Azelaic acid
SIAL/11480 - technical, ~85% (GC)
Synonym: Nonanedioic acid
CAS Number: 123-99-9
Empirical Formula (Hill Notation): C9H16O4
Molecular Weight: 188.22
EC Number: 204-669-1
MDL Number: MFCD00004432
Linear Formula: HO2C(CH2)7CO2H
Product Type: Chemical
| assay | ~85% (GC) |
| bp | 286 °C/100 mmHg (lit.) |
| functional group | carboxylic acid |
| grade | technical |
| InChI | 1S/C9H16O4/c10-8(11)6-4-2 |
| InChI key | BDJRBEYXGGNYIS-UHFFFAOYSA |
| mp | 109-111 °C (lit.) |
| Quality Level | 200  |
| SMILES string | OC(=O)CCCCCCCC(O)=O |
| vapor density | 6.5 (vs air) |
| vapor pressure | <1 mmHg ( 20 °C) |
| 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. |
| 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. |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H319 |
| Precautionary statements | P305 + P351 + P338 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | 410.0 °F - closed cup |
| Flash Point(C) | 210 °C - closed cup |
| Purity | ~85% (GC) |
| bp | 286 °C/100 mmHg (lit.) |
| mp | 109-111 °C (lit.) |
| UNSPSC | 12352100 |