Structure via PubChem · Public domain (PubChem)
azelaic acid
Sign in to saveAlso known as Azelex®, Finacea®, ZK-62498, Azelate, Nonanedioic acid azelaic acid, Nonanedioic acid homopolymer, Azelainic acid, Emerox 1110
chemical compound
Key facts
- Medlineplus
- a603020
- License data
- United States</span>"}]]}'>US DailyMed : Azelaic acid
- Comptox dashboard u s environmental prot
- DTXSID8021640
- Echa infocard
- 100.004.246
via Wikipedia infobox
Chemical data
- Formula
- C9H16O4
- Molecular weight
- 188.22 g/mol
- IUPAC name
- nonanedioic acid
- SMILES
- C(CCCC(=O)O)CCCC(=O)O
- InChIKey
- BDJRBEYXGGNYIS-UHFFFAOYSA-N
- XLogP
- 1.6
- Polar surface area
- 74.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
1,120 papers- The versatility of azelaic acid in dermatology.The Journal of dermatological treatment · 2022
- Azelaic Acid: Mechanisms of Action and Clinical Applications.Clinical, cosmetic and investigational dermatology · 2024
- Topical azelaic acid, salicylic acid, nicotinamide, sulphur, zinc and fruit acid (alpha-hydroxy acid) for acne.The Cochrane database of systematic reviews · 2020
- Azelaic Acid.2006
- Azelaic acid.Journal of the American Academy of Dermatology · 1987
via PubMed
~6 min read
Encyclopedic overview
Azelaic acid (AzA), or nonanedioic acid, is an organic compound with the formula HOOC(CH2)7COOH. This saturated dicarboxylic acid exists as a white powder. It is found in wheat, rye, and barley. It is a precursor to diverse industrial products including polymers and plasticizers, as well as being a component of several hair and skin conditioners. In medicine, topical formulations of AzA are used in the treatment of acne vulgaris, where they exert antimicrobial and keratolytic effects that reduce clogged hair follicles and inflammation. In plants, AzA functions as a mobile signaling molecule that primes systemic acquired resistance against pathogens by inducing the accumulation of salicylic acid. AzA also inhibits tyrosinase.
Production
Excerpted from Wikipedia’s “azelaic acid” article, available under the CC BY-SA 4.0 licence.