Isoconazole

Base Information

• Chemical Name: Isoconazole
• CAS No.: 27523-40-6
• Molecular Formula: C18H14Cl4N2O
• Molecular Weight: 479.147
• European Community (EC) Number: 248-508-3
• UNII: GRI7WFR424
• DSSTox Substance ID: DTXSID7045447
• Nikkaji Number: J9.900G
• Wikipedia: Isoconazole
• Wikidata: Q262210
• NCI Thesaurus Code: C83841
• Pharos Ligand ID: NLQHR1DAKJSB
• Metabolomics Workbench ID: 152020
• ChEMBL ID: CHEMBL1571863
• Mol file: 27523-40-6.mol

Synonyms:1-(2,4-dichloro beta-(2,6-dichlorobenzyloxy)phenethyl) imidazole;Fazol;Gyno Icaden;Gyno-Travogen;Icaden;isoconazole;isoconazole nitrate;R15454;Travogyn

Chemical Property of Isoconazole

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 8.55E-12mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 555.1 °C at 760 mmHg
• PKA: 6?+-.0.12(Predicted)
• Flash Point: 289.5 °C
• PSA: 27.05000
• Density: 1.4 g/cm³
• LogP: 6.45480
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, very soluble in methanol, freely soluble in ethanol (96 per cent).
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 415.983074
• Heavy Atom Count: 25
• Complexity: 407

Purity/Quality:

99% ^*data from raw suppliers

Isoconazole European Pharmacopoeia (EP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl

Technology Process of Isoconazole

There total 8 articles about Isoconazole 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: 98.0%

isoconazole → Fazol (27523-40-6,24168-96-5)

Guidance literature:

With nitric acid; In acetone; for 12h;

DOI:10.1016/j.poly.2012.10.040

Reference yield:

2,4-dichlorophenacyl bromide (2631-72-3) → Fazol (27523-40-6,24168-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / isopropyl alcohol / 2 h / 3 - 20 °C

2.1: acetonitrile / Reflux

3.1: sodium hydride / 1,4-dioxane; mineral oil / 1 h / 20 °C / Inert atmosphere; Reflux

3.2: Inert atmosphere; Reflux

4.1: nitric acid / acetone / 12 h

With sodium tetrahydroborate; nitric acid; sodium hydride; In 1,4-dioxane; isopropyl alcohol; acetone; acetonitrile; mineral oil;

DOI:10.1016/j.poly.2012.10.040

Reference yield:

2,2',4'-trichloroacetophenone (4252-78-2) → Fazol (27523-40-6,24168-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / isopropyl alcohol / 2 h / 3 - 20 °C

2.1: acetonitrile / Reflux

3.1: sodium hydride / 1,4-dioxane; mineral oil / 1 h / 20 °C / Inert atmosphere; Reflux

3.2: Inert atmosphere; Reflux

4.1: nitric acid / acetone / 12 h

With sodium tetrahydroborate; nitric acid; sodium hydride; In 1,4-dioxane; isopropyl alcohol; acetone; acetonitrile; mineral oil;

DOI:10.1016/j.poly.2012.10.040

upstream raw materials:

2,4-dichlorophenacyl bromide

2,2',4'-trichloroacetophenone

1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanone

α-(chloromethyl)-2,4-dichlorobenzyl alcohol

Downstream raw materials:

[CuCl₂₍isoconazole)₂]

Refernces