19181-53-4

Basic information

• Product Name: 4-HYDROXY-6-METHYLQUINAZOLINE
• Synonyms: 4-HYDROXY-6-METHYLQUINAZOLINE;BUTTPARK 51\07-11;3,4-Dihydro-6-methyl-4-oxoquinazoline;3,4-Dihydro-6-methyl-4-oxoquinazoline 98%;4-Hydroxy-6-methylquinazoline 97%;4-Hydroxy-6-methylquinazoline97%;6-methyl-4-quinazolinone;6-methylquinazolin-4-ol
• CAS NO: 19181-53-4
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17
• EINECS: 242-955-8
• Product Categories: blocks;Heterocycles;Quinolines
• Mol File: 19181-53-4.mol
• Article Data: 49

Chemical Properties

• Melting Point: 238-240
• Boiling Point: 386.7±21.0 °C at 760 mmHg
• Flash Point: 187.6±22.1 °C
• Appearance: /
• Density: 1.3±0.1 g/cm³
• Vapor Pressure: 4.48E-05mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.06±0.20(Predicted)
• CAS DataBase Reference: 4-HYDROXY-6-METHYLQUINAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-6-METHYLQUINAZOLINE(19181-53-4)
• EPA Substance Registry System: 4-HYDROXY-6-METHYLQUINAZOLINE(19181-53-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 19181-53-4(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-6-METHYLQUINAZOLINE is a chemical compound with the molecular formula C9H8N2O. It is a quinazoline derivative, which is a class of organic compounds that contain a quinazoline ring structure. This chemical is known for its potential biological activities, including anti-cancer and anti-inflammatory properties. It has been studied for its potential use in drug development and as a building block for the synthesis of pharmaceuticals. 4-HYDROXY-6-METHYLQUINAZOLINE has also been investigated for its role in various biological pathways and physiological processes, making it a compound of interest in the fields of chemistry, pharmacology, and medicine.

InChI:InChI=1/C11H15NO2/c1-3-12(4-2)11(14)9-7-5-6-8-10(9)13/h5-8,13H,3-4H2,1-2H3

Upstream product

• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 64392-62-7 formamidinium acetate 
• 20353-93-9 [3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride 
• 58421-79-7 4-chloro-6-methylquinazoline 
• 77287-34-4 formamide 
• 149-73-5 trimethyl orthoformate 
• 122-51-0 orthoformic acid triethyl ester 
• 67-56-1 methanol 
• 5925-93-9 2-amino-5-methylbenzonitrile 
• 7556-94-7 6-methylquinazoline 
• 52548-14-8 2-iodoyl-5-methylbenzoic acid 
• 6313-33-3 formamidine hydrochloride 
• 40545-33-3 2-amino-5-methylbenzamide 
• 1297605-89-0 C₉H₇NO₂ 

Downstream Products

• 1259017-75-8 2-((4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)-quinazolin-6-yl)methyl)isoindoline-1,3-dione 
• 1259017-77-0 2-((4-(3-chloro-4-fluorophenylamino)quinazolin-6-yl)methyl)isoindoline-1,3-dione 
• 1259017-78-1 2-((4-(3-bromophenylamino)quinazolin-6-yl)methyl)-isoindoline-1,3-dione 
• 1259017-58-7 C₂₈H₂₆ClFN₄O₃S₂ 
• 1259017-59-8 C₂₁H₂₀ClFN₄O₂S₂ 
• 1259017-60-1 C₂₁H₂₁BrN₄O₂S₂ 
• 1259017-61-2 C₂₆H₂₁ClFN₅OS₂ 
• 1259017-62-3 C₂₇H₂₄ClFN₄O₃S₂ 
• 1259017-63-4 C₃₂H₂₈ClFN₄O₃S₃ 
• 58421-79-7 4-chloro-6-methylquinazoline 
• 153436-68-1 6-bromomethyl-4-chloro-quinazoline 

Relevant articles and documents

Design and synthesis of novel artemisinin derivatives with potent activities against colorectal cancer in vitro and in vivo

A series of novel derivatives of artemisinin-4-(arylamino)quinazoline have been designed and synthesized, and most of them showing potent in vitro cytotoxic activity against HCT116 and WM-266-4 cell lines. Compound 32 was the most active derivative against HCT116 cell line with an IC50 of 110 nM, and significantly improved the antitumor activity of the parent compounds dihydroartemisinin (DHA) (IC50 = 2.85 μM) and Gefitinib (IC50 = 19.82 μM). In vivo HCT116 xenografts assay showed that compound 32 exhibited potent antitumor activity with obvious tumor growth delay and tumor shrunken after 18 days treatment on xenografted mice, and especially without loss of body weight. Our results indicate that compounds 32 may represent a safe, novel structural lead for developing new chemotherapy of colorectal cancer.

Photo-Triggered Self-Induced Homolytic Dechlorinative Sulfonylation/Cyclization of Unactivated Alkenes: Synthesis of Quinazolinones Containing a Sulfonyl Group

A self-photocatalyzed sulfonylation/cyclization of quinazolinones containing unactivated alkenes with various sulfonyl chlorides was developed. The protocol provides access to sulfonyl radicals via energy transfer from the quinazolinone skeleton to the sulfonyl chloride. Notably, the transformations proceeded without any external photocatalysts, additives, or oxidants, providing an alternative method for fabricating sulfonylated compounds.

Visible-Light Photosynthesis of CHF2/CClF2/CBrF2-Substituted Ring-fused Quinazolinones in Dimethyl Carbonate

With eco-friendly and sustainable CO2-derived dimethyl carbonate as the sole solvent, the visible-light-induced cascade radical reactions have been established as a green and efficient tool for constructing various CHF2/CClF2/CBrF2-substituted ring-fused quinazolinones.