2-(4-Morpholinyl)-8-phenyl-4H-1-benzopyran-4-one

LY294002 is a broad-spectrum inhibitor of PI3K with IC50s of 0.5, 0.57, and 0.97 μM for PI3Kα, PI3Kδ and PI3Kβ, respectively. It also inhibits CK2 with an IC50 of 98 nM.

LY294002 is a chromone substituted with a phenyl group at position 8 and a morpholine group at position 2. It has a role as an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor, an autophagy inhibitor and a geroprotector. It is a member of chromones, a member of morpholines and an organochlorine compound.|Specific inhibitor of phosphatidylinositol 3-kinase.

(1) 2g of LY294002 and 0.15g of benzyl chloride were mixed and dissolved in acetonitrile;(2) adding 12 g of a compound having the structure shown in Formula VI to the above solution;(3) The solution obtained in step (2) is placed in a reaction flask and heated at 35 C. for 12 days.(4) After the completion of the reaction, the heating was stopped to room temperature, and an ice bath was used to obtain a precipitate as Compound 2(1) 2g LY294002 and0.1g of iodomethane was mixed and dissolved in n-propyl acetate;(2) adding 10 g of rapamycin to the above solution;(3) The solution obtained in step (2) is placed in a reaction flask and heated at 75 C. for 4 days.(4) After the reaction is completed, stop heating to room temperature, Wash with saturated saline solution, Drying under reduced pressure to give a powderThe substance is Compound 1.(1) 5g of LY294002 and 0.1g of benzyl chloride are mixed and dissolved in acetonitrile;(2) adding 10 g of a compound having the structure shown in Formula VII to the above solution;(3) The solution obtained in step (2) is placed in a reaction flask and heated at 90C for 24 hours;(4) After completion of the reaction, the heating was stopped to room temperature, and an ice bath was used to obtain a precipitate 3 as a compound.A solution of 2-morpholino-8-phenyl-4H-chromen-4-one (LY294002) (1.50 g, 4.93 mmol) and dichloromethyl methyl ether (15 mL) was stirred and heated to 80 C. for 2 hours under argon. The mixture was cooled to room temperature, and then concentrated in vacuo to give 4-chloro-2-morpholino-8-phenylchromenylium chloride (78) (2.06 g, 5.73 mmol).

LY294002 is a selective phosphatidylinositol 3-kinase (PI3K) inhibitor with a 2.7-fold greater potency than quercetin. LY294002 inhibits purified PI3K with an IC50 of 1.4 μM.

Molecular Weight:307.3
XLogP3:3.1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:307.12084340
Monoisotopic Mass:307.12084340
Topological Polar Surface Area:38.8
Heavy Atom Count:23
Complexity:463
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes