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Econazole

  • CAS：27220-47-9
  • purity：99%
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Manufacturers supply cost-effective and customizable Econazole 27220-47-9

  • Molecular Formula: C18H15Cl3N2O
  • Molecular Weight: 381.689
  • Melting Point: 86.8 °C 
  • Boiling Point: 533.8 °C at 760 mmHg 
  • PKA: 6.68±0.12(Predicted) 
  • Flash Point: 276.6 °C 
  • PSA： 27.05000 
  • Density: 1.33 g/cm3 
  • LogP: 5.80140 

Econazole(Cas 27220-47-9) Usage

Indications

Econazole (Spectazole) is a synthetic imidazole. Econazole blocks C-14 demethylation of sterols, interfering with the biosynthesis of ergosterol, which results in disorganization of the fungal plasma cell membrane and increased permeability. It is active against dermatophytes, yeast, P. orbiculare, Aspergillus, Cladosporium, and Sporothrix.

Therapeutic Function

Antifungal

Synthesis

Econazole, 1-[2,4-dichloro-β-[(4-chlorobenzyl)oxy]phenethyl]-imidazole (35.2.8), is an analog of myconazole. It differs in the presence of a single chlorine atom in the benzyl part of the molecule, and it is synthesized in the same manner, except that it uses 4-chlorobenzylchloride in the last stage instead of 2,4-dichlorobenzylbromide.

InChI:InChI=1/C18H15Cl3N2O/c19-13-3-1-12(2-4-13)10-24-18(8-15-9-22-11-23-15)16-6-5-14(20)7-17(16)21/h1-7,9,11,15,18H,8,10H2

27220-47-9 Relevant articles

Investigation of multi-target-directed ligands (MTDLs) with butyrylcholinesterase (BuChE) and indoleamine 2,3-dioxygenase 1 (IDO1) inhibition: The design, synthesis of miconazole analogues targeting Alzheimer's disease

Lu, Xin,He, Si-yu,Li, Qi,Yang, Hongyu,Jiang, Xueyang,Lin, Hongzhi,Chen, Yao,Qu, Wei,Feng, Feng,Bian, Yaoyao,Zhou, You,Sun, Haopeng

, p. 1665 - 1674 (2018/02/23)

In our endeavor towards the development ...

Discovery of a small molecule targeting ULK1-modulated cell death of triple negative breast cancer in vitro and in vivo

Zhang, Lan,Fu, Leilei,Zhang, Shouyue,Zhang, Jin,Zhao, Yuqian,Zheng, Yaxin,He, Gu,Yang, Shengyong,Ouyang, Liang,Liu, Bo

, p. 2687 - 2701 (2017/04/06)

UNC-51-like kinase 1 (ULK1) is well-know...

27220-47-9 Process route

1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol
24155-42-8

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

econazole
27220-47-9,68797-30-8,73094-37-8,73094-39-0

econazole

Conditions
Conditions Yield
1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol; With sodium hydride; In N,N-dimethyl-formamide; at -5 - 20 ℃; for 1.5h; Inert atmosphere;
4-chlorobenzyl halide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h; Inert atmosphere;
62.4%
1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanone
46503-52-0

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

econazole
27220-47-9,68797-30-8,73094-37-8,73094-39-0

econazole

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol / 20 °C
2: potassium iodide / acetonitrile / Reflux
With sodium tetrahydroborate; potassium iodide; In methanol; acetonitrile;
Multi-step reaction with 2 steps
1.1: sodium tetrahydroborate / methanol / 2 h / Reflux
2.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / -5 - 20 °C / Inert atmosphere
2.2: 1 h / 0 - 20 °C / Inert atmosphere
With sodium tetrahydroborate; sodium hydride; In methanol; N,N-dimethyl-formamide;

27220-47-9 Upstream products

  • 4252-78-2
    4252-78-2

    2,2',4'-trichloroacetophenone

  • 46503-52-0
    46503-52-0

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

  • 24155-42-8
    24155-42-8

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

  • 2631-72-3
    2631-72-3

    2,4-dichlorophenacyl bromide

27220-47-9 Downstream products

  • 57265-22-2
    57265-22-2

    1-[2,4-Dichloro-β-(p-chlorobenzyloxy)phenethyl]-3-(p-fluorophenacyl)imidazolium chloride

  • 73094-37-8
    73094-37-8

    (S)-1-(2-((4-chlorobenzyl)oxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole

  • 73094-39-0
    73094-39-0

    (R)-1-[2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole

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