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Norfloxacin hydrochloride

CAS# 68077-27-0

Norfloxacin hydrochloride

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Chemical structure

Norfloxacin hydrochloride

3D structure

Chemical Properties of Norfloxacin hydrochloride

Cas No. 68077-27-0 SDF Download SDF
PubChem ID 12733888 Appearance Powder
Formula C16H19ClFN3O3 M.Wt 355.79
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in DMSO
Chemical Name 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid;hydrochloride
SMILES CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCNCC3)F)C(=O)O.Cl
Standard InChIKey JJWDELPVPRCLQN-UHFFFAOYSA-N
Standard InChI InChI=1S/C16H18FN3O3.ClH/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20;/h7-9,18H,2-6H2,1H3,(H,22,23);1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Norfloxacin hydrochloride

DescriptionNorfloxacin hydrochloride is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria, which functions by inhibiting DNA gyrase. Target: DNA gyrase; Antibacterial Norfloxacin is a synthetic chemotherapeutic antibacterial agent occasionally used to treat common as well as complicated urinary tract infections. Norfloxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria. It functions by inhibiting DNA gyrase, a type II topoisomerase, and topoisomerase IV, enzymes necessary to separate bacterial DNA, thereby inhibiting cell division.There are currently three approved uses in the adult population (one of which is restricted) and the other ineffective due to bacterial resistance. Chibroxin (ophthalmic) is approved for use in children older than one year of age. Norfloxacin is associated with a number of rare serious adverse reactions as well as spontaneous tendon ruptures and irreversible peripheral neuropathy. Tendon problems may manifest long after therapy had been completed and in severe cases may result in lifelong disabilities. Hepatoxicity resulting in fatalities has also been reported with the use of norfloxacin.

References:
[1]. Nelson JM, et al. Fluoroquinolone-resistant Campylobacter species and the withdrawal of fluoroquinolones from use in poultry: a public health success story. Clin Infect Dis. 2007 Apr 1;44(7):977-80. Epub 2007 Feb 14. [2]. Padeiskaia EN. Norfloxacin: more than 20 years of clinical use, the results and place among fluoroquinolones in modern chemotherapy for infections. Antibiot Khimioter. 2003;48(9):28-36. [3]. Rafalsky V, et al. Quinolones for uncomplicated acute cystitis in women. Cochrane Database Syst Rev. 2006 Jul 19;(3):CD003597.

Norfloxacin hydrochloride Dilution Calculator

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Norfloxacin hydrochloride Molarity Calculator

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Preparing Stock Solutions of Norfloxacin hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8106 mL 14.0532 mL 28.1065 mL 56.2129 mL 70.2662 mL
5 mM 0.5621 mL 2.8106 mL 5.6213 mL 11.2426 mL 14.0532 mL
10 mM 0.2811 mL 1.4053 mL 2.8106 mL 5.6213 mL 7.0266 mL
50 mM 0.0562 mL 0.2811 mL 0.5621 mL 1.1243 mL 1.4053 mL
100 mM 0.0281 mL 0.1405 mL 0.2811 mL 0.5621 mL 0.7027 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Norfloxacin hydrochloride

Norfloxacin hydrochloride is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria, which functions by inhibiting DNA gyrase.

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References on Norfloxacin hydrochloride

Chemiluminescence competitive indirect enzyme immunoassay for 20 fluoroquinolone residues in fish and shrimp based on a single-chain variable fragment.[Pubmed:23842902]

Anal Bioanal Chem. 2013 Sep;405(23):7477-84.

A chemiluminescent competitive indirect enzyme-linked immunosorbent assay, based on a mutant single-chain variable fragment (scFv), was developed to detect a broad range of fluoroquinolones (FQs) in fish and shrimp matrices. In this study, the best scFvC4A9H1_mut2 was adopted, which showed 10-fold improved affinity to sarafloxacin (SAR), difloxacin (DIF), and trovafloxacin (TRO), while the affinity to other FQs was fully inherited from wild-type scFvC4A9H1. In the optimized generic test, scFvC4A9H1_mut2 in combination with norfloxacin-ovalbumin conjugate and horseradish peroxidase-labeled anti-c-myc 9E10 antibody showed 50 % binding inhibition (IC50) at 0.12 mug kg(-1) for norfloxacin in buffer. Screening for the class of FQ antibiotics is accomplished using a simple, rapid extraction carried out with ethanol/acetic acid (99:1, v/v). This common extraction was able to detect 20 FQ residues such as s ciprofloxacin (CIP), danofloxacin, DIF, enoxacin, enrofloxacin (ENR), fleroxacin, amifloxacin, flumequine, levofloxacin, lomefloxacin hydrochloride, marbofloxacin, norfloxacin (NOR), ofloxacin, orbifloxacin, pazufloxacin, pefloxacin-d5 (PEF), prulifloxacin, SAR, sparfloxacin, and TRO in fish and shrimp. The limit of detection (LOD) for NOR was 0.2 mug kg(-1) and the LODs for CIP and ENR were all <0.2 mug kg(-1). Values of LODs inferred from the cross-reactivity data will range from approximately 0.23 mug kg(-1) for PEF to 2.1 mug kg(-1) for TRO. Field fish and shrimp samples were analyzed and compared to the results obtained from liquid chromatography tandem mass spectrometric method. All five instances (from 0.25 to 15.6 mug kg(-1)) in which FQs were present at concentrations near or above the assay LOD were identified as positive by the newly developed assay, demonstrating the usefulness of this assay as a screening tool.

1,2,3-Triazole-derived naphthalimides as a novel type of potential antimicrobial agents: synthesis, antimicrobial activity, interaction with calf thymus DNA and human serum albumin.[Pubmed:24295786]

Bioorg Med Chem Lett. 2014 Jan 1;24(1):308-13.

A series of 1,2,3-triazole-derived naphthalimides as a novel type of potential antimicrobial agents were synthesized and characterized by IR, NMR and HRMS spectra. All the new compounds were screened for their antimicrobial activity against four Gram-positive bacteria, four Gram-negative bacteria and three fungi. Bioactive assay manifested that 3,4-dichlorobenzyl compound 9e and its corresponding hydrochloride 11e showed better anti-Escherichia coli activity than Norfloxacin and Chloromycin. Preliminary research revealed that compound 9e could effectively intercalate into calf thymus DNA to form compound 9e-DNA complex which might block DNA replication and thus exert antimicrobial activities. Human serum albumin could effectively store and carry compound 9e by electrostatic interaction.

Scaffold Repurposing of Old Drugs Towards New Cancer Drug Discovery.[Pubmed:26881709]

Curr Top Med Chem. 2016;16(19):2107-14.

As commented by the Nobelist James Black that "The most fruitful basis of the discovery of a new drug is to start with an old drug", drug repurposing represents an attractive drug discovery strategy. Despite the success of several repurposed drugs on the market, the ultimate therapeutic potential of a large number of non-cancer drugs is hindered during their repositioning due to various issues including the limited efficacy and intellectual property. With the increasing knowledge about the pharmacological properties and newly identified targets, the scaffolds of the old drugs emerge as a great treasure-trove towards new cancer drug discovery. In this review, we summarize the recent advances in the development of novel small molecules for cancer therapy by scaffold repurposing with highlighted examples. The relevant strategies, advantages, challenges and future research directions associated with this approach are also discussed.

[Isolation, identification and drug sensitivity of Streptococcus iniae from hybrid sturgeons (Huso dauricus female x Acipenser schrencki male)].[Pubmed:25007657]

Wei Sheng Wu Xue Bao. 2014 Apr 4;54(4):442-8.

OBJECTIVE: Sturgeons were the important economic species in Beijing. In July 2012, continuous mortality of cultured hybrid sturgeons was occurred on a farm in Huairou. METHODS: We isolated three pathogens from liver, kidney and spleen of the dying sturgeons with clinical symptoms, marked HRS12718L, HRS12718K and HRS12718S respectively. Then we analyzed theirs morphological, physiological and biochemical characteristics, and drug sensitivity. We also cloned and partially sequenced the 16S rDNA of strain HRS12718K. Moreover, we identified the pathogenic characteristic of strain HRS12718K by artificial infection. RESULTS: The morphological, physiological and biochemical characteristics of three strains were consistent with that of Streptococcus iniae isolated from other fishes in China, and 16S rDNA sequence of the strain HRS12718K was more than 99.1% homology with that of Streptococcus iniae. The LD50 of the pathogen to hybrid sturgeon was 4.42 x 10(5) CFU/mL, and challenged sturgeons presented the similar signs as the natural infected sturgeons. In addition, the bacterium was sensitive to norfloxacin, enrofloxacin, neomycin sulfate, doxycyline hyclate and tetracycline hydrochloride, and was highly sensitive to enrofloxacin. CONCLUSION: Streptococcus iniae was the pathogen to cultured hybrid sturgeons in Beijing area, and enrofloxacin can be used against the disease.

Validated electrochemical and chromatographic quantifications of some antibiotic residues in pharmaceutical industrial waste water.[Pubmed:28092003]

Environ Sci Pollut Res Int. 2017 Mar;24(8):7023-7034.

Realistic implementation of ion selective electrodes (ISEs) into environmental monitoring programs has always been a challenging task. This could be largely attributed to difficulties in validation of ISE assay results. In this study, the electrochemical response of amoxicillin trihydrate (AMX), ciprofloxacin hydrochloride (CPLX), trimethoprim (TMP), and norfloxacin (NFLX) was studied by the fabrication of sensitive membrane electrodes belonging to two types of ISEs, which are polyvinyl chloride (PVC) membrane electrodes and glassy carbon (GC) electrodes. Linear response for the membrane electrodes was in the concentration range of 10(-5)-10(-2) mol/L. For the PVC membrane electrodes, Nernstian slopes of 55.1, 56.5, 56.5, and 54.0 mV/decade were achieved over a pH 4-8 for AMX, CPLX, and NFLX, respectively, and pH 3-6 for TMP. On the other hand, for GC electrodes, Nernstian slopes of 59.1, 58.2, 57.0, and 58.2 mV/decade were achieved over pH 4-8 for AMX, CPLX, and NFLX, respectively, and pH 3-6 for TMP. In addition to assay validation to international industry standards, the fabricated electrodes were also cross-validated relative to conventional separation techniques; high performance liquid chromatography (HPLC), and thin layer chromatography (TLC)-densitometry. The HPLC assay was applied in concentration range of 0.5-10.0 mug/mL, for all target analytes. The TLC-densitometry was adopted over a concentration range of 0.3-1.0 mug/band, for AMX, and 0.1-0.9 mug/band, for CPLX, NFLX, and TMP. The proposed techniques were successfully applied for quantification of the selected drugs either in pure form or waste water samples obtained from pharmaceutical plants. The actual waste water samples were subjected to solid phase extraction (SPE) for pretreatment prior to the application of chromatographic techniques (HPLC and TLC-densitometry). On the other hand, the fabricated electrodes were successfully applied for quantification of the antibiotic residues in actual waste water samples without any pretreatment. This finding assures the suitability of the fabricated ISEs for environmental analysis.

Description

Norfloxacin hydrochloride is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria, which functions by inhibiting DNA gyrase.

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