Acitretin

Structural formula
General
Non-proprietary name	Acitretin
other names	(2 E , 4 E , 6 E , 8 E ) -9- (4-Methoxy-2,3,6-trimethylphenyl) -3,7-dimethylnona-2,4,6,8-tetraenoic acid ( IUPAC )
Molecular formula	C 21 H 26 O 3
External identifiers / databases
CAS number 55079-83-9 925701-88-8 ( sodium salt ) EC number 259-474-4 ECHA InfoCard 100.054.050 PubChem 5284513 ChemSpider 4447573 DrugBank DB00459 Wikidata Q341500
Drug information
ATC code	D05 BB02
Drug class	Retinoids
Mechanism of action	Control of cell growth and maturation of corneal cells
properties
Molar mass	326.4 g mol −1
Physical state	firmly
Melting point	228-230 ° C
pK s value	4.2
solubility	0.00007 g l −1 in water at 25 ° C
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS labeling of hazardous substances danger H and P phrases H: 315-319-360-410 P: 201-273-305 + 351 + 338-308 + 313-501
Toxicological data	> 4000 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Acitretin is a retinoid that is used as a drug in the treatment of psoriasis and other skin conditions .

chemistry

Acitretin is the non-proprietary name (INN) for (2 E , 4 E , 6 E , 8 E ) -9- (4-methoxy-2,3,6-trimethylphenyl) -3,7-dimethylnona-2,4,6, 8-tetraenoic acid (according to IUPAC ). It is an analogue of tretinoin (all- trans retinoic acid).

Mode of action

Acitretin is used in drugs against psoriasis, but is also used for cornification disorders or other skin diseases. Acitretin acts on and controls the growth of cells and the maturation of corneal cells. Acitretin also affects the immune responses that take place in the dermis . It is precisely these two mechanisms that are subject to changes in psoriasis. The active ingredient is used when an external treatment does not work satisfactorily.

Finished medicinal products

Acicutan (D), Neotigason (A, D, CH and others), Soriatane (USA, CDN)

Individual evidence

1. ↑ ^{a b c d e} Data sheet Acitretin, ≥98.0% (HPLC) from Sigma-Aldrich , accessed on September 16, 2012 ( PDF ).
2. ^ Entry on Acitretin at ChemicalBook , accessed September 14, 2012.
3. ^ Entry on acitretin in the Hazardous Substances Data Bank , accessed September 14, 2012.
4. ↑ ^{a b} Entry on acitretin in Flexikon , a Wiki of the DocCheck company , accessed on September 14, 2012.
5. ^ Entry on acitretin in Pharmawiki , accessed on September 14, 2012.
6. ↑ Acitretin at onmeda ( Memento from March 9, 2012 in the Internet Archive ). Retrieved September 14, 2012.