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Eberconazole

Product Name
Eberconazole
CAS No.
128326-82-9
Chemical Name
Eberconazole
Synonyms
Eberconazole;1H-Imidazole, 1-(2,4-dichloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)-;(+/-)-1-(2,4-Dichloro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)imidazole
CBNumber
CB31178592
Molecular Formula
C18H14Cl2N2
Formula Weight
329.22
MOL File
128326-82-9.mol
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Eberconazole Property

Boiling point:
495.0±45.0 °C(Predicted)
Density 
1.35±0.1 g/cm3(Predicted)
pka
5.84±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
HCH0122631
Product name
(+/-)-1-(2,4-DICHLORO-10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)IMIDAZOLE
Purity
95.00%
Packaging
5MG
Price
$497.16
Updated
2021/12/16
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Eberconazole Chemical Properties,Usage,Production

Description

Eberconazole is a new member of the azole class of antifungal agents, and it is indicated for the topical treatment of cutaneous fungal infections, including tinea corporis (ringworm of the body), tinea cruris (ringworm of the groin) and tinea pedis (athlete’s foot) infections. Its mode of action is similar to that of other azole antifungals, namely inhibition of fungal lanosterol 14α-demethylase. Eberconazole exhibits good in vitro activity against a wide range of Candida species, including Candida. tropicalis, dermatophytes and Malassezia spp. yeasts. It shows good activity against Candida. Parapsilosis (MIC90=0.125 mg/mL), which is a relevant species in skin and nail disorders. In addition, eberconazole is effective against some of the highly triazole-resistant yeasts such as Candida. glabrata and Candida. krusei, as well as fluconazole-resistant Candida. albicans. However, eberconazole is less active than clotrimazole and ketoconazole against Candida. neoformans and a number of clinically relevant molds. Eberconazole is supplied as a 1% or 2% cream, and the topical application does not result in detectable serum, urine, or fecal levels. In a phase II study of 60 patients with tinea corporis and tinea cruris, treatment with topical eberconazole (1% or 2% cream), applied once or twice daily for 6 weeks, resulted in cure rates ranging from 73.3–93.3% at the end of therapy, and 66.7–100% six weeks post-therapy.

Originator

Chiesi Wassermann (Spain)

Uses

Eberconazole can be used for a novel antifungal formulation.

Definition

ChEBI: 1-(2,4-dichloro-10,11-dihydrodibenzo[a,d][7]annulen-5-yl)imidazole is a member of the class of dibenzannulenes that is 10,11-dihydrodibenzo[a,d][7]annulene carrying two chloro substituents at positions 2 and 4 as well as an imidazol-1-yl substituent at position 5. It is a member of imidazoles, an organochlorine compound and a dibenzannulene. It derives from a hydride of a dibenzo[a,d][7]annulene.

brand name

Ebernet

Synthesis

The synthesis of Eberconazole started with the Wittig reaction of the phosphonium bromide 43 with the 3,5-dichlorobenzaldehyde to give the olefin mixture 44. Hydrolysis of the ester followed by hydrogenation gives acid 46, which was cyclized to tricyclized ketone 47. Completion of the synthesis was accomplished in three steps via reduction of the ketone 47 with sodium borohydride, chlorination of resulting alcohol 48 with thionyl chloride and alkylation of the chloride 49 with imidazole to give eberconazole (VII).

Eberconazole Preparation Products And Raw materials

Raw materials

Preparation Products

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Eberconazole Suppliers

CONIER CHEM AND PHARMA LIMITED
Tel
+8618523575427
Email
sales@conier.com
Country
China
ProdList
49374
Advantage
58
QUALITY CONTROL SOLUTIONS LTD.
Tel
0755-66853366; 13670046396
Email
ORDERS@QCSRM.COM
Country
China
ProdList
18882
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24649
Advantage
58
Hubei Qingbei Yunyan Pharmaceutical Technology Co., Ltd
Tel
18162595016; 18162595016
Email
3287908757@qq.com
Country
China
ProdList
9122
Advantage
58
TargetMol Chemicals Inc.
Tel
+8613564774135
Email
zijue.cai@tsbiochem.com
Country
United States
ProdList
19863
Advantage
58
Wuhan Yuancheng Gongchuang Technology Co., Ltd.
Tel
17683743113
Fax
18038040196
Email
1414717232@qq.com
Country
China
ProdList
6160
Advantage
58