1-(2-HYDROXY-4-MORPHOLIN-4-YL-PHENYL)-PHENYL-METHANONE Chemical Properties

storage temp. 

Store at -20°C

solubility 

DMSO: 5mg/mL

form 

Solid

color 

White to yellow

InChI

1S/C17H17NO3/c19-16-12-14(18-8-10-21-11-9-18)6-7-15(16)17(20)13-4-2-1-3-5-13/h1-7,12,19H,8-11H2

InChIKey

FALILNHGILFDLC-UHFFFAOYSA-N

SMILES

N3(CCOCC3)c1cc(c(cc1)C(=O)c2ccccc2)O

Safety Information

WGK Germany 

WGK 1

Storage Class

11 - Combustible Solids

1-(2-HYDROXY-4-MORPHOLIN-4-YL-PHENYL)-PHENYL-METHANONE Usage And Synthesis

Uses

AMA-37, an Arylmorpholine analog, is ATP-competitive DNA-PK inhibitor, with IC50 values of 0.27 μM (DNA-PK), 32 μM (p110α), 3.7 μM (p110β), and 22 μM (p110γ), respectively[1][2].

Definition

ChEBI: [2-hydroxy-4-(4-morpholinyl)phenyl]-phenylmethanone is a member of benzophenones.

Biological Activity

AMA-37, an Arylmorpholine analog, is ATP-competitive DNA-PK inhibitor, with IC50 values of 0.27 μM (DNA-PK), 32 μM (p110α), 3.7 μM (p110β), and 22 μM (p110γ), respectively[1][2]. AMA-37 inhbits PI3K poorly[2].AMA-37 (20 μM) reduces the ability of UCN-01, isogranulatimide, and debromohymenialdesine, but not caffeine, to overcome G2 arrest (Ρ < 0.05)[3].Inhibition of DNA-PK with AMA37 leads to radiosensitization[3].

References

[1]. Zachary A Knight, et al. A pharmacological map of the PI3-K family defines a role for p110alpha in insulin signaling. Cell. 2006 May 19;125(4):733-47. [2]. Zachary A Knight, et al. Isoform-specific phosphoinositide 3-kinase inhibitors from an arylmorpholine scaffold. Bioorg Med Chem. 2004 Sep 1;12(17):4749-59. [3]. Christopher M Sturgeon, et al. Effect of combined DNA repair inhibition and G2 checkpoint inhibition on cell cycle progression after DNA damage. Mol Cancer Ther. 2006 Apr;5(4):885-92.