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MedKoo Cat#: 597104 | Name: Norfloxacin glutamate

Description:

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

Norfloxacin glutamate is a bioactive chemical.

Chemical Structure

Norfloxacin glutamate
Norfloxacin glutamate
CAS#85181-48-2 (glutamate)

Theoretical Analysis

MedKoo Cat#: 597104

Name: Norfloxacin glutamate

CAS#: 85181-48-2 (glutamate)

Chemical Formula: C21H27FN4O7

Exact Mass:

Molecular Weight: 466.46

Elemental Analysis: C, 54.07; H, 5.83; F, 4.07; N, 12.01; O, 24.01

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
70458-96-7 (free base); 68077-27-0 (HCl); 85181-48-2 (glutamate); 100587-52-8 (succinil)
Synonym
Norfloxacin glutamate;
IUPAC/Chemical Name
L-glutamic acid compound with 1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid (1:1)
InChi Key
BIAAXZAPCCKBJW-HVDRVSQOSA-N
InChi Code
InChI=1S/C16H18FN3O3.C5H9NO4/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;6-3(5(9)10)1-2-4(7)8/h7-9,18H,2-6H2,1H3,(H,22,23);3H,1-2,6H2,(H,7,8)(H,9,10)/t;3-/m.0/s1
SMILES Code
N[C@@H](CCC(O)=O)C(O)=O.O=C(C1=CN(CC)C2=C(C=C(F)C(N3CCNCC3)=C2)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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 466.46 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
1: Tamanna, Ramana J. Structural Insights into the Fluoroquinolone Resistance Mechanism of Shigella flexneri DNA Gyrase and Topoisomerase IV. Microb Drug Resist. 2016 Jul;22(5):404-11. doi: 10.1089/mdr.2015.0018. Epub 2016 Feb 9. PubMed PMID: 26859259. 2: Kim DW, Feng J, Chen H, Kweon O, Gao Y, Yu LR, Burrowes VJ, Sutherland JB. Identification of the enzyme responsible for N-acetylation of norfloxacin by Microbacterium sp. Strain 4N2-2. Appl Environ Microbiol. 2013 Jan;79(1):314-21. doi: 10.1128/AEM.02347-12. Epub 2012 Oct 26. PubMed PMID: 23104417; PubMed Central PMCID: PMC3536110. 3: Chenel M, Limosin A, Marchand S, Paquereau J, Mimoz O, Couet W. Norfloxacin-induced electroencephalogram alteration and seizures in rats are not triggered by enhanced levels of intracerebral glutamate. Antimicrob Agents Chemother. 2003 Nov;47(11):3660-2. PubMed PMID: 14576142; PubMed Central PMCID: PMC253770. 4: Halliwell RF, Su J, Demuro A, Martinez-Torres A, Miledi R. Characterization of the interaction between a novel convulsant agent, norbiphen, and GABA(A) and other ligand-gated ion channels. Neuropharmacology. 2002 Sep;43(4):778-87. PubMed PMID: 12367622. 5: Smolders I, Gousseau C, Marchand S, Couet W, Ebinger G, Michotte Y. Convulsant and subconvulsant doses of norfloxacin in the presence and absence of biphenylacetic acid alter extracellular hippocampal glutamate but not gamma-aminobutyric acid levels in conscious rats. Antimicrob Agents Chemother. 2002 Feb;46(2):471-7. PubMed PMID: 11796360; PubMed Central PMCID: PMC127025. 6: Yasuda M, Fukuda H, Yokoi S, Ishihara S, Kawada Y, Deguchi T. In vitro selection of fluoroquinolone-resistant Neisseria gonorrhoeae harboring alterations in DNA gyrase and topoisomerase IV. J Urol. 2000 Sep;164(3 Pt 1):847-51. PubMed PMID: 10953166. 7: Tanaka M, Sagiyama K, Haraoka M, Saika T, Kobayashi I, Naito S. Genotypic evolution in a quinolone-resistant Neisseria gonorrhoeae isolate from a patient with clinical failure of levofloxacin treatment. Urol Int. 1999;62(1):64-8. PubMed PMID: 10436438. 8: Saiki AY, Shen LL, Chen CM, Baranowski J, Lerner CG. DNA cleavage activities of Staphylococcus aureus gyrase and topoisomerase IV stimulated by quinolones and 2-pyridones. Antimicrob Agents Chemother. 1999 Jul;43(7):1574-7. PubMed PMID: 10390205; PubMed Central PMCID: PMC89326. 9: Kawakami J, Yamamoto K, Asanuma A, Yanagisawa K, Sawada Y, Iga T. Inhibitory effect of new quinolones on GABA(A) receptor-mediated response and its potentiation with felbinac in Xenopus oocytes injected with mouse-brain mRNA: correlation with convulsive potency in vivo. Toxicol Appl Pharmacol. 1997 Aug;145(2):246-54. PubMed PMID: 9266796. 10: Chen C, Liu X, Wu R. High-performance liquid chromatographic method for the determination of norfloxacin glutamate and glucuronate in solid and liquid dosage forms and its application to stability testing. J Pharm Biomed Anal. 1993 Aug;11(8):717-21. PubMed PMID: 7903053. 11: Dodd PR, Davies LP, Watson WE, Nielsen B, Dyer JA, Wong LS, Johnston GA. Neurochemical studies on quinolone antibiotics: effects on glutamate, GABA and adenosine systems in mammalian CNS. Pharmacol Toxicol. 1989 May;64(5):404-11. PubMed PMID: 2771865.