Sertaconazole nitrate

Base Information

• Chemical Name: Sertaconazole nitrate
• CAS No.: 99592-39-9
• Molecular Formula: C20H15Cl3N2OS^.HNO3
• Molecular Weight: 500.79
• Hs Code.: 2934999090
• UNII: 1DV05410M5
• DSSTox Substance ID: DTXSID2045529
• Wikidata: Q27252298
• NCI Thesaurus Code: C47716
• RXCUI: 236601
• Pharos Ligand ID: UDUS9BFYJWA3
• ChEMBL ID: CHEMBL1200725
• Mol file: 99592-39-9.mol

Synonyms:Dermofix;Dermoseptic;Ginedermofix;Mykosert;sertaconazole;sertaconazole mononitrate;sertaconazole nitrate;Zalain

Chemical Property of Sertaconazole nitrate

Chemical Property:

• Melting Point: 158-160°
• Boiling Point: 614.1 °C at 760 mmHg
• PKA: pKb: 7.26(at 25℃)
• Flash Point: 325.2 °C
• PSA: 121.34000
• LogP: 7.19160
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble20mg/mL, clear
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 498.992710
• Heavy Atom Count: 31
• Complexity: 513

Purity/Quality:

99% ^*data from raw suppliers

Sertaconazole nitrate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)SC=C2COC(CN3C=CN=C3)C4=C(C=C(C=C4)Cl)Cl.[N+](=O)(O)[O-]
• Description: Sertaconazole nitrate is a new broad spectrum imidazole antifungal agent introduced in a topical formulation for the treatment of cutaneous infections. Its mechanism of action is the inhibition of ergosterol synthesis and interference with the permeability of fungus cell membranes. An oral formulation is currently under investigation for the treatment of bucco-pharyngeal fungal infections.
• Uses: Antibacterial;ergosterol synthesis inhibitor

Technology Process of Sertaconazole nitrate

There total 4 articles about Sertaconazole nitrate 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: 95.7%

3-Bromomethyl-7-chlorobenzothiophene (17512-61-7) + 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol (24155-42-8) → sertaconazole nitrate (99592-39-9)

Guidance literature:

3-Bromomethyl-7-chlorobenzothiophene; 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol; With tetrabutyl-ammonium chloride; sodium hydroxide; In water; toluene; at 80 ℃; for 4h;

With nitric acid;

Reference yield: 93.9%

1-[2-(7-chlorobenzo[b]thiophene-3-yl-methoxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole mononitrate monohydrate → sertaconazole nitrate (99592-39-9)

Guidance literature:

With nitric acid; In ethanol; water; at 10 - 80 ℃; for 6 - 8h;

Reference yield:

1-(2-chlorophenylthio)propan-2-one (17514-52-2) → sertaconazole nitrate (99592-39-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: polyphosphoric acid / 5 h / 120 - 140 °C / Large scale

2.1: benzyl chloride / tetrachloromethane / Irradiation; Heating; Large scale

2.2: 5 h / Large scale

3.1: tetrabutyl-ammonium chloride; sodium hydroxide / water; toluene / 4 h / 80 °C

With tetrabutyl-ammonium chloride; benzyl chloride; sodium hydroxide; In tetrachloromethane; water; toluene;

upstream raw materials:

1-(2-chlorophenylthio)propan-2-one

3-Bromomethyl-7-chlorobenzothiophene

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol

2-chlorothiphenol