| Identification | Back Directory | [Name]
Descarboxyl Levofloxacin | [CAS]
178964-53-9 | [Synonyms]
Levofloxacin-6 Levofloacin Impurity 4 Levofloxacin Impurity F Levofloxacin Impurity 3 Decarboxyl Levofloxacin Levofloacin Impurity 28 Levofloxacin impurity 28 Descarboxyl Levofloxacin Levofloxacin EP Impurity E Levofloxacin BP Impurity E (S)-Ofloxacin EP Impurity B Descarboxyl Levofloxacin HCl Levofloxacin Descarboxy IMpurity Descarboxyl Levofloxacin IMpurity Decarboxylated levofloxacin hydrochloride Levofloxacin Impurity E(Descarboxyl Levofloxacin) (S)-Ofloxacin EP Impurity B (Decarboxyl Levofloxacin) Levofloxacin?EP Impurity E (Levofloxacin Descarboxy Impurity) (S)-9-Fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-2H-[1,4]oxazino[2,3,4-ij]quinolin-7(3H)-one (S)-9-fluoro-3-methyl-10-
(4-methylpiperazin-1-yl)-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one (3S)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazin-7-one 7H-Pyrido[1,2,3-de]-1,4-benzoxazin-7-one, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-, (3S)- (-)-(S)-9-Fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine (S)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one hydrochloride (S)-9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one(Decarboxyl Levofloxacin) Levofloxacin impurity 10/Descarboxyl Levofloxacin/(S)-Ofloxacin EP Impurity B/(S)-9-fluoro-3-methyl-10- (4-methylpiperazin-1-yl)-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one | [Molecular Formula]
C17H20FN3O2 | [MDL Number]
MFCD28016445 | [MOL File]
178964-53-9.mol | [Molecular Weight]
317.358 |
| Questions And Answer | Back Directory | [Synthesis]
Descarboxyl Levofloxacin was prepared as follows:  Take 0.03 mol of levofloxacin (10.83 g) and place it in a pressure-resistant reaction flask equipped with a spherical condenser. Add 1000 ml of 1 mol/L hydrochloric acid solution and stir to dissolve at 60–80 °C. Heat at 120 °C and 0.3 MPa for 50 hours. Evaporate the solution to dryness in a 100 °C water bath while simultaneously allowing HCl to evaporate completely, yielding a residue of 9.45 g. Recrystallize the residue repeatedly using a mixed solvent of ethanol and acetone in a volume ratio of 2:1. The recrystallization includes the following steps: (1) Crystallization: Add 100 times the weight of the mixed solvent to the residue, heat to 80°C, stir to dissolve the residue, filter, concentrate the filtrate to 2/3 volume, place in a 4°C refrigerator for 2 hours to precipitate crystals, filter, wash the crystals several times with the mixed solvent, combine the filtrate and washings, concentrate to 200 ml, place in a 4°C refrigerator for 2 hours to precipitate crystals, repeat the filtration, washing, and crystallization steps 3 times, combine the obtained crystals to obtain crude Descarboxyl Levofloxacin 1; (2) Recrystallization: Take crude Descarboxyl Levofloxacin, add 150 times its weight of mixed solvent, heat to 60℃ and stir to dissolve the decarboxylated crude levofloxacin, filter, concentrate the filtrate to 2/5, place in a 4℃ refrigerator for 2 hours, crystals precipitate, filter, wash the crystals several times with mixed solvent, combine the filtrate and washings, concentrate to 200ml, place in a 4℃ refrigerator for 2 hours, crystals precipitate, repeat the filtration, washing and crystallization steps 3 times, combine the obtained crystals to obtain crude Descarboxyl Levofloxacin 2; (3) Repeat step (2) 1-2 times, the obtained crystals are 8.3g, which is Descarboxyl Levofloxacin, with a yield of 87%. |
| Chemical Properties | Back Directory | [Melting point ]
154-158°C | [Boiling point ]
501.1±50.0 °C(Predicted) | [density ]
1.35±0.1 g/cm3(Predicted) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
7.37±0.42(Predicted) | [color ]
Off-White to Light Yellow | [InChI]
InChI=1S/C17H20FN3O2/c1-11-10-23-17-15-12(14(22)3-4-21(11)15)9-13(18)16(17)20-7-5-19(2)6-8-20/h3-4,9,11H,5-8,10H2,1-2H3/t11-/m0/s1 | [InChIKey]
XTLCAWXSWVQNHK-NSHDSACASA-N | [SMILES]
O1C2=C(N3CCN(C)CC3)C(F)=CC3C(=O)C=CN(C2=3)[C@@H](C)C1 | [CAS DataBase Reference]
178964-53-9 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Shanghai Jingjinchem Co., Ltd.
|
| Telephone: |
021-13817626287 13817626287 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19177/0_EN.htm |
| Company Name: |
Roark Standards
|
| Telephone: |
0755-83552066 15986688328 |
| Website: |
roarkstandards.com |
|