27037-61-2

Basic information

• Product Name: 8-ACETOXYQUINALDINE
• Synonyms: 8-ACETOXYQUINALDINE;AKOS AUF2023;8-Acetoxy-2-methylquinoline;Acetic acid 2-methylquinoline-8-yl ester
• CAS NO: 27037-61-2
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22
• Mol File: 27037-61-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 63-64 °C
• Boiling Point: 326.3°Cat760mmHg
• Flash Point: 151.1°C
• Appearance: /
• Density: 1.178g/cm³
• Vapor Pressure: 0.000218mmHg at 25°C
• Refractive Index: 1.599
• PKA: 3.68±0.50(Predicted)
• CAS DataBase Reference: 8-ACETOXYQUINALDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-ACETOXYQUINALDINE(27037-61-2)
• EPA Substance Registry System: 8-ACETOXYQUINALDINE(27037-61-2)

Safety Data

• Hazardous Substances Data: 27037-61-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H11NO2/c1-8-6-7-10-4-3-5-11(12(10)13-8)15-9(2)14/h3-7H,1-2H3

Upstream product

• 826-81-3 2-methyl-8-quinolinol 
• 108-24-7 acetic anhydride 

Downstream Products

• 14510-06-6 2-formyl oxine 

Relevant articles and documents

Antifungal styryloquinolines as candida albicans efflux pump inhibitors: Styryloquinolines are ABC transporter inhibitors

Styrylquinolines are heterocyclic compounds that are known for their antifungal and antimicrobial activity. Metal complexation through hydroxyl groups has been claimed to be a plausible mechanism of action for these types of compounds. A series of novel structures with protected hydroxyl groups have been designed and synthesized to verify the literature data. Their antifungal activity against wild-type Candida albicans strain and mutants with silenced efflux pumps activity has been determined. Combinations with fluconazole revealed synergistic interactions that were dependent on the substitution pattern. These results open a new route for designing active antifungal agents on a styrylquinoline scaffold.

Synthesis, structure, and luminescent properties of 2-[2-(9-Anthryl)vinyl] quinolines

Previously unknown 2-[2-(9-anthryl)vinyl]quinolin-8-ol and 2-[2-(9-anthryl)vinyl]-8-methoxyquinoline were synthesized by condensation of 8-hydroxy(methoxy)-2-methylquinoline with 9-anthraldehyde in acetic anhydride, as well as by the Wittig reaction. The product structure was determined on the basis of their 1H NMR, IR, UV, and mass spectra and quantum-chemical calculations. 2-[2-(9-Anthryl)vinyl]-8-methoxyquinoline showed luminescence with a quantum yield f of 0.25, which was considerably higher than that of its 8-hydroxy analog (f = 0.067). Pleiades Publishing, Ltd., 2012.

Di(8-hydroxyquinoline) derivatives for supramolecular chemistry: Syntheses and solid state superstructures

The synthesis of the di(8-hydroxyquinoline) derivatives 8-14 is described. Hereby, spacers of different length and nature (alkyl or amide) are introduced. The geometric features of the compounds are changed by connection of the bridging groups to different positions of the 8- hydroxyquinoline moiety. The derivatives thus obtained possess a high potential as ligands for metallo-supramolecular chemistry. In the solid state the alkyl-bridged compounds adopt a polymeric structure by formation of hydrogenbridges between self-complementary hydroxyquinoline units. The overall structure of the polymer is controlled by the spacer. Introduction of an amide group in 7-position of the quinoline leads to intramolecular hydrogen bonds and suppresses the formation of 'dimeric' di(8- hydroxyquinoline) units.

Oxine based unsymmetrical (O?, N, S/Se) pincer ligands and their palladium(ii) complexes: synthesis, structural aspects and applications as a catalyst in amine and copper-free Sonogashira coupling

Unsymmetrical pincer ligands having an 8-hydroxyquinoline (oxine) core viz. 2-(phenylthio/selenomethyl) quinolin-8-ol (L1/L2), 2-(N,N-dimethylthiocarbamoyl) quinolin-8-ol (L3) and 2-(pyrrolidin-1-ylthiocarbamoyl) quinolin-8-ol (L4) were synthesized. 2-Met