79660-46-1

Basic information

• Product Name: ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE
• Synonyms: ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE;ETHYL 6,7,8-TRIFLUORO-4-OXOHYDROQUINOLINE-3-CARBOXYLATE;1,4-dihydro-4-oxo-6,7,8-trifluoro-3-quinolinecarboxylicaciethylester;dm-7;ethyl1,4-dihydro-4-oxo-6,7,8-trifluoro-3-quinolinecarboxylate;CycliccompoundofLomefloxacin;6,7,8-Trifluoro-1,4-Dihydro-4-Oxo-3-Quinolinecarboxylic Acid Ethyl Ester;3-ethoxycarbonyl-6,7,8-trifluoro-1,4-hydro-4-oxoquinoline
• CAS NO: 79660-46-1
• Molecular Formula: C₁₂H₈F₃NO₃
• Molecular Weight: 271.19
• Product Categories: Building Blocks;C11 to C30;Chemical Synthesis;Heterocyclic Building Blocks;Quinolines
• Mol File: 79660-46-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 275 °C (dec.)(lit.)
• Boiling Point: 344.3 °C at 760 mmHg
• Flash Point: 162 °C
• Appearance: beige to beige-brown powder
• Density: 1.451
• Vapor Pressure: 6.67E-05mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.92±0.70(Predicted)
• CAS DataBase Reference: ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE(79660-46-1)
• EPA Substance Registry System: ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE(79660-46-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• RTECS: VB2009830
• HazardClass: IRRITANT
• Hazardous Substances Data: 79660-46-1(Hazardous Substances Data)

Usage

Description

ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE, also known as 3-ethoxycarbonyl-6,7,8-trifluoro-1,4-hydro-4-oxoquinoline, is a chemical compound with a unique structure that features a quinoline core and trifluoromethyl groups. ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE has potential applications in various fields due to its specific chemical properties.

Uses

Used in Pharmaceutical Industry:
ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE is used as an intermediate in the synthesis of various pharmaceutical compounds for [application reason]. Its unique structure allows it to be a key component in the development of new drugs with specific therapeutic properties.
Used in Chemical Research:
In the field of chemical research, ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE serves as a valuable compound for studying the properties and reactions of quinoline derivatives. Researchers can use this compound to explore new synthetic pathways and develop innovative applications in various industries.
Used in Material Science:
ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE is used as a building block in the development of new materials with specific properties, such as improved stability, reactivity, or selectivity. Its incorporation into various materials can lead to advancements in areas like catalysis, sensors, or coatings.

InChI:InChI=1/C12H8F3NO3/c1-2-19-12(18)6-4-16-10-5(11(6)17)3-7(13)8(14)9(10)15/h3-4H,2H2,1H3,(H,16,17)

Synthetic route

diethyl 2-((2,3,4-trifluorophenylamino)methylene)malonate (100501-60-8) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
In diphenylether at 190℃; for 0.416667h; Microwave irradiation;	85.7%
In various solvent(s) at 250℃; for 6h;	83%
In diphenylether at 250℃; for 8h;	77%

Ethyl 1--N-methylamino>-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (147694-57-3) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + Ethyl 3,3-bis(tert-butoxycarbonyl)-4,5-difluoro-2,3-dihydro-1-methyl-7-oxo-1H,7H-pyrido<3,2,1-i,j>cinnoline-8-carboxylate (147694-55-1)

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 80℃; for 4h;	A 18% B 50%

(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-{N-[(Z)-2-ethoxycarbonyl-3-oxo-3-(2,3,4,5-tetrafluoro-phenyl)-propenyl]aminosulfanyl}-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester (143364-59-4, 143364-65-2) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + C34H52N2O8S4Si2 (143364-60-7)

Conditions	Yield
With sodium hydride In tetrahydrofuran at 0℃;

2,3,4-trifluoroaniline (3862-73-5) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 86 percent / 2 h / Heating 2: 83 percent / various solvent(s) / 6 h / 250 °C View Scheme
Multi-step reaction with 2 steps 1: 115 - 120 °C / 30-60 min 2: Dowtherm A / 1 h / 250 °C View Scheme
Multi-step reaction with 2 steps 1: 80 percent / 3 h / 120 - 130 °C 2: 66 percent / diphenyl ether / 1 h / 250 °C View Scheme

diethyl 2-ethoxymethylenemalonate (87-13-8) + p-NH2-C6H4-COOR → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 86 percent / 2 h / Heating 2: 83 percent / various solvent(s) / 6 h / 250 °C View Scheme

diethyl 2-ethoxymethylenemalonate (87-13-8) + sodium compound of acetonedicarboxylic acid diethyl ester → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 115 - 120 °C / 30-60 min 2: Dowtherm A / 1 h / 250 °C View Scheme

3-(2,3,4,5-tetrafluorophenyl)-3-oxo-2-(ethoxymethylene)-propanoic acid ethyl ester (103995-33-1) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / CH2Cl2 / 336 h / Ambient temperature 2: NaH / tetrahydrofuran / 0 °C View Scheme

diethyl 2-ethoxymethylenemalonate (87-13-8) + alkali → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / 3 h / 120 - 130 °C 2: 66 percent / diphenyl ether / 1 h / 250 °C View Scheme

diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 2 h / 110 - 120 °C 2: diphenylether / 8 h / 250 °C View Scheme
Multi-step reaction with 2 steps 1: 2.5 h / 120 °C 2: diphenylether / Reflux View Scheme
Multi-step reaction with 2 steps 1: neat (no solvent) / 2 h / 110 - 120 °C 2: diphenylether / 8 h / 250 °C View Scheme
Multi-step reaction with 2 steps 1: toluene / 110 °C 2: diphenylether / 210 °C / Microwave irradiation View Scheme

ethyl 3-{[1-(2-hydroxyethyl)cyclopentyl]amino}-2-(2,3,4,5-tetrafluorobenzoyl)acrylate (1132814-55-1) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 90℃;

ethyl 2-(ethoxymethylene)-3-oxo-3-(2,3,4,5-tetrafluorophenyl)propionate (94714-58-6) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / 2 h / 0 - 20 °C 2: sodium hydride / N,N-dimethyl-formamide / 90 °C View Scheme

ethyl 3-(2,3,4,5-tetrafkuorophenyl)-3-oxopropanoate (94695-50-8) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic anhydride / 3 h / 120 °C 2: toluene / 2 h / 0 - 20 °C 3: sodium hydride / N,N-dimethyl-formamide / 90 °C View Scheme

2,3,4-trifluoroaniline (3862-73-5) + diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Conditions	Yield
Stage #1: 2,3,4-trifluoroaniline; diethyl 2-ethoxymethylenemalonate at 110 - 120℃; for 2h; Gould-Jacobs Reaction; Stage #2: In diphenylether at 250℃; for 6h; Gould-Jacobs Reaction;

1-chloro-2-(chloromethyl)benzene (611-19-8) + ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → 1-(2-Chloro-benzyl)-6,7,8-trifluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (214602-33-2)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	98%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → 6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (93969-12-1, 151391-68-3)

Conditions	Yield
Stage #1: ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate With sodium hydroxide; water for 14h; Heating / reflux; Stage #2: Acidic aqueous solution;	97%
With sodium hydroxide for 14h; Reflux;	97%

benzyl chloride (100-44-7) + ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 1-benzyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (214602-25-2)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	94%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + p-bromobenzyl chloride (589-17-3) → 1-(4-Bromo-benzyl)-6,7,8-trifluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (214602-38-7)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	91%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + 1-chloromethyl-4-fluorobenzene (352-11-4) → 6,7,8-Trifluoro-1-(4-fluoro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (214602-31-0)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	89%

1-Chloro-4-(chloromethyl)benzene (104-83-6) + ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → 1-(4-Chloro-benzyl)-6,7,8-trifluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (155004-63-0)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	87%

2-fluorobenzyl chloride (345-35-7) + ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → 6,7,8-Trifluoro-1-(2-fluoro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (214602-27-4)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	86%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + m-fluorobenzyl chloride (456-42-8) → 6,7,8-Trifluoro-1-(3-fluoro-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (214602-29-6)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	85%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + 4-Methylbenzyl chloride (104-82-5) → 6,7,8-Trifluoro-1-(4-methyl-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (214602-40-1)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	84%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 1-amino-6,7,8-trifluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate (100276-63-9)

Conditions	Yield
With O-tosylhydroxylamine; potassium carbonate In dichloromethane; N,N-dimethyl-formamide at 25℃; for 24h;	82%
With mesitylenesulfonylhydroxylamine; potassium carbonate In N,N-dimethyl-formamide at 20 - 25℃; amination;	78%
With O-tosylhydroxylamine; potassium carbonate 1.) DMF, rt, 2 h, 2.) CH2Cl2; Yield given. Multistep reaction;

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + 1-Chloro-3-chloromethyl-benzene (620-20-2) → 1-(3-Chloro-benzyl)-6,7,8-trifluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (214602-35-4)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	80%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + ethyl iodide (75-03-6) → ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (100501-62-0)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 95℃; for 10h;	76%
With potassium carbonate In N,N-dimethyl-formamide for 10h; Heating;	53%
With potassium carbonate 1.) DMF; Multistep reaction;

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + 4-bromomethyltrifluoromethylbenzene (402-49-3) → ethyl-6,7,8-trifluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylate (214602-42-3)

Conditions	Yield
Stage #1: ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 4-bromomethyltrifluoromethylbenzene In N,N-dimethyl-formamide for 4h; Reflux;	72%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + 4-trifluoromethylbenzyl chloride (939-99-1) → ethyl-6,7,8-trifluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylate (214602-42-3)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 12h;	66%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + propargyl bromide (106-96-7) → ethyl 6,7,8-trifluoro-1,4-dihydro-4-oxo-1-(2-propynyl)quinoline-3-carboxylate (138826-27-4)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 70℃; for 6h;	36%

diphenylmethyl bromoacetate (79287-72-2) + ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 1-(benzhydryloxy carbonyl)methyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (136293-76-0)

Conditions	Yield
With sodium hydride 1) DMF, RT, 30 min, 2) 3.0h; Yield given. Multistep reaction;

benzhydryl 2-bromopropionate (136293-77-1) + ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 1-<1-(benzhydryloxy carbonyl)ethyl>-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline carboxylate (136321-43-2)

Conditions	Yield
With sodium hydride 1) DMF, RT, 30 min, 2) 90 deg C, 5.0h; Yield given. Multistep reaction;

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + ethylene dibromide (106-93-4) → 6,7,8-Trifluoro-4-oxo-1-vinyl-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (91188-95-3)

Conditions	Yield
With potassium carbonate 1.) DMF, 50 deg C, 30 min, 2.) 80 deg C, 48 h; Yield given. Multistep reaction;

triethyl phosphate (78-40-0) + ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (100501-62-0)

Conditions	Yield
With potassium carbonate at 190℃; for 1.5h; Yield given;

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 7-azide-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (929904-97-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating 2: 83 percent / sodium azide / acetone; H2O / 6 h / Heating View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 95 °C 2: sodium azide / N,N-dimethyl-formamide / 8 h View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 80 - 90 °C 2: sodium azide / 60 °C View Scheme

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 1-ethyl-7-(N'-pyrimidin-2-yl-hydrazino)-6,8-difluoroquinolone-3-carboxylate

Conditions	Yield
Multi-step reaction with 3 steps 1: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating 2: 83 percent / sodium azide / acetone; H2O / 6 h / Heating 3: 50 percent / pyridine / 5 h / 50 °C View Scheme

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 7-(2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylamino)-1-ethyl-6,8-difluoroquinolone-3-carboxylate

Conditions	Yield
Multi-step reaction with 3 steps 1: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating 2: 83 percent / sodium azide / acetone; H2O / 6 h / Heating 3: 51 percent / pyridine / 5 h / 50 °C View Scheme

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 7-[N'-(5-amino-2H-1,2,4-triazol-3-yl)-hydrazino]-1-ethyl-6,8-difluoroquinolone-3-carboxylate

Conditions	Yield
Multi-step reaction with 3 steps 1: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating 2: 83 percent / sodium azide / acetone; H2O / 6 h / Heating 3: 57 percent / pyridine / 5 h / 50 °C View Scheme

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 7-[N'-(2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-hydrazino]-1-ethyl-6,8-difluoroquinolone-3-carboxylate

Conditions	Yield
Multi-step reaction with 3 steps 1: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating 2: 83 percent / sodium azide / acetone; H2O / 6 h / Heating 3: 56 percent / pyridine / 5 h / 50 °C View Scheme

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) → ethyl 1-ethyl-7-(5-fluoro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylamino)-6,8-difluoroquinolone-3-carboxylate

Conditions	Yield
Multi-step reaction with 3 steps 1: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating 2: 83 percent / sodium azide / acetone; H2O / 6 h / Heating 3: 54 percent / pyridine / 5 h / 50 °C View Scheme

Upstream product

• 100501-60-8 diethyl 2-((2,3,4-trifluorophenylamino)methylene)malonate 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 103995-33-1 3-(2,3,4,5-tetrafluorophenyl)-3-oxo-2-(ethoxymethylene)-propanoic acid ethyl ester 
• 584-08-7 potassium carbonate 
• 865-47-4 potassium tert-butylate 
• 214602-25-2 ethyl 1-benzyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 3862-73-5 2,3,4-trifluoroaniline 
• 94695-50-8 ethyl 3-(2,3,4,5-tetrafkuorophenyl)-3-oxopropanoate 
• 94714-58-6 ethyl 2-(ethoxymethylene)-3-oxo-3-(2,3,4,5-tetrafluorophenyl)propionate 
• 1132814-55-1 ethyl 3-{[1-(2-hydroxyethyl)cyclopentyl]amino}-2-(2,3,4,5-tetrafluorobenzoyl)acrylate 
• 147694-57-3 Ethyl 1--N-methylamino>-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate 
• 143364-59-4 (5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-{N-[(Z)-2-ethoxycarbonyl-3-oxo-3-(2,3,4,5-tetrafluoro-phenyl)-propenyl]aminosulfanyl}-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 

Downstream Products

• 100501-62-0 ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate 
• 214602-38-7 1-(4-Bromo-benzyl)-6,7,8-trifluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 
• 115841-65-1 ethyl 9,10-difluoro-7-oxo-2-phenyl-7H pyrido[1,2,3 de][1,4]benzoxazine-6-carboxylate 
• 228725-47-1 N-[(4-chlorophenyl)methyl]-6,7,8-trifluoro-4-hydroxy-3-quinolinecarboxamide 
• 1262136-22-0 7-(4-benzylpiperazin-1-yl)-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 1262136-23-1 1-ethyl-6,8-difluoro-4-oxo-7-(4-phenylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-48-9 6,8-difluoro-7-morpholino-4-oxo-1-(4-(trifluoromethyl) benzyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-52-5 6,8-difluoro-4-oxo-7-(4-phenylpiperazin-1-yl)-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-53-6 7-(4-benzylpiperazin-1-yl)-6,8-difluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-56-9 7-(butylamino)-6,8-difluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-54-7 6,8-difluoro-7-(2-morpholinoethylamino)-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-55-8 6,8-difluoro-7-(3-morpholinopropylamino)-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-69-4 7-(4-(4,6-dimorpholino-1,3,5-triazin-2-yl)piperazin-1-yl)-6,8-difluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid 
• 1293992-70-7 7-(4-(4,6-di(piperidin-1-yl)-1,3,5-triazin-2-yl)piperazin-1-yl)-6,8-difluoro-4-oxo-1-(4-(trifluoromethyl)benzyl)-1,4-dihydroquinoline-3-carboxylic acid 

Relevant articles and documents

Fluorine walk: The impact of fluorine in quinolone amides on their activity against African sleeping sickness

Human African Trypanosomiasis, also known as African sleeping sickness, is caused by the parasitic protozoa of the genus Trypanosoma. If there is no pharmacological intervention, the parasites can cross the blood-brain barrier (BBB), inevitably leading to death of the patients. Previous investigation identified the quinolone amide GHQ168 as a promising lead compound having a nanomolar activity against T. b. brucei. Here, the role of a fluorine substitution at different positions was investigated in regard to toxicity, pharmacokinetics, and antitrypanosomal activity. This ‘fluorine walk’ led to new compounds with improved metabolic stability and consistent activity against T. b. brucei. The ability of the new quinolone amides to cross the BBB was confirmed using an 18F-labelled quinolone amide derivative by means of ex vivo autoradiography of a murine brain.

Novel Glycoconjugate of 8-Fluoro Norfloxacin Derivatives as Gentamicin-resistant Staphylococcus aureus Inhibitors: Synthesis and Molecular Modelling Studies

Antibiotic resistance has been the subject of interest in clinical practice due to high prevalence of antibiotic-resistant pathogenic organisms. In view of the prevalence of lesser resistance in antibiotics belonging to aminoglycoside class of compounds viz. Food and Drug Administration-approved gentamicin for the treatment of Staphylococcus infections, which also has instances of resistance in the clinical isolates of Staphylococcus aureus, a series of novel glycoconjugates of 8-fluoro norfloxacin analogues with high regio-selectivity by employing copper (I)-catalyzed 1, 3-dipolar cycloaddition of 1-O-propargyl monosaccharides has been synthesized and evaluated for the antibacterial activity against gentamicin resistance Staphylococcus aureus. Among these compounds, the compound 10g showed better antibacterial activity (MIC = 3.12 μg/ml) than gentamicin (Escherichia coli (12.5 μg/ml), Staphylococcus aureus (6.25 μg/ml) and Klebsiella pneumonia (6.25 μg/ml), including gentamicin resistant (>50 μg/ml) strain in vitro). The docking studies suggest DNA gyrase of Staphylococcus aureus as a probable target for the antibacterial action of compound 10g.

Quinolone derivatives containing strained spirocycle as orally active glycogen synthase kinase 3β (GSK-3β) inhibitors for type 2 diabetics

The design, synthesis, and evaluation of 6-6-7 tricyclic quinolones containing the strained spirocycle moiety aiming at the GSK-3β inhibitor were described. Among the synthesized compounds, 44, having a cyclobutane ring on a spirocycle, showed excellent GSK-3β inhibitory activity in both cell-free and cell-based assays (IC50 = 36 nM, EC50 = 3.2 μM, respectively). Additionally, 44 decreased the plasma glucose concentration dose-dependently after an oral glucose tolerance test in mice.