3,4-Dihydro-7-methoxy-4-oxoquinazolin-6-yl acetate Chemical Properties

Melting point:

293 °C

Boiling point:

390.5±52.0 °C(Predicted)

Density 

1.39

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO (Slightly, Heated), Methanol (Slightly)

form 

powder to crystal

pka

0.67±0.20(Predicted)

color 

White to Yellow

InChI

InChI=1S/C11H10N2O4/c1-6(14)17-10-3-7-8(4-9(10)16-2)12-5-13-11(7)15/h3-5H,1-2H3,(H,12,13,15)

InChIKey

SOLQIFINSOHAQD-UHFFFAOYSA-N

SMILES

N1C2=C(C=C(OC(C)=O)C(OC)=C2)C(=O)NC=1

CAS DataBase Reference

179688-53-0

Safety Information

HS Code 

2933.79.1500

3,4-Dihydro-7-methoxy-4-oxoquinazolin-6-yl acetate Usage And Synthesis

Chemical Properties

Brown solid powder

Uses

4-Hydroxy-7-methoxyquinazolin-6-yl Ester Acetic Acid exhibit potent inhibitory activity against VEGFR-2/HDAC and a human breast cancer cell line MCF-7.

Synthesis

6-Hydroxy-7-methoxyquinazolin-4-one (1.92 g, 10 mmol) was placed in acetic anhydride (20 mL) and pyridine (4 mL) was added slowly with stirring. The reaction mixture was heated to 100 °C and kept for 4 hours. After the reaction was completed, it was cooled to room temperature and ice water was added to quench the reaction. The white solid that precipitated was the intermediate 7-methoxy-4-oxo-3,4-dihydroquinazolin-6-ol acetate (M-1, 2.32 g, 99% yield).

References

[1] Patent: CN106632089, 2017, A. Location in patent: Paragraph 0077; 0078; 0079
[2] Patent: CN106045980, 2016, A. Location in patent: Paragraph 0018; 0019; 0020
[3] Patent: EP1785420, 2007, A1. Location in patent: Page/Page column 18
[4] Patent: US2007/149523, 2007, A1. Location in patent: Page/Page column 13
[5] Patent: WO2005/97134, 2005, A2. Location in patent: Page/Page column 13; figure 1

3,4-Dihydro-7-methoxy-4-oxoquinazolin-6-yl acetate(179688-53-0)Related Product Information

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