Guaiazulene
[CAS# 489-84-9]

Identification

• Classification: API >> Synthetic anti-infective drugs >> Disinfectant antiseptic
• Name: Guaiazulene
• Synonyms: 7-Isopropyl-1,4-dimethylazulene; 1,4-Dimethyl-7-isopropylazulene
• Molecular Formula: C₁₅H₁₈
• Molecular Weight: 198.30
• CAS Registry Number: 489-84-9
• EC Number: 207-701-2
• SMILES: CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C

Properties

• Density: 0.976
• Melting point: 27-29 °C
• Boiling point: 153 °C (7 mmHg)
• Flash point: 113 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302
• Safety Statements: P264-P270-P301+P317-P330-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302

Discovery and Applications

Guaiazulene, a naturally occurring blue-violet hydrocarbon, was first identified in the essential oils of guaiac wood and chamomile. Its discovery dates back to the early 20th century when researchers were exploring plant-derived compounds for medicinal and aromatic purposes. Characterized by its vibrant color and unique aromatic properties, guaiazulene is a derivative of azulene, differing by a methyl group substitution. This compound quickly garnered interest due to its potential therapeutic and cosmetic applications.

Guaiazulene is widely used in the cosmetics industry for its soothing and anti-inflammatory properties. Its ability to calm irritated skin makes it a popular ingredient in products such as creams, lotions, and ointments designed for sensitive or damaged skin. Additionally, its distinctive blue color is often utilized in hair dyes and other cosmetic formulations to achieve specific aesthetic effects.

In the pharmaceutical field, guaiazulene is valued for its anti-inflammatory, antioxidant, and wound-healing properties. It is included in formulations to treat conditions such as eczema, dermatitis, and minor burns. The compound's ability to promote tissue regeneration and reduce inflammation makes it a valuable component in topical medications aimed at enhancing skin repair and recovery.

Due to its pleasant aroma, guaiazulene is used in aromatherapy and the production of essential oils. Its scent is believed to have calming and stress-relieving effects, making it a favored choice for use in diffusers, massage oils, and scented candles. The combination of its therapeutic and aromatic benefits enhances the overall wellness experience for users.

Guaiazulene's vibrant blue color is also leveraged in various industrial applications as a natural dye. It is used in the formulation of inks, textiles, and even food products, although its primary usage remains within the cosmetic and pharmaceutical sectors. The non-toxic nature of guaiazulene makes it a safe alternative to synthetic dyes.

In scientific research, guaiazulene serves as a model compound for studying the properties of azulene derivatives. Its unique structure and chemical behavior provide insights into the development of new azulene-based materials and drugs. Researchers explore its potential in various chemical reactions and its role in the synthesis of novel compounds with enhanced properties.

References

2024. Naturally occurring small molecules with dual effect upon inflammatory signaling pathways and endoplasmic reticulum stress response. Journal of Physiology and Biochemistry.
DOI: PMC11074028

2024. Natural Activators of Autophagy. Biochemistry. Biokhimiia.
DOI: 38467543

1948. Azulenes. Fortschritte der Chemie organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products / Progrès Dans La Chimie Des Substances Organiques Naturelles.
DOI: 10.1007/978-3-7091-7179-0_3