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Flumequine

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Name

Flumequine

EINECS 255-962-6
CAS No. 42835-25-6 Density 1.45 g/cm3
PSA 59.30000 LogP 2.34600
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 N/A Appearance white to off-white powder
Safety 22-24/25-36/37/39-27-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 42835-25-6 (Flumequine) Hazard Symbols IrritantXi
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-;

Article Data 9

Flumequine 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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In tetrahydrofuran
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
ConditionsYield
With sodium hydroxide; PPA In 5,5-dimethyl-1,3-cyclohexadiene
1128-61-6

6-fluoro-2-methyl-quinoline

42835-25-6

flumequine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%

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.

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