H)-diones or N-methyl-2H-thieno[2,3-d][1, 3]oxazine-2,4(1H)-dione with 3,4-dihydro-β-carbolines. In vitro cytotoxic assay discovered that compounds 9a, 10e, 11a, 11d, 11f, and 12a could induce antiproliferation against four different types of human cancer cells while compounds 10f and 12e were inactive. Notably, compound 11a displayed potent cell cytotoxicity for human non-small cell lung cancer cells A549, PC-9, human prostate cancer cells PC-3, and human breast cancer cell line MCF-7. Furthermore, compound 11a exhibited strong colony formation inhibition to A549 cells. These results unfold potential anticancer therapeutic applications of hybrids of thieno[2,3-d]pyrimidinones and quinazolinones.

ANTI-INFECTIVE 2-AMINOTHIOPHENES

2-Aminothiophene derivatives, uses of the same, and methods of making the same, are described.

Thiophene/thiazole-benzene replacement on guanidine derivatives targeting α2-Adrenoceptors

Searching for improved antagonists of α2-adrenoceptors, a thorough theoretical study comparing the aromaticity of phenyl-, pyridinyl-, thiophenyl- and thiazolylguanidinium derivatives has been carried out [at M06-2X/6–311++G(p,d) computational level] confirming that thiophene and thiazole will be good ‘ring equivalents’ to benzene in these guanidinium systems. Based on these results, a small but chemically diverse library of guanidine derivatives (15 thiophenes and 2 thiazoles) were synthesised to explore the effect that the bioisosteric change has on affinity and activity at α2-adrenoceptors in comparison with our previously studied phenyl derivatives. All compounds were tested for their α2-adrenoceptor affinity and unsubstituted guanidinothiophenes displayed the strongest affinities in the same range as the phenyl analogues. In the case of cycloakyl systems, thiophenes with 6-membered rings showed the largest affinities, while for the thiazoles the 5-membered analogue presented the strongest affinity. From all the compounds tested for noradrenergic activity, only one compound exhibited agonistic activity, while two compounds showed very promising antagonism of α2-adrenoceptors.