52353-35-2

Basic information

• Product Name: 4-CHLORO-2-(TRIFLUOROMETHYL)QUINAZOLINE
• Synonyms: 4-CHLORO-2-(TRIFLUOROMETHYL)QUINAZOLINE
• CAS NO: 52353-35-2
• Molecular Formula: C₉H₄ClF₃N₂
• Molecular Weight: 232.59
• Mol File: 52353-35-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 65-68°
• Boiling Point: 171℃
• Flash Point: 57℃
• Appearance: powder
• Density: 1.496
• Vapor Pressure: 1.88mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.05±0.30(Predicted)
• CAS DataBase Reference: 4-CHLORO-2-(TRIFLUOROMETHYL)QUINAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-2-(TRIFLUOROMETHYL)QUINAZOLINE(52353-35-2)
• EPA Substance Registry System: 4-CHLORO-2-(TRIFLUOROMETHYL)QUINAZOLINE(52353-35-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 52353-35-2(Hazardous Substances Data)

Usage

General Description

4-Chloro-2-(trifluoromethyl)quinazoline is a chemical compound with the molecular formula C10H4ClF3N2. It falls under the category of organic compounds known as quinazolines which are polycyclic aromatic compounds made up of two fused rings, a benzene and a pyrimidine ring. 4-CHLORO-2-(TRIFLUOROMETHYL)QUINAZOLINE in particular, features a chlorine atom and a trifluoromethyl group added within its structure. Applications and usage of 4-chloro-2-(trifluoromethyl)quinazoline are typically found in various fields of chemistry and pharmacology for research and development purposes.

InChI:InChI=1/C9H4ClF3N2/c10-7-5-3-1-2-4-6(5)14-8(15-7)9(11,12)13/h1-4H

Upstream product

• 26059-81-4 2-(trifluoromethyl)-quinazolin-4(3H)-one 
• 36244-17-4 3-benzyl-2-(trifluoromethyl)quinazolin-4(3H)-one 
• 118-92-3 anthranilic acid 
• 28144-70-9 anthranilic acid amide 
• 407-25-0 trifluoroacetic anhydride 
• 64718-13-4 N-(2-Cyanophenyl)-2,2,2-trifluoroacetamide 
• 26059-81-4 2-trifluoromethyl-4-quinazolone 
• 897652-23-2 C₁₈H₂₅ClN₂O₂ 
• 16062-71-8 2-trifluoromethyl-4H-3,1-benzoxazin-4-one 
• 19165-29-8 N-(trifluoroacetyl)anthranilic acid 
• 26059-81-4 2-(trifluoromethyl)quinazolin-4-ol 

Downstream Products

• 927969-20-8 (2-(trifluoromethyl)quinazolin-4-yl)glycine 
• 1197881-82-5 C₁₅H₁₇F₃N₄*ClH 
• 1427059-61-7 4-(Phenylethynyl)-2-trifluoromethylquinazoline 
• 337924-79-5 4-(4-chlorophenoxy)-2-trifluoromethylquinazoline 
• 1336930-78-9 C₁₅H₈ClF₃N₂S 
• 1314885-45-4 4-(2-nitrobenzyl)-2-trifluoromethylquinazoline 
• 1314885-47-6 4-(5-methyl-2-nitrobenzyl)-2-trifluoromethyl-quinazoline 
• 1314885-49-8 4-(4,5-dimethoxy-2-nitrobenzyl)-2-trifluoromethylquinazoline 
• 303148-88-1 4-(1-methylhydrazino)-2-(trifluoromethyl)quinazoline 
• 147972-00-7 N-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-2-trifluoromethyl-4-quinazolinamine 
• 147972-01-8 4'-[[[2-trifluoromethyl-4-quinazolinyl]amino]methyl][1,1'-biphenyl]-2-carboxylic acid methyl ester 
• 154136-31-9 4-hydrazino-2-trifluoromethylquinazoline 

Relevant articles and documents

Synthesized 2-trifluoromethylquinazolines and quinazolinones protect bv2 and n2a cells against lps-and h2 o2-induced cytotoxicity

Background: Microglia are associated with neuroinflammation, which play a key role in the pathogenesis of neurodegenerative diseases. It has been reported that some quinazolines and quinazolinones possess anti-inflammatory properties. However, the pharmacological properties of certain quinazoline derivatives are still unknown. Objective: The antioxidant, cytotoxic, and protective effects of a series of synthesized 2-trifluoromethylquinazolines (2, 4, and 5) and quinazolinones (6-8) in lipopolysaccharide (LPS)-murine microglia (BV2) and hydrogen peroxide (H2 O2 )-mouse neuroblastoma-2a (N2a) cells were investigated. Method: The antioxidant activity of synthesized compounds was evaluated with ABTS and DPPH assays. The cytotoxic activities were determined by MTS assay in BV2 and N2a cells. The production of nitric oxide (NO) in LPS-induced BV2 microglia cells was quantified. Results: The highest ABTS and DPPH scavenging activities were observed for compound 8 with 87.7% of ABTS scavenge percentage and 54.2% DPPH inhibition. All compounds were non-cytotoxic in BV2 and N2a cells at 5 and 50 μg/mL. The compounds which showed the highest protective effects in LPS-induced BV2 and H2 O2-induced N2a cells were 5 and 7. All tested com-pounds, except 4, also reduced NO production at concentrations of 50 μg/mL. The quinazolinone series 6-8 exhibited the highest percentage of NO reduction, ranging from 38 to 60%. Compounds 5 and 8 possess balanced antioxidant and protective properties against LPS-and H2 O2-induced cell death, thus showing great potential to be developed into anti-inflammatory and neuroprotective agents. Conclusion: Compounds 5 and 7 were able to protect the BV2 and N2a cells against LPS and H2 O2 toxicity, respectively, at a low concentration (5 μg/mL). Compounds 6-8 showed potent reduction of NO production in BV2 cells.

One-Pot Synthesis of Trifluoromethylated Quinazolin-4(3 H)-ones with Trifluoroacetic Acid as CF3 Source

A novel and convenient one-pot sequential cascade method for the preparation of 2-trifluoromethylquinazolin-4(3H)-ones is described. Trifluoroacetic acid (TFA) was employed as inexpensive and readily available CF3 source, which in the presence

Convenient and practical one-pot synthesis of 4-chloropyrimidines via a novel chloroimidate annulation

Reaction of aromatic or heteroaromatic 2-acyl(amino)nitriles with phosphorus pentachloride triggers a novel chloroimidate cyclization, leading directly to the corresponding annullated 4-chloropyrimidines in good to excellent yields. The reaction lends itself to the telescoped one-pot construction of 4-functionalized pyrimidines from the corresponding (hetero)aromatic 2-aminonitriles. For a pyrazolopyrimidine development intermediate, this reaction was scaled up to multikilogram scale with excellent results. A total of 10 examples with different substrates are provided. This one-pot reaction provides an attractive and sustainable alternative to the commonly used multistep methodology for this transformation.