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Chemical Structure| 118292-41-4 Chemical Structure| 118292-41-4

Structure of Tazarotenic acid
CAS No.: 118292-41-4

Chemical Structure| 118292-41-4

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Tazarotenic Acid is the principle active metabolite of Tazarotene. It is a potent and selective agonist of RAR.

Synonyms: AGN 190299

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Product Citations

Product Citations

Sharvari M. Kshirsagar ; Nisha Shrestha ; Thomas Kipping ; Ajay K. Banga ;

Abstract: is a widely prescribed topical retinoid for acne vulgaris and plaque psoriasis and is associated with skin irritation, dryness, flaking, and photosensitivity. In vitro permeation of was studied across the dermatomed human and full-thickness porcine skin. The conversion of to the active form was studied in various skin models. Tazarotene-loaded nanoparticles were prepared using the nanoprecipitation technique to target skin and hair follicles effectively. The effect of formulation and processing variables on nanoparticle properties, such as particle size and drug loading, was investigated. The optimized nanoparticle batches with particle size <500 µm were characterized further for FT-IR analysis, which indicated no interactions between and . Scanning electron microscopy analysis showed uniform, spherical, and non-agglomerated nanoparticles. In vitro release study using a dialysis membrane indicated a sustained release of 40–70 % for different batches over 36 h, following a diffusion-based release mechanism based on the Higuchi model. In vitro permeation testing (IVPT) in full-thickness porcine skin showed significantly enhanced follicular and skin delivery from nanoparticles compared to solution. The presence of in the skin from nanoparticles indicated the effectiveness of nanoparticle formulations in retaining bioconversion ability and targeting follicular delivery.

Keywords: ; ; nanoparticles ; follicular delivery ; acne ; psoriasis ; tape stripping ; skin

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Product Details of Tazarotenic acid

CAS No. :118292-41-4
Formula : C19H17NO2S
M.W : 323.41
SMILES Code : O=C(O)C1=CN=C(C#CC2=CC(C(C)(C)CCS3)=C3C=C2)C=C1
Synonyms :
AGN 190299
MDL No. :MFCD00872121
InChI Key :IQIBKLWBVJPOQO-UHFFFAOYSA-N
Pubchem ID :147525

Safety of Tazarotenic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
MCF-7 cells 1 nM to 100 µM 24 hours To evaluate the effect of compounds on MCF-7 cell growth. Results showed that tazarotenic acid, efaproxiral, and bezafibrate promoted cell proliferation, with EC50 values of 5.6 nM, 21 nM, and 14 nM, respectively. J Enzyme Inhib Med Chem. 2021 Dec;36(1):377-383.
INS-1 832/13 β-cells 1–100 nM 5 minutes To evaluate the effect of compounds on insulin secretion. Results showed that tazarotenic acid, efaproxiral, and bezafibrate significantly increased insulin secretion at nanomolar concentrations, with EC50 values of 5.73 nM, 14.2 nM, and 13.5 nM, respectively. J Enzyme Inhib Med Chem. 2021 Dec;36(1):377-383.

Protocol

Bio Calculators
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1 mM

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3.09mL

0.62mL

0.31mL

15.46mL

3.09mL

1.55mL

30.92mL

6.18mL

3.09mL

 

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