Azelaic acid

• CAS: 123-99-9
• Catalog Number: ACM-MO-123999
• Category: Material of Cosmetics; Carboxylic Acid Monomers
• Molecular Weight: 188.22 g/mol
• Molecular Formula: C9H16O4
• Description: Azelaic acid is a synthetic dicarboxylic acid that is commonly used in the treatment of acne and rosacea. It is also sometimes prescribed for other skin conditions, such as hyperpigmentation and melasma.; Azelaic acid works by inhibiting the growth of acne-causing bacteria on the skin, reducing inflammation, and helping to unclog pores. It is also a mild exfoliant, which helps to remove dead skin cells and improve skin texture.
• Synonyms: Finacea
• 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
• Melting Point: 98 °C
• Flash Point: 215 °C
• Density: 1.029 g/cm³
• Solubility: Soluble in hot water, alcohol, organic solvents
• Appearance: White Powder
• Application: 1. Treatment of Acne: Azelaic Acid is commonly used as a topical treatment for mild to moderate acne. It works by reducing the growth of bacteria that causes acne, and it also helps to unclog pores and reduce inflammation.; 2. Treatment of Rosacea: Azelaic Acid also has anti-inflammatory properties that make it an effective treatment for rosacea, a chronic skin condition that causes facial redness, swelling, and tiny bumps. It helps to reduce inflammation and redness in the affected areas.; 3. Hyperpigmentation: Azelaic Acid is effective to treat hyperpigmentation, a condition where patches of skin become darker than the surrounding skin. It inhibits the enzyme responsible for the production of melanin, the pigment that gives color to the skin.; 4. Skin Lightening: Azelaic Acid is also used in skin lightening products as it effectively reduces the production of melanin that makes skin color darker.; 5. Hair Loss: Azelaic Acid has been shown to be effective in treating pattern baldness or androgenetic alopecia. It works by inhibiting the production of DHT, a hormone that is responsible for hair loss.; 6. Anti-aging: Azelaic Acid stimulates collagen production, which helps to reduce fine lines and wrinkles, making it a useful ingredient in anti-aging products.
• Storage: Cool, dry place.
• Assay: 98%
• Color/Form: Monoclinic prismatic needles;Yellowish to white crystalline powder;Leaflets or needles
• Complexity: 147
• Covalently-Bonded Unit Count: 1
• EC Number: 204-669-1
• Exact Mass: 188.10485899
• Features And Benefits: 1. Reduces the appearance of acne; 2. Decreases hyperpigmentation; 3. Helps improve skin texture; 4. Has anti-inflammatory properties; 5. Reduces the growth of bacteria on the skin; 6. Helps minimize the appearance of fine lines and wrinkles; 7. May improve rosacea symptoms.
• Formal Charge: 0
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Heavy Atom Count: 13
• LogP: 1.57 (LogP);log Kow = 1.57;1.57
• MDL Number: MFCD00004432
• Monoisotopic Mass: 188.10485899
• NACRES: NA.23
• NSC Number: 757406;19493
• Other Experimental: BP: 365 °C (decomposes);Distills above 360 °C with partial anhydride formation. BP: 286.5 °C at 100 mm Hg; 265 °C at 50 mm Hg; 237 °C at 15 mm Hg; 225 dg C at 10 mm Hg;Specific gravity: 1.0291 at 110.6 °C/4 °C;pK (25 °C): 4.53; 5.33;Liquid, specific gravity: 1.0026 at 20 °C/4 °C, mp: -3.9 °C, bp: 140 deg at 8 mm Hg /Dimethyl ester/;Henry's Law constant = 2.23X10-11 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 9.83X10-12 cu cm/molec-sec at 25 °C (est)
• Physical State: Solid
• pKa: pK1: 4.53, pK2: 5.33
• PubChem ID: 24278221
• Quality Level: 200
• Refractive Index: 1.4303
• Rotatable Bond Count: 8
• Specific Gravity: 1.029
• Topological Polar Surface Area: 74.6 Ų
• UNII: F2VW3D43YT
• Vapor Density: 6.5 (vs air)
• Vapor Pressure: <1 mmHg ( 20 °C)
• XLogP3: 1.6

Custom Q&A

What is azelaic acid derived from?

Azelaic acid is derived from grains like wheat, barley, and rye.

What are the beneficial properties of azelaic acid?

Azelaic acid has the ability to exfoliate the skin, unclog pores, reduce keratin production, and possesses anti-inflammatory and antioxidant properties.

What skin concerns is azelaic acid effective in treating?

Azelaic acid is effective in treating acne, improving skin texture, reducing redness, and hyperpigmentation.

What forms can azelaic acid be found in?

Azelaic acid can be found in creams, serums, and spot treatments.

What is the chemical formula of azelaic acid?

The chemical formula of azelaic acid is C9H16O4.

What are the uses of azelaic acid in hair care?

Azelaic acid is used to address conditions like dandruff and scalp inflammation in hair care products. It helps combat dandruff-causing fungi, soothe irritated scalps, and regulate sebum production.

How is azelaic acid produced?

Azelaic acid is produced through a chemical reaction called ozonolysis, which involves the reaction of oleic acid with ozone in the presence of a catalyst.

Is azelaic acid safe for topical use?

Azelaic acid is generally considered safe for topical use when used as directed and within recommended concentrations. Patch testing is advisable for individuals with sensitive skin.

What has research shown about the effectiveness of azelaic acid for treating rosacea and melasma?

Research has shown that azelaic acid is effective for reducing inflammatory lesions, erythema, and melasma. It has been compared to hydroquinone and found to be more effective in some studies.

What are the solubility challenges of azelaic acid in cosmetic formulations?

Azelaic acid is poorly soluble in water and common organic solvents. Formulations using glycols, polyglycols, glycerin, and polyglyceryl derivatives are recommended to obtain stable cosmetic products with a high dosage of azelaic acid.