123-99-9 Azelaic acid AKSci J99480
 
 
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  J99480    AKSci Bulk Reagent
Azelaic acid
, 95%
 
Nonanedioic acid




IDENTITY
CAS Number:123-99-9
MDL Number:MFCD00004432
MF:C9H16O4
MW:188.22
EINECS:204-669-1
BRN:1101094
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:95%
Physical Form (at 20°C):Solid
Melting Point:98-103°C
Boiling Point:360°C
Flash Point:215°C
Density:1.22
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

REVIEW

 The exact mechanism of action of azelaic acid is not known. It is thought that azelaic acid manifests its antibacterial effects by inhibiting the synthesis of cellular protein in anaerobic and aerobic bacteria, especially Staphylococcus epidermidis and Propionibacterium acnes. In aerobic bacteria, azelaic acid reversibly inhibits several oxidoreductive enzymes including tyrosinase, mitochondrial enzymes of the respiratory chain, thioredoxin reductase, 5-alpha-reductase, and DNA polymerases. In anaerobic bacteria, azelaic acid impedes glycolysis. Along with these actions, azelaic acid also improves acne vulgaris by normalizing the keratin process and decreasing microcomedo formation. Azelaic acid may be effective against both inflamed and noninflamed lesions. Azelaic acid's antimicrobial action may be attributable to inhibition of microbial cellular protein synthesis. Specifically, azelaic acid reduces the thickness of the stratum corneum, shrinks keratohyalin granules by reducing the amount and distribution of filaggrin (a component of keratohyalin) in epidermal layers, and lowers the number of keratohyalin granules.

REFERENCES
[1]Koeckritz, Angela; Martin, Andreas Synthesis of azelaic acid from vegetable oil-based feedstocks European Journal of Lipid Science and Technology (2011), 113(1), 83-91.
[2] Breathnach AS, Nazzaro-Porro M, Passi S.Azelaic acid.Br J Dermatol. 1984 Jul;111(1):115-20.
[3] Nazzaro-Porro M.Azelaic acid.J Am Acad Dermatol. 1987 Dec;17(6):1033-41.
[4] Passi S, Picardo M, Mingrone G, Breathnach AS, Nazzaro-Porro M. Azelaic acid--biochemistry and metabolism.Acta Derm Venereol Suppl (Stockh). 1989;143:8-13.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501


Current as of April 20, 2024


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⚠️
All products are for research and development use only, not for any other uses, and must be handled by technically-qualified persons.

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CATEGORIES

 APIs and Bioactives > Dermatology


PubChem