SENOVA PHARMA
- +86 185 8909 5435
- sales@senovaph.com
Your Location：Home >Products >179688-53-0
pd_meltingpoint:293 °C
Purity:99%
|
Chemical Properties |
Brown solid powder |
|
Uses |
3,4-Dihydro-7-methoxy-4-oxoquinazolin-6-yl acetate exhibit potent inhibitory activity against VEGFR-2/HDAC and a human breast cancer cell line MCF-7. Its chemical structure includes a quinazoline ring system with an acetate functional group and a methoxy group attached to the ring. This compound has been of interest in pharmaceutical research due to its potential biological activities. |
| XLogP3-AA | 0.4 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 234.06405680 g/mol |
| Heavy Atom Count | 17 |
| Complexity | 355 |
| Covalently-Bonded Unit Count | 1 |
| Hazard Classes and Categories | Skin Irrit. 2 (50%) / Skin Sens. 1B (50%) / Eye Irrit. 2 (50%) |
InChI:InChI=1/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)
The process used 3,4-dihydro-7-methoxy-4-oxoquinazolin-6-yl acetate as the regulatory starting material and provided a stable and industrializable intermediate chloroquinazoline 11 under the process control. Compared to our initial synthetic route in preclinical research, the overall yield of this optimized process increased significantly from 16.2 to 55.6%.
The invention discloses a polysubstitute...
Compounds and methods for their preparat...
acetic anhydride
3H-6,7-dimethoxyquinazolin-4-one
6-acetoxy-7-methoxy-3,4-dihydroquinazolin-4-one
| Conditions | Yield |
|---|---|
|
3H-6,7-dimethoxyquinazolin-4-one; With methanesulfonic acid; DL-methionine; at 120 ℃; for 24h;
acetic anhydride; With pyridine; at 100 ℃; for 22h;
|
87% |
|
With methanesulfonic acid; DL-methionine; Multistep reaction; 1.) 100 deg C, 3 h, 2.) Py;
|
acetic anhydride
6-hydroxy-7-methoxyquinazolin-4(3H)-one
6-acetoxy-7-methoxy-3,4-dihydroquinazolin-4-one
| Conditions | Yield |
|---|---|
|
With pyridine; at 100 ℃; for 4h;
|
99% |
|
With pyridine; at 100 ℃; for 2h;
|
99% |
|
With pyridine; at 100 ℃; for 2h;
|
96.6% |
|
With pyridine; In N,N-dimethyl-formamide; at 40 - 45 ℃; for 1h;
|
96% |
|
With pyridine; at 100 ℃; for 4h;
|
93% |
|
With pyridine; at 100 ℃; for 4h;
|
93% |
|
In pyridine; at 116 ℃; for 3h;
|
82% |
|
at 120 - 125 ℃; for 3h;
|
75% |
|
With pyridine; at 100 ℃; for 6h;
|
74% |
|
In pyridine; Inert atmosphere;
|
62% |
|
With pyridine; dmap; at 100 ℃; for 4h;
|
60% |
|
With pyridine; at 100 ℃; for 4h;
|
53% |
|
With pyridine; at 20 - 100 ℃; for 3h;
|
53% |
|
With pyridine; at 100 ℃; for 3h;
|
53% |
|
With pyridine; at 100 ℃;
|
51% |
|
With pyridine; at 100 ℃; for 6h;
|
51% |
|
With pyridine; for 3h; Heating / reflux;
|
50% |
|
With pyridine; at 100 ℃; for 2h;
|
41.3% |
|
With pyridine; dmap; at 100 ℃; for 6h; Inert atmosphere;
|
40% |
|
With pyridine;
|
|
|
With pyridine; dmap; at 100 ℃; for 6h;
|
|
|
In pyridine; for 3h; Heating / reflux;
|
|
|
With pyridine; for 3h; Heating / reflux;
|
|
|
With pyridine; at 100 ℃; for 4h;
|
|
|
With pyridine; dmap; at 0 - 20 ℃; for 12h; Inert atmosphere;
|
|
|
With pyridine; dmap; at 100 ℃;
|
|
|
With dmap; In pyridine;
|
|
|
With pyridine; dmap; at 0 - 20 ℃; for 12h;
|
|
|
With pyridine; dmap; at 0 - 20 ℃; for 12h;
|
|
|
With pyridine; at 20 ℃;
|
|
|
With pyridine; for 3h; Heating / reflux;
|
|
|
acetic anhydride; 6-hydroxy-7-methoxyquinazolin-4(3H)-one; With pyridine; at 100 ℃; for 1h;
With dmap; for 5h;
|
|
|
With pyridine; In N,N-dimethyl-formamide; at 40 - 45 ℃; for 1h;
|
117 g |
|
With pyridine; Reflux;
|
acetic anhydride
3H-6,7-dimethoxyquinazolin-4-one
6-hydroxy-7-methoxyquinazolin-4(3H)-one
methyl 2-amino-4,5-dimethoxybenzoate
6-acetoxy-4-chloro-7-methoxyquinazoline
4-chloro-7-methoxyquinazolin-6-yl acetate hydrochloride salt
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
gefitinib