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

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

Uses

Used in Pharmaceutical Industry:
4-Hydroxy-8-(Trifluoromethyl)quinoline-3-carboxylic acid is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its trifluoromethyl group and carboxylic acid functionality contribute to the development of new drugs with improved pharmacokinetic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Hydroxy-8-(Trifluoromethyl)quinoline-3-carboxylic acid is used as a building block for the creation of novel agrochemicals. The stability and lipophilicity of the trifluoromethyl group make it a valuable component in the design of effective agrochemical products.
Used in Chemical Research:
4-Hydroxy-8-(Trifluoromethyl)quinoline-3-carboxylic acid serves as a valuable precursor in chemical reactions, allowing researchers to explore its potential in the synthesis of new compounds with various applications.
Used in Bioactive Systems:
Although detailed research is limited, 4-Hydroxy-8-(Trifluoromethyl)quinoline-3-carboxylic acid may exhibit bioactivity, making it a candidate for further investigation in the development of bioactive molecules with potential applications in medicine or other fields.

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.

Click chemistry approach: Regioselective one-pot synthesis of some new 8-trifluoromethylquinoline based 1,2,3-triazoles as potent antimicrobial agents

Three series of 8-trifluoromethylquinoline based 1,2,3-triazoles derivatives (5a-c, 6a-d and 7a-c) were synthesized by multi-step reactions by click chemistry approach. Synthesized compounds were characterized by spectral studies and X-ray analysis. The final compounds were screened for their in-vitro antimicrobial activity by well plate method (zone of inhibition). Compounds 5c, 6b, 8b, 11 and 12 were found to be active against tested microbial strains. The results are summarized in Tables 5 and 6.

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.