基本情報
- CAS
61318-90-9- 標準SMILES
Clc1ccc(CSC(Cn2ccnc2)c2ccc(Cl)cc2Cl)cc1- InChIKey
AFNXATANNDIXLG-UHFFFAOYSA-N- 分子式
- C18H15Cl3N2S
- 平均分子量
- 397.7 g/mol
- 単同位体質量
- 396.002153
概要
1-{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole is a member of the class of imidazoles that is 1-ethyl-1H-imidazole in which one of the hydrogens of the methyl group is replaced by a (4-chlorobenzyl)sulfanediyl group while a second is replaced by a 2,4-dichlorophenyl group. It is an organic sulfide, a dichlorobenzene, a member of imidazoles and a member of monochlorobenzenes.
名称と識別子
- 優先名称
- Sulconazole
- IUPAC
- 1-[2-[(4-chlorophenyl)methylsulfanyl]-2-(2,4-dichlorophenyl)ethyl]imidazole
- 現地名
- スルコナゾール
- 英語名
- SULCONAZOLE
- 分子式
- C18H15Cl3N2S
- 分子量
- 397.75
名称と別名
sulconazole61318-90-9SulconazolSulconazolum1-[2-[(4-chlorophenyl)methylsulfanyl]-2-(2,4-dichlorophenyl)ethyl]imidazole5D9HAA5Q5SDTXSID8044129(+-)-1-(2,4-dichloro-beta-((p-chlorobenzyl)thio)phenethyl)imidazole1H-Imidazole, 1-(2-(((4-chlorophenyl)methyl)thio)-2-(2,4-dichlorophenyl)ethyl)-, (+-)-1-(2-(((4-CHLOROPHENYL)METHYL)THIO)-2-(2,4-DICHLOROPHENYL)ETHYL)-1H-IMIDAZOLE1-(2-((4-chlorophenyl)methylsulfanyl)-2-(2,4-dichlorophenyl)ethyl)imidazoleRefChem:56487
名称をさらに表示
rac-1-[(R*)-2,4-ジクロロ-β-[(p-クロロベンジル)チオ]フェネチル]-1H-イミダゾールrac-1-[(R*)-2-[[(4-クロロフェニル)メチル]チオ]-2-(2,4-ジクロロフェニル)エチル]-1H-イミダゾール(±)-スルコナゾールスルコナゾールSulconazleSULCONAZOLE USP/EP/BPSulconazle Impurity 31-(2-((4-Chlorobenzyl)-2-(2,4-dichlorophenyl)Uniconazole sulfur nitrateQuizalofop Impurity 8(Propaquizafop)Sulconazole (base and/or unspecified salts)
CHEBI:9325DTXCID6024129D01AC091-(beta-(4''-chlorobenzylthio)-2'4'-dichlorophenethyl)imidazole919-950-0Exelderm1-(2-((4-Chlorobenzyl)thio)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazoleSulconazolum [INN-Latin]
物性
構造計算による物性
- XLogP
- 6.1
- 極性表面積
- 43.1 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 6
- 重原子数
- 24
- 形式電荷
- 0
- 複雑度
- 379
実験および物理化学的性質
SolubilitySlightly soluble
Human DrugsBreast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antifungal Agents; Dermatologic Agents
Melting Point130ºC
Collision Cross Section183.06 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 沸点
- 558.2 · 558.2±50.0 °C(Predicted)
- 比重(密度)
- 1.34 · 1.34±0.1 g/cm3(Predicted)
- 貯蔵温度
- 2 · 2-8°C
- 酸解離定数(Pka)
- 6.55 · 6.55±0.12(Predicted)
- CAS データベース
- 61318 · 61318-90-9
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
毒性情報
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
化学と産業
薬理情報
ATC Code
D01AC09
D - Dermatologicals
QD - Dermatologicals
Pharmacodynamics
Sulconazole is a broad-spectrum antifungal that inhibits the growth of dermatophytes, yeasts and other filamentous and dimorphic fungi. The relative inhibition factor (RIF), a measurement that represents a fixed portion of the antigungal dose-response curve, can be determined to measure the inhibitory activity of antifungal drugs. Against pathogenic yeasts such as dermatophytes and Aspergilli, sulconazole had similar RIF values compared to other imidazoles. In _in vitro_ conditions, the fungicidal potency of sulconazole depends on its concentration and the growth phase of the inoculum cells. Sulconazole has also shown antibacterial properties _in vitro_, with inhibitory concentrations (MICs) under 12.5 mg/L against several _Staphylococcus_ species, as well as _Streptococcus faecalis_ and several Gram-positive anaerobes.
Mechanism of Action
The mechanism of action of sulconazole is not well established; however, it is thought to be similar to other imidazole derivatives. The function of imidazoles can be attributed to their structural resemblance to purines essential to metabolism. Imidazoles inhibit lanosterol 14-alpha demethylase, a cytochrome P-450-dependent enzyme in fungi responsible for converting lanosterol to ergosterol. Since ergosterol is required to maintain the integrity of the fungi membrane, the inhibition of lanosterol 14-alpha demethylase leads to increased fungal cellular permeability. Therefore, the use of an imidazole such as sulconazole inhibits fungal growth.
FDA Pharmacological Classification
5D9HAA5Q5S
SULCONAZOLE
Established Pharmacologic Class [EPC] - Azole Antifungal
Chemical Structure [CS] - Azoles
Sulconazole is an Azole Antifungal.
MeSH Pharmacological ClassificationSubstances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
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