5936-58-3

Usage

Uses

Used in Pharmaceutical Research:
2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID is used as a research compound for exploring its potential biological activities and pharmacological properties. Its unique structure and functional groups make it a valuable tool in the development of new drugs and therapeutic agents.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID is used as a building block for the synthesis of novel compounds with potential therapeutic applications. Its versatile chemical structure allows for various modifications and functionalizations, enabling the design of new molecules with improved pharmacological profiles.
Used in Drug Development:
2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID is utilized in drug development as a lead compound for the discovery of new therapeutic agents. Its potential biological activities and pharmacological properties make it a promising candidate for further optimization and development into effective drugs for the treatment of various diseases and conditions.
Used in Organic Synthesis:
In organic synthesis, 2-AMINO-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID serves as a key intermediate for the preparation of other organic compounds. Its reactive functional groups, such as the amino and carboxylic acid groups, facilitate various chemical reactions, allowing for the synthesis of a wide range of molecules with diverse applications in various industries.

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

• 13130-47-7 2-Methyl-5,6,7,8-tetrahydro-4H-<1>benzothieno<2,3-d><1,3>oxazin-4-on 
• 133166-78-6 [3-(3,4-Dichloro-benzyl)-2,4-dioxo-3,4,5,6,7,8-hexahydro-2H-benzo[4,5]thieno[2,3-d]pyrimidin-1-yl]-acetic acid 
• 132221-32-0 [1-(3,4-Dichloro-benzyl)-2,4-dioxo-1,4,5,6,7,8-hexahydro-2H-benzo[4,5]thieno[2,3-d]pyrimidin-3-yl]-acetic acid 
• 188411-47-4 benzyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 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 

Relevant academic research and scientific papers

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.

THIOPHENE DERIVATIVES FOR THE TREATMENT OF DISORDERS CAUSED BY IGE

Thiophene derivatives of formula (I) and a pharmaceutically acceptable salt thereof are provided. These compounds have utility for the treatment or prevention of disorders caused by IgE, such as allergy, type 1 hypersensitivity or familiar sinus inflammation.

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.

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.

ANTI-INFECTIVE 2-AMINOTHIOPHENES

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

Synthesis and evaluation of new 2-aminothiophenes against: Mycobacterium tuberculosis

Tuberculosis (TB) and its drug resistant forms kills more people than any other infectious disease. This fact emphasizes the need to identify new drugs to treat TB. 2-Aminothiophenes (2AT) have been reported to inhibit Pks13, a validated anti-TB drug target. We synthesized a library of 42 2AT compounds. Among these, compound 33 showed remarkable potency against Mycobacterium tuberculosis (Mtb) H37RV (MIC = 0.23 μM) and showed an impressive potency (MIC = 0.20-0.44 μM) against Mtb strains resistant to isoniazid, rifampicin and fluoroquinolones. The site of action for the compound 33 is presumed to be Pks13 or an earlier enzyme in the mycolic acid biosynthetic pathway. This inference is based on structural similarity of the compound 33 with known Pks13 inhibitors, which is corroborated by mycolic acid biosynthesis studies showing that the compound strongly inhibits the biosynthesis of all forms of mycolic acid in Mtb. In summary, these studies suggest 33 represents a promising anti-TB lead that exhibits activity well below toxicity to human monocytic cells.

COMPOUNDS FOR TREATING VIRAL INFECTIONS

The present invention relates to small molecule compounds and their use in the treatment of diseases, in particular viral diseases, in particular hepatitis C virus (HCV).

Synthesis of some new tetrahydrobenzo[b] thiophene derivatives and tetrahydrobenzo-thienopyrimidine derivatives under microwave irradiation

2-Phenyl-5,6,7,8-tetrahydro-4H-benzothieno[2,3-d][1,3]oxazin-4-one (4) was reacted with either aliphatic or aromatic primary amines such as benzylamine, cyclohexylamine, p-toluidine, and=or p-anisidine to give carboxamide derivatives 5a-d, respectively. A

NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS

The present application relates to cannabinoid receptor ligands containing compounds of formula (I) wherein A, R1, R2, and R3 are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.

New convenient synthesis of 2,3-diaminothieno[2,3-d]pyrimidin-4(3H)-one derivates from substituted alkyl 2-(1H-tetrazol-1-yl)thiophene-3-carboxylates

4,5-Disubstituted and 4-substituted alkyl 2-amino-thiophene-3-carboxylates react with triethyl orthoformate and sodium azide in acetic acid to yield new 2-(1H-tetrazol-1-yl)-4-R1-5-R2-thiophene derivates. It was established that the