117642-16-7

Basic information

• Product Name: 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER;Ethyl 2-aMino-4,7-dihydro...;Ethyl 2-aMino-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylate;Ethyl 2-aMino-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylate;Ethyl 2-aMino-4H,5H,7H-thieno[2,3-c]pyran-3-carboxylate;5H-Thieno[2,3-c]pyran-3-carboxylic acid, 2-amino-4,7-dihydro-, ethyl ester
• CAS NO: 117642-16-7
• Molecular Formula: C₁₀H₁₃NO₃S
• Molecular Weight: 227.28
• EINECS: 200-258-5
• Product Categories: Thiophene
• Mol File: 117642-16-7.mol
• Article Data: 22

Chemical Properties

• Melting Point: 117-118 °C
• Boiling Point: 431.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.310±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 0.23±0.20(Predicted)
• CAS DataBase Reference: 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER(117642-16-7)
• EPA Substance Registry System: 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER(117642-16-7)

Safety Data

• Hazardous Substances Data: 117642-16-7(Hazardous Substances Data)

Usage

Description

2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER, also known as Ethyl 2-amino-4H,5H,7H-thieno[2,3-c]pyran-3-carboxylate, is a chemical compound with a complex structure derived from thieno pyran. It is characterized by its potential to interact with specific receptors in the body, particularly the NDMA receptors.

Uses

Used in Pharmaceutical Applications:
2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER is used as a NDMA receptor function inhibitor for its ability to modulate the activity of NDMA receptors, which play a crucial role in various physiological processes and conditions. By inhibiting these receptors, this compound may have potential therapeutic applications in treating conditions related to NDMA receptor dysfunction.
Used in Research and Development:
In the field of scientific research, 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER serves as a valuable tool for studying the function and role of NDMA receptors in cellular processes. It can be used to investigate the mechanisms underlying receptor activation and inhibition, as well as to develop new drugs targeting these receptors for various therapeutic purposes.
Used in Drug Design and Synthesis:
The unique structure of 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER makes it a promising candidate for drug design and synthesis. Researchers can use this compound as a starting point to develop new drugs with improved efficacy, selectivity, and safety profiles by modifying its structure to optimize its interaction with NDMA receptors.
Used in Neuropharmacology:
In the field of neuropharmacology, 2-AMINO-4,7-DIHYDRO-5H-THIENO[2,3-C]PYRAN-3-CARBOXYLIC ACID ETHYL ESTER is used as a research compound to study the role of NDMA receptors in the central nervous system. Understanding the interaction between this compound and NDMA receptors can provide insights into the development of novel therapeutic strategies for neurological disorders associated with NDMA receptor dysfunction.

Upstream product

• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 105-56-6 ethyl 2-cyanoacetate 
• 33451-54-6 ethyl 2-cyano-2-(dihydro-2H-pyran-4(3H)-ylidene)acetate 

Downstream Products

• 1370345-50-8 2-[(2-fluoro-6-trifluoromethylbenzoyl)-amino]-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid propylamide 
• 1415149-46-0 C₁₉H₁₉ClN₂O₄S 
• 1415149-57-3 C₂₀H₁₉F₃N₂O₄S 
• 1415149-59-5 C₂₅H₂₄N₂O₄S 
• 1415149-62-0 C₁₅H₁₂ClNO₄S 
• 1415149-63-1 C₂₁H₂₁F₃N₂O₃S 
• 1415149-64-2 C₂₁H₂₁F₃N₂O₄S 
• 1415149-47-1 C₁₉H₁₈Cl₂N₂O₄S 

Relevant articles and documents

Efficient three-component Gewald reactions under Et3N/H 2O conditions

In a medium consisting of triethylamine and water, methylene ketones undergo room temperature Gewald reactions with elemental sulfur and ethyl cyanoacetate (or malononitrile) to yield 2 aminothiophene derivatives efficiently within short time periods. Because of the high polarity of the medium, products precipitate in the reaction mixtures spontaneously. This makes isolation of the products easy by simple filtration and avoids cumbersome chromatographic separations. Mechanistic studies suggest that the reactions proceed via a Knoevenagel condensation pathway(equation presented). 2013

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.

A Novel Small Molecular Prostaglandin Receptor EP4 Antagonist, L001, Suppresses Pancreatic Cancer Metastasis

Metastatic pancreatic cancer remains a major clinical challenge, emphasizing the urgent need for the exploitation of novel therapeutic approaches with superior response. In this study, we demonstrate that the aberrant activation of prostaglandin E2 (PGE2 ) receptor 4 (EP4) is a prometastatic signal in pancreatic cancer. To explore the therapeutic role of EP4 signaling, we developed a potent and selective EP4 antagonist L001 with single-nanomolar activity using a panel of cell functional assays. EP4 antagonism by L001 effectively repressed PGE2-elicited cell migration and the invasion of pancreatic cancer cells in a dose-dependent manner. Importantly, L001 alone or combined with the chemotherapy drug gemcitabine exhibited remarkably anti-metastasis activity in a pancreatic cancer hepatic metastasis model with excellent tolerability and safety. Mechanistically, EP4 blockade by L001 abrogated Yes-associated protein 1 (YAP)-driven pro-metastatic factor expression in pancreatic cancer cells. The suppression of YAP’s activity was also observed upon L001 treatment in vivo. Together, these findings support the notions that EP4–YAP signaling axis is a vital prometastatic pathway in pancreatic cancer and that EP4 inhibition with L001 may deliver a therapeutic benefit for patients with metastatic pancreatic cancer.

THIENOCYCLIC COMPOUND AND SYNTHESIS METHOD THEREFOR AND APPLICATION THEREOF

Disclosed by the present invention are a thienocyclic compound represented by formula (I), a pharmaceutically acceptable salt or a hydrate thereof, a composition containing the thienocyclic compound, and a preparation method therefor. Further disclosed by

ANTI-INFECTIVE 2-AMINOTHIOPHENES

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