tazarotene

Also known as AGN-190168, Tazorac®, Zorac®, Tazaroteno, Tazarotenum

Tazarotene, sold under the brand name Tazorac, among others, is a third-generation prescription topical retinoid. It is primarily used for the treatment of plaque psoriasis and acne. Tazarotene is also used as a therapeutic for photoaged and photodamaged skin. It is a member of the acetylenic class of retinoids.

Key facts

Drug.image: Tazarotene.png
Drug.image_class: skin-invert-image
Drug.alt: Skeletal formula of tazarotene
Drug.width: 240
Drug.image2: Tazarotene-3D-spacefill.png
Drug.image_class2: bg-transparent
Drug.alt2: Space-filling model of the tazarotene molecule
Drug.tradename: Tazorac, Arazlo, Fabior, others
Drug.MedlinePlus: a616052
Drug.DailyMedID: Tazarotene
Drug.routes_of_administration: Topical
Drug.ATC_prefix: D05
Drug.ATC_suffix: AX05
Drug.ATC_supplemental: (combination with ulobetasol)
Drug.legal_CA: Rx-only
Drug.legal_CA_comment: /Schedule D
Drug.legal_US: Rx-only
Drug.legal_status: Rx-only

via Wikipedia infobox

Chemical data

Formula: C21H21NO2S
Molecular weight: 351.5 g/mol
IUPAC name: ethyl 6-[2-(4,4-dimethyl-2,3-dihydrothiochromen-6-yl)ethynyl]pyridine-3-carboxylate
SMILES: CCOC(=O)C1=CN=C(C=C1)C#CC2=CC3=C(C=C2)SCCC3(C)C
InChIKey: OGQICQVSFDPSEI-UHFFFAOYSA-N
XLogP: 4.9
Polar surface area: 64.5 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1997
Admin. routes: topical
Indications: acne, psoriasis, skin disease, Cutaneous T-cell lymphoma

via ChEMBL · EBI

Research

752 papers

Tazarotene.2006
Tazarotene.Drugs · 1998
Tazarotene 0.045% Lotion: A Novel Retinoid Formulation.The Annals of pharmacotherapy · 2022
GelMA/PEGDA microneedles patch loaded with HUVECs-derived exosomes and Tazarotene promote diabetic wound healing.Journal of nanobiotechnology · 2022
Pharmacokinetics of tazarotene and acitretin in psoriasis.Expert opinion on drug metabolism & toxicology · 2018

via PubMed

Wikidata facts

Mass: 351.1293
Has use: medication

Show 6 more facts

chemical formula: C₂₁H₂₁NO₂S
medical condition treated: psoriasis
canonical SMILES: CCOC(=O)C1=CN=C(C=C1)C#CC2=CC3=C(C=C2)SCCC3(C)C
World Health Organisation international non-proprietary name: tazarotene
subject has role: teratogen
Commons category: Tazarotene

Sources (5)

via Wikidata · CC0

~6 min read

Encyclopedic overview

12 sections

Contents

Medical uses
Available forms
Contraindications
Pregnancy
Adverse effects
Pharmacology
Mechanism of action
Pharmacokinetics
Synthesis
Research
Melanoma
References

Tazarotene was approved for medical use in 1997 and is available as a generic medication.

Excerpted from Wikipedia’s “tazarotene” article, available under the CC BY-SA 4.0 licence.

Gallery (3)

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