Home > Compound List > Product Information
Adapalene_Molecular_structure_CAS_106685-40-9)
Click picture or here to close

Adapalene

Catalog No. DB00210 Name DrugBank
CAS Number 106685-40-9 Website http://www.ualberta.ca/
M. F. C28H28O3 Telephone (780) 492-3111
M. W. 412.52012 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 95

SYNONYMS

IUPAC name
6-[3-(adamantan-1-yl)-4-methoxyphenyl]naphthalene-2-carboxylic acid
IUPAC Traditional name
differin
Brand Name
Differin
Adaferin
Synonyms
Adapaleno [INN-Spanish]
Adapalenum [INN-Latin]

DATABASE IDS

PubChem CID 60164
CAS Number 106685-40-9
PubChem SID 46505019

PROPERTIES

Hydrophobicity(logP) 8.6
Solubility Practically Insoluble

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Adapalene is a topical retinoid primarily used in the treatment of acne and is also used (off-label) to treat keratosis pilaris as well as other skin conditions. It is currently marketed by Galderma under the trade names Differin in some countries, and Adaferin in India. [Wikipedia]
Indication For the topical treatment of comedo, papular and pustular acne (acne vulgaris) of the face, chest or back.
Pharmacology Adapalene is a chemically stable retinoid-like compound. Biochemical and pharmacological profile studies have demonstrated that adapalene is a modulator of cellular differentiation, keratinization, and inflammatory processes all of which represent important features in the pathology of acne vulgaris.
Toxicity The acute oral toxicity of adapalene in mice and rats is greater than 10 mL/kg. Chronic ingestion of the drug may lead to the same side effects as those associated with excessive oral intake of Vitamin A.
Affected Organisms
Humans and other mammals
Biotransformation Metabolized mainly by O-demethylation, hydroxylation and conjugation, and excretion is primarily by the biliary route.
Absorption Absorption of adapalene through human skin is low. Only trace amounts (<0.25 ng/mL) of parent substance have been found in the plasma of acne patients following chronic topical application of adapalene in controlled clinical trials
Elimination Excretion appears to be primarily by the biliary route.
References
Rolewski SL: Clinical review: topical retinoids. Dermatol Nurs. 2003 Oct;15(5):447-50, 459-65. [Pubmed]
External Links
Wikipedia
RxList
PDRhealth
Drugs.com

REFERENCES

  • Rolewski SL: Clinical review: topical retinoids. Dermatol Nurs. 2003 Oct;15(5):447-50, 459-65. Pubmed