Climbazole

CAS Number:

38083-17-9

Chemical Name: 

Climbazole. Also known as 1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethylbutan-2-one 

Molecular Formula:

C15H17ClN2O2

Molecular Weight:

292.76 g/mol

Common Form:

White to off-white or pale yellow crystalline powder

EC Number:

253-775-4

Uses:

Climbazole is a broad-spectrum antifungal agent primarily used in personal care products and topical treatments. Its chemical structure and properties are similar to other azole fungicides such as ketoconazole, clotrimazole, and miconazole .

 

Primary Applications:

 

· Anti-Dandruff & Scalp Treatments: The most common application. Highly effective against Malassezia spp. (formerly Pityrosporum ovale), the fungus that plays a key role in the pathogenesis of dandruff and seborrheic dermatitis . Used in shampoos, conditioners, and scalp tonics.

· Cosmetic Preservative: Acts as a preservative in personal care products to prevent microbial growth and ensure formulation stability .

· Topical Antifungal Treatments: Used to treat human fungal skin infections such as eczema and dermatophytosis .

· Veterinary Medicine: Employed in pet care products to manage fungal infections in animals .

· Industrial Applications: Used in coatings and plastics to provide protection against fungal contamination, enhancing product durability in humid environments .

What does Climbazole do in a formulation?

  • Antifungal Agent: Kills and stops the growth of fungi by inhibiting sterol demethylation (ergosterol biosynthesis inhibitor), thereby destroying the fungal cell membrane .
  • Preservative: Prevents microbial contamination and extends the shelf life of cosmetic and personal care products .
  • Biofilm Disruptor: Inhibits fungal biofilm formation, enhancing its efficacy against persistent fungal infections.
  • Keratinocyte Modulator: Increases expression of cornified envelope proteins in primary keratinocytes, contributing to improved skin barrier function .

 

Safety Profile:

· Hazard Classification: Harmful if swallowed (H302) . Causes skin irritation and serious eye irritation . Not classified as flammable in pure form .

· Skin/Eye Contact: Irritating to skin and eyes. Causes severe eye irritation. In case of contact, flush immediately with plenty of water for at least 15 minutes .

· Inhalation: Harmful if inhaled. May cause respiratory tract irritation. Remove to fresh air .

· Ingestion: Harmful if swallowed. Do not induce vomiting; seek medical attention .

· Environmental Impact: Moderately toxic to fish and honeybees. Can be persistent in soil systems, especially in biosolid-amended soils . Potential environmental contaminant .

· Required PPE: Safety goggles, chemical-resistant gloves, dust mask (N95). Use in well-ventilated areas .

· Storage Conditions: Store at +2 to +8 °C (refrigerated) . Protect from light and moisture. Keep container tightly closed .

· Shelf Life: 24 months when stored properly under recommended conditions.

Technical profile:

PropertyValues
AppearanceWhite to off-white or pale yellow crystalline powder
Purity≥ 98% (HPLC, titration)
Melting Point95.5 - 100 °C (range across sources)
Boiling Point260 °C  to 412 °C  (decomposes before boiling at atmospheric pressure)
Density1.17 - 1.32 g/cm³
Solubility in WaterLow solubility - 8.28 mg/L at 20°C
Solubility in OrganicsMiscible in isopropanol and cyclohexane; 550 mg/L in benzyl alcohol
Log P (Octanol-Water Partition Coefficient)3.76  to 3.7  - High lipophilicity
pKa7.5 at 25°C
Flash Point100 °C  to 224.4 °C
XLogP3-AA3.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Topological Polar Surface Area44.1 Ų
FRAC Mode of Action Class3 (Sterol Demethylation Inhibitor)
Common Commercial NamesCrinipan AD, Baypival, Baysan