Nitrofurantoin

Nitrofurantoin

Synonyms N-(5-Nitro-2-furfurylidene)-1-aminohydantoin;Furadoxyl; Nitrofurantoine

CAS Number: 67-20-9 Molecular Formula: C8H6N4O5 Molecular Weight: 238.159 g/mol

Beilstein Registry Number: 893207 EC Number: 200-646-5 MDL Number: MFCD00003224

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SKU 02155881-CF
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Description

Product Description

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

Research Use Only (RUO). Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

Key Applications

Antibiotic

Specifications
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.
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.
EC Number 200-646-5
Extinction Coefficient E1% = 776 (H2O) (Lit.)
Format powder
Hazard Statements H302-H317-H334
Applications Antibiotic
MDL # MFCD00003224
Melting Point 514° F (decomposes) (NTP, 1992)
Molecular Formula C8H6N4O5
Molecular Weight 238.159 g/mol
Personal Protective Equipment Dust mask, Eyeshields, Faceshields, Gloves
Physical Appearance Yellow Powder
Product Families Description Nitrofurantoin
Product Overview Nitrofurantoin
RTECS Number MU2800000
Safety Symbol GHS07, GHS08
Solubility >35.7 [ug/mL]
Storage and Handling Store at Room Temperature (15-30 °C). Protect from light.
Usage Statement Research Use Only (RUO). Unless otherwise stated in our catalog or other company documentation accompanying the product(s), our products are intended for research use only and are not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.