1174429-26-5

Basic information

• Product Name: methyl 2-methoxy-4-(5-morpholino-7-oxo-7H-thieno[3,2-b]pyran-3-yl)benzoate
• CAS NO: 1174429-26-5
• Molecular Weight: 401.44
• Mol File: 1174429-26-5.mol

Chemical Properties

• CAS DataBase Reference: methyl 2-methoxy-4-(5-morpholino-7-oxo-7H-thieno[3,2-b]pyran-3-yl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-methoxy-4-(5-morpholino-7-oxo-7H-thieno[3,2-b]pyran-3-yl)benzoate(1174429-26-5)
• EPA Substance Registry System: methyl 2-methoxy-4-(5-morpholino-7-oxo-7H-thieno[3,2-b]pyran-3-yl)benzoate(1174429-26-5)

Safety Data

• Hazardous Substances Data: 1174429-26-5(Hazardous Substances Data)

Upstream product

• 1174429-38-9 1-(4-bromo-3-hydroxythiophen-2-yl)-3-morpholinopropane-1,3-dione 
• 1696-20-4 4-acetylmorpholine 
• 95201-93-7 methyl 3-hydroxy-4-bromo-2-thiophenecarboxylate 
• 603122-41-4 (3-methoxy-4-(methoxycarbonyl)phenyl)boronic acid 
• 1174429-23-2 3-bromo-5-morpholino-7H-thieno[3,2-b]pyran-7-one 

Relevant articles and documents

Thienopyranones as kinase inhibitors

The invention relates to compounds of formula I (or pharmaceutically acceptable salts thereof) as defined herein, pharmaceutical compositions thereof, and their use in manufactures and methods for modulating biological processes including inhibition of kinase activity such as PI-3 kinase.

Synthesis and cancer stem cell-based activity of substituted 5-morpholino-7H-thieno[3,2-b]pyran-7-ones designed as next generation PI3K inhibitors

Dysregulation of the phosphatidylinositol-3-kinase (PI3K) pathway in a wide range of tumors has made PI3K a consensus target to inhibit as illustrated by more than 15 inhibitors now in clinical trials. Our previous work, built on the early pioneering multikinase inhibitor LY294002, resulted in the only PI3K vascular-targeted PI3K inhibitor prodrug, SF1126, which has now completed Phase I clinical trials. This inhibitor has properties that impart more in vivo activity than should be warranted by its enzymatic potency, which in general is much lower than other clinical stage PI3K inhibitors. We embarked on the exploration of scaffolds that retained such properties while simultaneously exhibiting an increased potency toward PI3K. This work resulted in the discovery of the 5-morpholino-7H-thieno[3,2-b]pyran-7-one system as the foundation of a new compound class of potential PI3K inhibitors having improved potency toward PI3K. The synthesis and cancer stem cell-based activity of these compounds are reported herein.