Lanoconazole

Base Information

• Chemical Name: Lanoconazole
• CAS No.: 101530-10-3
• Deprecated CAS: 153222-93-6
• Molecular Formula: C14H10ClN3S2
• Molecular Weight: 319.839
• European Community (EC) Number: 635-180-5,941-710-9
• UNII: 4E7858311F
• Nikkaji Number: J436.913K,J3.085.745C
• Wikidata: Q27259479
• NCI Thesaurus Code: C81504
• ChEMBL ID: CHEMBL1555126
• Mol file: 101530-10-3.mol

Synonyms:(4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene)-1-imidazolylacetonitrile;lanoconazole;latoconazole;latoconazole, (E)-isomer;latoconazole, (Z)-isomer;NND 318;NND-318

Chemical Property of Lanoconazole

Chemical Property:

• Appearance/Colour: Light-yellow crystals
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 141.5oC
• Refractive Index: 1.725
• Boiling Point: 477.6oC at 760 mmHg
• PKA: 3.76±0.10(Predicted)
• Flash Point: 242.6oC
• PSA: 92.21000
• Density: 1.43 g/cm3
• LogP: 4.40748
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 319.0004674
• Heavy Atom Count: 20
• Complexity: 445

Purity/Quality:

99% ^*data from raw suppliers

Lanoconazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(SC(=C(C#N)N2C=CN=C2)S1)C3=CC=CC=C3Cl
• Isomeric SMILES: C1C(S/C(=C(\C#N)/N2C=CN=C2)/S1)C3=CC=CC=C3Cl
• Recent NIPH Clinical Trials: Clinical research about the change factors for amount of drug in stratum corneum(lanoconazole cream, solution)
• Description: Lanoconazole is a potent antifungal imidazole launched in Japan for the treatment of dermal mycoses. Lanoconazole is reported to be an inhibitor of ergosterol biosynthesis thus altering the ultra structure of the cell wall. It exhibits potent antifungal activity against a wide range of pathogenic fungi including yeast, dermatophytes, dermatiaceous fungi, dimorphic fungi, Aspergihs spp., Penici//ium spp., and Candida spp., being particularly active against Trichophyton spp.. It is considerably more potent than other agents of the same family such as bifonazole and clotrimazole. Clinical efficacy was demonstrated by remarkable improvements in skin symptoms of the patients with tinea pedis, tinea corporis and cruis, candidiasis or tinea versicolor.
• Uses: Antifungal. Antifungal

Technology Process of Lanoconazole

There total 3 articles about Lanoconazole 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: 38.0%

potassium hydroxide (1310-58-3) + 1-chloro-2-(1,2-dichloroethyl) benzene + 1-cyanomethylimidazole (98873-55-3) → lanoconazole (101530-10-3,153222-93-6)

Guidance literature:

With carbon disulfide; dimethyl sulfoxide; In water;

Reference yield: 20.0%

potassium hydroxide (1310-58-3) + 1,2-dibromo-1-(2’-chlorophenyl)ethane + 1-cyanomethylimidazole (98873-55-3) → lanoconazole (101530-10-3,153222-93-6)

Guidance literature:

With carbon disulfide; dimethyl sulfoxide; In water;

Reference yield:

→ lanoconazole (101530-10-3,153222-93-6)

Guidance literature:

upstream raw materials:

potassium hydroxide

1-cyanomethylimidazole

Refernces

• 1、 -. "Ketene S,S-acetal derivative, a process for manufacturing thereof and a method for curing mycosis by administering it". . . Retrieved 2008/06/13.