moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 0 - 8℃; for 0.333333h; Temperature; | 96.2% |
With hydrogenchloride In methanol at -5 - 20℃; for 2h; pH=1; Temperature; | 93.1% |
With sodium hydroxide In acetone for 1h; Large scale; | 89.8% |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 20℃; for 2h; pH=3; pH-value; | 92.9% |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water at 60℃; for 6h; Solvent; | 92.1% |
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With titanium(IV) isopropylate; triethylamine In isopropyl alcohol at 100℃; Inert atmosphere; Stage #2: With hydrogenchloride In methanol at 20℃; for 1h; pH=1; Solvent; Reagent/catalyst; | 90% |
Multi-step reaction with 2 steps 1: Alkaline conditions 2: hydrogenchloride View Scheme | |
Stage #1: 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20 - 85℃; for 36h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 15℃; for 1h; pH=1.4 - 1.8; Inert atmosphere; | 3.3 g |
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate With boric acid; acetic anhydride at 90 - 100℃; for 3h; Stage #2: With triethylamine In acetonitrile at 20℃; for 0.5h; Stage #3: (1S,6S)-2,8-diazabicyclo[4.3.0]nonane Temperature; Solvent; Reagent/catalyst; Further stages; | 89.78% |
1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (O3,O4)bis(acyloxy-O)borate
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid (O3,O4)bis(acyloxy-O)borate; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With triethylamine In acetonitrile at 15℃; Stage #2: With hydrogenchloride In water pH=0.5; Temperature; | 89.1% |
Conditions | Yield |
---|---|
With tetrabutyl-ammonium chloride In N-methyl-acetamide; hydrogenchloride; ethanol; water | A n/a B 89% |
L(+)-moxifloxacin tartrate
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water at 25 - 30℃; for 1h; | 88.3% |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water at 10℃; for 1h; Temperature; | 81% |
moxifloxacin
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 0 - 5℃; for 1h; pH=1.0 - 2.0; Product distribution / selectivity; | 77% |
With hydrogenchloride; edetate disodium In methanol; water at 0 - 38℃; for 2h; | 54.84% |
With hydrogenchloride In ethanol at 0 - 10℃; for 2h; Product distribution / selectivity; |
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: C20H22BF2NO8; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With triethylamine In acetonitrile at 80 - 90℃; for 5h; Large scale; Stage #2: With hydrogenchloride In methanol at 0 - 20℃; for 3h; pH=Ca. 0.5; Large scale; | 76.3% |
1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid-O3,O4-bis(propyloxy-O)borate
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline-carboxylic acid O3,O4-bis(propyloxy-O)borate; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane In butan-1-ol at 10 - 100℃; for 3h; Stage #2: With hydrogenchloride In methanol; butan-1-ol at 25 - 30℃; for 2h; pH=1.0 - 2.0; Stage #3: With hydrogenchloride; ammonia Product distribution / selectivity; more than 3 stages; | 75% |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 30 - 40℃; Temperature; Solvent; Inert atmosphere; Industrial scale; | 75% |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: (1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-(oxo-κO3)-3-quinolinecarboxylato-κO3)difluoroboron With triethylamine In methanol at 60 - 65℃; for 6 - 24h; Heating / reflux; Stage #2: With hydrogenchloride In methanol; water; acetonitrile at 0 - 25℃; for 1 - 2.5h; Product distribution / selectivity; | 55% |
Conditions | Yield |
---|---|
Stage #1: (1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-(oxo-κO)-3-quinoline-carboxylato-κO3)difluoro-Boron; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With triethylamine In methanol at 30℃; for 32h; Heating / reflux; Stage #2: With hydrogenchloride In methanol; water; acetonitrile at 0 - 25℃; for 3h; pH=~ 7; Product distribution / selectivity; |
1-cyclopropyl-7-([S,S]-2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid monohydrochloride monohydrate
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
In toluene Heating / reflux; |
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 75 - 80℃; for 1.5h; Stage #2: With hydrogenchloride; water In methanol at 25℃; pH=1.0 - 2.0; | |
Stage #1: 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With triethylamine In methanol Reflux; Stage #2: With hydrogenchloride In ethanol; water Acidic conditions; | |
Stage #1: 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate; (1S,6S)-2,8-diazabicyclo[4.3.0]nonane With triethylamine In ethanol at 70℃; for 4h; Stage #2: With hydrogenchloride In water at 30℃; for 1h; pH=1; Solvent; Temperature; Heating; | 45 g |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 25 - 30℃; for 2h; pH=1 - 2; |
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: magnesium hydroxide / acetonitrile / 1 h / 78 °C 1.2: 5 h / Reflux 2.1: hydrogenchloride / water; ethanol / 6 h / 20 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium hydroxide / acetonitrile / 1 h / 78 °C 1.2: 5 h / Reflux 2.1: hydrogenchloride / water; ethanol / 10 h / 20 - 60 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: boric acid / 80 - 90 °C 1.2: 1 h / 80 - 90 °C 2.1: triethylamine / water; acetonitrile / 10 - 20 °C 3.1: hydrogenchloride / water / 6 h / 10 - 15 °C / pH 1.0 - 2.0 View Scheme | |
Multi-step reaction with 3 steps 1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 10 - 35 °C / Inert atmosphere 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 35 h / 20 - 85 °C / Inert atmosphere 3.1: sodium hydroxide; water / ethylene glycol / 115 °C / Inert atmosphere 3.2: 1 h / 15 °C / pH 1.4 - 1.8 / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: toluene / 105 - 115 °C / Inert atmosphere; Industrial scale 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 5 - 80 °C / Inert atmosphere; Industrial scale 3: hydrogenchloride / ethanol / 30 - 40 °C / Inert atmosphere; Industrial scale View Scheme |
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: magnesium hydroxide / acetonitrile / 1 h / 78 °C 1.2: 5 h / Reflux 2.1: hydrogenchloride / water; ethanol / 6 h / 20 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium hydroxide / acetonitrile / 1 h / 78 °C 1.2: 5 h / Reflux 2.1: hydrogenchloride / water; ethanol / 10 h / 20 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: diethylamine / acetonitrile / 80 °C 2: sodium hydroxide / 2.5 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: aluminum (III) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 3 h / 60 °C 2: 2 h 3: hydrogenchloride / water / 6 h / 60 °C View Scheme |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / water; dichloromethane; isopropyl alcohol / 1 h / 30 - 35 °C 2: hydrogenchloride / water; ethanol / 10 h / 20 - 60 °C View Scheme |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: lithium aluminium tetrahydride 2: Resolution of racemate 3: palladium on activated charcoal; hydrogen 4: Alkaline conditions 5: hydrogenchloride View Scheme |
(S,S)-8-benzyl-2,8-diazabicyclo[4.3.0]nonane-D-tartrate
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen 2: Alkaline conditions 3: hydrogenchloride View Scheme |
ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium fluoride / N,N-dimethyl-formamide 2: Alkaline conditions 3: hydrogenchloride View Scheme |
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: Resolution of racemate 2: palladium on activated charcoal; hydrogen 3: Alkaline conditions 4: hydrogenchloride View Scheme |
ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 2 h / 75 - 140 °C 1.2: 3 h / 55 - 120 °C 2.1: diethylamine / acetonitrile / 80 °C 3.1: sodium hydroxide / 2.5 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: glycine / 2.5 h / 80 - 98 °C / Inert atmosphere 2: 4-methyl-morpholine / acetonitrile / 2 h / 75 °C 3: hydrogenchloride / methanol / 2 h / 20 °C / pH 3 View Scheme | |
Multi-step reaction with 3 steps 1.1: 1 h / Reflux 1.2: 1 h / 70 - 105 °C 2.1: triethylamine / acetonitrile / 4 h / 50 °C 3.1: hydrogenchloride / ethanol; water / 1 h / 25 °C / pH 1 View Scheme |
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid-O3,O4(bis(acyloxy-O)) borate
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethylamine / acetonitrile / 80 °C 2: sodium hydroxide / 2.5 h / 80 °C View Scheme |
ethyl 1-cyclopropyl-6-fluoro-8-methoxy-7-((4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water at -5℃; for 2h; pH=2; Temperature; | |
With hydrogenchloride In water at 25℃; for 3h; pH=2; Temperature; |
C25H33FN4O3
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: C25H33FN4O3 With water; sodium hydroxide In ethylene glycol at 115℃; Inert atmosphere; Stage #2: With hydrogenchloride In water at 15℃; for 1h; pH=1.4 - 1.8; Inert atmosphere; | 6.4 g |
2-iodoacetanilide
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 100℃; for 24h; | 90% |
With triethylamine In acetonitrile at 100℃; for 24h; | 90% |
[2,2]bipyridinyl
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 3h; Reflux; | 88.71% |
[2,2]bipyridinyl
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 3h; Reflux; | 85.57% |
2-(bromomethyl)naphthalene
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
Stage #1: moxifloxacin hydrochloride With potassium carbonate In water; acetonitrile at 20℃; for 0.0833333h; Stage #2: 2-(bromomethyl)naphthalene In water; acetonitrile at 20℃; for 25h; | 84.6% |
[2,2]bipyridinyl
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 3h; Reflux; | 80.81% |
[2,2]bipyridinyl
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 3h; Reflux; | 77.37% |
[2,2]bipyridinyl
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 3h; Reflux; | 75.6% |
water
moxifloxacin hydrochloride
Conditions | Yield |
---|---|
With triethylamine at 20℃; for 48h; pH=7.5 - 8; pH-value; Solvent; | 65% |
moxifloxacin hydrochloride
moxifloxacin
Conditions | Yield |
---|---|
With sodium hydroxide In water; acetone at 25 - 60℃; for 0.666667h; Product distribution / selectivity; | |
With sodium hydroxide In cyclohexane; water; acetone at 25 - 60℃; for 13.1667 - 15.1667h; Product distribution / selectivity; Heating / reflux; |
Molecular Structure of Moxifloxacin hydrochloride (CAS NO.186826-86-8):
Molecular Formula: C21H25ClFN3O4
Molecular Weight: 437.8923
IUPAC Name: 7-(1,2,3,4,4a,5,7,7a-Octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid hydrochloride
Synonyms of Moxifloxacin hydrochloride (CAS NO.186826-86-8): Moxifloxacin hydrochloride [USAN] ; (4aS-cis)-1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(octahydro-6H-pyrrolol(3,4-b)pyridin-6-yl)-4-oxo-3-quinolinecarboxylic acid, monohydrochloride ; 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-((4aS,7aS)-octahydro-6H-pyrrolo(3,4-b)pyridin-6-yl)-4-oxo-3-quinolinecarboxylic acid, monohydrochloride ; Avelox ; Avelox in sodium chloride 0.8% in plastic container ; BAY 12-8039 ; Moxifloxacin HCl ; UNII-C53598599T ; Vigamox ; 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-((4aS,7aS)-octahydro-6H-pyrrolo(3,4-b)pyridin-6-yl)-4-oxo-, monohydrochloride
CAS NO: 186826-86-8
Classification Code: Antibacterial
Flash Point: 338.7 °C
Enthalpy of Vaporization: 98.82 kJ/mol
Boiling Point: 636.4 °C at 760 mmHg
Vapour Pressure of Moxifloxacin hydrochloride (CAS NO.186826-86-8): 4.56E-17 mmHg at 25°C
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