Econazole nitrate

Base Information

• Chemical Name: Econazole nitrate
• CAS No.: 24169-02-6
• Deprecated CAS: 68797-31-9
• Molecular Formula: C18H16Cl3N3O4
• Molecular Weight: 444.702
• Hs Code.: 29332900
• European Community (EC) Number: 246-053-5,272-295-6
• NSC Number: 757882,243115
• UNII: H438WYN10E
• DSSTox Substance ID: DTXSID6025226
• Wikidata: Q27279621
• NCI Thesaurus Code: C47506
• RXCUI: 142434
• Pharos Ligand ID: PCDF78AF18JM
• Metabolomics Workbench ID: 67838
• ChEMBL ID: CHEMBL1201049
• Mol file: 24169-02-6.mol

Synonyms:Econazole;Econazole Nitrate;Ekonazole;Gyno Pervaryl 150;Gyno Pevaril;Gyno Pevaryl;Gyno-Pervaryl 150;Gyno-Pevaril;Gyno-Pevaryl;GynoPevaril;Nitrate, Econazole;Pevaryl

Chemical Property of Econazole nitrate

Chemical Property:

• Appearance/Colour: White crystalline powder.
• Melting Point: 162 °C
• PSA: 93.10000
• Density: ==
• LogP: 5.97690
• Storage Temp.: Refrigerator
• Solubility.: chloroform/methanol: soluble25mg/mL (choloroform:methanol (1:1))
• Water Solubility.: <0.1 g/100 mL at 19 oC
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 443.020639
• Heavy Atom Count: 28
• Complexity: 404

Purity/Quality:

99%, ^*data from raw suppliers

Econazole nitrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/38-36/37/38
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl.[N+](=O)(O)[O-]
• Recent ClinicalTrials: Comparative PK Study of Econazole Nitrate Foam and Econazole Nitrate Cream in Subjects With Interdigital Tinea Pedis Aged 12 Years to Less Than 18 Years
• Recent EU Clinical Trials: Phase III study to evaluate the efficacy of a novel antimycotic vaginal pessary combination (containing Benzydamine HCl 6 mg and Econazole nitrate 150 mg) in the Treatment of uncomplicated vulvovaginal candidosis (VVC) [BEtreat study]
• Description: Econazole nitrate is the nitrate salt form of Econazole. It belongs to imidazole-class antifungal medication sold in various places around the world including US, Canada, Western Europe, and Asia. It is usually manufactured into cream form for sale. Econazole nitrate is mainly used for the treatment of skin infections including athlete's foot, tinea, pityriasis versicolor, ringworm, and jock itch caused by fungi such as Trichophyton rubrum, Trichophyton tonsurans and Microsporum audouini. As an imidazole-class drug, Econazole nitrate takes effects through inhibiting the biosynthesis of ergosterol, a key component of fungal cell membrane, thus disrupting the normal permeability of fungal membrane. This causes leakage of essential cellular contents of fungi, further killing them.
• Uses: Antifungal;Ergosterol synthesis inhibition Azole antifungal Econazole nitrate is an antifungal agent of the imidazole type used in topical and vaginal preparations to prevent growth of dermatophytes, yeast, and mold.
• Therapeutic Function: Antifungal

Technology Process of Econazole nitrate

There total 1 articles about Econazole 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:

→ econazole nitrate (24169-02-6,73094-38-9)

Guidance literature:

Reference yield: 53.0%

ammonium hexafluorophosphate + cis-dichloridobis(1,10-phenanthroline)ruthenium(II) + econazole nitrate (24169-02-6,73094-38-9) → [Ru(1,10-phenanthroline)2(econazole)Cl]PF6*H2O + [Ru(1,10-phenanthroline)2(econazole)2]2PF6*MeCN*Et2O

Guidance literature:

cis-dichloridobis(1,10-phenanthroline)ruthenium(II); In methanol; water; for 0.5h; Darkness; Inert atmosphere; Schlenk technique; Reflux;

econazole nitrate; In methanol; water; N,N-dimethyl-formamide; for 8h; Darkness; Inert atmosphere; Schlenk technique; Reflux;

ammonium hexafluorophosphate; In methanol; water; N,N-dimethyl-formamide; Darkness; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5cc05172j

Reference yield:

econazole nitrate (24169-02-6,73094-38-9) → 4-chlorobenzaldehyde (104-88-1) + 1-(2,4-Dichloro-phenyl)-2-imidazol-1-yl-ethanol; compound with nitric acid (61258-52-4) + 4-Chloro-benzoic acid 1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl ester; compound with nitric acid (68571-12-0) + para-chlorobenzoic acid (74-11-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); oxygen; In ethanol; at 77 ℃; for 3.7h; under 5171.5 Torr;

DOI:10.1016/S0040-4020(01)82309-7

Downstream raw materials:

4-chlorobenzaldehyde

1-(2,4-Dichloro-phenyl)-2-imidazol-1-yl-ethanol; compound with nitric acid

4-Chloro-benzoic acid 1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-ethyl ester; compound with nitric acid

para-chlorobenzoic acid

Refernces