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246379

Sigma-Aldrich

Azelaic acid

98%

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
Beilstein:
1101094
EC Number:
204-669-1
MDL number:
MFCD00004432
UNSPSC Code:
12162002
PubChem Substance ID:
24278221
NACRES:
NA.23

vapor density

6.5 (vs air)

Quality Level

200

vapor pressure

<1 mmHg ( 20 °C)

Assay

98%

form

powder

bp

286 °C/100 mmHg (lit.)

mp

109-111 °C (lit.)

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

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General description

Azelaic acid is an important monomer in the synthesis of various polymers. The presence of two carboxylic acid groups enables azelaic acid to act as a monomer for polycondensation reactions, leading to the formation of polyesters and other polymeric materials. Additionally, it is also used to prepare azelaic acid-based plasticizers to improve the mechanical properties of PVC, making them suitable for various applications, including films, coatings, and flexible products.

Application

Azelaic acid can be used:
  • As a bio-based monomer in the development of biodegradable polymers. These polymers are explored for a range of applications, including packaging materials, agricultural films, and other products where biodegradability is a key requirement.
  • As a crucial component in the synthesis of biodegradable copolyester plasticizers for PVC applications.
  • As a monomer in the synthesizing poly(glycerol azelaic acid) for tissue engineering applications. Its contributions to biocompatibility, mechanical properties, degradation behavior, and hydrophilicity make it an essential building block for developing advanced biomaterials aimed at enhancing tissue regeneration processes. In drug delivery systems, azelaic acid may play a role in the synthesis of polymers or other compounds used in drug delivery, potentially enhancing medication effectiveness through improved solubility or stability.
  • In skincare products.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

410.0 °F - closed cup

Flash Point(C)

210 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

246379-VAR:
246379-100G:
246379-BULK:
246379-25KG:
246379-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF0140V
WXBF1830V
WXBF1605V
WXBD6695V
WXBD1400V

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Seyed Dariush Taherzade et al.
Nanomaterials (Basel, Switzerland), 10(12) (2020-12-02)
Combined therapies emerge as an interesting tool to overcome limitations of traditional pharmacological treatments (efficiency, side effects). Among other materials, metal-organic frameworks (MOFs) offer versatilities for the accommodation of multiple and complementary active pharmaceutical ingredients (APIs): accessible large porosity, availability
Maria Zoeller et al.
Plant physiology, 160(1), 365-378 (2012-07-24)
Lipid peroxidation (LPO) is induced by a variety of abiotic and biotic stresses. Although LPO is involved in diverse signaling processes, little is known about the oxidation mechanisms and major lipid targets. A systematic lipidomics analysis of LPO in the
Vaneeta M Sheth et al.
Journal of the American Academy of Dermatology, 65(4), 699-714 (2011-09-17)
Several methods of treatment are available to patients with melasma. First-line therapy usually consists of topical compounds that affect the pigment production pathway, broad-spectrum photoprotection, and camouflage. Second-line therapy often consists of the addition of chemical peels, although these must
Nicola Castellucci et al.
Amino acids, 41(3), 609-620 (2011-04-14)
A small library of stereoisomeric pseudopeptides able to make gels in different solvents has been prepared and their attitude to make gels in the presence of several metal ions was evaluated. Four benzyl esters and four carboxylic acids, all containing
Rosemarie H Liu et al.
Archives of dermatology, 142(8), 1047-1052 (2006-08-23)
To evaluate the clinical efficacy of topical 20% azelaic acid cream and 15% azelaic acid gel compared with their respective vehicles and metronidazole gel in the treatment of papulopustular rosacea. Electronic searches of MEDLINE, EMBASE, BIOSIS, and SciSearch through July
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