Moxifloxacin supplier | CasNO.151096-09-2

Name
Moxifloxacin
EINECS 604-773-0
CAS No. 151096-09-2
Article Data14
CAS DataBase
Density 1.409 g/cm³
Solubility
Melting Point 203-208 ºC
Formula C₂₁H₂₄FN₃O₄
Boiling Point 636.4 ºC at 760 mmHg
Molecular Weight 401.438
Flash Point 338.7 ºC
Transport Information
Appearance Almost white crystalling power
Safety 36/37
Risk Codes 22-40
Molecular Structure
Hazard Symbols Xn
Synonyms 3-Quinolinecarboxylicacid,1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4-oxo-,(4aS-cis)-;Izilox;Moxifloxacine;Vigamox;Moxifloxacin;
PSA 83.80000
LogP 2.76430

Synthetic route

: 112811-72-0
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

: 151213-40-0
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
With [BCl2(4-picoline)][AlCl4]; triethylamine In methanol at 85℃; for 6h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;	96%
In dimethyl sulfoxide at 65 - 70℃; for 6 - 8h;	89.7%
With triethylamine In N,N-dimethyl-formamide; acetonitrile at 0 - 78℃; for 11h; Reflux;	66%

: (4aS-cis)-1-cyclopropyl-7-(2,8 diazabicyclo[4.3.0]non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic aid-O3,O4-bis(propyloxy-O)borate.

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Stage #1: (4aS-cis)-1-cyclopropyl-7-(2,8 diazabicyclo[4.3.0]non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic aid-O3,O4-bis(propyloxy-O)borate. With hydrogenchloride In methanol; water at 10 - 15℃; for 2h; pH=1.0 - 2.0; Stage #2: With ammonia In water at 25 - 75℃; for 1.25h; pH=7.5 - 8; Product distribution / selectivity;	90%
Stage #1: (4aS-cis)-1-cyclopropyl-7-(2,8 diazabicyclo[4.3.0]non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic aid-O3,O4-bis(propyloxy-O)borate. With hydrogenchloride In methanol at 10 - 15℃; for 2h; pH=1 - 2; Stage #2: With ammonia In water at 25 - 75℃; pH=7.5 - 8; Product distribution / selectivity;	90%

: 112811-72-0
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

: 151096-09-2
moxifloxacin

: (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

: 151096-09-2
moxifloxacin

Conditions

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 methanol at 63 - 67℃; for 5 - 6h; Stage #2: With hydrogenchloride; sodium hydroxide; water at 50 - 60℃; for 2h; pH=8.0 - 12.0; Product distribution / selectivity;

: 496919-99-4
1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-3-quinoline carboxylic acid-O3,O4-bis(propyloxy-O)borate

: 151213-40-0
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

: 151096-09-2
moxifloxacin

Conditions

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 With triethylamine In acetonitrile at 10 - 15℃; for 2h; Heating / reflux; Stage #2: With hydrogenchloride; water In methanol; acetonitrile at 10 - 15℃; for 2h; pH=1 - 2; Stage #3: With ammonia In water at 70 - 75℃; pH=7.5 - 9.0; Product distribution / selectivity;

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 With triethylamine In acetonitrile at 10 - 15℃; for 2h; Heating / reflux;
Stage #2: With hydrogenchloride; water In methanol; acetonitrile at 10 - 15℃; for 2h; pH=1 - 2;
Stage #3: With ammonia In water at 70 - 75℃; pH=7.5 - 9.0; Product distribution / selectivity;

: 186826-86-8
moxifloxacin hydrochloride

: 151096-09-2
moxifloxacin

Conditions

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;

: 1028205-69-7
C25H33FN4O3

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Stage #1: C25H33FN4O3 With sodium hydroxide; water In ethylene glycol at 115℃; for 15h; Stage #2: With hydrogenchloride In water; ethylene glycol at 5℃; for 0.5h; pH=5.5; Product distribution / selectivity;

: 1028205-70-0
C32H37FN4O5

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Stage #1: C32H37FN4O5 With sodium hydroxide; water In ethylene glycol at 115℃; for 15h; Stage #2: With hydrogenchloride In water; ethylene glycol at 5℃; for 0.5h; pH=5.5; Product distribution / selectivity;

: 1028205-71-1
C30H41FN4O5

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Stage #1: C30H41FN4O5 With sodium hydroxide; water In ethylene glycol at 115℃; for 15h; Stage #2: With hydrogenchloride In water; ethylene glycol at 5℃; for 0.5h; pH=5.5; Product distribution / selectivity;

: 1028205-72-2
C21H25FN4O3

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Stage #1: C21H25FN4O3 With sodium hydroxide; water In ethylene glycol at 115℃; for 15h; Stage #2: With hydrogenchloride In water; ethylene glycol at 5℃; for 0.5h; pH=5.5; Product distribution / selectivity;

: moxifloxacin p-toluenesulfonate

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water; isopropyl alcohol at 30 - 35℃; for 1h;
With sodium hydrogencarbonate In dichloromethane; water; isopropyl alcohol at 30 - 35℃; for 1h;

: cis-6-benzyltetrahydro-1H-pyrrolo[3,4-b]pyridine-5,7(6H,7aH)-dione

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride 2: Resolution of racemate 3: palladium on activated charcoal; hydrogen 4: Alkaline conditions View Scheme

: 112811-70-8
ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium fluoride / N,N-dimethyl-formamide 2: Alkaline conditions View Scheme

: 8-benzyl-2,8-diazabicyclo[4.3.0]nonane

: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Resolution of racemate 2: palladium on activated charcoal; hydrogen 3: Alkaline conditions View Scheme

(calf thymus DNA)*moxifloxacin: (calf thymus DNA)*moxifloxacin

A calf thymus DNA: calf thymus DNA

B: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
In aq. buffer at 24.84℃; pH=7.4; Equilibrium constant;

: 112811-72-0
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

: 151213-40-0
(1S,6S)-2,8-diazabicyclo[4.3.0]nonane

A: 1-cyclopropyl-7-fluoro-8-methoxy-6-((4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

B: 151096-09-2
moxifloxacin

Conditions

Conditions	Yield
With triethylamine In methanol at 85℃; for 6h;

...Expand

: 151096-09-2
moxifloxacin

: moxifloxacin

Conditions

Conditions	Yield
With sodium cyanide In dimethyl sulfoxide at 100℃; for 17h;	99%

: cerium(IV) tetraammonium sulfate dihydrate

: 151096-09-2
moxifloxacin

: [Ce(IV)(moxifloxacin)2](sulfate)2*2water

Conditions

Conditions	Yield
In ethanol addn. of cerium compd. to ethanolic soln. of moxifloxacin, stirring for 1 d at 50°C; filtration, drying in vac. over CaCl2, elem. anal.;	99%

: 87-69-4
L-Tartaric acid

: 151096-09-2
moxifloxacin

: 1082245-30-4
L(+)-moxifloxacin tartrate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 75 - 80℃; for 3h;	98.08%
In N,N-dimethyl-formamide at 25 - 80℃; for 13 - 16h; Product distribution / selectivity;	90.2%

: 50893-53-3
carbonochloridic acid 1-chloro-ethyl ester

: 151096-09-2
moxifloxacin

: 925684-51-1
7-((4aS,7aS)-1-((1-chloroethoxy)carbonyl)octahydropyrrolo[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In chloroform at 20℃; for 5h; Inert atmosphere;	98%
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In chloroform at 20℃; for 5h;	98%

: 24424-99-5
di-tert-butyl dicarbonate

: 151096-09-2
moxifloxacin

: 925684-42-0
7-((4aS,7aS)-1-(tert-butoxycarbonyl)-octahydropyrrolo-[3,4-b]pyridin-6-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 20℃;	91%
With sodium hydroxide In tetrahydrofuran; water at 20℃;	91%
With triethylamine In dichloromethane at 20℃; for 3h;

: 633-65-8
berberine chloride

: 151096-09-2
moxifloxacin

: C21H23FN3O4(1-)*C20H18NO4(1+)

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 60 - 70℃;	90%

: 110-17-8
(2E)-but-2-enedioic acid

: 151096-09-2
moxifloxacin

: 1082245-33-7
1-cyclopropyl-7-[(S,S)-2,8-diazabicyclo[4.3.0]non-8-yl]-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid fumarate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 25 - 80℃; for 13 - 16h;	89.2%

: 10361-92-9
yttrium(III) chloride

: 151096-09-2
moxifloxacin

: [Y(III)Cl2(moxifloxacin)2]Cl*12water

Conditions

Conditions	Yield
In ethanol addn. of yttrium compd. to ethanolic soln. of moxifloxacin, stirring for20 h at room temp.; filtration, drying in vac. over CaCl2, elem. anal.;	86.67%

: 15038-16-1
N-(4-chlorophenyl)-2-iodoacetamide

: 151096-09-2
moxifloxacin

: 1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-((4aS,7aS)-1-(2-((4-chlorophenyl)amino)-2-oxoethyl)hexahydro-1H-pyrrolo[3,4-b]pyridin-6(2H)-yl)-1,4-dihydroquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 12h; Reflux;	85.02%

: 66-71-7
1,10-Phenanthroline

: 7732-18-5
water

: palladium dichloride

: 151096-09-2
moxifloxacin

: [Pd(moxifloxacin)(1,10-phenanthroline)]Cl2*3H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 3h; Reflux;	85%

...Expand

: 76809-55-7
2-iodo-N-(p-fluorophenyl)acetamide

: 151096-09-2
moxifloxacin

: 1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-((4aS,7aS)-1-(2-((4-fluorophenyl)amino)-2-oxoethyl)hexahydro-1H-pyrrolo[3,4-b]pyridin-6(2H)-yl)-1,4-dihydroquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 12h; Reflux;	84.45%

: 17641-09-7
N-Jodacetyl-m-anisidid

: 151096-09-2
moxifloxacin

: 1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-((4aS,7aS)-1-(2-((3-methoxyphenyl)amino)-2-oxoethyl)hexahydro-1H-pyrrolo[3,4-b]pyridin-6(2H)-yl)-1,4-dihydroquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 12h; Reflux;	84.3%

: 67-56-1
methanol

: 151096-09-2
moxifloxacin

: 721970-35-0
methyl 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

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 100℃; for 24h;	83%

: titanium(IV) sulfate

: 151096-09-2
moxifloxacin

: [Ti(IV)(moxifloxacin)2](sulfate)2*7water

Conditions

Conditions	Yield
In methanol addn. of titanium compd. to methanolic soln. of moxifloxacin, stirring for 20 h at room temp.; filtration, drying in vac. over CaCl2, elem. anal.;	82%

: 32634-66-5
Di-p-toluoyl-L-tartaric acid

: 151096-09-2
moxifloxacin

: 1082245-36-0
1-cyclopropyl-7-[(S,S)-2,8-diazabicyclo[4.3.0]non-8-yl]-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid di-p-toluoyl-L-tartarate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 25 - 80℃; for 13 - 16h;	81.93%

: 66-71-7
1,10-Phenanthroline

: yttrium(III) chloride hexahydrate

: 151096-09-2
moxifloxacin

: [Y(moxifloxacin)(1,10-phenanthroline)(H2O)2]Cl3*H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 3h; Reflux;	81.5%

...Expand

: 66-71-7
1,10-Phenanthroline

: lanthanide(III)chloride heptahydrate

: 151096-09-2
moxifloxacin

: [La(moxifloxacin)(1,10-phenanthroline)(H2O)2]Cl3*H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 3h; Reflux;	78.5%

...Expand

: 7212-28-4
2-iodoacetanilide

: 151096-09-2
moxifloxacin

: 1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-((4aS,7aS)-1-(2-oxo-2-(phenylamino)ethyl)hexahydro-1H-pyrrolo[3,4-b]pyridin-6(2H)-yl)-1,4-dihydroquinoline-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 12h; Reflux;	78.4%

: 556-50-3
glycylglycine

: 151096-09-2
moxifloxacin

: [VO(glycylglycine)(moxifloxacin)]

Conditions

Conditions	Yield
Stage #1: glycylglycine With oxovanadium(IV) sulfate; potassium hydroxide In methanol at 20℃; for 2h; Stage #2: moxifloxacin In methanol for 2h; Reflux;	78%

: 151096-09-2
moxifloxacin

: 186826-86-8
moxifloxacin hydrochloride

Conditions

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;

: 66-71-7
1,10-Phenanthroline

: uranyl(VI) acetate dihydrate

: 151096-09-2
moxifloxacin

: [UO2(moxifloxacin)(1,10-phenanthroline)(H2O)](CH3COO)2*4H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 3h; Reflux;	75.34%

...Expand

: 530-62-1
1,1'-carbonyldiimidazole

: 151096-09-2
moxifloxacin

: 1-cyclopropyl-6-fluoro-7-(octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-(1H-imidazol-1-carbonyl)-8-methoxyquinoline-4(1H)-one

Conditions

Conditions	Yield
In acetonitrile Reflux; Cooling with ice;	75.3%

: 4026-28-2
1,2:3,4-di-O-isopropylidene-6-iodo-D-galactopyranose

: 151096-09-2
moxifloxacin

: 1227616-45-6
1-cyclopropyl-7-[(4aS,7aS)-1-(6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)-octahydro-6H-pyrrolo[3,4-b]-pyridin-6-yl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid

Conditions

Conditions	Yield
With triethylamine In benzonitrile for 0.333333h; Microwave irradiation;	75%

: 688-14-2
glycylleucine

: 151096-09-2
moxifloxacin

: [VO(glycylleucine)(moxifloxacin)]

Conditions

Conditions	Yield
Stage #1: glycylleucine With oxovanadium(IV) sulfate; potassium hydroxide In methanol at 20℃; for 2h; Stage #2: moxifloxacin In methanol for 2h; Reflux;	75%

: palladium dichloride

: 151096-09-2
moxifloxacin

: [Pd(II)Cl2(moxifloxacin)2(H2O)2]Cl2*6water

Conditions

Conditions	Yield
In ethanol addn. of palladium compd. to ethanolic soln. of moxifloxacin, stirring for 20 h at room temp.; filtration, drying in vac. over CaCl2, elem. anal.;	73.75%

: 151096-09-2
moxifloxacin

: 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridine-6-yl]-4-oxo-3-quinolinecarboxylic acid hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; disodium ethylenediaminetetraacetic acid In methanol; water at 0 - 38℃; for 2h; Product distribution / selectivity;	72.43%

: copper(II) acetate dihydrate

: Fc-Phe

: 151096-09-2
moxifloxacin

: [Cu(moxifloxacin)(Fc-phe)H2O]

Conditions

Conditions	Yield
Stage #1: copper(II) acetate dihydrate; moxifloxacin In methanol at 20℃; for 0.5h; Stage #2: Fc-Phe In methanol for 2h;	72%

...Expand

Moxifloxacin Specification

The Moxifloxacin, with the CAS registry number 151096-09-2,is also known as (1'S,6'S)-1-Cyclopropyl-7-(2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid. It belongs to the product categories of Organic matters. This chemical's molecular formula is C₂₁H₂₄FN₃O₄ and molecular weight is 401.44.What's more,Its systematic name is 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-. It is harmful if swallowed .But there is limited evidence of a carcinogenic effect.When you use it,wear suitable protective clothing and gloves. Moxifloxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria. It functions by inhibiting DNA gyrase, a type II topoisomerase, and topoisomerase IV, enzymes necessary to separate bacterial DNA, thereby inhibiting cell replication.

Physical properties about Metham sodium are:
(1)ACD/LogP: 2.825; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.12; (4)ACD/LogD (pH 7.4): 0.31; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 2.51; (9)#H bond acceptors: 7; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.633; (13)Molar Refractivity: 101.823 cm3; (14)Molar Volume: 284.995 cm3; (15)Surface Tension: 60.5719985961914 dyne/cm; (16)Density: 1.409 g/cm3; (17)Flash Point: 338.672 °C; (18)Enthalpy of Vaporization: 98.821 kJ/mol; (19)Boiling Point: 636.382 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:COc1c2c(cc(c1N3C[C@@H]4CCCN[C@@H]4C3)F)c(=O)c(cn2C5CC5)C(=O)O;
(2)Std. InChI:InChI=1S/C21H24FN3O4/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28)/t11-,16+/m0/s1;
(3)Std. InChIKey:FABPRXSRWADJSP-MEDUHNTESA-N.

Product Name

Moxifloxacin

Synthetic route

Moxifloxacin Specification

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