Ulifloxacin supplier | CasNO.112984-60-8

Name
6-Fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid
EINECS 601-220-5
CAS No. 112984-60-8
Article Data8
CAS DataBase
Density 1.58 g/cm³
Solubility
Melting Point 215-218 °C (decomp)
Formula C₁₆H₁₆FN₃O₃S
Boiling Point 577 °C at 760 mmHg
Molecular Weight 349.386
Flash Point 302.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms AF 3013;NAD 394;NM 394;6-Fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid;
PSA 99.87000
LogP 2.26640

Synthetic route

: 113028-17-4
ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Stage #1: ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate With water; potassium hydroxide at 80 - 85℃; for 1h; Stage #2: With acetic acid In water at 20℃; for 1h; pH=6.5 - 7;	97%
With water; potassium hydroxide at 60 - 70℃; Large scale;	97.3%
With potassium hydroxide at 20℃; for 5h;	90%
With potassium hydroxide In water; tert-butyl alcohol at 50 - 60℃; for 1h;	88%
Stage #1: ethyl 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylate With water; potassium hydroxide; tert-butyl alcohol at 20 - 60℃; Stage #2: With water; acetic acid In tert-butyl alcohol

: 113046-72-3
ethyl 6,7-difluoro-1-methyl-4-oxo-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
With potassium hydroxide at 20℃; for 5h;	90%
Multi-step reaction with 2 steps 1: 84 percent / dimethylformamide / Ambient temperature 2: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme
Multi-step reaction with 2 steps 1: dimethyl sulfoxide / 4 h / 60 °C 2: potassium hydroxide / 5 h / 20 °C View Scheme

: 113028-75-4
3,4-difluorophenyl isothiocyanate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h 2: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C 3: 0.350 g / PPE / 1.5 h / 80 °C 4: 84 percent / dimethylformamide / Ambient temperature 5: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme
Multi-step reaction with 7 steps 1: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h 2: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h 3: 58 percent / diphenyl ether / 5 h / 240 °C 4: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature 5: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C 6: 84 percent / dimethylformamide / Ambient temperature 7: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

Yield

Multi-step reaction with 5 steps
1: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
2: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
3: 0.350 g / PPE / 1.5 h / 80 °C
4: 84 percent / dimethylformamide / Ambient temperature
5: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

Multi-step reaction with 7 steps
1: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
2: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
3: 58 percent / diphenyl ether / 5 h / 240 °C
4: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
5: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
6: 84 percent / dimethylformamide / Ambient temperature
7: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

: 84339-06-0
ethyl 7,6-difluoro-4-hydroxy-2-mercaptoquinoline-3-carboxylate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C 2: 84 percent / dimethylformamide / Ambient temperature 3: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

: 144514-15-8
3,4-difluorophenyl dithiocarbamic acid triethylammonium

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature 2: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h 3: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C 4: 0.350 g / PPE / 1.5 h / 80 °C 5: 84 percent / dimethylformamide / Ambient temperature 6: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme
Multi-step reaction with 8 steps 1: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature 2: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h 3: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h 4: 58 percent / diphenyl ether / 5 h / 240 °C 5: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature 6: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C 7: 84 percent / dimethylformamide / Ambient temperature 8: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
2: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
3: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
4: 0.350 g / PPE / 1.5 h / 80 °C
5: 84 percent / dimethylformamide / Ambient temperature
6: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

Multi-step reaction with 8 steps
1: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
2: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
3: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
4: 58 percent / diphenyl ether / 5 h / 240 °C
5: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
6: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
7: 84 percent / dimethylformamide / Ambient temperature
8: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

: 113028-77-6
ethyl 6,7-difluoro-4-hydroxy-2-<(methoxymethyl)thio>-quinoline-3-carboxylate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature 2: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C 3: 84 percent / dimethylformamide / Ambient temperature 4: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

: 144514-35-2
3-(3,4-difluorophenyl)-4-methyl<1,3>thiazetidin-2-ylidenemalonate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 0.350 g / PPE / 1.5 h / 80 °C 2: 84 percent / dimethylformamide / Ambient temperature 3: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

: 113028-76-5
diethyl<<(3,4-difluorophenyl)amino><(methoxymethyl)-thio>methylene>malonate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 58 percent / diphenyl ether / 5 h / 240 °C 2: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature 3: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C 4: 84 percent / dimethylformamide / Ambient temperature 5: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

: [[(3,4-difluorophenyl)amino]-mercaptomethylene]-malonic acid diethyl ester potassium salt

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C 2: 0.350 g / PPE / 1.5 h / 80 °C 3: 84 percent / dimethylformamide / Ambient temperature 4: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme
Multi-step reaction with 6 steps 1: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h 2: 58 percent / diphenyl ether / 5 h / 240 °C 3: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature 4: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C 5: 84 percent / dimethylformamide / Ambient temperature 6: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

Yield

Multi-step reaction with 4 steps
1: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
2: 0.350 g / PPE / 1.5 h / 80 °C
3: 84 percent / dimethylformamide / Ambient temperature
4: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

Multi-step reaction with 6 steps
1: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
2: 58 percent / diphenyl ether / 5 h / 240 °C
3: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
4: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
5: 84 percent / dimethylformamide / Ambient temperature
6: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

: 3863-11-4
3,4-difluoroaniline

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 0 °C 2: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature 3: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h 4: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C 5: 0.350 g / PPE / 1.5 h / 80 °C 6: 84 percent / dimethylformamide / Ambient temperature 7: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme
Multi-step reaction with 9 steps 1: 0 °C 2: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature 3: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h 4: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h 5: 58 percent / diphenyl ether / 5 h / 240 °C 6: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature 7: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C 8: 84 percent / dimethylformamide / Ambient temperature 9: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 0 °C
2: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
3: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
4: 2.22 g / K2CO3 / dimethylformamide / 1 h / 70 °C
5: 0.350 g / PPE / 1.5 h / 80 °C
6: 84 percent / dimethylformamide / Ambient temperature
7: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

Multi-step reaction with 9 steps
1: 0 °C
2: ethyl chloroformate, triethylamine / CHCl3 / 3.5 h / Ambient temperature
3: 1.) KOH / 1.) dioxane, RT, 30 min., 2.) 4 deg C, 15 h
4: dimethylformamide / 1.) 0 deg C, 1.5 h, 2.) RT, 2 h
5: 58 percent / diphenyl ether / 5 h / 240 °C
6: 99 percent / 35percent HCl / ethanol / 2 h / Ambient temperature
7: 47 percent / K2CO3, KI / dimethylformamide / 0.5 h / 105 - 110 °C
8: 84 percent / dimethylformamide / Ambient temperature
9: 88 percent / KOH / 2-methyl-propan-2-ol; H2O / 1 h / 50 - 60 °C
View Scheme

: 1028087-98-0
6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate-O3,O4(bis(acetato-)O)-borone

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Stage #1: 6-fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate-O3,O4(bis(acetato-)O)-borone With potassium hydroxide; water at 25 - 65℃; for 4h; Stage #2: With hydrogenchloride In water at 25 - 30℃; for 1h; pH=7 - 7.5; Product distribution / selectivity;

: ethyl 5,6-difluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinoline carboxylate

: 112984-60-8
ulifloxacin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide / 9.17 h / 10 - 55 °C 2.1: potassium hydroxide; water / 1 h / 80 - 85 °C 2.2: 1 h / 20 °C / pH 6.5 - 7 View Scheme

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: 112984-60-8
ulifloxacin

: 123447-62-1
prulifloxacin

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 0℃; for 5h; Large scale;	95.4%
With potassium hydrogencarbonate In N,N-dimethyl-formamide for 5h; Ambient temperature;	62%
Stage #1: ulifloxacin With potassium hydrogencarbonate In acetonitrile at 25 - 30℃; Stage #2: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one at 15 - 30℃; for 27 - 28.25h;
Stage #1: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one; ulifloxacin With potassium hydrogencarbonate In N,N-dimethyl-formamide at 0 - 28℃; for 3 - 4h; Stage #2: With hydrogenchloride In chloroform; water for 0.25h; pH=0.8 - 1.0;
Stage #1: ulifloxacin With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.166667h; Stage #2: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one In acetonitrile at 10 - 30℃; for 21h; Product distribution / selectivity;

: 4530-20-5
BOC-glycine

: 112984-60-8
ulifloxacin

: 7-(4-((tert-butoxycarbonyl)glycyl)piperazin-1-yl)-6-fluoro-1-methyl-4-oxo-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: BOC-glycine With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 4h; Stage #2: ulifloxacin With triethylamine at 0 - 20℃;	65%

: 112984-60-8
ulifloxacin

: 1322062-62-3
descarboxymoxifloxacin

Conditions

Conditions	Yield
With sulfuric acid; water at 100℃; for 144h;	40%

: bromo-acetic acid 1-chloromethyl-2-(2-methyl-5-nitro-imidazol-1-yl)ethyl ester

: 112984-60-8
ulifloxacin

: 7-{4-[1-chloromethyl-2-(2-methyl-5-nitroimidazol-1-yl)ethoxycarbonylmethyl]piperazin-1-yl}-6-fluoro-1-methyl-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h;	35%

: 112984-60-8
ulifloxacin

: 16773-52-7
(±)-2-methyl-5-nitro-1-(oxiran-2-ylmethyl)-1H-imidazole

: 6-fluoro-7-{4-[2-hydroxy-3-(2-methyl-5-nitro-imidazol-1-yl)propyl]piperazin-1-yl}-1-methyl-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In water; acetone at 50℃; for 20h;	30%

: 98-98-6
2-Picolinic acid

: 112984-60-8
ulifloxacin

: 6-fluoro-1-methyl-4-oxo-7-(4-picolinoylpiperazin-1-yl)-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2-Picolinic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: ulifloxacin With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	28%

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 112984-60-8
ulifloxacin

: 156834-57-0
6-fluoro-1-methyl-4-oxo-7-<4-<(2-oxo-1-methylenepropyl)oxycarbonyl>-1-piperazinyl>-4H-<1,3>thiazeto<3,2-a>quinoline-3-carboxylic acid

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide for 22h; Ambient temperature;	25%

: 4-bromo-1-(2-methyl-5-nitro-imidazol-1-yl)butan-2-ol

: 112984-60-8
ulifloxacin

: 6-fluoro-7-{4-[3-hydroxy-4-(2-methyl-5-nitro-imidazol-1-yl)butyl]piperazin-1-yl}-1-methyl-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	20%

: 6-bromo-1-(2-methyl-5-nitro-imidazol-1-yl)hexan-2-ol

: 112984-60-8
ulifloxacin

: 6-fluoro-7-{4-[5-hydroxy-6-(2-methyl-5-nitro-imidazol-1-yl)hexyl]-piperazin-1-yl}-1-methyl-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;	20%

: 30575-42-9
toluene-4-sulfonic acid 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester

: 112984-60-8
ulifloxacin

: 6-fluoro-1-methyl-7-{4-[2-(2-methyl-5-nitro-imidazol-1-yl)ethyl]piperazin-1-yl}-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 16h;	20%
With tetrabutylammomium bromide; triethylamine In N,N-dimethyl-formamide at 90℃; for 20h; Inert atmosphere;	8%

: 18997-19-8
Chloromethyl pivalate

: 112984-60-8
ulifloxacin

: (pivaloyloxy)methyl 6-fluoro-1-methyl-7-(piperazinyl)-4-oxo-4H-<1,3>thiazeto<3,2-a>quinoline-3-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60 - 80℃; for 3h;	18%

: 2-(bromomethyl)-6-nitro-1H-benzo[d]imidazole

: 112984-60-8
ulifloxacin

: 6-fluoro-1-methyl-7-(4-((6-nitro-1H-benzo[d]imidazol-2-yl)methyl)piperazin-1-yl)4-oxo-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 18h;	13%

: 2-(bromomethyl)-5,6-dichloro-1H-benzo[d]imidazole

: 112984-60-8
ulifloxacin

: 7-(4-((5,6-dichloro-1H-benzo[d]imidazol-2-yl)methyl)piperazin-1-yl)-6-fluoro-1-methyl-4-oxo-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 18h;	10%

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: 112984-60-8
ulifloxacin

A: 123447-62-1
prulifloxacin

B: 156834-57-0
6-fluoro-1-methyl-4-oxo-7-<4-<(2-oxo-1-methylenepropyl)oxycarbonyl>-1-piperazinyl>-4H-<1,3>thiazeto<3,2-a>quinoline-3-carboxylic acid

C: 7-<4-<1-<4-(3-carboxy-6-fluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinolin-7-yl)>-1-piperazinylmethyl>-2-oxopropoxycarbonyl>-1-piperazinyl>-6-fluoro-1-methyl-4-oxo-4H-<1,3>thazeto<3,2-a>quinoline-3-carboxylic acid

D: 1,1-bis<(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl>-4-(3-carboxy-6-fluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinoline-7-yl)-1-piperazinium bromide

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 30℃; for 2h; Product distribution; Rate constant; various periods of time (3 h); activation energy 29.1 kJ mol-1;	A 93.6 % Spectr. B 2.0 % Spectr. C 0.5 % Spectr. D 1.1 % Spectr.

...Expand

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: 112984-60-8
ulifloxacin

A: 156834-57-0
6-fluoro-1-methyl-4-oxo-7-<4-<(2-oxo-1-methylenepropyl)oxycarbonyl>-1-piperazinyl>-4H-<1,3>thiazeto<3,2-a>quinoline-3-carboxylic acid

B: 7-<4-<1-<4-(3-carboxy-6-fluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinolin-7-yl)>-1-piperazinylmethyl>-2-oxopropoxycarbonyl>-1-piperazinyl>-6-fluoro-1-methyl-4-oxo-4H-<1,3>thazeto<3,2-a>quinoline-3-carboxylic acid

C: 1,1-bis<(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl>-4-(3-carboxy-6-fluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinoline-7-yl)-1-piperazinium bromide

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide for 24h; Ambient temperature;

...Expand

: 112984-60-8
ulifloxacin

: 123447-62-1
prulifloxacin

: 7-<4-<1-<4-(3-carboxy-6-fluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinolin-7-yl)>-1-piperazinylmethyl>-2-oxopropoxycarbonyl>-1-piperazinyl>-6-fluoro-1-methyl-4-oxo-4H-<1,3>thazeto<3,2-a>quinoline-3-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 30.9℃; Rate constant;

: 112984-60-8
ulifloxacin

: 156834-57-0
6-fluoro-1-methyl-4-oxo-7-<4-<(2-oxo-1-methylenepropyl)oxycarbonyl>-1-piperazinyl>-4H-<1,3>thiazeto<3,2-a>quinoline-3-carboxylic acid

: 7-<4-<1-<4-(3-carboxy-6-fluoro-1-methyl-4-oxo-4H-<1,3>thiazeto<3,2-a>quinolin-7-yl)>-1-piperazinylmethyl>-2-oxopropoxycarbonyl>-1-piperazinyl>-6-fluoro-1-methyl-4-oxo-4H-<1,3>thazeto<3,2-a>quinoline-3-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 30.9℃; Rate constant;

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: 112984-60-8
ulifloxacin

A: 123447-62-1
prulifloxacin

B: 6-Fluoro-1-methyl-7-[4-(5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl)-piperazin-1-yl]-4-oxo-4H-2-thia-8b-aza-cyclobuta[a]naphthalene-3-carboxylic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester

Conditions

Conditions	Yield
With potassium hydrogencarbonate for 3h; Product distribution; also in presence of DIPEA, car. concn. of substrates;

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: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 112984-60-8
ulifloxacin

: 123447-62-1
prulifloxacin

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; sodium bromide 1.) DMF, 303 K, 2 h, 2.) DMF, 304 K, 1 h; Yield given. Multistep reaction;

Ulifloxacin Specification

The IUPAC name of Ulifloxacin is 6-fluoro-1-methyl-4-oxo-7-piperazin-1-yl-1H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid. With the CAS registry number 112984-60-8, it is also named as (1RS)-6-Fluoro-1-methyl-4-oxo-7-(piperazin-1-yl)-4H-(1,3)thiazeto(3,2-a)quinoline-3-carboxylic acid. The product's categories are API Intermediates; Prulifloxacin; Intermediate of Prulifloxacin. In addition, its molecular formula is C₁₆H₁₆FN₃O₃S and molecular weight is 349.38.

The other characteristics of Ulifloxacin can be summarized as: (1)ACD/LogP: 1.31; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.21; (4)ACD/LogD (pH 7.4): -1.01; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)H bond acceptors: 6; (10)H bond donors: 2; (11)Freely Rotating Bonds: 2; (12)Polar Surface Area: 78.39 Å²; (13)Index of Refraction: 1.724; (14)Molar Refractivity: 87.65 cm³; (15)Molar Volume: 220.8 cm³; (16)Polarizability: 34.75×10^-24cm³; (17)Surface Tension: 78.9 dyne/cm; (18)Density: 1.58 g/cm³; (19)Flash Point: 302.8 °C; (20)Enthalpy of Vaporization: 90.87 kJ/mol; (21)Boiling Point: 577 °C at 760 mmHg; (22)Vapour Pressure: 3.73E-14 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES:Fc2cc4c(cc2N1CCNCC1)N3C(/SC3C)=C(\C4=O)C(=O)O
(2)InChI:InChI=1/C16H16FN3O3S/c1-8-20-11-7-12(19-4-2-18-3-5-19)10(17)6-9(11)14(21)13(16(22)23)15(20)24-8/h6-8,18H,2-5H2,1H3,(H,22,23)
(3)InChIKey:SUXQDLLXIBLQHW-UHFFFAOYAZ
(4)Std. InChI:InChI=1S/C16H16FN3O3S/c1-8-20-11-7-12(19-4-2-18-3-5-19)10(17)6-9(11)14(21)13(16(22)23)15(20)24-8/h6-8,18H,2-5H2,1H3,(H,22,23)
(5)Std. InChIKey:SUXQDLLXIBLQHW-UHFFFAOYSA-N

Product Name

6-Fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid

Synthetic route

Ulifloxacin Specification

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