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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
Molecular Weight:
285.28
MDL Number:
MFCD00057257
MOL File:
4936-47-4.mol
Last updated:2023-12-15 20:35:11

Nifuratel 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 Reference 4936-47-4(CAS DataBase Reference)
FDA UNII U60U6P08SP
ATC code G01AX05

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Risk Statements  68
Safety Statements  36/37
HS Code  29321900
Toxicity LD50 oral in mouse: > 4500mg/kg
NFPA 704
0
2 0

Nifuratel price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical N1167 Nifuratel 4936-47-4 5G $70 2024-03-01 Buy
TCI Chemical N1167 Nifuratel 4936-47-4 25G $244 2024-03-01 Buy
TRC N458250 Nifuratel 4936-47-4 100mg $215 2021-12-16 Buy
TRC N458250 Nifuratel 4936-47-4 1g $425 2021-12-16 Buy
Apolloscientific BIM0611 5-(Methylsulfanylmethyl)-3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one 4936-47-4 25g $508 2021-12-16 Buy
Product number Packaging Price Buy
N1167 5G $70 Buy
N1167 25G $244 Buy
N458250 100mg $215 Buy
N458250 1g $425 Buy
BIM0611 25g $508 Buy

Nifuratel Chemical Properties,Uses,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%).

4936-47-4.png

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.

698-63-5
25517-72-0
4936-47-4
Synthesis of Nifuratel from 5-Nitrofurfural and 3-amino-5-[(methylthio)methyl]oxazolidin-2-one

Nifuratel Preparation Products And Raw materials

Global( 269)Suppliers
Supplier Tel Email Country ProdList Advantage
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118 xie@china-sinoway.com China 990 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Jinan Jianfeng Chemical Co., Ltd
+8615562555968 info@pharmachemm.com China 246 58
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715 admin@nexconn.com China 7836 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460 faith@widelychemical.com CHINA 742 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Hebei shuoxi biotechnology co. LTD
+8613081092107 CHINA 968 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58

View Lastest Price from Nifuratel manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Nifuratel pictures 2024-03-26 Nifuratel
4936-47-4
US $215.00-75.00 / Kg/Bag 1Kg/Bag 99% up, High Density 20 tons Sinoway Industrial co., ltd.
Nifuratel pictures 2024-03-16 Nifuratel
4936-47-4
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Nifuratel pictures 2023-09-06 Nifuratel
4936-47-4
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
  • Nifuratel pictures
  • Nifuratel
    4936-47-4
  • US $215.00-75.00 / Kg/Bag
  • 99% up, High Density
  • Sinoway Industrial co., ltd.
  • Nifuratel pictures
  • Nifuratel
    4936-47-4
  • US $0.00 / KG
  • 98%+
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Nifuratel pictures
  • Nifuratel
    4936-47-4
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
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 5-((methylthio)methyl)-3-((5-nitrofurfurylidine)amino)-2-oxazolidinone l’n-(5-nitro-2-furfurilidene)-3-amino-5-metilmercaptometil-2-ossazolidinone 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 ,98% Inimur Tydantil 5-((Methylthio)methyl)-3-(((5-nitrofuran-2-yl)methylene)amino)oxazolidin-2-one Nifuratel, >99% 5-[(methylthio)methyl]-3-[(Z)-(5-nitro-2-furanyl)methylideneamino]-2-oxazolidinone Nifter Nifurate Nifuratel powder Nifuratel USP/EP/BP MACMIROR magmilor Nifurtyl 4936-47-4 C10H11N3O5S Pharmaceuticals APIS API Intermediates & Fine Chemicals