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Alternative_name
NSC 44150,NSC 2107,1-[[(5-nitro-2-furanyl)methylene]amino]-2,4-imidazolidinedione
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Description
Nitrofurantoin is a nitrofuran antibiotic used to treat uncomplicated urinary tract infections. Nitrofurantoin is converted by bacterial nitroreductases to electrophilic intermediates which inhibit the citric acid cycle as well as synthesis of DNA, RNA, and protein. This drug is more resistant to the development of bacterial resistance because it acts on many targets at once. It prevents kidney and bladder infection in rats following bladder inoculation with clinical isolates of P. mirabilis. Nitrofurantoin also prevents alkalization of urine as well as calculi and abscess formation in a rat model of P. vulgaris urinary tract infection.
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CAS Number
67-20-9
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Structure Available
Yes
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Salt Form
No
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Molecular Formula
C₈H₆N₄O₅
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Molecular Weight
238.16
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Cell Permeable
1
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Purity
≥98%
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Solubilities
~15 mg/ml Ethanol, ~25 mg/ml DMSO
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Handling
Do not take internally. Wear gloves and mask when handling the product! Avoid contact by all modes of exposure.
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Tag Line
A nitrofuran antibiotic
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Storage Condition
-20ºC
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Shipping Condition
Gel Pack
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Shelf Life
36 months
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MDL Number
MFCD00003224
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PubChem CID
6604200
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SMILES
C1C(=O)NC(=O)N1N=CC2=CC=C(O2)[N+](=O)[O-]
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InChi
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+
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InChi Key
NXFQHRVNIOXGAQ-YCRREMRBSA-N
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MSDS Available
1