MC3181

For research use only. Not for therapeutic Use.

  • CAT Number: I031643
  • Molecular Formula: C12H15N3O6S
  • Molecular Weight: 329.33
  • Purity: 98%
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MC3181 (Cat No.: I031643) is a novel small-molecule inhibitor with potent anti-inflammatory and anticancer properties. It targets key signaling pathways involved in cell proliferation, immune modulation, and tumor progression. MC3181 has shown promise in preclinical studies for treating inflammatory skin disorders, such as psoriasis, by modulating cytokine production and keratinocyte function. Additionally, it is being explored for its potential in oncology research due to its ability to suppress aberrant cell growth. Its high specificity and bioavailability make it a valuable tool in drug discovery and biomedical research.


Synonyms

MC3181; MC 3181; MC-3181;

Molecular Formula C12H15N3O6S
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name 2-(2-(2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)ethoxy)ethoxy)ethan-1-ol
InChI InChI=1S/C12H15N3O6S/c16-3-4-19-5-6-20-7-8-22-10-2-1-9(15(17)18)11-12(10)14-21-13-11/h1-2,16H,3-8H2
InChIKey HBUVTZWKAJNMMO-UHFFFAOYSA-N
SMILES OCCOCCOCCSC1=CC=C([N+]([O-])=O)C2=NON=C21
Reference

1: Di Paolo V, Fulci C, Rotili D, De Luca A, Tomassi S, Serra M, Scimeca M, Geroni C, Quintieri L, Caccuri AM. Characterization of water-soluble esters of nitrobenzoxadiazole-based GSTP1-1 inhibitors for cancer treatment. Biochem Pharmacol. 2020 Aug;178:114060. doi: 10.1016/j.bcp.2020.114060. Epub 2020 May 29. PMID: 32473836.
2: Sciarretta F, Fulci C, Palumbo C, Rotili D, Tentori L, Graziani G, Caccuri AM. Effects of Glutathione Transferase-Targeting Nitrobenzoxadiazole Compounds in Relation to PD-L1 Status in Human Melanoma Cells. Chemotherapy. 2019;64(3):138-145. doi: 10.1159/000503339. Epub 2019 Oct 22. PMID: 31639786.
3: De Luca A, Carpanese D, Rapanotti MC, Viguria TM, Forgione MA, Rotili D, Fulci C, Iorio E, Quintieri L, Chimenti S, Bianchi L, Rosato A, Caccuri AM. The nitrobenzoxadiazole derivative MC3181 blocks melanoma invasion and metastasis. Oncotarget. 2017 Feb 28;8(9):15520-15538. doi: 10.18632/oncotarget.14690. PMID: 28107182; PMCID: PMC5362503.
4: Palumbo C, De Luca A, Rosato N, Forgione M, Rotili D, Caccuri AM. c-Jun N-terminal kinase activation by nitrobenzoxadiazoles leads to late-stage autophagy inhibition. J Transl Med. 2016 Feb 4;14:37. doi: 10.1186/s12967-016-0796-x. PMID: 26847645; PMCID: PMC4743117.
5: Graziani G, Artuso S, De Luca A, Muzi A, Rotili D, Scimeca M, Atzori MG, Ceci C, Mai A, Leonetti C, Levati L, Bonanno E, Tentori L, Caccuri AM. A new water soluble MAPK activator exerts antitumor activity in melanoma cells resistant to the BRAF inhibitor vemurafenib. Biochem Pharmacol. 2015 May 1;95(1):16-27. doi: 10.1016/j.bcp.2015.03.004. Epub 2015 Mar 17. PMID: 25795251.
6: De Luca A, Rotili D, Carpanese D, Lenoci A, Calderan L, Scimeca M, Mai A, Bonanno E, Rosato A, Geroni C, Quintieri L, Caccuri AM. A novel orally active water-soluble inhibitor of human glutathione transferase exerts a potent and selective antitumor activity against human melanoma xenografts. Oncotarget. 2015 Feb 28;6(6):4126-43. doi: 10.18632/oncotarget.2798. PMID: 25595904; PMCID: PMC4414177.

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