Niclosamide . ethanolamine

Specifications / Handling

More Information
Product Details
Synonyms	Niclosamide-olamine; Clonitralide; Bayluscide; BAY-6076; HL2448; Mollutox; 2',5-Dichloro-4'-nitro-salicylanilide 2-aminoethanol salt
Product Type	Chemical
Properties
Formula	C₁₃H₈Cl₂N₂O₄ . C₂H₇NO
MW	327.1 . 61.1
Merck Index	14: 6519
CAS	1420-04-8
RTECS	VN8575000
Purity Chemicals	≥98%
Appearance	Yellow to brown solid.
Solubility	Soluble in DMSO (30mg/ml), dimethylformamide or 100% ethanol. Sparingly soluble in water.
InChi Key	XYCDHXSQODHSLG-UHFFFAOYSA-N
Smiles	OC1=CC=C(Cl)C=C1C(NC2=CC=C([N+]([O-])=O)C=C2Cl)=O.NCCO
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry. Protect from moisture and oxygen.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

With slightly better solubility properties compared to Niclosamide (Prod. No. AG-CR1-3643).
Antihelminthic, molluscicide and trypanocidal agent that inhibits mitochondrial oxidative phosphorylation and anaerobic ATP production.
Anticancer agent with antiproliferative activity in a broad spectrum of cancer cells. Targets and inhibits multiple signaling pathways, including STAT3, NF-kB, Wnt/β-catenin, Notch and mTORC1.
Shown to block TNF-α-induced IκBα phosphorylation, translocation of p65 and the expression of NF-κB-regulated genes and elevates reactive oxygen species (ROS) levels.
Promotes Frizzled1 internalization, down-regulates the expression of Dishevelled-2 protein and inhibits β-catenin stabilization.
Inhibits mTORC1 but not mTORC2 signaling in cells maintained in nutrient-rich conditions.
Cell permeable selective STAT3 inhibitor (IC₅₀=0.25μM). Inhibits the activation, nuclear translocation and transactivation of STAT3. Selective over STAT1, STAT5, JAK1, JAK2 and Src kinases.
Induces cell cycle arrest, growth inhibition, autophagy and apoptosis.
Inhibits S100A4 (Metastasin-1)-induced metastasis in vivo.
Inhibits androgen receptor (AR) splice variants.
Anti-inflammatory compound.
Quorum sensing inhibitor.
Broad-spectrum antiviral agent that targets acidified endosomes. Has been shown to inhibit replication of SARS and is a potential candidate to treat SARS-CoV-2 (COVID-19) infections.
Antiobesity and antidiabetic agent. Positive allosteric neuropetide Y₄receptor ligand and increases energy expenditure and lipid metabolism through mitochondrial uncoupling.

Product References

The effect of sublethal concentrations of the molluscicide niclosamide on the infectivity of Schistosoma mansoni cercariae: A.M. Ghandour & G. Webbe; J. Helminthol. 49, 245 (1975)
Inhibition of Severe Acute Respiratory Syndrome Coronavirus Replication by Niclosamide: C.J. Wu, et al.; Antimicrob. Agents Chemother. 48, 2693 (2004)
In vitro trypanocidal activity of the anti-helminthic drug niclosamide: K. Merschjohann & D. Steverding; Exp. Parasitol. 118, 637 (2008)
The anti-helminthic niclosamide inhibits Wnt/Frizzled1 signaling: M. Chen, et al.; Biochem. 48, 10267 (2009)
Screen for chemical modulators of autophagy reveals novel therapeutic inhibitors of mTORC1 signaling: A.D. Balgi, et al.; PLoS One 4, e7124 (2009)
Identification of niclosamide as a new small-molecule inhibitor of the STAT3 signaling pathway: X. Ren, et al.; ACS Med. Chem. Lett. 1, 454 (2010)
Antineoplastic mechanisms of niclosamide in acute myelogenous leukemia stem cells: inactivation of the NF-kappaB pathway and generation of reactive oxygen species: Y. Jin, et al.; Cancer Res. 70, 2516 (2010)
Niclosamide: an established antihelminthic drug as a potential therapy against S100A4-mediated metastatic colon tumors: D.M. Helfman; J. Natl. Cancer Inst. 103, 991 (2011)
Niclosamide induces mitochondria fragmentation and promotes both apoptotic and autophagic cell death: S.J. Park, et al.; BMB Rep. 44, 517 (2011)
Niclosamide suppresses cancer cell growth by inducing Wnt co-receptor LRP6 degradation and inhibiting the Wnt/β-catenin pathway: W. Lu, et al.; PLoS One 6, e29290 (2011)
Niclosamide, an old antihelminthic agent, demonstrates antitumor activity by blocking multiple signaling pathways of cancer stem cells: J.X. Pan, et al.; Chin. J. Cancer 31, 178 (2012) (Review)
Niclosamide is a proton carrier and targets acidic endosomes with broad antiviral effects: A. Jurgeit, et al.; PLoS Pathog. 8, e1002976 (2012)
New life for an old drug: the anthelmintic drug niclosamide inhibits Pseudomonas aeruginosa quorum sensing: F. Imperi, et al.; Antimicrob. Agents Chemother. 57, 996 (2013)
The anthelmintic drug niclosamide induces apoptosis, impairs metastasis and reduces immunosuppressive cells in breast cancer model: T. Ye, et al.; PLoS One 9, e85887 (2014)
Multi-targeted therapy of cancer by niclosamide: A new application for an old drug: Y. Li, et al.; Cancer Lett. 349, 8 (2014) (Review)
Niclosamide inhibits androgen receptor variants expression and overcomes enzalutamide resistance in castration-resistant prostate cancer: C. Liu, et al.; Clin. Cancer Res. 20, 3198 (2014)
Niclosamide ethanolamine-induced mild mitochondrial uncoupling improves diabetic symptoms in mice: H. Tao, et al.; Nat. Med. 20, 1263 (2014)
Niclosamide inhibits the inflammatory and angiogenic activation of human umbilical vein endothelial cells: M. Huang, et al.; Inflamm. Res. 64, 1023 (2015)
Discovery of small-molecule modulators of the human Y4 receptor: G. Sliwoski, et al.; PLoS One 11, e0157146 (2016)
Broad Spectrum Antiviral Agent Niclosamide and Its Therapeutic Potential: J. Xu, et al.; ACS Infect. Dis. (Epub ahead of print) (2020) (Review)

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