Biological Activity
Receptor-selective acetylenic retinoid; binds at retinoid acid receptors (RAR) -β and -γ. Topically used for the treatment of skin disorders, particularly psoriasis and acne. Implicated in the treatment of basal cell carcinomas; induces upregulation of Bax in vivo. Exhibits antiproliferative and proapoptotic activity. Upregulates TIGs (Tazarotene-induced genes), including the cell adhesion molecule TIG1 and the tumor-suppressor TIG3.
Technical Data
| M. Wt | 351.46 |
| Formula | C21H21NO2S |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 118292-40-3 |
| PubChem ID | 5381 |
| InChI Key | OGQICQVSFDPSEI-UHFFFAOYSA-N |
| Smiles | CC1(C)C2=C(C=CC(C#CC3=NC=C(C(OCC)=O)C=C3)=C2)SCC1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 35.15 | 100 | |
| ethanol | 17.57 | 50 |
Preparing Stock Solutions
The following data is based on the product molecular weight 351.46. Batch specific molecular weights may vary from batch to batch due to solvent 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 | 2.85 mL | 14.23 mL | 28.45 mL |
| 5 mM | 0.57 mL | 2.85 mL | 5.69 mL |
| 10 mM | 0.28 mL | 1.42 mL | 2.85 mL |
| 50 mM | 0.06 mL | 0.28 mL | 0.57 mL |
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References
References are publications that support the products' biological activity.
Higuchi et al (2003) Induction of TIG3, a putative class II tumor suppressor gene, by retinoic acid in head and neck and lungcarcinoma cells and its association with suppression of the transformed phenotype. Oncogene 22 4627 PMID: 12879006
Orlandi et al (2004) Evidence of increased apoptosis and reduced proliferation in basal cell carcinomas treated with Tazarotene. J.Invest.Dermatol. 122 1037 PMID: 15102095
Son et al (2009) Expression and mutation analysis of TIG1 (Tazarotene-induced gene 1) in human gastric cancer. Oncol.Res. 17 571 PMID: 19806788
Keywords: Tazarotene, supplier, receptor-selective, retinoid, RARbeta, RARgamma, retinoic, acid, receptor, treats, skin, conditions, Retinoic, Acid, Receptors, Retinoic, Acid, Receptors, Tocris Bioscience
