Azelaic acid

Product Information

Molecular Formula:
C9H16O4
Molecular Weight:
188.22
Description
Azelaic acid is a naturally occurring saturated binary carboxylic acid containing nine carbon atoms, which is an important medium and long chain dibasic acid. Azelaic acid has been used in cosmetics for a long time. It has the function of inhibiting excessive secretion of oil, removing acne and freckles, and whitening skin, and it is very safe.
Synonyms
Finacea; Anchoic acid; Azelex; Lepargylic acid; 1,7-Heptanedicarboxylic acid; Skinoren; 1,9-Nonanedioic acid; Heptanedicarboxylic acid; n-Nonanedioic acid; AZA
IUPAC Name
nonanedioic acid
Canonical SMILES
C(CCCC(=O)O)CCCC(=O)O
InChI
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
Boiling Point
286°C at 100 mmHg
Melting Point
98°C
Flash Point
210 °C (closed cup)
Purity
>95%
Density
1.029 g/cm3
Solubility
Soluble in DMSO
Appearance
White Powder
Application
Azelaic acid could be produced by ozone cracking of unsaturated fatty acid and is commonly used in grease, cosmetics and pharmaceuticals.
Storage
Store at RT
Refractive Index
1.4303
LogP
1.88630
Vapor Pressure
0.00000001 [mmHg]
Henry's Law Constant
2.23X10-11 atm-cu m/mol at 25 °C (est)
Dissociation Constants
4.55 (at 25 °C)

Safety Information

Hazards
H319:
Causes serious eye irritation.
Precautionary Statement
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362
Signal Word
Warning

Computed Properties

XLogP3
1.6
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
8
Exact Mass
188.10485899 g/mol
Monoisotopic Mass
188.10485899 g/mol
Topological Polar Surface Area
74.6Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
147
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
EP-3763769-A1 Method for preparing copolyamide resin and copolyamide hot-melt yarn 2020-11-09
US-10934384-B1 Polyurethane elastomer compositions, and processes thereof 2020-09-09
US-10934385-B1 Polyurethane elastomers, bio-additive foam compositions 2020-09-09
US-10980756-B1 Methods of treatment 2020-03-16
US-11028217-B1 Thermoplastic polyurethane compositions comprising nitro-substituted polyester diols 2020-03-13
EP-3842409-A1 Method and system for refining long chain dicarboxylic acid 2019-12-24
US-2021188756-A1 Method and system for refining long chain dicarboxylic acid 2019-12-24
EP-3842472-A1 Process for producing a concentrated aqueous solution of a salt of a diamine and dicarboxylic acid 2019-12-23
US-2021187361-A1 Golf ball 2019-12-23
US-2021189124-A1 Polyamide molding compounds for hypochlorite-resistant applications 2019-12-23

Literatures

PMID Publication Date Title Journal
22898471 2013-07-01 Increased autoimmune responses against auto-epitopes modified by oxidative and nitrosative damage in depression: implications for the pathways to chronic depression and neuroprogression Journal of affective disorders
23571415 2013-06-01 Structure-based identification of OATP1B1/3 inhibitors Molecular pharmacology
22920095 2012-12-01 Newer approaches to the treatment of acne vulgaris American journal of clinical dermatology
22849351 2012-10-01 Management of acne scarring, part II: a comparative review of non-laser-based, minimally invasive approaches American journal of clinical dermatology
22822212 2012-09-01 Lipid profiling of the Arabidopsis hypersensitive response reveals specific lipid peroxidation and fragmentation processes: biogenesis of pimelic and azelaic acid Plant physiology
22111946 2012-08-01 Effect of ionization and vehicle on skin absorption and penetration of azelaic acid Drug development and industrial pharmacy
22747347 2012-07-17 Kinetic studies of heterogeneous reactions of polycyclic aromatic hydrocarbon aerosols with NO₃ radicals Environmental science & technology
22385469 2012-07-01 An abietane diterpenoid is a potent activator of systemic acquired resistance The Plant journal : for cell and molecular biology
22772611 2012-07-01 Newer and upcoming therapies for melasma Indian journal of dermatology, venereology and leprology
22777226 2012-07-01 Optimal management of papulopustular rosacea: rationale for combination therapy Journal of drugs in dermatology : JDD
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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