Nitrofurantoin

Application Notes

Nitrofurantoin is a nitrofuran antibiotic that is used as a substrate for bacterial nitrofuran reductase to study the interactions of active metabolites with DNA, ribosomal proteins and metabolic and pro-oxidant processes. It is used to study nitrofurantoin - induced toxicity and antiobiotic resistance.

Usage Statement

Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.

Key Applications

Antibiotic

SKU	02155881-CF
Alternate Names	N-(5-Nitro-2-furfurylidene)-1-aminohydantoin;Furadoxyl; Nitrofurantoine
Application Notes	Nitrofurantoin is a nitrofuran antibiotic that is used as a substrate for bacterial nitrofuran reductase to study the interactions of active metabolites with DNA, ribosomal proteins and metabolic and pro-oxidant processes. It is used to study nitrofurantoin - induced toxicity and antiobiotic resistance.
Base Catalog Number	155881
Beilstein Registry Number	893207
Biochemical Physiological Actions	Nitrofurantoin is activated by bacterial flavoproteins (nitrofuran reductase) to actively reduce reactive intermediates that modulate and damage ribosomal proteins or other macromolecules, such as DNA. This inhibits DNA, RNA, protein, and cell wall synthesis which causes cell death. Nitrofurantoin has a low resistance potential that is rapidly metabolized by mammals and is active against both Gram-positive and Gram-negative bacteria. It is also a pro-oxidant that is cytotoxic due to the generation of intracellular H2O 2. It is an inhibitor of glutathione reductase. Nitrofurantoin produces hepatotoxicity caused by the redox cycling of the nitro group and its radical anion which leads to oxidative stress.
CAS #	67-20-9
EC Number	200-646-5
Extinction Coefficient	E1% = 776 (H2O) (Lit.)
Format	Powder
Hazard Statements	H302-H317-H334
Melting Point	514° F (decomposes) (NTP, 1992)
Molecular Formula	C8H6N4O5
Molecular Weight	238.159 g/mol
Personal Protective Equipment	Dust mask, Eyeshields, Faceshields, Gloves
RTECS Number	MU2800000
Safety Symbol	GHS07, GHS08
Solubility	>35.7 [ug/mL]
Usage Statement	Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.