Nifuratel

Nifuratel Basic information
Product Name:Nifuratel
Synonyms:5-[(Methylsulfanyl)Methyl]-4-[(E)-[(5-nitrofuran-2-yl)Methylidene]aMino]-1,3-oxazolidin-2-one;3-[(5-Nitro-2-furfurylidene)aMino]-5-[(Methylthio)Methyl]-2-oxazolidinone;5-(MethylMercaptoMethyl)-3-(5-nitro-2-furfurylidenaMino)-2-oxazolidinone;2-Oxazolidinone,5-[(Methylthio)Methyl]-3-[[(5-nitro-2-furanyl)Methylene]aMino]-;5-[(METHYLTHIO)METHYL]-3-[[(5-NITRO-2-FURANYL)METHYLENE]AMINO-]-2-OXAZO-LIDINONE;5-methylthiomethyl-3-(5-nitrofurfurylideneamino)-2-oxazolidone;NIFURATEL;5-((methylthio)methyl)-3-((5-nitrofurfurylidine)amino)-2-oxazolidinon
CAS:4936-47-4
MF:C10H11N3O5S
MW:285.28
EINECS:225-576-2
Product Categories:Pharmaceuticals;APIS;API;Intermediates & Fine Chemicals
Mol File:4936-47-4.mol
Nifuratel Structure
Nifuratel Chemical Properties
Melting point 176-178°C
Boiling point 423.6±53.0 °C(Predicted)
density 1.57±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility Acetone (Sparingly), DMSO (Slightly)
form Solid
pka-2.49±0.40(Predicted)
color Yellow
Stability:Hygroscopic
CAS DataBase Reference4936-47-4(CAS DataBase Reference)
Safety Information
Risk Statements 68
Safety Statements 36/37
HS Code 29321900
ToxicityLD50 oral in mouse: > 4500mg/kg
MSDS Information
Nifuratel Usage And Synthesis
DescriptionNifuratel is a derivative of nitrofuran , it is a broad spectrum antibiotic with broad-spectrum antimicrobial effect, Nystatin is a polyene antifungal,it has strong effects on trichomoniasis, bacteria, Candida albicans , it plays a strong killing role especially in common pathogens for gynecological infections such as gram-positive and gram-negative bacteria, trichomoniasis, mold, chlamydia and mycoplasma.
Chemical PropertiesBright Yellow Powder.
It is poorly soluble in water, but readily soluble in dimethylformamide.
OriginatorMacmiror,Poli,Italy,1965
UsesNifuratel is a drug used as an antibacterial, antifungal, antiprotozoal (Trichomonas).
Nifuratel has a broad antibacterial spectrum of action and is effective against Chlamydia trachomatis and Mycoplasma spp. as well as fungal infections from Candida spp.
DefinitionChEBI: Nifuratel is a member of furans and a C-nitro compound.
Brand nameMacmiror (Polichimica Sap, Italy); Magmilor (Polichimica Sap, Italy); Polmiror (Polichimica Sap, Italy); Tydantil (Polichimica Sap, Italy).
Clinical UseNifuratel indications include:
1.bacterial vaginosis, trichomonas vaginitis, vulvovaginal candidiasis, vaginal mixed infections.
2.urinary tract infections.
3.gastrointestinal amoebiasis and trichomoniasis Jia.
SynthesisThe synthesis of Nifuratel is as follows:Add 450ml of ethanol, 450ml of water, and 50ml of phosphoric acid into the reaction flask, then add 5-nitrofuraldehyde diacetate 267.5 (1.1mol), reflux for 0.5-1h, and naturally cool to room temperature to obtain a 5-nitrofurfural solution. Under dark conditions, add N-amino-5-methylthiomethyl-2-oxazolidinone dropwise to the 5-nitrofurfural solution, stir and react at room temperature for 2 to 3 hours, stand still for crystallization, filter and filtered cake was washed with absolute ethanol solvent (60ml×3) and dried to obtain crude nifuratel. Under dark conditions, take the crude Nifuratel and add 10 times the volume of glacial acetic acid, heat to boil, add activated carbon, filter while hot, the filtrate is allowed to stand for crystallization and filtration, the filter cake is washed with ethanol (60ml×3), nifuratel pure product (197.7g, yield 99.93%, purity 99.93%).

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Nifuratel Preparation Products And Raw materials
Raw materialsDiethyl carbonate-->Epichlorohydrin-->METHYL MERCAPTAN-->Hydrazine hydrate-->5-Nitrofurfural
2-Furoic acid Nifuratel Impurity 1-METHYLTHIO-2,3-EPOXYPROPANE 1-hydrazino-3-(methylthio)propan-2-ol Nifuratel Impurity 4 hydrazinecarboxylic acid 2-FURALDEHYDE DIMETHYLHYDRAZONE Ethyl carbazate 2-NITROFURAN Furmethoxadon Nifuratel 5-Methyloxazolidin-2-one Methyl carbazate 5-NITRO-2-METHYLFURAN 2-Oxazolidone 3-AMINO-2-OXAZOLIDINONE Furazolidone N-n-propyl-N-formylhydrazine

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