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Key Documents

O8757

Sigma-Aldrich

Ofloxacin

fluoroquinolone antibiotic

Synonym(s):

Dextrofloxacin

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About This Item

Empirical Formula (Hill Notation):
C18H20FN3O4
CAS Number:
82419-36-1
Molecular Weight:
361.37
MDL number:
MFCD00226105
UNSPSC Code:
51282956
PubChem Substance ID:
24278613
NACRES:
NA.76
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

200

Assay

≥99% (HPLC)

form

powder

solubility

1 M NaOH: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

2-8°C

SMILES string

FC1=C(C3=[c]4[n](cc([c]([c]4=C1)=O)C(=O)O)C(CO3)C)N2CCN(CC2)C

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)

InChI key

GSDSWSVVBLHKDQ-UHFFFAOYSA-N

Gene Information

human ... CSNK2A1(1457) , KCNH1(3756)
rat ... Gabra1(29705)

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General description

Chemical structure: fluoroquinolone

Application

Ofloxacin is a synthetic fluoroquinolone with broad-spectrum antibacterial activity. It is a nalidixic acid analog. It is given to patients before undergoing retinal reattachment surgery[1].

Biochem/physiol Actions

Ofloxacin inhibits bacterial DNA gyrase and topoisomerase IV, which haults DNA replication and cell division. Ofloxacin has been shown to convert LytA from the inactive E-form to the active C-form[2]. It is a chiral molecule that inhibits pneumococcal cell wall-degrading virulence factors[2].

Other Notes

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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
BCCH8489
BCCD2002
BCCG9584
069M4824V
BCBV9489

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O Cekiç et al.
The British journal of ophthalmology, 83(10), 1183-1185 (1999-09-30)
To assess the subretinal fluid (SRF) levels of ofloxacin following topical, oral or combined administration. 31 patients undergoing conventional retinal reattachment surgery were randomly assigned to three groups. Nine patients received topical ofloxacin, 11 patients received oral ofloxacin, and the
Carlos Fernández-Tornero et al.
The Journal of biological chemistry, 280(20), 19948-19957 (2005-03-17)
The search for new drugs against Streptococcus pneumoniae (pneumococcus) is driven by the 1.5 million deaths it causes annually. Choline-binding proteins attach to the pneumococcal cell wall through domains that recognize choline moieties, and their involvement in pneumococcal virulence makes
S Güniz Küçükgüzel et al.
European journal of medicinal chemistry, 42(7), 893-901 (2007-04-10)
Three novel series of 2',4'-difluoro-4-hydroxybiphenyl-3-carboxylic acid derivatives namely 4-substituted-1,2,4-triazoline-3-thiones (4a-g); 2-substituted-1,3,4-thiadiazoles (5a-g) and 2-substituted-1,3,4-oxadiazoles (6a-g) have been synthesized. Twenty-one of the newly synthesized compounds were tested against various bacteria, fungi, yeast species and virus. In addition, we have replaced the
Andrea Von Groll et al.
Antimicrobial agents and chemotherapy, 53(10), 4498-4500 (2009-08-19)
This study evaluated cross-resistance of Mycobacterium tuberculosis strains to ofloxacin, moxifloxacin, and gatifloxacin and investigated the presence of mutations in gyrA and gyrB. Fluoroquinolone susceptibilities were determined for 41 M. tuberculosis strains by the proportion method on 7H11, and MICs
O Gutiérrez et al.
Antimicrobial agents and chemotherapy, 51(12), 4329-4335 (2007-10-17)
All (236) Pseudomonas aeruginosa isolates resistant to imipenem and/or meropenem collected during a multicenter (127-hospital) study in Spain were analyzed. Carbapenem-resistant isolates were found to be more frequently resistant to all beta-lactams and non-beta-lactam antibiotics than carbapenem-susceptible isolates (P <
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Questions

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  1. 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

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  2. 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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