MedKoo Cat#: 574770 | Name: Levofloxacin Hydroxy Acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Levofloxacin Hydroxy Acid is the S-(-)-form of Ofloxacin -- an antibiotic used against gram-negative organisms.

Chemical Structure

Levofloxacin Hydroxy Acid
CAS#1036016-10-0

Theoretical Analysis

MedKoo Cat#: 574770

Name: Levofloxacin Hydroxy Acid

CAS#: 1036016-10-0

Chemical Formula: C18H21F2N3O4

Exact Mass: 381.1500

Molecular Weight: 381.38

Elemental Analysis: C, 56.69; H, 5.55; F, 9.96; N, 11.02; O, 16.78

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Synonym
Levofloxacin Hydroxy Acid
IUPAC/Chemical Name
6,8-Difluoro-1,4-dihydro-1-[(1S)-2-hydroxy-1-methylethyl]-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid
InChi Key
CUHVVQXWFAHAGQ-JTQLQIEISA-N
InChi Code
InChI=1S/C18H21F2N3O4/c1-10(9-24)23-8-12(18(26)27)17(25)11-7-13(19)16(14(20)15(11)23)22-5-3-21(2)4-6-22/h7-8,10,24H,3-6,9H2,1-2H3,(H,26,27)/t10-/m0/s1
SMILES Code
O=C(C1=CN([C@@H](C)CO)C2=C(C=C(F)C(N3CCN(C)CC3)=C2F)C1=O)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Levofloxacin Hydroxy Acid is the S-(-)-form of Ofloxacin -- an antibiotic used against gram-negative organisms.
In vitro activity:
Levofloxacin exhibited twofold greater inhibitory and bactericidal activities than ofloxacin against either extracellular or intracellular tubercle bacilli. Reference: Antimicrob Agents Chemother. 1994 May;38(5):1161-4. https://pubmed.ncbi.nlm.nih.gov/8067756/
In vivo activity:
This study investigated the toxic effect of levofloxacin (LVFX), a quinolone antibacterial agent, on cartilage by examining aspects of its in vivo toxicokinetics and effect on the function of cultured chondrocytes of the femoral articular cartilage from juvenile New Zealand White rabbits. Repeated administration of LVFX (100 mg/kg) orally for 7 days induced focal necrosis and superficial erosion in the articular cartilage of the femoral condyle, but 30 mg/kg did not. Reference: Antimicrob Agents Chemother. 1995 Sep;39(9):1979-83. https://pubmed.ncbi.nlm.nih.gov/8540702/

Preparing Stock Solutions

The following data is based on the product molecular weight 381.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Mor N, Vanderkolk J, Heifets L. Inhibitory and bactericidal activities of levofloxacin against Mycobacterium tuberculosis in vitro and in human macrophages. Antimicrob Agents Chemother. 1994 May;38(5):1161-4. doi: 10.1128/AAC.38.5.1161. PMID: 8067756; PMCID: PMC188169. 2. Fu KP, Lafredo SC, Foleno B, Isaacson DM, Barrett JF, Tobia AJ, Rosenthale ME. In vitro and in vivo antibacterial activities of levofloxacin (l-ofloxacin), an optically active ofloxacin. Antimicrob Agents Chemother. 1992 Apr;36(4):860-6. doi: 10.1128/AAC.36.4.860. Erratum in: Antimicrob Agents Chemother 1992 Aug;36(8):1797. PMID: 1503449; PMCID: PMC189464. 3. Kato M, Takada S, Ogawara S, Takayama S. Effect of levofloxacin on glycosaminoglycan and DNA synthesis of cultured rabbit chondrocytes at concentrations inducing cartilage lesions in vivo. Antimicrob Agents Chemother. 1995 Sep;39(9):1979-83. doi: 10.1128/AAC.39.9.1979. PMID: 8540702; PMCID: PMC162867. 4. JI B, Lounis N, Truffot-Pernot C, Grosset J. In vitro and in vivo activities of levofloxacin against Mycobacterium tuberculosis. Antimicrob Agents Chemother. 1995 Jun;39(6):1341-4. doi: 10.1128/AAC.39.6.1341. PMID: 7574527; PMCID: PMC162738.
In vitro protocol:
1. Mor N, Vanderkolk J, Heifets L. Inhibitory and bactericidal activities of levofloxacin against Mycobacterium tuberculosis in vitro and in human macrophages. Antimicrob Agents Chemother. 1994 May;38(5):1161-4. doi: 10.1128/AAC.38.5.1161. PMID: 8067756; PMCID: PMC188169. 2. Fu KP, Lafredo SC, Foleno B, Isaacson DM, Barrett JF, Tobia AJ, Rosenthale ME. In vitro and in vivo antibacterial activities of levofloxacin (l-ofloxacin), an optically active ofloxacin. Antimicrob Agents Chemother. 1992 Apr;36(4):860-6. doi: 10.1128/AAC.36.4.860. Erratum in: Antimicrob Agents Chemother 1992 Aug;36(8):1797. PMID: 1503449; PMCID: PMC189464.
In vivo protocol:
1. Kato M, Takada S, Ogawara S, Takayama S. Effect of levofloxacin on glycosaminoglycan and DNA synthesis of cultured rabbit chondrocytes at concentrations inducing cartilage lesions in vivo. Antimicrob Agents Chemother. 1995 Sep;39(9):1979-83. doi: 10.1128/AAC.39.9.1979. PMID: 8540702; PMCID: PMC162867. 2. JI B, Lounis N, Truffot-Pernot C, Grosset J. In vitro and in vivo activities of levofloxacin against Mycobacterium tuberculosis. Antimicrob Agents Chemother. 1995 Jun;39(6):1341-4. doi: 10.1128/AAC.39.6.1341. PMID: 7574527; PMCID: PMC162738.