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11480

Azelaic acid

technical, ~85% (GC)

Synonym(s):

Nonanedioic acid

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About This Item

Linear Formula:
HO2C(CH2)7CO2H
CAS Number:
123-99-9
Molecular Weight:
188.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329749451
EC Number:
204-669-1
Beilstein/REAXYS Number:
1101094
MDL number:
MFCD00004432
Assay:
~85% (GC)
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vapor density

6.5 (vs air)

Quality Segment

vapor pressure

<1 mmHg ( 20 °C)

grade

technical

assay

~85% (GC)

bp

286 °C/100 mmHg (lit.)

mp

109-111 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)CCCCCCCC(O)=O

InChI

1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)

InChI key

BDJRBEYXGGNYIS-UHFFFAOYSA-N

General description

Azelaic acid (Nonanedioic acid) is a naturally occurring saturated, nonphenolic compound isolated from cultures Pityrosporum ovale. It is a therapeutic agent with well-known antibacterial properties.

Application

  • A phase 3 randomized, double-blind, vehicle-controlled trial of azelaic acid foam 15% in the treatment of papulopustular rosacea: This study evaluates the efficacy and safety of a 15% azelaic acid foam in treating rosacea, demonstrating significant improvements in disease severity (Draelos et al., 2015).
  • Comparison of the characteristics of transfersomes and protransfersomes containing azelaic acid: This research compares the properties of transfersome formulations with azelaic acid, highlighting their potential for enhanced delivery in dermatological applications (Rahmi and Pangesti, 2018).
  • Enhancing the bioconversion of azelaic acid to its derivatives by response surface methodology: This article discusses optimizing the production of azelaic acid derivatives, which are crucial for cosmetic and pharmaceutical applications (Khairudin et al., 2018).
  • Azelaic acid: a bio-based building block for biodegradable polymers: The study explores azelaic acid as a sustainable precursor for producing biodegradable polymers, pertinent to material science (Todea et al., 2021).
  • Preparation and evaluation of azelaic acid topical microemulsion formulation: in vitro and in vivo study: This research presents a microemulsion formulation of azelaic acid, assessing its stability and skin permeability, critical for topical therapeutic applications (Hung et al., 2021).

Biochem/physiol Actions

Azelaic acid is a potent inhibitor of 5α-reductase activity. It is a reversible competitive inhibitor of thioredoxin reductase in human melanoma cells.

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Codes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

WGK

WGK 1

Flash Point (°F)

410.0 °F - closed cup

Flash Point (°C)

210 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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