ChemicalBook > CAS DataBase List > Nifuratel

Nifuratel

Product Name
Nifuratel
CAS No.
4936-47-4
Chemical Name
Nifuratel
Synonyms
magmilor;MACMIROR;nf113;omnes;sap113;Inimur;Nifter;polmiror;Tydantil;Nifurate
CBNumber
CB1128149
Molecular Formula
C10H11N3O5S
Formula Weight
285.28
MOL File
4936-47-4.mol
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Nifuratel Property

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)
pka
-2.49±0.40(Predicted)
form 
Solid
color 
Yellow
Stability:
Hygroscopic
CAS DataBase Reference
4936-47-4(CAS DataBase Reference)
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Safety

Risk Statements 
68
Safety Statements 
36/37
HS Code 
29321900
Toxicity
LD50 oral in mouse: > 4500mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
N1167
Product name
Nifuratel
Packaging
5G
Price
$70
Updated
2024/03/01
TCI Chemical
Product number
N1167
Product name
Nifuratel
Packaging
25G
Price
$244
Updated
2024/03/01
TRC
Product number
N458250
Product name
Nifuratel
Packaging
100mg
Price
$215
Updated
2021/12/16
TRC
Product number
N458250
Product name
Nifuratel
Packaging
1g
Price
$425
Updated
2021/12/16
Apolloscientific
Product number
BIM0611
Product name
5-(Methylsulfanylmethyl)-3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
Packaging
25g
Price
$508
Updated
2021/12/16
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Nifuratel Chemical Properties,Usage,Production

Description

Nifuratel 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 Properties

Bright Yellow Powder.
It is poorly soluble in water, but readily soluble in dimethylformamide.

Originator

Macmiror,Poli,Italy,1965

Uses

Nifuratel 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.

Definition

ChEBI: Nifuratel is a member of furans and a C-nitro compound.

brand name

Macmiror (Polichimica Sap, Italy); Magmilor (Polichimica Sap, Italy); Polmiror (Polichimica Sap, Italy); Tydantil (Polichimica Sap, Italy).

Mechanism of action

Nifuratel inhibited the IL-6-induced activation of the STAT3 signaling pathway and thereby induced apoptosis and reduced the growth of human gastric cancer cells. Study showed that nifuratel can reduce the viability of gastric cancer cells and stimulate apoptosis in human gastric cancer cells in a dose-dependent manner. In addition, nifuratel induced the arrest of gastric cancer cells in the G2/M phase of the cell cycle. Western blot analysis results suggest that the antitumor activity of nifuratel might be mediated via the STAT3 inhibition. Furthermore, nifuratel can block the IL-6-induced activation of the STAT3 signaling pathway, thereby inhibiting the proliferation of tumor cells. The treatment with nifuratel can upregulate the expression of the proapoptotic protein Bax and downregulate the expression of the antiapoptotic protein Bcl-2[1].

Clinical Use

Nifuratel indications include:
1.bacterial vaginosis, trichomonas vaginitis, vulvovaginal candidiasis, vaginal mixed infections.
2.urinary tract infections.
3.gastrointestinal amoebiasis and trichomoniasis Jia.

Side effects

GI disturbances; peripheral neuropathy; thrombocytopenic purpura; haemolytic anaemia in patients with G6PD deficiency; hypersensitivity reactions; contact dermatitis; hepatotoxicity; blood dyscrasias; pulmonary reactions.

Synthesis

The 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%).

References

[1] Zheng, Hailun , et al. "Nifuratel, a novel STAT3 inhibitor with potent activity against human gastric cancer cells." Cancer Management & Research 9(2017):565-572.

Nifuratel Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Nifuratel manufacturers

Sinoway Industrial co., ltd.
Product
Nifuratel 4936-47-4
Price
US $215.00-75.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99% up, High Density
Supply Ability
20 tons
Release date
2023-12-15
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Nifuratel 4936-47-4
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-10-28
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Nifuratel 4936-47-4
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-09-10

4936-47-4, NifuratelRelated Search:

Nifuratel Impurity 4 Nifuratel Impurity 1-hydrazino-3-(methylthio)propan-2-ol 1-METHYLTHIO-2,3-EPOXYPROPANE 2-Furoic acid Furazolidone Methyl carbazate 3-AMINO-2-OXAZOLIDINONE 2-NITROFURAN Nifuratel 2-Oxazolidone Ethyl carbazate 5-Methyloxazolidin-2-one 5-NITRO-2-METHYLFURAN 2-FURALDEHYDE DIMETHYLHYDRAZONE hydrazinecarboxylic acid Furmethoxadon N-n-propyl-N-formylhydrazine

  • 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]-
  • MACMIROR
  • 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
  • 5-((methylthio)methyl)-3-((5-nitrofurfurylidine)amino)-2-oxazolidinone
  • l’n-(5-nitro-2-furfurilidene)-3-amino-5-metilmercaptometil-2-ossazolidinone
  • magmilor
  • methylmercadone
  • nf113
  • omnes
  • polmiror
  • sap113
  • 5-[(Methylthio)methyl]-3-[[(5-nitro-2-furanyl)methylene]amino]-2-oxazolidinone, Methylmercadone, Inimur, Macmiror, Magmilor, Omnes, Polmiror, Tydantil
  • NIFURATEL (MACMIROR)
  • Nifuratel, >99%
  • 5-[(methylthio)methyl]-3-[(Z)-(5-nitro-2-furanyl)methylideneamino]-2-oxazolidinone
  • Nifuratel ,98%
  • Inimur
  • Tydantil
  • Nifter
  • Nifurate
  • Nifuratel powder
  • Nifuratel USP/EP/BP
  • 5-((Methylthio)methyl)-3-(((5-nitrofuran-2-yl)methylene)amino)oxazolidin-2-one
  • Nifurtyl
  • 4936-47-4
  • C10H11N3O5S
  • Pharmaceuticals
  • APIS
  • API
  • Intermediates & Fine Chemicals