azelaic acid

Also 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 Å²

~6 min read

Article

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