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28266

Sigma-Aldrich

Levofloxacin

98.0-102.0% anhydrous basis (HPLC)

Synonym(s):

Levofloxacin Anhydrous, (−)-Ofloxacin

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About This Item

Empirical Formula (Hill Notation):
C18H20FN3O4
CAS Number:
100986-85-4
Molecular Weight:
361.37
Beilstein:
7327015
MDL number:
MFCD00865049
UNSPSC Code:
51102829
PubChem Substance ID:
57648297
NACRES:
NA.85
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

200

Assay

98.0-102.0% anhydrous basis (HPLC)

form

powder or crystals

color

light yellow-white to yellow-white

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

enzyme | inhibits

SMILES string

OC(C(C1=O)=CN2C(C1=CC(F)=C3N4CCN(C)CC4)=C3OC[C@@H]2C)=O

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)/t10-/m0/s1

InChI key

GSDSWSVVBLHKDQ-JTQLQIEISA-N

Gene Information

human ... KCNH1(3756)

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Application

Levofloxacin is a broad-spectrum antibiotic used in pharmacokinetic [1], antibiotic resistance [2] , and resistance prevention [3]studies. Antibiotic against bacterial respiratory tract infections.[4][5]

Biochem/physiol Actions

Levofloxacin is active against Gram-positive and Gram-negative bacteria. It inhibits DNA gyrase (type II topoisomerase) and topoisomerase IV, [6] thereby inhibiting cell division.

Packaging

10mg, 1g, 10g

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H317,H334

Hazard Classifications

Acute Tox. 4 Oral - Resp. Sens. 1A - Skin Sens. 1A

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000417206
0000417206
0000381693
0000381693
0000340342

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M H Gotfried et al.
Chest, 119(4), 1114-1122 (2001-04-11)
To determine the steady-state plasma, epithelial lining fluid (ELF), and alveolar macrophage (AM) concentrations of levofloxacin and ciprofloxacin. Multiple-dose, open-label, randomized pharmacokinetic study. Thirty-six healthy, nonsmoking adult subjects were randomized either to oral levofloxacin, 500 or 750 mg once daily
George G Zhanel et al.
Drugs, 62(1), 13-59 (2002-01-16)
The new fluoroquinolones (clinafloxacin, gatifloxacin, gemifloxacin, grepafloxacin, levofloxacin, moxifloxacin, sitafloxacin, sparfloxacin and trovafloxacin) offer excellent activity against Gram-negative bacilli and improved Gram-positive activity (e.g. against Streptococcus pneumoniae and Staphylococcus aureus) over ciprofloxacin. Ciprofloxacin still maintains the best in vitro activity
Miriam Hurst et al.
Drugs, 62(14), 2127-2167 (2002-09-25)
Levofloxacin is the L-form of the fluoroquinolone antibacterial agent, ofloxacin. In in vitro studies, levofloxacin demonstrated a broad range of activity against Gram-positive and -negative organisms and anaerobes. The drug is more active against Gram-positive organisms than ciprofloxacin, but less
Takeshi Hirano et al.
International journal of pharmaceutics, 351(1-2), 113-118 (2007-11-06)
L-Carnitine plays an important role in lipid metabolism by facilitating the transport of long-chain fatty acids across the mitochondrial inner membrane followed by fatty acid beta-oxidation. It is known that members of the OCTN family play an important role in
Chia-Ying Liu et al.
Antimicrobial agents and chemotherapy, 52(9), 3161-3168 (2008-07-16)
This study reports data on the susceptibilities to five commonly used antianaerobic agents of five clinically frequently encountered anaerobes from 2000 to 2007 and to Bacteroides fragilis isolates causing nosocomial infections from 1990 to 2006. There was a trend of
View All Related Papers

Articles

Inhibition of Nucleic Acid Synthesis by Antibiotics

Explore how antibiotics, particularly quinolones, inhibit nucleic acid synthesis by targeting topoisomerases, crucial for DNA replication processes.

Inhibition of Nucleic Acid Synthesis by Antibiotics

Explore how antibiotics, particularly quinolones, inhibit nucleic acid synthesis by targeting topoisomerases, crucial for DNA replication processes.

Inhibition of Nucleic Acid Synthesis by Antibiotics

Explore how antibiotics, particularly quinolones, inhibit nucleic acid synthesis by targeting topoisomerases, crucial for DNA replication processes.

Inhibition of Nucleic Acid Synthesis by Antibiotics

Explore how antibiotics, particularly quinolones, inhibit nucleic acid synthesis by targeting topoisomerases, crucial for DNA replication processes.

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Is Levofloxacin 28266 soluble in water?

    1 answer

    1. Levofloxacin is only sparingly soluble in water. It is freely soluble in glacial acetic acid and chloroform.

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