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Merck
CN

95054

Azelaic acid

analytical standard

Synonym(s):

Nonanedioic acid

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About This Item

Linear Formula:
HO2C(CH2)7CO2H
CAS Number:
Molecular Weight:
188.22
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
204-669-1
Beilstein/REAXYS Number:
1101094
MDL number:
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InChI key

BDJRBEYXGGNYIS-UHFFFAOYSA-N

InChI

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

SMILES string

OC(=O)CCCCCCCC(O)=O

grade

analytical standard

vapor density

6.5 (vs air)

vapor pressure

<1 mmHg ( 20 °C)

assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤0.5% water

bp

286 °C/100 mmHg (lit.)

mp

106-112 °C, 109-111 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

Quality Level

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General description

Azelaic acid (heptane-l,7-dicarboxylic acid), a dicarboxylic saturated acid, is an active component of some topical anti-acne preparations. It is reportedly identified in cosmetics and pharmaceuticals. Azelaic acid is found to suppress the growth of Propionibacterium spp. and reduce keratinization.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

Azelaic acid may be used as an analytical reference standard for the quantification of the analyte in the following:
  • Tobacco using gas chromatography coupled to mass spectrometry (GC-MS).
  • Topical preparations using reversed-phase liquid chromatographic (LC) with UV-Vis detection.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Exclamation mark

signalword

Warning

hcodes

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


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Syntheses and QSAR studies of sorbic, cinnamic and ricinoleic acid derivatives as potential antibacterial agents
Narasimhan B, et al.
Indian Journal of Chemistry, 42B, 2828-2834 (2003)
Simultaneous determination of azelaic and benzoic acids in topical preparations by liquid chromatography
Mansour MA and Ibrahiem MM
Chromatographia, 55(7-8), 435-437 (2002)
Simultaneous determination of non?volatile, semi?volatile, and volatile organic acids in tobacco by SIM?Scan mode GC?MS
Wang B, et al.
Journal of Separation Science, 31(4), 721-726 (2008)
Dongdong Zhang et al.
Oxidative medicine and cellular longevity, 2020, 1295984-1295984 (2021-01-12)
Acute myeloid leukemia (AML) is a hematological malignancy with a poor prognosis attributed to elevated reactive oxygen species (ROS) levels. Thus, agents that inhibit ROS generation in AML should be exploited. Azelaic acid (AZA), a small molecular compound, can scavenge
Diane Thiboutot
Journal of drugs in dermatology : JDD, 7(1), 13-16 (2008-02-06)
Azelaic acid (AzA) 15% gel is approved for the treatment of rosacea in the US, but also has approval for the treatment of acne vulgaris in many European countries where it has demonstrated success. Two randomized, multicenter, controlled clinical trials

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