745052-98-6

Usage

Uses

Used in Pharmaceutical Industry:
(E)-2-(4-(cyclopropylsulfonyl)phenyl)-3-(tetrahydro-2H-pyran-4-yl)acrylic acid is used as a potential sulfonamide-based drug for its cyclopropylsulfonyl group, which may contribute to the development of new therapeutic agents with novel mechanisms of action.
Used in Biochemical Research:
In biochemical research, (E)-2-(4-(cyclopropylsulfonyl)phenyl)-3-(tetrahydro-2H-pyran-4-yl)acrylic acid is used to explore the biological activity of the tetrahydro-2H-pyran-4-yl group, which may have implications for understanding certain biological processes or developing bioactive molecules.
Used in Organic Synthesis:
(E)-2-(4-(cyclopropylsulfonyl)phenyl)-3-(tetrahydro-2H-pyran-4-yl)acrylic acid serves as a ligand or intermediate in the synthesis of other complex organic compounds, leveraging its acrylic acid group for the formation of new chemical entities with potential applications in various industries.

Upstream product

• 745052-96-4 ethyl 2-(4-(cyclopropylsulfonyl)phenyl)-3-(tetrahydro-2H-pyran-4-yl)acrylate 
• 745052-92-0 triphenyl((tetrahydro-2H-pyran-4-yl)methyl)phosphonium iodide 
• 876063-40-0 (4-cyclopropylsulfonylphenyl)-2-oxo-acetic acid ethyl ester 
• 14633-54-6 cyclopropylphenylsulfide 
• 745052-94-2 ethyl 2-(4-cyclopropylsulfanylphenyl)-2-oxoacetate 

Downstream Products

• 745053-49-0 (R)-2-(4-(cyclopropylsulfonyl)phenyl)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid 
• 745052-93-1 (S)-2-(4-(cyclopropylsulfonyl)phenyl)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid 
• 745051-65-4 (R)-2-(4-(cyclopropylsulfonyl)phenyl)-N-(pyrazin-2-yl)-3-(tetrahydro-2H-pyran-4-yl)propanamide 
• 1373023-85-8 C₃₈H₄₅N₃O₈S₂ 
• 1080060-19-0 (2E)-2-[4-(cyclopropylsulfonyl)phenyl]-N-methoxy-N-methyl-3-(tetrahydro-2H-pyran-4-yl)propan-2-enamide 

Relevant academic research and scientific papers

Development of an enantioselective hydrogenation based synthesis of a glucokinase activator

This article describes the development and optimization of chemical reactions and subsequent multikilogram preparation of the glucokinase activator (R)-1 to fund clinical evaluation as a potential therapeutic for type II diabetes. The major process developments presented here are a Wittig olefination isomerization based synthesis of an E-acrylic acid, an optimized enantioselective hydrogenation of the E-acrylic acid, and a challenging final amide coupling.

CRYSTALLINE (R)-2-(4-CYCLOPROPANESULPHONYL-PHENYL)-N-PYRAZIN-2-YL-3-(TETRAHYDROPYRAN-4-YL)-PROPIONAMIDE

Crystalline R-2-(4-cyclopropanesulfonyl-phenyl)-N-pyrazin-2-yl-3-(tetrahydropyran-4-yl)-propionamide and methods of its preparation and use are disclosed.

SAR, pharmacokinetics, safety, and efficacy of glucokinase activating 2-(4-sulfonylphenyl)-N-thiazol-2-ylacetamides: Discovery of PSN-GK1

Allosteric activators of the glucose-sensing enzyme glucokinase (GK) are currently attracting much interest as potential antidiabetic therapies because they can achieve powerful blood glucose lowering through actions in multiple organs. Here, the optimization of a weakly active high-throughput screening hit to (2R)-2-(4-cyclopropanesulfonylphenyl)-N-(5-fluorothiazol-2-yl)-3- (tetrahydropyran-4-yl)propionamide (PSN-GK1), a potent GK activator with an improved pharmacokinetic and safety profile, is described. Following oral administration, this compound elicited robust glucose lowering in rats.

TRICYCLO SUBSTITUTED AMIDES

Compounds of Formula (I) or pharmaceutically acceptable salts thereof, are useful in the prophylactic and therapeutic treatment of hyperglycemia and diabetes.

FLUORINATION PROCESS OF PROTECTED AMINOTHIAZOLE

A process for the production of fluorinated compound formula (I) comprising fluorination of a protected aminothiazole. Compounds formula (I) are useful in the preparation of activators of glucokinase.

ENANTIOSELECTIVE PROCESS

A process for the production of compounds comprising the enantioselective hydrogenation of 2-substituted acrylic acid derivatives.

TRI(CYCLO) SUBSTITUTED AMIDE COMPOUNDS

Compounds of Formula (I): or pharmaceutically acceptable salts thereof, are useful in the prophylactic and therapeutic treatment of hyperglycemia and diabetes.