Levofloxacin (100986-85-4),Levofloxacin (100986-85-4) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
Levofloxacin
CAS No.:
100986-85-4
Molecular Structure:
Formula:
C₁₈H₂₀FN₃O₄
Molecular Weight:
361.37
Synonyms:
Elequine;(-)-Ofloxacin;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-,(3S)-;Levaquin (TN);Levofloxacino [INN-Spanish];Levofloxacin (JAN/USAN);Levaquin;Levofloxacin [USAN:INN:JAN];Levofloxacine [INN-French];(S)-Ofloxacin;Ofloxacin S-(-)-form;Iquix;(S)-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;Levofloxacinum [INN-Latin];7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 2,3-dihydro-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (S)-;(S)-(-)-Ofloxacin;8-fluoro-3-methyl-9-(4-methyl-piperazin-1-yl)-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid;Levoflaoxacin;Levofloxacincas;
Density:
1.48 g/cm³
Melting Point:
218 °C
Boiling Point:
571.495 °C at 760 mmHg
Flash Point:
299.43 °C
Appearance:
Slight yellow powder
Hazard Symbols:
Xn
Risk Codes:
22-42/43-68-20/21/22
Safety Description:
26-36/37/39-36 Details

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Chemistry

IUPAC Name: (S)-7-fluoro-6-(4-methylpiperazin-1-yl)-10-oxo-4-thia-1-azatricyclo[7.3.1.05,13] trideca-5(13),6,8,11-tetraene-11-carboxylic acid
Molecular Formula: C₁₈H₂₀FN₃O₄
Molecular Weight: 361.37 g/mol
SMILES: Fc4cc1c2N(/C=C(\C1=O)C(=O)O)C(COc2c4N3CCN(C)CC3)C
InChI: InChI=1/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)/t10-/m0/s1
Classification Code: Anti-Bacterial Agents; Anti-Infective Agents; Anti-infective agents, urinary; Drug / Therapeutic Agent; Enzyme Inhibitors; Nucleic Acid Synthesis Inhibitors; Renal Agents; Reproductive Effect
Melting Point: 218 °C
storage temp.: Store at 0-5 °C
Index of Refraction: 1.669
Molar Refractivity: 91.09 cm³
Molar Volume: 243.9 cm³
Surface Tension: 70.3 dyne/cm
Density: 1.48 g/cm³
Flash Point: 299.4 °C
Enthalpy of Vaporization: 90.15 kJ/mol
Boiling Point: 571.5 °C at 760 mmHg
Vapour Pressure of Levofloxacin (CAS NO.100986-85-4): 6.7E-14 mmHg at 25 °C

History

Levofloxacin is a fluoroquinolone antibiotic, marketed by sanofi aventis under the tradename "TAVANIC". Levaquin is also marketed worldwide for oral and IV use, as well as used in ophthalmic solutions. Daiichi Sankyo had granted an exclusive license to Sanofi-Aventis to make, use and sell pharmaceutical preparations containing levofloxacin in the UK and Mexico under the trade name TAVANIC. Other manufacturers include Novell Pharmaceutical Laboratories (Levores).

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
monkey	LD50	oral	> 250mg/kg (250mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Arzneimittel-Forschung. Drug Research. Vol. 42, Pg. 365, 1992.
mouse	LD50	oral	1803mg/kg (1803mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Arzneimittel-Forschung. Drug Research. Vol. 42, Pg. 365, 1992.
rat	LD50	oral	1478mg/kg (1478mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Arzneimittel-Forschung. Drug Research. Vol. 42, Pg. 365, 1992.
women	TDLo	oral	122mg/kg/10D- (122mg/kg)	MUSCULOSKELETAL: OTHER CHANGES	Annals of Pharmacotherpy. Vol. 33, Pg. 792, 1999.

Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22-42/43-68-20/21/22
R22:Harmful if swallowed.
R42/43:May cause sensitization by inhalation and skin contact.
R68:Possible risk of irreversible effects.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS of Levofloxacin (CAS NO.100986-85-4): UU8815550

Specification

Levofloxacin (CAS NO.100986-85-4), its Synonyms are (-)-Ofloxacin ; (S)-(-)-Ofloxacin ; (S)-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 ; (S)-Ofloxacin ; (-)-(S)-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 ; 7H-Pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid, 2,3-dihydro-9-fluoro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, (S)- . It is slight yellow powder.