Nifuratel | CAS#4936-47-4 | antiprotozoal and antifungal agent

MedKoo Cat#: 561413 | Name: Nifuratel

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Nifuratel is a local antiprotozoal and antifungal agent that may also be given orally. Nifuratel is a drug used in gynecology.

Chemical Structure

Nifuratel

CAS#4936-47-4

Theoretical Analysis

MedKoo Cat#: 561413

Name: Nifuratel

CAS#: 4936-47-4

Chemical Formula: C10H11N3O5S

Exact Mass: 285.0419

Molecular Weight: 285.27

Elemental Analysis: C, 42.10; H, 3.89; N, 14.73; O, 28.04; S, 11.24

Price and Availability

Size	Price	Availability
200mg	USD 250.00	2 Weeks
500mg	USD 450.00	2 Weeks
1g	USD 750.00	2 Weeks
5g	USD 1,650.00	2 Weeks
20g	USD 2,950.00	2 Weeks

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Synonym

Nifuratel; Macmiror; Magmilor; Nifuratelum; Omnes; Polmiror; Tydantil;

IUPAC/Chemical Name

5-(Methylsulfanylmethyl)-3-[(E)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one

InChi Key

SRQKTCXJCCHINN-NYYWCZLTSA-N

InChi Code

InChI=1S/C10H11N3O5S/c1-19-6-8-5-12(10(14)18-8)11-4-7-2-3-9(17-7)13(15)16/h2-4,8H,5-6H2,1H3/b11-4+

SMILES Code

O=C1OC(CSC)CN1/N=C/C2=CC=C([N+]([O-])=O)O2

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

Nifuratel(NF 113, SAP 113) is a broad antibacterial spectrum agent, which is used as an antibacterial, antifungal, and antiprotozoal (Trichomonas).

In vitro activity:

This study reports that nifuratel, an antiprotozoal and antifungal drug, is a potent inhibitor of STAT3. This study found that nifuratel significantly suppressed proliferation and induced apoptosis of gastric cancer cells. Studies of the mechanism of action of nifuratel indicated that it acts by inhibiting the constitutive and interleukin-6-induced STAT3 activation. Reference: Cancer Manag Res. 2017 Nov 1;9:565-572. https://pubmed.ncbi.nlm.nih.gov/29138596/

In vivo activity:

From the total of 1769 compounds, 12 hits with selective indices >35 were identified, and 4 of them were tested in vivo in a model of L. donovani visceral leishmaniasis. Nifuratel, a repurposed synthetic nitrofuran, when administered orally at 50 mg/kg bw once or twice a day for 10 days, caused >80% reduction in the parasitic load. Furthermore, the intralesional administration of nifuratel in a model of cutaneous leishmaniasis by L. major produced the parasitological cure. Reference: ACS Infect Dis. 2021 Aug 13;7(8):2390-2401. https://pubmed.ncbi.nlm.nih.gov/34114790/

	Solvent	mg/mL	mM	comments
Solubility
	DMSO	53.5	187.54

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 285.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Zheng H, Hong H, Zhang L, Cai X, Hu M, Cai Y, Zhou B, Lin J, Zhao C, Hu W. Nifuratel, a novel STAT3 inhibitor with potent activity against human gastric cancer cells. Cancer Manag Res. 2017 Nov 1;9:565-572. doi: 10.2147/CMAR.S146173. PMID: 29138596; PMCID: PMC5677376. 2. Domínguez-Asenjo B, Gutiérrez-Corbo C, Álvarez-Bardón M, Pérez-Pertejo Y, Balaña-Fouce R, Reguera RM. Ex Vivo Phenotypic Screening of Two Small Repurposing Drug Collections Identifies Nifuratel as a Potential New Treatment against Visceral and Cutaneous Leishmaniasis. ACS Infect Dis. 2021 Aug 13;7(8):2390-2401. doi: 10.1021/acsinfecdis.1c00139. Epub 2021 Jun 11. PMID: 34114790.

In vitro protocol:

In vivo protocol:

1. Domínguez-Asenjo B, Gutiérrez-Corbo C, Álvarez-Bardón M, Pérez-Pertejo Y, Balaña-Fouce R, Reguera RM. Ex Vivo Phenotypic Screening of Two Small Repurposing Drug Collections Identifies Nifuratel as a Potential New Treatment against Visceral and Cutaneous Leishmaniasis. ACS Infect Dis. 2021 Aug 13;7(8):2390-2401. doi: 10.1021/acsinfecdis.1c00139. Epub 2021 Jun 11. PMID: 34114790.

1: Polatti F. Bacterial vaginosis, Atopobium vaginae and nifuratel. Curr Clin Pharmacol. 2012 Feb 1;7(1):36-40. Review. PubMed PMID: 22082330; PubMed Central PMCID: PMC3362959. 2: Gordeeva LM. [Chemotherapy of lambliasis (literature survey)]. Med Parazitol (Mosk). 1976 Sep-Oct;45(5):593-602. Review. Russian. PubMed PMID: 799750.