38083-17-9

Basic information

• Product Name: Climbazole
• Synonyms: 1-(4-Chloro-phenoxy)-1-(2,5-dihydro-imidazole-1-yl)-3,3-dimethyl-butan-2-one;1-(4-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethylbutanone;1-(p-chlorophenoxy)-3,3-dimethyl-1-(1-imidazolyl)-2-butanon;1-(p-chlorophenoxy)-3,3-dimethyl-1-(1-imidazolyl)-2-Butanone;bay-e6975;baypival;RadixAsteris;1-(4-clorophenoxy)-3,3-dimethyl-1-(imidazole-1-yl)-2-butanone
• CAS NO: 38083-17-9
• Molecular Formula: C₁₅H₁₇ClN₂O₂
• Molecular Weight: 292.76
• EINECS: 253-775-4
• Product Categories: Pesticide;Alpha sort;C;CAlphabetic;CI - CLPesticides;Conazoles;Fungicides;Pesticides&Metabolites;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 38083-17-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 96-100°C
• Boiling Point: 447.5 °C at 760 mmHg
• Flash Point: 224.4 °C
• Appearance: off-white to pale yellow crystalline powder
• Density: 1.17 g/cm³
• Vapor Pressure: 3.34E-08mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: -20°C Freezer
• Solubility: Insoluble in water
• PKA: 5.66±0.22(Predicted)
• Water Solubility: 58mg/L at 25℃
• BRN: 618020
• CAS DataBase Reference: Climbazole(CAS DataBase Reference)
• NIST Chemistry Reference: Climbazole(38083-17-9)
• EPA Substance Registry System: Climbazole(38083-17-9)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61
• RIDADR: UN 3077
• WGK Germany: 3
• RTECS: EL7085000
• Hazardous Substances Data: 38083-17-9(Hazardous Substances Data)

Usage

Risks to the environment

Climbazole (CBZ) is an emerging recalcitrant contaminant in wastewater, which has severe toxic effects on aquatic organisms.

Description

(±)-Climbazole is an imidazole antifungal agent. It inhibits the growth of C. albicans (MIC = 0.29 μg/ml), as well as clinical isolates of M. pachydermatis (MICs = <0.06-1 μg/ml) and M. furfur (MICs = <0.06-0.5 μg/ml) in vitro. It also reduces the size of Malassezia populations on the skin of naturally infected dogs when used at a dose of 2% in shampoo. (±)-Climbazole (80 mg/kg) increases the levels of cytochrome P450 in rat liver. Formulations containing climbazole have been used in the treatment of dandruff.

Chemical Properties

White Solid

Uses

Climbazole is an imidazole antifungal agent that can provide anti-dandruff benefits when incorporated into a shampoo matrix. s assay and did not induce micronuclei in human lymphocytes.

Hazard

Moderately toxic by ingestion. Low toxicity by skin contact.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C15H17ClN2O2/c1-15(2,3)13(19)14(18-9-8-17-10-18)20-12-6-4-11(16)5-7-12/h4-10,14H,1-3H3

Upstream product

• 288-32-4 1H-imidazole 
• 57000-78-9 1-(4-chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one 

Downstream Products

• 55362-18-0 1-(4'-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-2-hydroxy-butane 

Relevant articles and documents

Preparation method of climbazole

The invention discloses a preparation method of climbazole. According to the method, toluene, chloroetherketone, imidazole and a catalyst, serving as raw materials, react under 100 DEG C to 110 DEG Cfor 4 hours while the temperature is kept, and then the climbazole with the purity being up to 99 percent is prepared by methods, such as crystallization, purification, alkaline wash and recrystallization. Through a lot of experiments, the invention screens out the best climbazole preparation method, the whole process design is reasonable, the process is easy and efficient to operate, in particular, the best reaction conditions screened out, which include catalyst variety, reaction solvent, reaction temperature, reaction time and steps, such as crude reaction of methylbenzene and the climbazole, and alkaline wash thereof, can greatly increase reaction yield (up to 92 percent or above), side reaction is reduced, the reaction rate is increased, the production cost is greatly reduced, and therefore the preparation method of the climbazole has a good application prospect.