Climbazole

Base Information

• Chemical Name: Climbazole
• CAS No.: 38083-17-9
• Molecular Formula: C15H17ClN2O2
• Molecular Weight: 292.765
• Hs Code.: DERIVATION
• European Community (EC) Number: 253-775-4
• NSC Number: 759808
• UNII: 9N42CW7I54
• DSSTox Substance ID: DTXSID6046555
• Nikkaji Number: J19.421B
• Wikipedia: Climbazole
• Wikidata: Q629373
• NCI Thesaurus Code: C78033
• RXCUI: 191566
• Pharos Ligand ID: 16KLHBSNUQYS
• Metabolomics Workbench ID: 155551
• ChEMBL ID: CHEMBL1437764
• Mol file: 38083-17-9.mol

Synonyms:1-(p-chlorophenoxy)-1-imidazol-1-yl-3,3-dimethyl-2-butanone;climbazole

Chemical Property of Climbazole

Chemical Property:

• Appearance/Colour: off-white to pale yellow crystalline powder
• Vapor Pressure: 3.34E-08mmHg at 25°C
• Melting Point: 96-100 °C
• Refractive Index: 1.56
• Boiling Point: 447.5 °C at 760 mmHg
• PKA: 5.66±0.22(Predicted)
• Flash Point: 224.4 °C
• PSA: 44.12000
• Density: 1.17 g/cm³
• LogP: 3.72930
• Storage Temp.: -20°C Freezer
• Solubility.: Insoluble in water
• Water Solubility.: 58mg/L at 25℃
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 292.0978555
• Heavy Atom Count: 20
• Complexity: 335

Purity/Quality:

98% ^*data from raw suppliers

Climbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C(=O)C(N1C=CN=C1)OC2=CC=C(C=C2)Cl
• 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.
• 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.

Technology Process of Climbazole

There total 2 articles about Climbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

1H-imidazole (288-32-4) + 1-(4-chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one (57000-78-9) → climbazole (38083-17-9)

Guidance literature:

With N,N-dimethylbenzamide; In toluene; at 100 - 110 ℃; for 4h; Solvent; Large scale;

Reference yield:

→ climbazole (38083-17-9)

Guidance literature:

Reference yield: 72.0%

Ethyl 4-bromobenzoate (5798-75-4) + climbazole (38083-17-9) → ethyl 4-(1-(1-(4-chlorophenoxy)-3,3-dimethyl-2-oxobutyl)-1H-imidazol-5-yl)benzoate

Guidance literature:

With potassium acetate; palladium diacetate; at 150 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b01469

upstream raw materials:

1H-imidazole

1-(4-chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one

Downstream raw materials:

1-(4'-chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethyl-2-hydroxy-butane

Refernces

• 1、 -. "NOVEL NEISSERIA MENINGITIDIS SEROGROUP Y OLIGOMER AND PROCESS FOR SYNTHESIZING THEREOF". Paragraph 0048; 0061; 0064; 0067; 0070; 0073. . Retrieved 2018/04/03.