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4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester

CAS Number 1168-42-3

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Monomers

Product Code B1901-LT-500mg
Price $182 ex. VAT

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A fluorinated heterocyclic building block

As an intermediate for the synthesis of APIs and DSSCs

4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester (CAS number 1168-42-3) is an ethyl ester of quinoline-3-carboxylic acid with both electron-withdrawing chloro and trifluoromethyl groups. Like other quinoline derivatives, 4-chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester is used as antimicrobials in medicinal chemistry research. Study suggests that attaching this building block to a cell-penetrating peptides causes the osmotic swelling of endosome, thus resulting an enhancement of cell penetration ability of the peptides. During the cell penetrating process, trifluoromethyl group binds with protons, followed by the increase of pH and destabilization of the cell membranes.

The lone pair on the amine can bind to metal centres forming dye complexes in application of dye-sensitized solar cells (DSSCs). The chloro substituent enables the further functionalization to the molecule such as forming a bidentate ligand for bioimaging and sensors.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated quinoline building block

For drug discoveries, dyes, and solar cells

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High purity 21168-42-3

High purity

>98% High purity

General Information

CAS Number 21168-42-3
Chemical Formula C13H9ClF3NO2
Full Name Ethyl 4-chloro-7-(trifluoromethyl)-3-quinolinecarboxylate
Molecular Weight 303.66 g/mol
Synonyms N/A
Classification / Family Quinoline derivatives, Fluorinated building blocks, Heterocyclic building block, Dyes, DSSCs, APIs

Chemical Structure

4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester chemical structure, CAS 21168-42-3
4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester chemical structure, CAS 21168-42-3

Product Details

Purity >98%
Melting Point Tm = 71 °C – 72 °C
Appearance Solid

MSDS Documentation

4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester MSDS Sheet

Literature and Reviews

  1. An extensive review on biological interest of quinoline and its analogues, V. Snehi et al., Int. J. Health Sci. Res., 8(1), 45-66(2023); DOI: 10.52403/ijshr.20230105.
  2. Antimicrobial peptides and cell-penetrating peptides: non-antibiotic membrane-targeting strategies against bacterial infections, X. Huang et al., Infect. Drug Resist., 16, 1203-1219(2023); DOI: 10.2147/IDR.S396566.
  3. Influence of quinoline derivatives in I/I3− redox electrolyte solution on the performance of Ru(II)-dye-sensitized nanocrystalline TiO2 solar cell, H. Kusama et al., J. Photochem. Photobiol. A, 165, 157-163(2004); DOI: 10.1016/j.jphotochem.2004.03.013.
  4. Influence of stearyl and trifluoromethylquinoline modifications of the cell penetrating peptide TP10 on its interaction with a lipid membrane, M. Anko et al., Biochim. Biophys. Acta, 1818, 915-924(2012); DOI: 10.1016/j.bbamem.2011.12.028/
  5. Investigation of the mechanism of action of mefloquine and derivatives against the parasite Echinococcus multilocularis, Int. J. Parasitol.: Drugs Drug Resist., 21, 114-124(2023); DOI: 10.1016/j.ijpddr.2023.03.002

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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