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82419-36-1

Basic Information
CAS No.: 82419-36-1
Name: Ofloxacin
Molecular Structure:
Molecular Structure of 82419-36-1 (Ofloxacin)
Formula: C18H20FN3O4
Molecular Weight: 361.41
Synonyms: Exocin;Floxin (TN);HOE 280;(+/-)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid;Tarivid;DL-8280;Visiren;Prestwick_600;DL 8280;Ocuflox;OFX;Ofloxacin (JP14/USP);ORF 18489;Floxin;OFLX;7H-Pyrido[1,2,3-de]-1,4-benzoxazine-6- carboxylic acid,9-fluoro-2,3-dihydro-3- methyl-10-(4-methyl-1-piperazinyl)-7-oxo-;Ofloxacin (COS);Levoflxacin;
EINECS: 680-263-1
Density: 1.48 g/cm3
Melting Point: 270-275 °C
Boiling Point: 571.5 °C at 760 mmHg
Flash Point: 299.4 °C
Solubility: Soluble in acetic acid or water. Slightly soluble in methanol
Appearance: Off-white solid
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 22-42/43-68-36/37/38
Safety: 26-36/37/39-24/25-22-37/39
Transport Information:
PSA: 75.01000
LogP: 1.54690
Synthetic route
109-01-3

1-methyl-piperazine

82419-35-0

9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid

82419-36-1

ofloxacin

Conditions
ConditionsYield
With potassium hydroxide In water at 60℃; for 6h; Time; Solvent;95.8%
With nano iron oxide on ZrO2 coated sulfonic acid In water for 0.416667h; Reflux;89%
at 150℃; Microwave irradiation;83%
109-01-3

1-methyl-piperazine

82419-34-9

ethyl 9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylate

82419-36-1

ofloxacin

Conditions
ConditionsYield
With acetic acid In water; N,N-dimethyl-formamide at 70 - 105℃; for 10h; Temperature; Reagent/catalyst; Solvent;87.9%
139535-20-9

8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid acetoxymethyl ester

82419-36-1

ofloxacin

Conditions
ConditionsYield
With water at 37℃; pH 1.8-10; half-life times;
139535-21-0

8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid 1-acetoxy-ethyl ester

82419-36-1

ofloxacin

Conditions
ConditionsYield
With water at 37℃; pH 1.8-10; half-life times;
139535-22-1

8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid 1-ethoxycarbonyloxy-ethyl ester

82419-36-1

ofloxacin

Conditions
ConditionsYield
With water at 37℃; pH 1.8-10; half-life times;
109-01-3

1-methyl-piperazine

C13H8BF4NO4

82419-36-1

ofloxacin

115551-33-2

2-hydroxy 3,4-difluoro aniline

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 80 percent / ethanol / 1 h / Heating
2.1: 95 percent / NaH in oil,; LiClO4 / 18 h / 40 °C
3.1: 80 percent / triphenylphosphine,; DEAD / ethyl acetate / 5 h / 20 °C
4.1: Ac2O,; H2SO4 / 0.75 h / 50 °C
4.2: H2O / 15 h / Heating
5.1: dimethylsulfoxide / 2 h / 100 °C
View Scheme
85741-74-8

diethyl 2-(((3,4-difluoro-2-hydroxyphenyl)amino)methylene)malonate

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 95 percent / NaH in oil,; LiClO4 / 18 h / 40 °C
2.1: 80 percent / triphenylphosphine,; DEAD / ethyl acetate / 5 h / 20 °C
3.1: Ac2O,; H2SO4 / 0.75 h / 50 °C
3.2: H2O / 15 h / Heating
4.1: dimethylsulfoxide / 2 h / 100 °C
View Scheme
144298-04-4

(3,4-difluorophenyl)-carbamic acid-tert-butyl ester

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 85 percent
2.1: 80 percent / ethanol / 1 h / Heating
3.1: 95 percent / NaH in oil,; LiClO4 / 18 h / 40 °C
4.1: 80 percent / triphenylphosphine,; DEAD / ethyl acetate / 5 h / 20 °C
5.1: Ac2O,; H2SO4 / 0.75 h / 50 °C
5.2: H2O / 15 h / Heating
6.1: dimethylsulfoxide / 2 h / 100 °C
View Scheme
86760-99-8

diethyl [(-)-7,8-difluoro-3-methyl-2,3-dihydro-4H-[1,4]benzoxazin-4-yl]methylenemalonate

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: Ac2O,; H2SO4 / 0.75 h / 50 °C
1.2: H2O / 15 h / Heating
2.1: dimethylsulfoxide / 2 h / 100 °C
View Scheme
Multi-step reaction with 3 steps
1: PPE / 1 h / 140 - 145 °C
2: 94 percent / conc. HCl / acetic acid / 3 h / Heating
3: 62 percent / dimethylsulfoxide / 12 h / 100 - 140 °C
View Scheme
124409-86-5

diethyl [3,4-difluoro-2-(2-hydroxypropyloxy)anilinyl]methylenemalonate

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 80 percent / triphenylphosphine,; DEAD / ethyl acetate / 5 h / 20 °C
2.1: Ac2O,; H2SO4 / 0.75 h / 50 °C
2.2: H2O / 15 h / Heating
3.1: dimethylsulfoxide / 2 h / 100 °C
View Scheme
771-69-7

2,3,4-trifluoronitrobenzene

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 29 percent / 10percent KOH / H2O; dimethylsulfoxide / 2 h / 18 - 20 °C
2: 65 percent / K2CO3, KI / acetone / 4 h / Heating
3: 90 percent / H2, Raney Ni / ethanol
4: 1 h / 140 - 145 °C
5: PPE / 1 h / 140 - 145 °C
6: 94 percent / conc. HCl / acetic acid / 3 h / Heating
7: 62 percent / dimethylsulfoxide / 12 h / 100 - 140 °C
View Scheme
82419-32-7

3,4-difluoro-2-(2-oxopropyloxy)nitrobenzene

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / H2, Raney Ni / ethanol
2: 1 h / 140 - 145 °C
3: PPE / 1 h / 140 - 145 °C
4: 94 percent / conc. HCl / acetic acid / 3 h / Heating
5: 62 percent / dimethylsulfoxide / 12 h / 100 - 140 °C
View Scheme
82419-26-9

2,3-difluoro-6-nitrophenol

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 65 percent / K2CO3, KI / acetone / 4 h / Heating
2: 90 percent / H2, Raney Ni / ethanol
3: 1 h / 140 - 145 °C
4: PPE / 1 h / 140 - 145 °C
5: 94 percent / conc. HCl / acetic acid / 3 h / Heating
6: 62 percent / dimethylsulfoxide / 12 h / 100 - 140 °C
View Scheme
82419-34-9

ethyl 9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylate

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / conc. HCl / acetic acid / 3 h / Heating
2: 62 percent / dimethylsulfoxide / 12 h / 100 - 140 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic acid; sulfuric acid / water / 4 h / Reflux
2: triethylamine / dimethyl sulfoxide / 90 °C
View Scheme
82419-33-8

(-)-7,8-difluoro-2,3-dihydro-3-methyl-4H-1,4-benzoxazine

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1 h / 140 - 145 °C
2: PPE / 1 h / 140 - 145 °C
3: 94 percent / conc. HCl / acetic acid / 3 h / Heating
4: 62 percent / dimethylsulfoxide / 12 h / 100 - 140 °C
View Scheme
109-01-3

1-methyl-piperazine

trifluoride of etherate diethyl boron

trifluoride of etherate diethyl boron

82419-35-0

9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid

82419-36-1

ofloxacin

Conditions
ConditionsYield
With sodium hydroxide; triethylamine In hydrogenchloride; methanol; diethyl ether; chloroform; dimethyl sulfoxide
109-01-3

1-methyl-piperazine

82419-35-0

9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid

A

9-fluoro-2,3dihydro-3-methyl-10-(4-methyl-1-piperazynil)-7-oxo-7H-pyrid(1,2,3-de) (1,4)-benzoxazine-6-carboxylic acid

9-fluoro-2,3dihydro-3-methyl-10-(4-methyl-1-piperazynil)-7-oxo-7H-pyrid(1,2,3-de) (1,4)-benzoxazine-6-carboxylic acid

B

82419-36-1

ofloxacin

Conditions
ConditionsYield
In ethanol; dimethyl sulfoxide
109-01-3

1-methyl-piperazine

119-91-5

2,2'-biquinoline

6148-64-7

ethyl potassium malonate

94695-48-4

2,3,4,5-tetrafluorobenzoyl chloride

82419-36-1

ofloxacin

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane; water; ethyl acetate

4-(t-butyldimethylsilyl)-1-methyl piperazine

82419-35-0

9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid

82419-36-1

ofloxacin

C14H31NO3Si2

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: toluene / 30 - 60 °C
2: hydrogenchloride / toluene; water / pH 7
3: potassium fluoride / N,N-dimethyl-formamide / Reflux
4: acetic acid; sulfuric acid / water / 4 h / Reflux
5: triethylamine / dimethyl sulfoxide / 90 °C
View Scheme

C8H15NO3

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: ammonia / toluene / 6 h / 50 °C
2: toluene / 30 - 60 °C
3: hydrogenchloride / toluene; water / pH 7
4: potassium fluoride / N,N-dimethyl-formamide / Reflux
5: acetic acid; sulfuric acid / water / 4 h / Reflux
6: triethylamine / dimethyl sulfoxide / 90 °C
View Scheme

C21H31F4NO4Si2

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride / toluene; water / pH 7
2: potassium fluoride / N,N-dimethyl-formamide / Reflux
3: acetic acid; sulfuric acid / water / 4 h / Reflux
4: triethylamine / dimethyl sulfoxide / 90 °C
View Scheme
113933-52-1

ethyl 2-(2,3,4,5-tetrafluorobenzoyl)-3-(1-hydroxyprop-2-ylamino)acrylate

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium fluoride / N,N-dimethyl-formamide / Reflux
2: acetic acid; sulfuric acid / water / 4 h / Reflux
3: triethylamine / dimethyl sulfoxide / 90 °C
View Scheme
109-01-3

1-methyl-piperazine

C17H14BF2NO8

82419-36-1

ofloxacin

Conditions
ConditionsYield
Stage #1: 1-methyl-piperazine; C17H14BF2NO8 With triethylamine In dichloromethane at 40℃; for 1.5h; Inert atmosphere;
Stage #2: With hydrogenchloride In methanol; water at 0 - 30℃; for 3h;
7.32 g
82419-35-0

9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid

82419-36-1

ofloxacin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1.75 h / 75 - 115 °C / Inert atmosphere
1.2: 3 h / 90 °C
2.1: triethylamine / dichloromethane / 1.5 h / 40 °C / Inert atmosphere
2.2: 3 h / 0 - 30 °C
View Scheme

cerium(IV) sulphate

82419-36-1

ofloxacin

[Ce(Ofl)2(H2O)2]SO4.4H2O

Conditions
ConditionsYield
Stage #1: ofloxacin With sodium hydroxide In ethanol for 0.666667h;
Stage #2: cerium(IV) sulphate In ethanol at 20℃; for 24h;
Stage #3: water
98%

titanium(IV) sulfate

82419-36-1

ofloxacin

[Ti(Ofl)2(H2O)2]SO4*3H2O

Conditions
ConditionsYield
Stage #1: ofloxacin With sodium hydroxide In ethanol for 0.666667h;
Stage #2: titanium(IV) sulfate In ethanol at 20℃; for 24h;
Stage #3: water
95%
66-71-7

1,10-Phenanthroline

zirconyl nitrate

82419-36-1

ofloxacin

C30H29FN5O6Zr(1+)*NO3(1-)*2H2O

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 3h; Reflux;92.6%
82419-36-1

ofloxacin

9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carbonyl fluoride

Conditions
ConditionsYield
With tetramethylammonium trifluoromethanethiolate In dichloromethane at 20℃; for 1h;92%
163932-31-8

[(99)technetium(I)(carbonyl)3(H2O)3]

82419-36-1

ofloxacin

99mTc(CO)3-ofloxacin

Conditions
ConditionsYield
In water at 90℃; for 0.5h; pH=7;90%

yttrium(III) chloride

82419-36-1

ofloxacin

[Y(Ofl)2(H2O)2]Cl.7H2O

Conditions
ConditionsYield
Stage #1: ofloxacin With sodium hydroxide In ethanol for 0.666667h;
Stage #2: yttrium(III) chloride In ethanol at 20℃; for 24h;
Stage #3: water
88%
66-71-7

1,10-Phenanthroline

82419-36-1

ofloxacin

uranyl(VI) acetate dihydrate

C30H29FN5O7U(1+)*C2H3O2(1-)*H2O

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 3h; Reflux;84.88%
82419-36-1

ofloxacin

530-62-1

1,1'-carbonyldiimidazole

1,8-isopropoxy-6-fluoro-7-(4-methylpiperazin-1-yl)-3-(1H-imidazole-1-formyl)quinoline-4(1H)-one

Conditions
ConditionsYield
In acetonitrile Reflux;82.7%
In N,N-dimethyl-formamide at 80 - 90℃;
In N,N-dimethyl-formamide at 80 - 90℃;
82419-36-1

ofloxacin

1211989-50-2

(+/-)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylhydrazide

Conditions
ConditionsYield
With hydrazine hydrate In water for 16h; Reflux;82%
Multi-step reaction with 2 steps
1: sulfuric acid / Reflux
2: hydrazine hydrate / ethanol / 4 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid / 20 h / Reflux
2: hydrazine hydrate / ethanol / 4 h / Reflux
View Scheme
366-18-7

[2,2]bipyridinyl

copper(II) perchlorate hexahydrate

82419-36-1

ofloxacin

C28H29CuFN5O5(1+)*ClO4(1-)*1.65H2O

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide In methanol pH=7.5;82%
66-71-7

1,10-Phenanthroline

82419-36-1

ofloxacin

5970-45-6

zinc(II) acetate dihydrate

C30H31FN5O6Zn(1+)*C2H3O2(1-)*2H2O

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 3h; Reflux;81.22%

ruthenium(III) chloride trihydrate

82419-36-1

ofloxacin

[Ru(ofloxacin)2ClH2O]2CI*4H2O

Conditions
ConditionsYield
In methanol; ethanol for 24h; Reflux;80%
148-24-3

8-quinolinol

82419-36-1

ofloxacin

copper(II) perchlorate

[copper(II)(ofloxacin(-H))(8-hydroxyquinoline)](perchlorate) dihydrate

Conditions
ConditionsYield
In methanol for 0.5h;79%
67-56-1

methanol

1202-34-2

di(pyridin-2-yl)amine

copper(II) perchlorate hexahydrate

82419-36-1

ofloxacin

[Cu(ofx)(2,2'-bipyridylamine)(CH3OH)]*ClO4*H2O

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide at 20℃; for 24h; pH=7.5;79%
82419-36-1

ofloxacin

7646-85-7

zinc(II) chloride

[Zn(ofloxacin)2ClH2O]2CI*4H2O

Conditions
ConditionsYield
In methanol; ethanol for 24h; Reflux;78%
64-17-5

ethanol

82419-36-1

ofloxacin

107884-32-2

ethyl (+/-)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylate

Conditions
ConditionsYield
With sulfuric acid for 48h; Reflux;75%
With sulfuric acid Reflux;
With sulfuric acid for 20h; Reflux;

copper(II) choride dihydrate

82419-36-1

ofloxacin

1638187-50-4

[Cu(ofloxacin)Cl2]*H2O

Conditions
ConditionsYield
In methanol; ethanol for 24h; Reflux;75%
10025-99-7

potassium tetrachloroplatinate(II)

82419-36-1

ofloxacin

1161829-26-0, 1162693-99-3

[PtCl2(ofloxacin)]

Conditions
ConditionsYield
In water aq. suspn. of ligand added to aq. soln. of Pt compd. (1:1 molar ratio), stirred at room temp. for 48 h; filtered off, washed (water, MeOH), dried, elem. anal.;71.9%
82419-36-1

ofloxacin

870-08-6

dioctyltin(IV) oxide

n-Oc2Sn((RS)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate)2

Conditions
ConditionsYield
In methanol; benzene Reflux; Inert atmosphere;70%

iron(III) chloride hexahydrate

82419-36-1

ofloxacin

[Fe(ofloxacin)2ClH2O]2CI*5H2O

Conditions
ConditionsYield
In methanol; ethanol for 24h; Reflux;70%

oxovanadium(IV) sulfate

82419-36-1

ofloxacin

C36H40F2N6O10V*2H(1+)*0.5O12V4(4-)*6H2O

Conditions
ConditionsYield
With potassium hydroxide for 2h; pH=7; Reflux;70%
366-18-7

[2,2]bipyridinyl

82419-36-1

ofloxacin

copper(II) perchlorate

[copper(II)(ofloxacin(-H))(2,2'-bipyridyl)(H2O)](perchlorate)*1.5H2O

Conditions
ConditionsYield
In methanol for 0.5h;69%
625-56-9

Chloromethyl acetate

82419-36-1

ofloxacin

139535-20-9

8-Fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid acetoxymethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 12h; Ambient temperature;68.8%
82419-36-1

ofloxacin

818-08-6

di(n-butyl)tin oxide

n-Bu2Sn((RS)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate)2

Conditions
ConditionsYield
In methanol; benzene Reflux; Inert atmosphere;68%
82419-36-1

ofloxacin

56-35-9

bis(tri-n-butyltin)oxide

n-Bu3Sn((RS)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylate)

Conditions
ConditionsYield
In methanol; benzene Reflux; Inert atmosphere;68%
10025-99-7

potassium tetrachloroplatinate(II)

82419-36-1

ofloxacin

[Pt(ofloxacin)Cl2]*3H2O

Conditions
ConditionsYield
In methanol; ethanol for 24h; Reflux;65%
82419-36-1

ofloxacin

108468-00-4

tert-butyl 4-(aminomethyl)benzylcarbamate

tert-butyl (4-((9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxamido)methyl)benzyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;65%
67-56-1

methanol

82419-36-1

ofloxacin

108224-82-4

methyl 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate

Conditions
ConditionsYield
With sulfuric acid Reflux;64.5%
With sulfuric acid for 20h; Reflux;23%
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  • Levofloxacin Hemihydrate CAS Rn 82419-36-1

  • Casno:

    82419-36-1

    Levofloxacin Hemihydrate CAS Rn 82419-36-1

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  • Casno:

    82419-36-1

    Ofloxacin Manufacturer/High quality/Best price/In stock

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  • Ofloxacin

  • Casno:

    82419-36-1

    Ofloxacin

    Min.Order: 1 Metric Ton

    FOB Price:  USD $ 1.0-2.0/Metric Ton

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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    82419-36-1

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  • High quality Ofloxacin

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    High quality Ofloxacin

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  • Ofloxacin

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    Ofloxacin

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History

OFLOXACIN was developed as a broader-spectrum analog of norfloxacin, the first fluoroquinolone antibiotic, Ofloxacin was first patented in 1982 (European Patent Daiichi) and received U.S. Food and Drug Administration (FDA) approval December 28, 1990. In the United States name branded ofloxacin is rarely used anymore, having been discontinued by the manufacturer (Ortho McNeil Janssen). Johnson and Johnson's annual sales of Floxin in 2003 was approximately $30 million, where as their combined sales of Levaquin/Floxin exceeded $ 1.15 billion in the same year. During the 2008 Johnson & Johnson shareholder’s meetings, the safety of both ofloxacin and levafloxacin were called into question. During the 2009 meeting, yet another shareholder who alleges to have been crippled by these drugs, John Fratti, raised these same issues having seen no significant changes in the warnings (regarding the issues raised during the 2008 meeting). Once again a public request for stronger warnings for both ofloxacin and levofloxacin was made.

Specification

1. Introduction of Ofloxacin
Ofloxacin is one kind of white or almost powder or off-white solid. The Systematic (IUPAC) name of this chemical is (RS)-7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid. Besides, Ofloxacin belongs to Active Pharmaceutical Ingredients;Ofloxacin;Antibiotic Explorer;Intermediates & Fine Chemicals;Pharmaceuticals;1694 Pharmaceuticals&Personal Care Products;Alphabetic;EPA;NeatsAnalytical Standards;O;Peptide Synthesis/Antibiotics;Pharmaceutical intermediate.

The Classification Code of Ofloxacin is Anti-Bacterial Agents; Anti-Infective Agents; Anti-infective agents, urinary; Antibacterial; Drug / Therapeutic Agent; Enzyme Inhibitors; Human Data; Mutation data; Nucleic Acid Synthesis Inhibitors; Renal Agents; Reproductive Effect. Ofloxacin can slightly soluble in water, alcohol, dichloromethane, and methyl alcohol; sparingly soluble in chloroform. Storage of OFLOXACIN: 1. Store at 2-8 °C; 2. Keep container tightly closed.

2. Properties of Ofloxacin
Physical properties about Ofloxacin are:
(1)XLogP3: -0.4; (2)H-Bond Donor: 1; (3)H-Bond Acceptor: 8; (4)Molecular Formula: C18H20FN3O4; (5)Formula Weight: 361.37; (6)mp: 270-275°C; (7)storage temp.: 2-8°C; (8)Physical State of Ofloxacin: off-white solid.

3. Structure Descriptors of Ofloxacin
(1)InChI: InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)
(2)InChIKey: GSDSWSVVBLHKDQ-UHFFFAOYSA-N
(3)Canonical SMILES: CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O
(4)Smiles: CC1COc2c3n1cc(c(=O)c3cc(c2N4CCN(CC4)C)F)C(=O)O

4. Toxicity of Ofloxacin

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 70mg/kg (70mg/kg)   Drugs in Japan Vol. -, Pg. 291, 1995.
dog LD50 oral > 200mg/kg (200mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Chemotherapy Vol. 32(Suppl,
man TDLo oral 17mg/kg/3D-I (17mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"

BEHAVIORAL: EXCITEMENT

BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED)
Internal Medicine. Vol. 34, Pg. 872, 1995.
man TDLo oral 51428ug/kg (51.428mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" American Journal of Medicine. Vol. 87, Pg. 479, 1989.
monkey LD50 oral 500mg/kg (500mg/kg)   Chemotherapy Vol. 32(Suppl,
mouse LD50 intramuscular > 600mg/kg (600mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Zhongguo Kangshengsu Zazhi. Chinese Journal of Antibiotics. Vol. 18, Pg. 218, 1993.
mouse LD50 intraperitoneal 805mg/kg (805mg/kg)   Ensho. Japanese Journal of Inflammation. Vol. 11, Pg. 343, 1991.
mouse LD50 intravenous 208mg/kg (208mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA
Chemotherapy Vol. 32(Suppl,
mouse LD50 oral 3266mg/kg (3266mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Zhongguo Kangshengsu Zazhi. Chinese Journal of Antibiotics. Vol. 18, Pg. 218, 1993.
mouse LDLo subcutaneous 7690mg/kg (7690mg/kg)   Chemotherapy Vol. 32(Suppl,
rat LD50 intravenous 273mg/kg (273mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 32(Suppl,
rat LD50 oral 3590mg/kg (3590mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 32(Suppl,
rat LD50 subcutaneous 7070mg/kg (7070mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 32(Suppl,
women TDLo oral 24mg/kg/3D-I (24mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: IRRITABILITY
Journal of Clinical Psychiatry. Vol. 53, Pg. 137, 1992

Or

1.    

dnd-hmn:lym 80 mg/L

    MUREAV    Mutation Research. 211 (1989),171.
2.    

orl-wmn TDLo:24 mg/kg/3D-I:BAH

    JCLPDE    Journal of Clinical Psychiatry. 53 (1992),137.
3.    

orl-man TDLo:51,428 µg/kg:GIT

    AJMEAZ    American Journal of Medicine. 87 (1989),479.
4.    

orl-rat LD50:3590 mg/kg

    NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
5.    

scu-rat LD50:7070 mg/kg

    NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
6.    

ivn-rat LD50:273 mg/kg

    NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
7.    

orl-mus LD50:5290 mg/kg

    NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
8.    

scu-mus LDLo:7690 mg/kg

    NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
9.    

ivn-mus LD50:208 mg/kg

    NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
10.    

ivn-dog LDLo:100 mg/kg

    NKRZAZ    Chemotherapy (Tokyo). 32 (Suppl 1)(1984),1084.
11.    

orl-mky LD50:500&


5. Safety information of Ofloxacin
Hazard Codes : XnXn, XiXi
Risk Statements : 22-42/43-68-36/37/38
Safety Statements : 26-36/37/39-24/25-22-37/39
1.Do not breathe dust.
2.Avoid contact with skin. S24/25 Avoid contact with skin and eyes.
3.Avoid contact with eyes.
WGK Germany : 3
RTECS : UU8815550
Poison by intravenous route. Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. Human systemic effects: body temperature increase, diarrhea, hallucinations, hypermotility, irritability, psychosis. Mutation data reported. When heated to decomposition it emits toxic fumes of F and NOx.

6. Physical Properties of Ofloxacin

Physical Property Value Units Temp (deg C) Source
Melting Point 254 dec deg C   EXP
log P (octanol-water) -0.39 (none)   EXP
Water Solubility 2.83E+04 mg/L 25 EST
Vapor Pressure 1.55E-13 mm Hg 25 EST
Henry's Law Constant 4.98E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.97E-10 cm3/molecule-sec 25 EST

7. Uses of Ofloxacin
OFLOXACIN can be used as fluorinated quinolone antibacterial. A synthetic fluoroquinolone (FLUOROQUINOLONES) antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION.

8. Production of Ofloxacin
(1) 2,3,4-trifluoronitrobenzene as the starting material by selective alkaline hydrolysis, etherification, restore, and C2H5OCH=C(COOEt)2 or (CH3)2NCH=C (COOEt)2 condensation ringaggregate, after hydrolysis with acetic acid boron role, and then the introduction of N-methyl-piperazine-derived products.

Production of Ofloxacin

(2) Phthalimide derivative as a raw material generated by fluorination tetrafluorophthalic phthalimide, hydrolysis, decarboxylation of 2,3,4,5-tetrafluoro-benzoic acid, and then chlorinated, acylatingdecarboxylated 2,3,4,5-tetrafluorobenzoyl ethyl acetate, and then the first and of triethyl orthoformate, and after 2-aminopropanol reaction, and then cyclization generated pyridine [1,2,3-de] [1,4] benzo Hey triazine derivatives, and finally reaction of ofloxacin and piperazine.

Production of Ofloxacin

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