27220-47-9 Usage
Description
Econazole, also known as Spectazole, is a synthetic imidazole antifungal agent. It functions by blocking the C-14 demethylation of sterols, which interferes with the biosynthesis of ergosterol. This disruption leads to the disorganization of the fungal plasma cell membrane and increased permeability. Econazole is effective against a range of fungi, including dermatophytes, yeast, P. orbiculare, Aspergillus, Cladosporium, and Sporothrix. It is characterized by its white or almost white powdery appearance.
Uses
Used in Pharmaceutical Industry:
Econazole is used as an antifungal agent for treating various fungal infections. It is particularly effective against dermatophytes, yeast, and other fungi such as P. orbiculare, Aspergillus, Cladosporium, and Sporothrix. Its antifungal properties make it a valuable component in the development of medications for fungal infections.
Used in Organic Synthesis:
Econazole (CAS# 27220-47-9) is also utilized as a compound in organic synthesis. Its unique chemical properties and structure contribute to the creation of various chemical products and intermediates, further expanding its applications in the field of chemistry and pharmaceuticals.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 27220-47-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,2,2 and 0 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 27220-47:
(7*2)+(6*7)+(5*2)+(4*2)+(3*0)+(2*4)+(1*7)=89
89 % 10 = 9
So 27220-47-9 is a valid CAS Registry Number.
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
27220-47-9Relevant articles and documents
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 of potent multi-target ligands for the treatment of Alzheimer's disease, miconazole was identified to show BuChE-IDO1 dual-target inhibitory effects. Morris water maze test indicated that miconazole obviously ameliorated the cognitive function impaired by scopolamine. Furthermore, it showed good safety in primary hepatotoxicity evaluation. Based on these results, we designed, synthesized, and evaluated a series of miconazole derivatives as BuChE-IDO1 dual-target inhibitors. Out of the 12 compounds, 5i and 5j exhibited the best potency in enzymatic evaluation, thus were selected for subsequent behavioral study, in which the two compounds exerted much improved effect than tacrine. Meanwhile, 5i and 5j displayed no apparent hepatotoxicity. The results suggest that miconazole analogue offers an attractive starting point for further development of new BuChE-IDO1 dual-target inhibitors against Alzheimer's disease.