23779-95-5

Basic information

• Product Name: 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID
• Synonyms: OTAVA-BB BB0109850014;TIMTEC-BB SBB010207;4-HYDROXY-8-(TRIFLUOROMETHYL)-3-QUINOLINE-CARBOXYLIC ACID;4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID;AKOS BBS-00002766;AURORA 17944;BUTTPARK 10\01-45;4-Hydroxy-8-(trifluoromethyl)quinoline-3-carboxylicacid97%
• CAS NO: 23779-95-5
• Molecular Formula: C₁₁H₆F₃NO₃
• Molecular Weight: 257.17
• EINECS: 245-878-8
• Product Categories: Acids and Derivatives;Heterocycles;Quinoline&Isoquinoline
• Mol File: 23779-95-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 292 °C(Solv: acetone (67-64-1))
• Boiling Point: 358.8 °C at 760 mmHg
• Flash Point: 170.8 °C
• Appearance: /
• Density: 1.55 g/cm³
• Vapor Pressure: 8.99E-06mmHg at 25°C
• Refractive Index: 1.547
• PKA: 0.53±0.30(Predicted)
• CAS DataBase Reference: 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID(23779-95-5)
• EPA Substance Registry System: 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID(23779-95-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 23779-95-5(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-8-(Trifluoromethyl)quinoline-3-carboxylic acid is a chemical compound belonging to the quinolines category. It possesses the trifluoromethyl functional group, which is often included in pharmaceuticals and agrochemicals due to their stability, lipophilicity and ability to modify pharmacokinetic properties. 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID, with its carboxylic acid functionality, exhibits properties typical of carboxylic acids, including behaviors like forming ester and amide linkages. 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID may have various applications, such as precursors in chemical reactions or potential activities in pharmaceutical or bioactive systems. However, detailed specific research or application information regarding 4-Hydroxy-8-(Trifluoromethyl)quinoline-3-carboxylic acid seem scarce in literature.

InChI:InChI=1/C11H6F3NO3/c12-11(13,14)7-3-1-2-5-8(7)15-4-6(9(5)16)10(17)18/h1-4H,(H,15,16)(H,17,18)

Upstream product

• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 23851-84-5 4-hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid ethyl ester 
• 23779-94-4 2-[(2-trifluoromethylphenylamino)methylene]malonic acid diethyl ester 

Downstream Products

• 873942-91-7 4-hydroxy-8-(trifluoromethyl)quinoline-3-carbohydrazide 
• 854778-26-0 3-bromo-8-(trifluoromethyl)quinolin-4-ol 
• 114350-69-5 4-Hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid cyclohexylamide 
• 114350-68-4 4-Hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid phenylamide 
• 41957-76-0 3-cyclohexyl-2-cyclohexylimino-7-trifluoromethyl-2,3-dihydro-[1,3]oxazino[5,6-c]quinolin-4-one 

Relevant articles and documents

Synthesis, identification and in vitro biological evaluation of some novel quinoline incorporated 1,3-thiazinan-4-one derivatives

The present study describes the synthesis of two new series of 3-hydroxy-N-(4-oxo-2-phenyl-1,3-thiazinan-3-yl)-8-(trifluoromethyl)quinoline-2-carboxamide derivatives (4a–j) and 3-((7-chloroquinolin-4-ylamino)methyl)-2-phenyl-1,3-thiazinan-4-one derivatives (5a–7j). All the compounds were synthesized in moderate to good yield by one-pot three component cyclo-condensation reaction. The newly synthesized compounds were characterized by FT-IR,1H,13C NMR and elemental analysis. The compounds were screened for their in vitro antibacterial activity against a panel of pathogenic bacterial strains, antitubercular activity against Mycobacterium tuberculosis H37Rv and also for their in vitro antimalarial activity against Plasmodium falciparum. Among the synthesized compounds two of them (4f and 5f) showed excellent antibacterial activity against C. tetani at 15.6?μg/mL. Some of them exhibited excellent antitubercular (4f & 5f) and good antimalarial (4f, 5f & 6f) activity compared with the first line drugs.

Design and regioselective synthesis of trifluoromethylquinolone derivatives as potent antimicrobial agents

Three series of new trifluoromethyl substituted quinolone derivatives were synthesized (4a-f, 6a-f and 8a-f) from corresponding substituted anilines by multi-step reactions. The regioselective alkylation with different alkyl halides were carried out by approaching two different routes to get the final products in good yield. Newly synthesized compounds were characterized by spectral study and also by C, H, N analyses. Three dimensional structure of 2b and 4b were also confirmed by single crystal X-ray studies. The final compounds (4a-f, 6a-f and 8a-f) were screened for their in-vitro antibacterial and antifungal activity by well plate method (zone of inhibition). The results revealed that, compounds 4a, 6b, 6c and 8e showed significant antibacterial activity as compared to the standard drug Ciprofloxacin. The compound 8a was found to be a potent antifungal agent.