Tazarotene

Tazarotene is a retinoid prodrug of tazarotenic acid (Cay-21367). It is metabolized by esterases in vivo to its active free acid form. Tazarotene (1 µM) inhibits proliferation of and collagen synthesis by human dermal fibroblasts in vitro. It also downregulates markers of keratinocyte differentiation, keratinocyte proliferation, and inflammation and upregulates tazarotene-induced gene 1 (TIG1) and TIG2 in patient-derived psoriatic lesion samples following topical administration. Tazarotene (0.1% per day, topical) induces complete reduction in skin utricle diameter in the Rhino mouse, which is a model used to test retinoid activity because its skin contains keratinized pilosebaceous structures. It also decreases basal cell carcinoma number and size in a Ptch1+/- mouse model of ultraviolet- or ionizing radiation-induced skin cancer when administered topically at a dose of 0.1% per day. Formulations containing tazarotene have been used in the treatment of psoriasis, acne, and sun-damaged skin.Formal Name: 6-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-3-pyridinecarboxylic acid, ethyl ester. CAS Number: 118292-40-3. Synonyms: AGN 190168. Molecular Formula: C21H21NO2S. Formula Weight: 351.5. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS(pH 7.2) (1:4): 0.2 mg/ml. lambdamax: 259, 352 nm. SMILES: O=C(OCC)C1=CC=C(C#CC2=CC(C(C)(C)CCS3)=C3C=C2)N=C1. InChi Code: InChI=1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15-6-10-19-18(13-15)21(2,3)11-12-25-19/h6-7,9-10,13-14H,4,11-12H2,1-3H3. InChi Key: OGQICQVSFDPSEI-UHFFFAOYSA-N.