Nitrofurantoin - CAS 67-20-9
Catalog number:
67-20-9
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C8H6N4O5
Molecular Weight:
238.16
COA:
Inquire
Targets:
Antibacterial
Description:
Nitrofurantoin, an antibioticused to treat urinary tract infections, is not effective for kidney infections.
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Purity:
≥98%
Appearance:
Pale Yellow to Light Yellow Solid
Synonyms:
1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione;N-(5-Nitro-2-furfurylidene)-1-aminohydantoin;Furadoxyl;1-(((5-nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione;
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
An antibiotic usually used to treat urinary tract infections.
Quality Standard:
Enterprise Standard/EP/USP
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Grams-Kilos
Melting Point:
>213°C (dec.)
InChIKey:
NXFQHRVNIOXGAQ-YCRREMRBSA-N
InChI:
1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+
Canonical SMILES:
C1C(=O)NC(=O)N1N=CC2=CC=C(O2)[N+](=O)[O-]
1.Evaluation of the Risk of Nitrofurantoin Lung Injury and Its Efficacy in Diminished Kidney Function in Older Adults in a Large Integrated Healthcare System: A Matched Cohort Study.
Santos JM1, Batech M2, Pelter MA1, Deamer RL1. J Am Geriatr Soc. 2016 Apr;64(4):798-805. doi: 10.1111/jgs.14072.
OBJECTIVES: To determine the risk to older adults of lung injury associated with treatment of cystitis using nitrofurantoin and the risk of treatment failure in the presence of diminished creatinine clearance (CrCl).
2.Oxidative bioactivation of nitrofurantoin in rat liver microsomes.
Li H1, Lin D1, Peng Y1, Zheng J2,3. Xenobiotica. 2016 Apr 19:1-9. [Epub ahead of print]
1. Nitrofurantoin (NFT), a 5-nitrofuran derivative, has been widely used for the treatment of specific urinary tract infections. It has been reported that exposure to NFT was associated with various adverse effects, particularly hepatotoxicity and pneumotoxicity. The objective of the study was to identify reactive metabolites of NFT and explore the mechanisms of the toxicities. 2. An epoxide intermediate generated in microsomal incubations was trapped by glutathione (GSH) and 4-bromobenzyl mercaptan (BBM), and the resulting GSH and BBM conjugates were characterized by LC-MS/MS. A spontaneous denitration took place in the trapping reaction. 2-Nitrofuran and 2-hydroxyfuran as model compounds were employed to probe the mechanism of the denitration. 3. The oxidative activation of NFT was P450-dependent, and P450 3A5 and P450 2A6 were the principal enzymes responsible for the bioactivation. The findings facilitate the understanding of the mechanisms of NFT-induced toxicities.
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CAS 67-20-9 Nitrofurantoin

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