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2-(TRICHLOROMETHYL)QUINAZOLIN-4(3H)-ONE, with the molecular formula C9H5Cl3N2O, is a quinazolinone derivative featuring a trichloromethyl group attached to the quinazolinone ring. 2-(TRICHLOROMETHYL)QUINAZOLIN-4(3H)-ONE is recognized for its potential as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as for its biological and pharmacological activities, such as antiviral and antimicrobial properties. The trichloromethyl group enhances its utility in organic synthesis for introducing the trichloromethyl moiety into other molecules, making 2-(TRICHLOROMETHYL)QUINAZOLIN-4(3H)-ONE a versatile chemical with applications in medicine and agriculture.

5558-95-2

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5558-95-2 Usage

Uses

Used in Pharmaceutical Synthesis:
2-(TRICHLOROMETHYL)QUINAZOLIN-4(3H)-ONE is used as a chemical intermediate for the synthesis of various pharmaceuticals, leveraging its quinazolinone structure and trichloromethyl group to contribute to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-(TRICHLOROMETHYL)QUINAZOLIN-4(3H)-ONE is utilized as an intermediate in the creation of compounds designed to protect crops from pests and diseases, capitalizing on its ability to be modified and incorporated into a range of agrochemical products.
Used in Organic Synthesis as a Reagent:
2-(TRICHLOROMETHYL)QUINAZOLIN-4(3H)-ONE is employed as a reagent in organic synthesis for the introduction of the trichloromethyl moiety into other molecules, which can enhance the properties of these molecules for various applications, including the development of new materials and compounds with specific functionalities.
Used in Antiviral and Antimicrobial Applications:
Due to its demonstrated biological activities, 2-(TRICHLOROMETHYL)QUINAZOLIN-4(3H)-ONE is used in research and development for potential antiviral and antimicrobial agents, aiming to combat viral and bacterial infections, respectively. Its antiviral properties are of particular interest for the development of treatments against a range of viral diseases, while its antimicrobial attributes could contribute to the fight against antibiotic-resistant bacteria.

Check Digit Verification of cas no

The CAS Registry Mumber 5558-95-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,5 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 5558-95:
(6*5)+(5*5)+(4*5)+(3*8)+(2*9)+(1*5)=122
122 % 10 = 2
So 5558-95-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H5Cl3N2O/c10-9(11,12)8-13-6-4-2-1-3-5(6)7(15)14-8/h1-4H,(H,13,14,15)

5558-95-2 Well-known Company Product Price

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  • Aldrich

  • (144592)  2-Trichloromethyl-4(3H)-quinazolinone  99%

  • 5558-95-2

  • 144592-25G

  • 1,384.11CNY

  • Detail

5558-95-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(trichloromethyl)-1H-quinazolin-4-one

1.2 Other means of identification

Product number -
Other names 2-trichloromethyl-3H-4-quinazolinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5558-95-2 SDS

5558-95-2Relevant academic research and scientific papers

Sonogashira cross-coupling reaction in 4-chloro-2- trichloromethylquinazoline series is possible despite a side dimerization reaction

Kieffer, Charline,Verhaeghe, Pierre,Primas, Nicolas,Castera-Ducros, Caroline,Gellis, Armand,Rosas, Roselyne,Rault, Sylvain,Rathelot, Pascal,Vanelle, Patrice

, p. 2987 - 2995 (2013/03/29)

We studied the Sonogashira coupling reaction between 4-chloro-2- trichloromethylquinazoline and various terminal alkynes, mainly in phenylacetylene series. A brief review of the literature shows that mono- or polybromo/chloromethylated substrates, especia

Targeting the human malaria parasite Plasmodium falciparum: In vitro identification of a new antiplasmodial hit in 4-phenoxy-2- trichloromethylquinazoline series

Castera-Ducros, Caroline,Azas, Nadine,Verhaeghe, Pierre,Hutter, Sebastien,Garrigue, Philippe,Dumtre, Aurelien,Mbatchi, Litaty,Laget, Michle,Remusat, Vincent,Sifredi, France,Rault, Sylvain,Rathelot, Pascal,Vanelle, Patrice

experimental part, p. 4184 - 4191 (2011/11/29)

From the promising results we previously obtained in quinazoline series and to complete the evaluation of the in vitro antiplasmodial activity of original 2-trichloromethylquinazolines, we synthesized new quinazolines possessing a variously substituted phenoxy group at position 4 through a simple and efficient two-step-synthesis approach. The studies of their activity toward the multi-resistant W2 Plasmodium falciparum strain and of their cytotoxicity on the human hepatocyte HepG2 cell line highlighted a hit compound (molecule 7) displaying a W2 IC50 value of 1.1 μM and a HepG2 CC50 value of 50 μM, comparable to chloroquine and doxycycline. Structure-activity- and toxicity relationships indicate that the trichloromethyl group plays a key role in the antiplasmodial activity of such chemical scaffold and also that the phenoxy group substitution as a direct influence on the molecules selectivity. Moreover, molecule 7 displays significant specific activity against the Plasmodium genus in comparison with Toxoplasma and does not show any mutagenic property at the Ames test.

QUINAZOLINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF DIABETES AND OBESITY

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Page/Page column 16-17, (2008/12/08)

The present invention relates to novel quinazoline derivatives effective in lowering blood glucose level and body weight, and a medicine for treatment and/or prevention of diabetes and/or obesity, which comprises the compound as an active ingredient.

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