ChemicalBook >> CAS DataBase List >>6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one

CAS No.
179688-52-9
Chemical Name:
6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one
Synonyms
6-Hydroxy-7-methoxy-3;4-dihydroquinazolin-4-one;Gefitinib interMediate III;7-METHOXYQUINAZOLINE-4,6-DIOL;6-Hydroxy-7-Methoxyquinazoline-4-One;6-hydydroxy-7-methoxyquinazoline-4-one;6-hydroxy-7-methoxy-1H-quinazolin-4-one;6-Hydroxy-7-Methoxyquinazolin-4(1H)-one;6-Hydroxy-7-methoxy-3H-quinazolin-4-one;6-Hydroxy-7-methoxy-4(3H)-quinazolinone
CBNumber:
CB6162740
Molecular Formula:
C9H8N2O3
Molecular Weight:
192.17
MDL Number:
MFCD07787563
MOL File:
179688-52-9.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:46

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one Properties

Melting point 293 °C
Boiling point 420.0±55.0 °C(Predicted)
Density 1.47±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form powder to crystal
pka 9.39±0.20(Predicted)
color White to Almost white
InChI InChI=1S/C9H8N2O3/c1-14-8-3-6-5(2-7(8)12)9(13)11-4-10-6/h2-4,12H,1H3,(H,10,11,13)
InChIKey OKZIRNNFVQCDSA-UHFFFAOYSA-N
SMILES N1C2=C(C=C(O)C(OC)=C2)C(=O)NC=1
CAS DataBase Reference 179688-52-9(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
HS Code  2933998090

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical H1606 6-Hydroxy-7-methoxy-3H-quinazolin-4-one >98.0%(HPLC)(T) 179688-52-9 1g $50 2025-07-31 Buy
TCI Chemical H1606 6-Hydroxy-7-methoxy-3H-quinazolin-4-one >98.0%(HPLC)(T) 179688-52-9 5g $200 2025-07-31 Buy
Usbiological 279807 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one 179688-52-9 2g $333 2021-12-16 Buy
TRC H947105 6-Hydroxy-7-methoxy-4(1H)-quinazolinone 179688-52-9 10g $150 2021-12-16 Buy
Apolloscientific OR941735 6-Hydroxy-7-methoxy-1H-quinazolin-4-one 95% 179688-52-9 1g $80 2021-12-16 Buy
Product number Packaging Price Buy
H1606 1g $50 Buy
H1606 5g $200 Buy
279807 2g $333 Buy
H947105 10g $150 Buy
OR941735 1g $80 Buy

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one Chemical Properties,Uses,Production

Chemical Properties

White powder

Uses

6-Hydroxy-7-methoxy-4(1H)-quinazolinone is a reactant used in the preparation of 4-anilinoquinazoline derivatives that have shown antitumor activities. 6-Hydroxy-7-methoxy-4(1H)-quinazolinone was also used as a reactant in the synthetic preparation of 2-arylbenzothiazoles as kinase inhibitors.

Synthesis

6,7-Dimethoxy-3,4-dihydroquinazoline-4-one

13794-72-4

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one

179688-52-9

General procedure for the synthesis of 6-hydroxy-7-methoxyquinazolin-4-one from 6,7-dimethoxyquinazolin-4-one: 1. 3.06 g of 6,7-dimethoxyquinazolin-4-one was dissolved in 20 mL of methanesulfonic acid. 2. 2.66 g of L-methionine was added to the above solution and the reaction was stirred at 100 °C for 22 hours. 3. Upon completion of the reaction, ice was added to the reaction mixture and neutralized with 40% aqueous sodium hydroxide solution to pH neutral to promote crystallization of the product. 4. The solid product was collected by filtration under reduced pressure, washed with water and subsequently air dried to afford 6-hydroxy-7-methoxyquinazolin-4-one (2.67 g, 94% yield). Product characterization data: 1H-NMR (300MHz, DMSO-d6) δ 11.94 (s, 1H), 9.81 (s, 1H), 7.92 (d, J=Hz, 1H), 7.39 (s, 1H), 7.11 (s, 1H), 3.91 (s, 3H).

References

[1] European Journal of Medicinal Chemistry, 2009, vol. 44, # 7, p. 3046 - 3055
[2] Patent: WO2008/150118, 2008, A2. Location in patent: Page/Page column 21
[3] Patent: WO2005/97134, 2005, A2. Location in patent: Page/Page column 13; figure 1
[4] Angewandte Chemie - International Edition, 2013, vol. 52, # 33, p. 8551 - 8556
[5] Angew. Chem., 2013, vol. 125, # 33, p. 8713 - 8718,6

13794-72-4
179688-52-9
Synthesis of 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one from 6,7-Dimethoxy-3,4-dihydroquinazoline-4-one
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View Lastest Price from 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-hydroxy-7-methoxyquinazo-lin-4(3H)-one pictures 2024-11-26 6-hydroxy-7-methoxyquinazo-lin-4(3H)-one
179688-52-9
US $0.00-0.00 / kg 1kg 99%(HPLC) 2 tons Nanjing Fred Technology Co., Ltd
6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one pictures 2024-04-16 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one
179688-52-9
US $5.00-0.10 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one pictures 2019-07-06 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one
179688-52-9
US $1.00 / KG 1KG 98% 500kg Career Henan Chemical Co

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one Spectrum

6-HYDROXY-7-METHOXY-3,4-DIHYDROQUINAZOLIN-4-ONE 6-Hydroxy-7-Methoxyquinazoline-4-One 4(3H)-Quinazolinone, 6-hydroxy-7-Methoxy- Gefitinib interMediate III 6-hydydroxy-7-methoxyquinazoline-4-one 6-Hydroxy-7-methoxy-3H-quinazolin-4-one 7-METHOXYQUINAZOLINE-4,6-DIOL 6-Hydroxy-7-Methoxyquinazolin-4(1H)-one 6-hydroxy-7-methoxy-1H-quinazolin-4-one 6-hydroxy-7-methoxy-3,4-dihydroquinazolin-4(3H)-one 4(1H)-Quinazolinone,6-hydroxy-7-Methoxy- (9CI) 6-Hydroxy-7-methoxy-4(3H)-quinazolinone 4-dihydroquinazolin-4-one 6-Hydroxy-7-methoxy-3 Erlotinib Impurity BQ: What is Erlotinib Impurity B Q: What is the CAS Number of Erlotinib Impurity B Q: What is the storage condition of Erlotinib Impurity B Q: What are the applications of Erlotinib Impurity B 6-hydroxy-7-methoxy-3H-quinazoline-4-one 6-Hydroxy-7-Methoxy-4(b)(1H)-Quinazolinone 6-Hydroxy-7-methoxyquinazoline-4(3H)-one 179688-52-9 API intermediates