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nitrofurantoin basic information
product name: nitrofurantoin
synonyms: 1-(((5-nitro-2-furanyl)methylene)amino)-2,4-imidazolidinedione;1-(5-nitro-2-furfurylideneamino)hydantoin;1-[(5-nitrofurfurylidene)amino]hydantoin;labotest-bb lt00134625;furadoxyl;n-(5-nitro-2-furfurylidene)-1-aminohydantoin;nitrofurantoin;nitrofurantoine
cas: 67-20-9
mf: c8h6n4o5
mw: 238.16
einecs: 200-646-5
product categories: furan&benzofuran;peptide synthesis/antibiotics;heterocycles;intermediates & fine chemicals;pharmaceuticals;pharmaceutical intermediate;antibiotic
mol file: 67-20-9.mol
nitrofurantoin structure
nitrofurantoin chemical properties
mp 268°c
storage temp. 0-6°c
form crystalline
color yellow
water solubility <0.01 g/100 ml at 19 ºc
merck 13,6632
stability: stability stable, but light-sensitive. combustible. incompatible with strong oxidizing agents, strong alkalies, strong acids. decomposes upon contact with most metals other than stainless steel and aluminium.
cas database reference 67-20-9(cas database reference)
nist chemistry reference hydantoin, n-(5-nitro-2-furfurylidene)-1-amino-(67-20-9)
epa substance registry system 2,4-imidazolidinedione, 1-[[(5-nitro-2-furanyl)methylene] amino]-(67-20-9)
safety information
hazard codes xn
risk statements 22-42/43
safety statements 22-36/37-45
ridadr 2811
wgk germany 3
rtecs mu2800000
hazardclass 6.1(b)
packinggroup iii
hs code 29349990
hazardous substances data 67-20-9(hazardous substances data)
msds information
provider language
nitrofurantoin english
sigmaaldrich english
alfa english
nitrofurantoin usage and synthesis
chemical properties lemon yellow crystalline powder
usage counterirritant
usage a nitrofuran antibiotic with low resistance potential that is rapidly metabolized by mammals. active against both gram-positive and gram-negative bacteria. nitrofurantoin is also a prooxidant that is cytotoxic due to the generation of intracellular h2o2. antibacterial.
general description odorless lemon yellow crystals or fine yellow powder. bitter taste.
air & water reactions insoluble in water.
reactivity profile nitrofurantoin is sensitive to light. nitrofurantoin is incompatible with alkalis. nitrofurantoin is also incompatible with strong oxidizers and strong acids. nitrofurantoin decomposes on contact with metals other than stainless steel and aluminum.
fire hazard flash point data for nitrofurantoin are not available; however, nitrofurantoin is probably combustible.
nitrofurantoin preparation products and raw materials
raw materials acetone-->hydrazinium hydroxide-->ethyl chloroacetate-->furfural-->semicarbazide-->5-nitro-2-furaldehyde diacetate