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

Product Name: 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
Formula Weight: 192.17
MOL File: 179688-52-9.mol

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

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)

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical

Product number: H1606
Product name: 6-Hydroxy-7-methoxy-3H-quinazolin-4-one
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $50
Updated: 2025/07/31

TCI Chemical

Product number: H1606
Product name: 6-Hydroxy-7-methoxy-3H-quinazolin-4-one
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $200
Updated: 2025/07/31

Usbiological

Product number: 279807
Product name: 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one
Packaging: 2g
Price: $333
Updated: 2021/12/16

TRC

Product number: H947105
Product name: 6-Hydroxy-7-methoxy-4(1H)-quinazolinone
Packaging: 10g
Price: $150
Updated: 2021/12/16

Apolloscientific

Product number: OR941735
Product name: 6-Hydroxy-7-methoxy-1H-quinazolin-4-one
Purity: 95%
Packaging: 1g
Price: $80
Updated: 2021/12/16

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

13794-72-4

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

6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one manufacturers

Nanjing Fred Technology Co., Ltd

Product: 6-hydroxy-7-methoxyquinazo-lin-4(3H)-one 179688-52-9
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%(HPLC)
Supply Ability: 2 tons
Release date: 2023-12-13

Henan Fengda Chemical Co., Ltd

Product: 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one 179688-52-9
Price: US $5.00-0.10/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-16

Career Henan Chemical Co

Product: 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-one 179688-52-9
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 500kg
Release date: 2018-08-16

179688-52-9, 6-Hydroxy-7-methoxy-3,4-dihydroquinazolin-4-oneRelated Search:

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179688-52-9

API intermediates