Adapalene
Structural formula | ||||||||||||||||||||||
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General | ||||||||||||||||||||||
Non-proprietary name | Adapalene | |||||||||||||||||||||
other names |
6- [3- (1-Adamantyl) -4-methoxyphenyl] -naphthalene-2-carboxylic acid |
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Molecular formula | C 28 H 28 O 3 | |||||||||||||||||||||
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Drug information | ||||||||||||||||||||||
ATC code | ||||||||||||||||||||||
Drug class |
polyaromatic retinoid |
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properties | ||||||||||||||||||||||
Molar mass | 412.52 g · mol -1 | |||||||||||||||||||||
Physical state |
firmly |
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Melting point |
314 ° C |
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safety instructions | ||||||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Adapalene is a synthetic naphthoic acid - derivative and retinoids assigned to third-generation (polyaromatic retinoids).
operation area
Adapalen is used topically in acne therapy . It is approved as a drug in Europe, Australia, and North America; Gel and cream preparations are offered. For improved efficacy in acne vulgaris one was gel formulation in combination with benzoyl peroxide developed.
Effects
Adapalen has a comedolytic and anti-inflammatory effect . Clinical studies have shown a faster onset of action compared to tretinoin, while at the same time being better tolerated. This is a particularly high affinity to the retinoid - receptors in the duct of the sebaceous gland follicle explained.
Side effects
Reddening of the skin, a feeling of warmth, dehydration and itching can occur.
Interactions
A combination with the common antibiotics used in acne treatment, especially erythromycin and clindamycin , has so far not shown any interactions . In contrast to other retinoids, adapalene is photostable, non- phototoxic and also non-photosensitizing.
pregnancy and breast feeding period
Systemic absorption of significant amounts of active ingredient through the skin is not to be expected. However, it is not recommended to use it during pregnancy and breastfeeding , as the safety has not yet been adequately investigated.
Trade names
Differin (D, A, CH), Dipalen (D)
Epiduo (D, A, CH)
Individual evidence
- ↑ Entry on adapalene. In: Römpp Online . Georg Thieme Verlag, accessed on December 28, 2014.
- ↑ a b Adapalene data sheet from Sigma-Aldrich , accessed on May 12, 2011 ( PDF ).
- ↑ DM Thiboutot, J. Weiss, A. Bucko, L. Eichenfield, T. Jones, S. Clark, Y. Liu, M. Graeber, S. Kang; Adapalene-BPO Study Group: Adapalene-benzoyl peroxide, a fixed-dose combination for the treatment of acne vulgaris: results of a multicenter, randomized double-blind, controlled study. In: J Am Acad Dermatol. 57 (5), Nov 2007, pp. 791-799. Epub 2007 Jul 26. PMID 17655969 .
- ↑ Entry on adapalene. In: Römpp Online . Georg Thieme Verlag, accessed on February 3, 2019.
- ↑ ROTE LISTE 2017, Verlag Rote Liste Service GmbH, Frankfurt am Main, ISBN 978-3-946057-10-9 , p. 158.