67-45-8 67-45-8 67-45-8
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Furazolidone Basic information |
Antibacterials Aquaculture Fungicides Chemical Properties Application Production methods |
Product Name: | Furazolidone |
Synonyms: | 2-Furanmethanimine, 5-nitro-N-(2-oxo-3-oxazolidinyl)-;2-Oxazolidinone, 3-((5-nitrofurfurylidene)amino)-;2-Oxazolidinone, 3-((5-nitrofurfurylidine)amino)-;2-Oxazolidinone, 3-[[(5-nitro-2-furanyl)methylene]amino]-;2-Oxazolidinone,3-[[(5-nitro-2-furanyl)methylene]amino]-;3-(((5-nitro-2-furanyl)methylene)amino)-2-oxazolidinon;3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinone;3-((5-nitrofurfurylidene)amino)-2-oxazolidinon |
CAS: | 67-45-8 |
MF: | C8H7N3O5 |
MW: | 225.16 |
EINECS: | 200-653-3 |
Product Categories: | Active Pharmaceutical Ingredients;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Pharmaceutical intermediate;FUROXONE;Pharmaceutical intermediates |
Mol File: | 67-45-8.mol |
Furazolidone Chemical Properties |
mp | 254-256°C (dec.) |
Fp | 2 °C |
storage temp. | 0-6°C |
Merck | 13,4321 |
Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. |
NIST Chemistry Reference | Furazolidone(67-45-8) |
EPA Substance Registry System | 2-Oxazolidinone, 3-[[(5-nitro-2-furanyl)methylene] amino]-(67-45-8) |
Safety Information |
Hazard Codes | Xn,F |
Risk Statements | 62-40-36-20/21/22-11 |
Safety Statements | 36-22-36/37-16 |
WGK Germany | 3 |
RTECS | RQ3675000 |
HS Code | 29349990 |
Hazardous Substances Data | 67-45-8(Hazardous Substances Data) |
MSDS Information |
Provider | Language |
---|---|
SigmaAldrich | English |
Furazolidone Usage And Synthesis |
Antibacterials |
Furazolidone is a kind of nitrofuran-class antibacterial agents which has certain antibacterial effects on gram positive and negative bacteria including Salmonella, Shigella, Escherichia coli, Klebsiella pneumoniae Peter, Enterobacter spp., Staphylococcus aureus, Enterococcus faecalis, Streptococcus pyogenes, Vibrio cholerae, Campylobacter, Bacteroides spp. It also has antibacterial activities against Trichomonas, Giardia lamblia at certain concentration. Its mechanism of action is by interfering with the bacterial oxidoreductase and thereby blocking the normal metabolism of bacteria. It is mainly used for treatment of various intestinal infections, dysentery, diarrhea, enteritis, Escherichia coli septicemia, typhoid, cholera, infectious rhinitis, blackhead, trichomoniasis, coccidiosis and Cartesian WBC. It can also be combined together with other drugs such as antacids for treatment of Helicobacter pylori-induced inflammation. Furazolidone has side effects on infants, such as liver and kidney damage, allergic reactions, etc., Thereby, it is generally recommended to minimize the use or avoid using on infants. |
Aquaculture Fungicides |
Furazolidone has a low toxicity to fish, turtles etc. It can be used for both prevention as well as treatment of early stage disease in the field of freshwater fish farming. Upon the water temperature being lower than 20 °C, rinse 20 to 30 minutes; at a temperature being higher than 20 °C, rinse 10 to 15 minutes. At the water temperature being close to 20 °C, Furazolidone, at a concentration of 0.025 ppm, can inhibit a variety of pathogens. For comparison, in the pool, tank-bred goldfish, or tropical fish can tolerate a concentration of 1.5ppm without die. Therefore, in case of serious illness, you can even use a concentration in the range of 0.4 ~ 1.0ppm; After sprinkling over the entire pool with the drugs, domestic fish should be more fed high-quality commercialized feed; ornamental fish must be fed with live animal foodstuffs such as live Daphnia, Cyclops, chironomid larvae, and tubificidae; improve the nutrients conditions of diseased fish and enhance their capability of disease resistance. For prevention of various kinds of disease of domestic fish such as bald white mouth disease, gill disease, stigmatosis, leprnorthsis, red skin disease, immerse and rinse one time before stocking; For prevention of diseases of ornamental fish such as bald white mouth disease, gill rot, leprnorthsis, and destroyed fin and tail, etc. For fish fed in a small body of water, immerse once a day, and rinse once again at the interval of one day. Treatment of various diseases of ornamental fish such as bald white mouth disease, gill rot, leprnorthsis, and destroyed fin and tail, immerse and rinse once daily, and rinse once again at the interval of one day; it can be continuously rinsed 3 to 5 times until the disappearance of symptoms and the recovery of the fish. Furazolidone residue will cause potential harm to humans, causing hemolytic anemia, multiple neuritis, eye damage and acute hepatic necrosis. Thereby it has been disabled in Chinese, EU and some other countries. The above information is edited by the Chemicalbook of Dai Xiongfeng. |
Chemical Properties | It is light yellow crystalline powder which is odorless and has a bitter taste. Its melting point is 275 °C (decomposition). It is insoluble in water and ethanol, slightly soluble in chloroform, slightly soluble in dimethylformamide. Mice: orally administration, LD501.5-4.54g / kg. |
Application |
1. The antibacterial spectrum of furazolidone is similar to that of furazolidone. As an anti-infection drug, it is effective in treating Salmonella, Shigella, Escherichia coli, Proteus, Streptococcus, and Staphylococcus aureus. Bacteria are not easy to develop drug resistance this drug. It also dosen’t have cross-resistance with sulfa class antibiotics. It is mainly used for clinically treatment of dysentery, enteritis, typhoid, paratyphoid and topical treatment of vaginal trichomoniasis. 2. The product is a fungicide which has a broad antibacterial spectrum. As an anti-infective drug, it is effective for treating a variety of Gram-positive and negative bacteria including Escherichia coli, Bacillus anthracis, and Paratyphoid bacilli. It is not only effective in the treatment of dysentery, enteritis, but also being used for treating vaginal infections. In recent years, it has a good efficacy for the treatment of typhoid fever. As an additive for animal drugs and drink, it has unique antibacterial effect on Salmonella, Escherichia coli and Salmonella pullorum and also has certain inhibitory effect on the protozoa (coccidia bacteria, etc.) and have them be less prone to evolve drug resistance. A small amount of furazolidone has been used for other applications (such as water-soluble paint and paper pulp) as fungicides. 3. It is an anti-infective drug used for anti-infection of the intestine. 4. Furazolidone, as a fungicide, has a broad antibacterial spectrum. The most susceptible bacteria are Escherichia coli, Bacillus anthracis, paratyphoid rod, Shigella, and Klebsiella pneumoniae. Salmonella typhi is also sensitive to it. It is mainly used for treating susceptible strains-induced dysentery, enteritis, and cholera. It can also be used for treating typhoid, paratyphoid, giardiasis, and trichomoniasis. Combination with anti-acid drugs can be used for treating Helicobacter pylori-induced gastric inflammation. Properties: yellow powder or crystalline powder, odorless, first tasteless and then become slightly bitter; very slightly soluble in water and ethanol; slightly soluble in chloroform and insoluble in ether, soluble in dimethylformamide and nitromethane. Mp: 255 to 259 °C. Decompose while the dissolution. |
Production methods | Using ethanolamine as raw material, it undergoes condensation reaction with urea to obtain β- hydroxyethyl urea which is further converted into 3-nitroso-2-oxazolidinone through nitrification, and cyclization reaction. Further reduce it with iron powder, and then condense together with 5 - nitro-2-furfural glycol acetate and formaldehyde to obtain the final product, furazolidone. |
Chemical Properties | solid |
Usage | Antimicrobial. |
Usage | antibacterial |
Furazolidone Preparation Products And Raw materials |
Raw materials | Acetic anhydride-->Urea-->Iron-->Ethanolamine-->Furfural-->2-Oxazolidone -->2-HYDROXYETHYLUREA |
Preparation Products | 2-HYDROXYETHYLUREA |
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