Azelaic acid

  • Nonanedioic
  • 1.7 heptanedicarboxylic

D10AX03

White crystalline solid

Anti-acne preparations

Fixed

1.23 g · cm -3

98-102 ° C

237 ° C (20 hPa)

  • PKS1 = 4.53
  • PKa2 = 5.40

Sparingly soluble in water (2.4 g · l-1 at 20 ° C)

Attention

Template: Infobox chemical / molecular formula search available

Azelaic acid ( nonanedioic, 1,7- heptanedicarboxylic ) is a chemical compound of the homologous series of dicarboxylic acids. Its salts and esters hot azelates.

Properties

As a dibasic acid it dissociates in water in two protolysis. There are three polymorphic forms, which are divided into α, β and γ.

Representation

Azelaic acid can be prepared by oxidation with potassium permanganate of castor oil. In this case, first, the castor oil is hydrolysed to ricinoleic acid, which is then oxidized to azelaic acid.

Use

Azelaic acid is used as a pharmaceutical agent in the topical treatment of acne and rosacea. There are 20 - % cream and 15 - % strength gel formulations used. Azelainsäurepräparate require a prescription. The diester with 2-ethylhexanol is used as a plasticizer for plastics.

CAS registry number PubChem Anatomical Therapeutic Chemical Classification System Dangerous Substances Directive (67/548/EEC) Active ingredient
94460
de