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Submit ReviewTasquinimod
Description: High affinity HDAC4 negative allosteric modulator; also binds S100A9; antiangiogenic
Chemical Name: 1,2-dihydro-4-hydroxy-5-methoxy-N,1-dimethyl-2-oxo-N-[4-(trifluoromethyl)phenyl]-3-quinolinecarboxamide
Purity: ≥98% (HPLC)
Biological Activity for Tasquinimod
Tasquinimod is a high affinity negative allosteric modulator of HDAC4 (Kd = 10 - 30 nM). Binds the regulatory Zn2+ binding domain of HDAC4. Suppresses hypoxia-induced decrease in histone acetylation in human prostate cancer cells in vitro. Also binds S100A9. Antiangiogenic. Inhibits endothelial sprouting in vitro and growth of prostate tumor xenografts in nude mice. Orally bioavailable.
Compound Libraries for Tasquinimod
Tasquinimod is also offered as part of the Tocriscreen Antiviral Library and Tocriscreen Epigenetics Library. Find out more about compound libraries available from Tocris.
Technical Data for Tasquinimod
| M. Wt | 406.36 |
| Formula | C20H17F3N2O4 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 254964-60-8 |
| PubChem ID | 54682876 |
| InChI Key | ONDYALNGTUAJDX-UHFFFAOYSA-N |
| Smiles | COC1=C2C(O)=C(C(=O)N(C)C3=CC=C(C=C3)C(F)(F)F)C(=O)N(C)C2=CC=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Tasquinimod
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 40.64 | 100 | |
| ethanol | 8.13 | 20 |
Preparing Stock Solutions for Tasquinimod
The following data is based on the product molecular weight 406.36. 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 | 2.46 mL | 12.3 mL | 24.61 mL |
| 5 mM | 0.49 mL | 2.46 mL | 4.92 mL |
| 10 mM | 0.25 mL | 1.23 mL | 2.46 mL |
| 50 mM | 0.05 mL | 0.25 mL | 0.49 mL |
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Product Datasheets for Tasquinimod
References for Tasquinimod
References are publications that support the biological activity of the product.
Isaacs et al (2013) Tasquinimod is an allosteric modulator of HDAC4 survival signaling within the compromised cancer microenvironment. Cancer Res. 73 1386 PMID: 23149916
Isaacs et al (2014) Anti-cancer potency of Tasquinimod is enhanced via albumin-binding facilitating increased uptake in the tumor microenvironment. Oncotarget 5 8093 PMID: 25193858
If you know of a relevant reference for Tasquinimod, please let us know.
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Keywords: Tasquinimod, Tasquinimod supplier, High, affinity, HDAC4, histone, deacetylase, negative, allosteric, modulators, modulates, NAM, orally, bioavailable, antiangiogenic, binds, S100A9, Class, II, HDACs, 7051, Tocris Bioscience
Citations for Tasquinimod
Citations are publications that use Tocris products.
Currently there are no citations for Tasquinimod. Do you know of a great paper that uses Tasquinimod from Tocris? Please let us know.
Reviews for Tasquinimod
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Epigenetics Scientific Review
Written by Susanne Müller-Knapp and Peter J. Brown, this review gives an overview of the development of chemical probes for epigenetic targets, as well as the impact of these tool compounds being made available to the scientific community. In addition, their biological effects are also discussed. Epigenetic compounds available from Tocris are listed.
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Epigenetics in Cancer Poster
This poster summarizes the main epigenetic targets in cancer. The dysregulation of epigenetic modifications has been shown to result in oncogenesis and cancer progression. Unlike genetic mutations, epigenetic alterations are considered to be reversible and thus make promising therapeutic targets.
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Rheumatoid arthritis (RA) is a chronic destructive inflammatory autoimmune disease that results from a breakdown in immune tolerance, for reasons that are as yet unknown. This poster summarizes the pathology of RA and the inflammatory processes involved, as well as describing some of the epigenetic modifications associated with the disease and the potential for targeting these changes in the discovery of new treatments.