441-28-1

Basic information

• Product Name: 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID
• Synonyms: 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID;AKOS BBS-00000700;AKOS AUF0783;IFLAB-BB F0239-0170;CHEMBRDG-BB 5344895;2-(4-fluorophenyl)-4-quinolinecarboxylic acid;2-(4-fluorophenyl)cinchoninic acid
• CAS NO: 441-28-1
• Molecular Formula: C₁₆H₁₀FNO₂
• Molecular Weight: 267.25
• Mol File: 441-28-1.mol

Chemical Properties

• Melting Point: 197 °C
• Boiling Point: 453.7°Cat760mmHg
• Flash Point: 228.2°C
• Appearance: /
• Density: 1.344g/cm³
• Vapor Pressure: 5.06E-09mmHg at 25°C
• Refractive Index: 1.663
• PKA: 0.92±0.10(Predicted)
• CAS DataBase Reference: 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID(441-28-1)
• EPA Substance Registry System: 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID(441-28-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 441-28-1(Hazardous Substances Data)

Usage

Uses

Since specific properties, uses, or potential applications related to 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID have not been documented in the research literature, it is not possible to provide a detailed list of applications for 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID. However, based on its chemical structure and the presence of a carboxyl group and a fluorine atom, it can be hypothesized that 2-(4-FLUORO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID may have potential applications in the pharmaceutical industry, possibly as a precursor for the synthesis of drug molecules or as a building block for the development of new pharmaceutical compounds. Further research and experimentation would be required to confirm these potential uses and to explore other possible applications in different industries.

InChI:InChI=1/C16H10FNO2/c17-11-7-5-10(6-8-11)15-9-13(16(19)20)12-3-1-2-4-14(12)18-15/h1-9H,(H,19,20)

Upstream product

• 91-56-5 indole-2,3-dione 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 459-57-4 4-fluorobenzaldehyde 
• 127-17-3 2-oxo-propionic acid 
• 62-53-3 aniline 
• 462-06-6 fluorobenzene 
• 42366-35-8 hydroxyimino-N-phenylacetamide 
• 5467-57-2 2-chloroquinoline-4-carboxylic acid 
• 1765-93-1 4-fluoroboronic acid 

Downstream Products

• 323-91-1 2-(4-fluoro-phenyl)-quinoline 
• 148887-66-5 {[2-(4-Fluoro-phenyl)-quinoline-4-carbonyl]-methyl-amino}-acetic acid ethyl ester 
• 148887-79-0 {[2-(4-Fluoro-phenyl)-quinoline-4-carbothioyl]-methyl-amino}-acetic acid ethyl ester 
• 1204211-67-5 2-(4-fluorophenyl)-N-[5-(2-furyl)-1,3,4-oxadiazol-2-yl]-4-quinolinecarboxamide 
• 1394063-85-4 4-(5,6-dichloro-1H-benzimidazol-2-yl)-2-(4-fluorophenyl)quinoline 
• 1394063-84-3 2-(4-fluorophenyl)-4-(1H-imidazo[4,5-b]pyridin-2-yl)quinoline 
• 1394063-86-5 4-(5-fluoro-1H-benzimidazol-2-yl)-2-(4-fluorophenyl)quinoline 
• 1394063-83-2 4-(5-chloro-1H-benzimidazol-2-yl)-2-(4-fluorophenyl)quinoline 
• 1394063-82-1 4-(1H-benzimidazol-2-yl)-2-(4-fluorophenyl)quinoline 
• 1394063-87-6 2-(4-fluorophenyl)-4-(6-methoxy-1H-benzimidazol-2-yl)quinoline 

Relevant articles and documents

Synthesis of Novel Quinoline–Benzoxazolinone Ester Hybrids: In Vitro Anti-Inflammatory Activity and Antibacterial Activity

Abstract: A series of novel quinoline-benzoxazolinone ester hybrids were synthesized characterized and assessed for their in vitro anti-inflammatory and antibacterial activity. The in vitro anti-inflammatory activity was executed using protein denaturation assay, proteinase inhibitory assay and human red blood cell membrane stabilization assay. Most of the compounds exhibited potential anti-inflammatory activity. Compound (2-oxobenzo[d]oxazol-3(2H)-yl)methyl-2-(thiophen-2-yl)quinoline-4-carboxylate showed a better anti-inflammatory activity than the standard drugs diclofenac sodium and indomethacin. Furthermore, antibacterial activities of the synthesized compounds were evaluated using resazurin microtiter assay (REMA) and were compared with a positive drug standard chloramphenicol. The compounds demonstrated moderate to potent antibacterial activity. (2-Oxobenzo[d]oxazol-3(2H)-yl)methyl-2-(3,4-dimethoxyphenyl)quinoline-4-carboxylate and (2-oxobenzo[d]oxazol-3(2H)-yl)methyl-2-(2-chlorophenyl)quinoline-4-carboxylate displayed excellent activity against all bacterial strains in comparison to standard chloramphenicol. Moreover, cytotoxicity was performed on MDCK cells using MTT assay and it was found that none of the synthesized derivatives possessed any cytotoxicity.

Development of broad-spectrum enterovirus antivirals based on quinoline scaffold

Non-polio enteroviruses such as enterovirus A71 (EV-A71), EV-D68, and coxsackievirus B3 (CVB3) are significant human pathogens with disease manifestations ranging from mild flu-like symptoms to more severe encephalitis, myocarditis, acute flaccid paralysis/myelitis, and even death. There is currently no effective antivirals to prevent or treat non-polio enterovirus infection. In this study, we report our progress in developing potent and broad-spectrum antivirals against these non-polio enteroviruses. Starting from our previously developed lead compounds that had potent antiviral activity against EV-D68, we synthesized 43 analogs and profiled their broad-spectrum antiviral activity against additional EV-D68, EV-A71, and CVB3 viruses. Promising candidates were also selected for mouse microsomal stability test to prioritize lead compounds for future in vivo mouse model studies. Collectively, this multi-parameter optimization process revealed a promising lead compound 6aw that showed single-digit to submicromolar EC50 values against two EV-D68 strains (US/KY and US/MO), two EV-A71 strains (Tainan and US/AK), and one CVB3 strain, with a high selectivity index. Encouragingly, 6aw was stable in mouse microsomes with a half-life of 114.7 min. Overall, 6aw represents one of the most potent broad-spectrum antiviral against non-polio enteroviruses, rendering it a promising lead candidate for non-polio enteroviruses with translational potential.

Novel quinoline substituted triazole compound with bio-activity and synthesis method and application thereof

The invention discloses a novel quinoline substituted triazole compound with bio-activity and a synthesis method and application thereof, and belongs to the technical field of quinoline and triazole derivatives with bio-activity. According to the technica

Novel quinoline-substituted Schiff-base derivative with bioactivity and synthesis method and application thereof

The invention discloses a novel quinoline-substituted Schiff-base derivative with bioactivity and a synthesis method and application thereof and belongs to the technical field of synthesis of Schiff-base derivatives with bioactivity. The novel quinoline-s

Design, synthesis and biological evaluation of 4-(imidazolylmethyl)-2-aryl-quinoline derivatives as aromatase inhibitors and anti-breast cancer agents

Some new quinoline derivatives were designed and synthesized to evaluate their biological activities as aromatase inhibitors and anti-breast cancer agents. Cytotoxicity of quinolines 8a-g against human breast cancer MCF-7 and T47D cell lines were evaluate

Design, synthesis and biological evaluation of 4-(Imidazolylmethyl)-2-aryl-quinoline derivatives as aromatase inhibitors and anti-breast cancer agents

Some new quinoline derivatives were designed and synthesized to evaluate their biological activities as aromatase inhibitors and anti-breast cancer agents. Cytotoxicity of quinolines 8a-g against human breast cancer MCF-7 and T47D cell lines were evaluate

Convergent synthesis and cytotoxicity of novel trifluoromethyl-substituted (1H-pyrazol-1-yl)(quinolin-4-yl) methanones

A convergent synthesis of a series of 16 new polysubstituted (5-hydroxy-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-1-yl)(quinolin-4-yl)methanones, starting from isatin and alky(aryl/heteroaryl) ketones, is described. The diheteroaryl methanones were achieved at yields of up to 95% by a [3?+?2] cyclocondensation reaction involving 4-alkyl(aryl/heteroaryl)-4-methoxy-1,1,1-trifluorobut-3-en-2-ones (by two-step reaction) and 2-alkyl(aryl/heteroaryl)-4-carbohydrazides (by three-step reaction). Subsequently, representative dehydrated heterocyclic derivatives were obtained from the respective 5-hydroxy-2-pyrazoline moieties by classical dehydration reactions, which resulted in the corresponding (5-(trifluoromethyl)-1H-pyrazol-1-yl)(quinolin-4-yl)methanones (three examples) at yields of 69–82%. The subsequent cytotoxicity evaluation showed that compounds with aromatic groups at the 2-position of the quinoline and a methyl moiety at the 3-position of the pyrazole have significant cytotoxicity in human leukocytes at high concentrations (200?μM).

Synthesis, structure, and properties of Cd(II) complexes generated from 2-phenylquinoline derivatives

Carboxyl functionalized 2-phenylquinoline derivatives, 2-(4-fluorophenyl) quinoline-4-carboxylic acid (HL1) and 2-(4-methoxyphenyl)quinoline-4- carboxylic acid (HL2) were synthesized. Further reaction of these ligands with Cd(CH

Design, synthesis and antitumour activity of bisquinoline derivatives connected by 4-oxy-3-fluoroaniline moiety

A series of novel bisquinoline derivatives connected by a 4-oxy-3-fluoroaniline moiety were synthesized and evaluated for their in vitro antitumour activities against a panel of five cancer cell lines (H460, HT-29, MKN-45, U87MG, and SMMC-7721). Most of compounds tested showed a potent activity and high selectivity towards the H460 and MKN-45 cell lines. Among the compounds tested, six (15d, 15e, 15m, 15n, 16a, and 16i) were further examined for their c-Met kinase activity; the compounds showed high efficacy with IC 50 values in the single-digit nM range. An analysis of structure-activity relationships indicated that an unsubstituted or a halogen-substituted phenyl ring on the 2-arylquinoline-4-carboxamide moiety was favourable for antitumour activity.

Synthesis, characterization and antimicrobial studies of some new quinoline incorporated benzimidazole derivatives

Two new series of quinoline incorporated benzimidazole derivatives (4a-i and 8a-f) were synthesized from substituted aniline and isatin through multi-step reaction. 6-substituted-4-carboxyquinolines (3a,b and 7) were synthesized by multi component one pot