Flumequine supplier | CasNO.42835-25-6

Name
Flumequine
EINECS 255-962-6
CAS No. 42835-25-6
Article Data9
CAS DataBase
Density 1.45 g/cm³
Solubility Soluble in DMSO and dilute alkali hydroxides. Insoluble in water
Melting Point 253- 255 °C
Formula C₁₄H₁₂FNO₃
Boiling Point 439.7 °C at 760 mmHg
Molecular Weight 261.253
Flash Point 219.7 °C
Transport Information
Appearance white to off-white powder
Safety 22-24/25-36/37/39-27-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Apurone;Fantacin;Firestop;Flumigal;Flumiquil;Flumisol;Flumix;Imequyl;R 802;R 802 (bactericide);lumequine;1H,5H-Benzo[ij]quinolizine-2-carboxylicacid, 9-fluoro-6,7-dihydro-5-methyl-1-oxo-;
PSA 59.30000
LogP 2.34600

Synthetic route

: 42835-47-2
9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid ethyl ester

: 42835-25-6
flumequine

Conditions

Conditions	Yield
With water at 100℃; for 3h;	70.8%
With sodium hydroxide at 80℃; for 2h;	304.5 mg

: 42835-89-2
6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline

: 42835-25-6
flumequine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 97 percent / 2.5 h / 125 °C 2: 69.1 percent / polyphosphoric acid / toluene / 6 h / 110 °C 3: 70.8 percent / H2O / 3 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: 2.5 h / 125 °C 2: polyphosphoricacid / water / Heating 3: sodium hydroxide / 2 h / 80 °C View Scheme

: 105450-09-7
Diethyl (2-methyl-6-fluorotetrahydro-quinolin-1-yl)methylenemalonate

: 42835-25-6
flumequine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69.1 percent / polyphosphoric acid / toluene / 6 h / 110 °C 2: 70.8 percent / H2O / 3 h / 100 °C View Scheme

: 42835-89-2
6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline

: 87-13-8
diethyl 2-ethoxymethylenemalonate

: 42835-25-6
flumequine

Conditions

Conditions	Yield
With PPA In water; toluene
In sodium hydroxide; toluene
With PPA In water; toluene
In sodium hydroxide; toluene

: 15568-85-1
5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione

: 42835-89-2
6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline

A: 123400-74-8
5-[1-(6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolyl)]-methylene-2,2-dimethyl-1,3-dioxan-4,6-dione

B: 42835-25-6
flumequine

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 123400-74-8
5-[1-(6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolyl)]-methylene-2,2-dimethyl-1,3-dioxan-4,6-dione

: 42835-25-6
flumequine

Conditions

Conditions	Yield
With sodium hydroxide; PPA In 5,5-dimethyl-1,3-cyclohexadiene

: 1128-61-6
6-fluoro-2-methyl-quinoline

: 42835-25-6
flumequine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogen / toluene / 24 h / 120 °C / 3750.38 Torr / Autoclave 2: 2.5 h / 125 °C 3: polyphosphoricacid / water / Heating 4: sodium hydroxide / 2 h / 80 °C View Scheme

: 95-14-7
1,2,3-Benzotriazole

: 42835-25-6
flumequine

: 1173208-75-7
2-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-9-fluoro-5-methyl-6,7-dihydropyrido[3,2,1-ij]quinolin-1(5H)-one

Conditions

Conditions	Yield
Stage #1: 1,2,3-Benzotriazole With thionyl chloride In dichloromethane at 25℃; for 0.5h; Stage #2: flumequine In dichloromethane at 25℃; for 2h;	90%

: 42835-25-6
flumequine

: 7646-85-7
zinc(II) chloride

: 1268236-43-6
[Zn(flmq)2(H2O)2]

Conditions

Conditions	Yield
Stage #1: flumequine With potassium hydroxide In methanol for 0.333333h; Stage #2: zinc(II) chloride In methanol for 0.5h;	75%

: 1202-34-2
di(pyridin-2-yl)amine

: cobalt(II) chloride hexahydrate

: 42835-25-6
flumequine

: C38H31CoF2N5O6*H2O

Conditions

Conditions	Yield
Stage #1: flumequine With potassium hydroxide In methanol for 0.5h; Stage #2: di(pyridin-2-yl)amine; cobalt(II) chloride hexahydrate In methanol for 0.5h;	70%

...Expand

: 42835-25-6
flumequine

: 9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carbonitrile

Conditions

Conditions	Yield
Stage #1: flumequine With polyphosphate ester; ammonia In chloroform at 119 - 123℃; for 45h; Stage #2: With polyphosphate ester at 120℃; for 1.5h;	65%

: 366-18-7
[2,2]bipyridinyl

: 42835-25-6
flumequine

: 7646-85-7
zinc(II) chloride

: [(2,2'-bipyridine)chlorido(flumequinato-k2O,O')zinc(II)]

Conditions

Conditions	Yield
Stage #1: flumequine With potassium hydroxide In methanol for 0.333333h; Stage #2: [2,2]bipyridinyl; zinc(II) chloride In methanol for 1h;	65%

...Expand

: 67-56-1
methanol

: 66-71-7
1,10-Phenanthroline

: 42835-25-6
flumequine

: 7646-85-7
zinc(II) chloride

: [Zn(flmq)(phen)Cl]*0.5MeOH

Conditions

Conditions	Yield
Stage #1: flumequine With potassium hydroxide In methanol at 20℃; for 0.333333h; Stage #2: methanol; 1,10-Phenanthroline; zinc(II) chloride	65%

...Expand

: 366-18-7
[2,2]bipyridinyl

: cobalt(II) chloride hexahydrate

: 42835-25-6
flumequine

: C38H30CoF2N4O6*H2O

Conditions

Conditions	Yield
Stage #1: flumequine With potassium hydroxide In methanol for 0.5h; Stage #2: [2,2]bipyridinyl; cobalt(II) chloride hexahydrate In methanol for 0.5h;	65%

...Expand

: 67-56-1
methanol

: 66-71-7
1,10-Phenanthroline

: manganese(II) chloride tetrahydrate

: 42835-25-6
flumequine

: [Mn(flmq)2(1,10-phenanthroline)]*2MeOH

Conditions

Conditions	Yield
Stage #1: methanol; flumequine With potassium hydroxide for 0.5h; Stage #2: 1,10-Phenanthroline; manganese(II) chloride tetrahydrate for 0.25h;	65%

...Expand

: zinc nitrate tetrahydrate

: 42835-25-6
flumequine

: 1268154-95-5
[Zn(II)(7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0(5,13)]trideca-2,5,7,9(13)-tetraene-3-carboxylate)2(H2O)2]*H2O

Conditions

Conditions	Yield
With KOH In ethanol; water soln. of Zn salt in distd. H2O added dropwise to soln. of basified (KOH)flumequine in EtOH-H2O; stirred at room temp. overnight; ppt. isolated after filtration; elem. anal.;	64%

: 366-18-7
[2,2]bipyridinyl

: 42835-25-6
flumequine

: potassium hydroxide

: 7646-85-7
zinc(II) chloride

: [(2,2'-bipyridine)di(9-fluoro-5-methyl-1-oxo-1,5,6,7-tetrahydropyrido[3,2,1-ij]quinoline-2-carboxylato-k2O,O')zinc(II)] dihydrate

Conditions

Conditions	Yield
Stage #1: flumequine; potassium hydroxide In methanol Stage #2: [2,2]bipyridinyl; zinc(II) chloride In methanol for 1h;	60%

...Expand

: 67-56-1
methanol

: 66-71-7
1,10-Phenanthroline

: 42835-25-6
flumequine

: 7646-85-7
zinc(II) chloride

: [Zn(flmq)2(phen)]*2MeOH

Conditions

Conditions	Yield
With potassium hydroxide	60%

...Expand

: 66-71-7
1,10-Phenanthroline

: cobalt(II) chloride hexahydrate

: 42835-25-6
flumequine

: C40H30CoF2N4O6*1.6CH4O*0.4H2O

Conditions

Conditions	Yield
Stage #1: flumequine With potassium hydroxide In methanol for 0.5h; Stage #2: 1,10-Phenanthroline; cobalt(II) chloride hexahydrate In methanol for 0.5h;	60%

...Expand

: 67-56-1
methanol

: cobalt(II) chloride hexahydrate

: 42835-25-6
flumequine

: Co(2+)*2CH4O*2C14H11FNO3(1-)

Conditions

Conditions	Yield
Stage #1: methanol; flumequine With potassium hydroxide for 0.5h; Stage #2: cobalt(II) chloride hexahydrate In methanol	60%

...Expand

: 67-56-1
methanol

: manganese(II) chloride tetrahydrate

: 42835-25-6
flumequine

: C30H30F2MnN2O8

Conditions

Conditions	Yield
Stage #1: methanol; flumequine With potassium hydroxide for 0.5h; Stage #2: manganese(II) chloride tetrahydrate for 0.5h;	60%

...Expand

: 1202-34-2
di(pyridin-2-yl)amine

: manganese(II) chloride tetrahydrate

: 42835-25-6
flumequine

: Mn(flmq)2(2,2′-bipyridylamine)

Conditions

Conditions	Yield
Stage #1: flumequine With potassium hydroxide In methanol for 0.5h; Stage #2: di(pyridin-2-yl)amine; manganese(II) chloride tetrahydrate In methanol for 0.25h;	60%

...Expand

: copper(II) nitrate trihydrate

: 42835-25-6
flumequine

: 1268154-93-3
Cu(II)(7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0(5,13)]trideca-2,5,7,9(13)-tetraene-3-carboxylate)2(H2O)2

Conditions

Conditions	Yield
With KOH In ethanol; water soln. of Cu salt in distd. H2O added dropwise to soln. of basified (KOH)flumequine in EtOH-H2O; stirred at room temp. for 2 h; solvent removed; washed with distd. H2O and EtOH; dried under vac.; elem. anal.;	51%

: zinc acetate hydrate

: 100-21-0
terephthalic acid

: 7732-18-5
water

: 42835-25-6
flumequine

: [Zn2(flmq)2(bdc)(H2O)2]

Conditions

Conditions	Yield
With potassium hydroxide at 150℃; for 72h; Autoclave; High pressure;	48%

...Expand

: 57933-83-2
Isopropenyl chloroformate

: 42835-25-6
flumequine

: C18H16FNO5

Conditions

Conditions	Yield
With triethylamine In dichloromethane

: 42835-25-6
flumequine

: 9-fluoro-6,7-dihydro-5-methyl-N-[2-(4-pyridyl)ethyl]-1-oxo-1H,5H-benzo-[i,j]quinolizine-2-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 View Scheme

: 64-18-6
formic acid

: 42835-25-6
flumequine

: 887262-12-6
9-({2-[(2-hydroxyethyl)oxy]ethyl}amino)-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid formate

Conditions

Conditions	Yield
Stage #1: flumequine; 2-(2-Aminoethoxy)ethanol In 1-methyl-pyrrolidin-2-one at 220℃; for 1h; Microwave irradiation; Stage #2: formic acid In water; acetonitrile

: 64-18-6
formic acid

: 42835-25-6
flumequine

: 887262-13-7
9-({2-[(2-aminoethyl)oxy]ethyl}amino)-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid formate

Conditions

Conditions	Yield
Stage #1: 2,2'-diaminodiethyl ether; flumequine In 1-methyl-pyrrolidin-2-one at 200℃; for 1h; Microwave irradiation; Stage #2: formic acid In water; acetonitrile

: 64-18-6
formic acid

: 42835-25-6
flumequine

: 887262-24-0
9-[(2-aminoethyl)amino]-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid formate

Conditions

Conditions	Yield
Stage #1: flumequine; ethylenediamine In 1-methyl-pyrrolidin-2-one at 180℃; for 1.5h; Microwave irradiation; Stage #2: formic acid In water; acetonitrile

: 42835-25-6
flumequine

: 75-03-6
ethyl iodide

: 42835-47-2
9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 4h;
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 4h;

: 3731-53-1
4-(aminomethyl)pyridine

: 57933-83-2
Isopropenyl chloroformate

: 42835-25-6
flumequine

: 195191-84-5
9-fluoro-6,7-dihydro-5-methyl-N-[(4-pyridyl)methyl]-1-oxo-1H,5H-benzo-[i,j]quinolizine-2-carboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane

...Expand

: 13258-63-4
4-(2-Aminoethyl)pyridine

: 57933-83-2
Isopropenyl chloroformate

: 42835-25-6
flumequine

: 9-fluoro-6,7-dihydro-5-methyl-N-[2-(4-pyridyl)ethyl]-1-oxo-1H,5H-benzo-[i,j]quinolizine-2-carboxamide

Conditions

Conditions	Yield
In dichloromethane

...Expand

: 42835-25-6
flumequine

: 107-15-3
ethylenediamine

: 885696-98-0
9-[(2-aminoethyl)amino]-5-(R,S)-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Microwave irradiation;

Flumequine Specification

1. Introduction of Flumequine

The Flumequine with cas registry number of 42835-25-6 is white crystalline solid. This chemical belongs to the following categories: Aromatics Compounds; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Quinolones and Fluoroquinolones; A-K Antibiotics; Antibacterial; Chemical Structure Class; Inhibits an Enzyme Antibiotics; Interferes with DNA Synthesis Antibiotics; Mechanism of Action; Spectrum of Activity; APIs.

2. Properties of Flumequine

The physical properties about this chemical are: (1)ACD/LogP: 2.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.91; (4)ACD/LogD (pH 7.4): 0.18; (5)ACD/BCF (pH 5.5): 12.55; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 153.12; (8)ACD/KOC (pH 7.4): 2.88; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.645; (13)Molar Refractivity: 65.11 cm³; (14)Molar Volume: 179.4 cm³; (15)Surface Tension: 62.3 dyne/cm; (16)Density: 1.45 g/cm³; (17)Flash Point: 219.7 °C; (18)Enthalpy of Vaporization: 73.43 kJ/mol; (19)Boiling Point: 439.7 °C at 760 mmHg; (20)Vapour Pressure: 1.66E-08 mmHg at 25°C.

3. Structure Descriptors of Flumequine

You could convert the following datas into the molecular structure:
(1)SMILES: Fc2cc1C(=O)/C(C(=O)O)=C\N3c1c(c2)CCC3C;
(2)InChI: InChI=1/C14H12FNO3/c1-7-2-3-8-4-9(15)5-10-12(8)16(7)6-11(13(10)17)14(18)19/h4-7H,2-3H2,1H3,(H,18,19);
(3)InChIKey: DPSPPJIUMHPXMA-UHFFFAOYAX

4. Safety Information of Flumequine

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. Therefore, wear suitable protective clothing, gloves and eye/face protection to avoid contact with skin and eyes when you are using it. And do not breathe dust. Take off immediately all contaminated clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

5. Use and Preparation of Flumequine

1). Preparation of Flumequine: it can be made by 9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid ethyl ester with reagent water at temperature of 100 ℃.

2). Uses of Flumequine: it has been used as a drug to treat bacterial infections in farm animals, household pets, and also urinary tract infections in humans. It can kill bacteria by interfering with the enzymes that cause DNA to unwind and duplicate.

Product Name

Flumequine

Synthetic route

Flumequine Specification

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