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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:
123-99-9
Molecular Weight:
188.22
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329770414
EC Number:
204-669-1
Beilstein/REAXYS Number:
1101094
MDL number:
MFCD00004432

Key Documents

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Product Name

Azelaic acid, analytical standard

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

100

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Application

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

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6471
BCCM5986
BCCH0071
BCCF7961
BCCD1103

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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)
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)
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
Zoe Diana Draelos
Cutis, 77(2 Suppl), 7-11 (2006-03-29)
When first approved in December 2002, 15% azelaic acid (AzA) gel represented a significant advance over the available 20% AzA cream. Although a smaller amount of AzA was present in the new formulation, the gel medium provided a highly effective
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