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CAS No.: | 42835-25-6 |
---|---|
Name: | Flumequine |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C14H12FNO3 |
Molecular Weight: | 261.253 |
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-; |
EINECS: | 255-962-6 |
Density: | 1.45 g/cm3 |
Melting Point: | 253- 255 °C |
Boiling Point: | 439.7 °C at 760 mmHg |
Flash Point: | 219.7 °C |
Solubility: | Soluble in DMSO and dilute alkali hydroxides. Insoluble in water |
Appearance: | white to off-white powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 22-24/25-36/37/39-27-26 |
PSA: | 59.30000 |
LogP: | 2.34600 |
9-fluoro-5-methyl-1-oxo-6,7-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid ethyl ester
flumequine
Conditions | Yield |
---|---|
With water at 100℃; for 3h; | 70.8% |
With sodium hydroxide at 80℃; for 2h; | 304.5 mg |
6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline
flumequine
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 |
Diethyl (2-methyl-6-fluorotetrahydro-quinolin-1-yl)methylenemalonate
flumequine
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 |
6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline
diethyl 2-ethoxymethylenemalonate
flumequine
Conditions | Yield |
---|---|
With PPA In water; toluene | |
In sodium hydroxide; toluene | |
With PPA In water; toluene | |
In sodium hydroxide; toluene |
5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione
6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline
A
5-[1-(6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolyl)]-methylene-2,2-dimethyl-1,3-dioxan-4,6-dione
B
flumequine
Conditions | Yield |
---|---|
In tetrahydrofuran |
5-[1-(6-fluoro-2-methyl-1,2,3,4-tetrahydroquinolyl)]-methylene-2,2-dimethyl-1,3-dioxan-4,6-dione
flumequine
Conditions | Yield |
---|---|
With sodium hydroxide; PPA In 5,5-dimethyl-1,3-cyclohexadiene |
6-fluoro-2-methyl-quinoline
flumequine
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 |
1,2,3-Benzotriazole
flumequine
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 | 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% |
Conditions | Yield |
---|---|
Stage #1: flumequine With potassium hydroxide In methanol for 0.333333h; Stage #2: zinc(II) chloride In methanol for 0.5h; | 75% |
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% |
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.