ビホナゾール

Bifonazole

HCID 2378CAS 60628-96-8

基本情報

標準SMILES
c1ccc(-c2ccc(C(c3ccccc3)n3ccnc3)cc2)cc1
InChIKey
OCAPBUJLXMYKEJ-UHFFFAOYSA-N
分子式
C22H18N2
平均分子量
310.4 g/mol
単同位体質量
310.14699858

名称と識別子

優先名称
Bifonazole
IUPAC
1-[phenyl-(4-phenylphenyl)methyl]imidazole
現地名
ビホナゾール
英語名
Bifonazole
分子式
C22H18N2
分子量
310.39

名称と別名

bifonazole60628-96-8MycosporTrifonazoleBifonazolBAY H 4502BifonazolumBay H-45021-((4-Biphenylyl)phenylmethyl)-1H-imidazole1-(alpha-(4-Biphenylyl)benzyl)imidazoleBay-h-4502(+-)-1-(p,alpha-Diphenylbenzyl)imidazole
名称をさらに表示
モルダインミコスポルアイコザールマイコスポール1-[α-(4-ビフェニリル)ベンジル]-1H-イミダゾールマイコゾール1-([1,1'-ビフェニル]-4-イルフェニルメチル)-1H-イミダゾールホスポールビフォノール4-[α-(1H-イミダゾール-1-イル)ベンジル]-1,1'-ビフェニルマリンゾール1-(4-フェニルベンズヒドリル)-1H-イミダゾールビクロノールビホナゾールビルミチンビフォナゾールレンチェンスビスコポールトリホナゾール1-[([1,1'-ビフェニル]-4-イル)フェニルメチル]-1H-イミダゾールBifonazole API1[4,ALPHA-DIPHENYLBENZYL]-IMIDAZOLE1-[phenyl-(4-phenylphenyl)-methyl]imidazole1-([1,1'-Biphenyl]-4-yl(phenyl)methyl)-1H-imidazoleAmycorBedridA-One-LAzolmen
DTXSID9045631NSC-758954QYJ305Z91OD01AC10DTXCID70256311-((4-biphenylyl)-phenylmethyl)-1H-imidazole1H-Imidazole, 1-((1,1'-biphenyl)-4-ylphenylmethyl)-, (+-)-1-(phenyl(4-phenylphenyl)methyl)-1H-imidazole

データベース識別子

CAS
60628-96-8
PubChem CID
2378
DTXSID
DTXSID9045631
ChEMBL
CHEMBL277535
ChEBI
CHEBI:78692
UNII
QYJ305Z91O
EC Number
262-336-6
Nikkaji
J17.988D

物性

構造計算による物性

XLogP
4.8
極性表面積
17.8 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
4
重原子数
24

実験および物理化学的性質

LogP · 2 件

4.77

4.77

Solubility · 2 件

2.45e-03 g/L

0.7 [ug/mL] (The mean of the results at pH 7.4)

Melting Point142
Physical DescriptionSolid
Collision Cross Section · 2 件

184.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

171.48 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];177.23 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
142 ℃ · 142℃
沸点
440.55 °C · 440.55°C (rough estimate)
比重(密度)
1.115 · 1.1150 (rough estimate)
屈折率
1.762 · 1.7620 (estimate)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
DMSOに可溶

化学的性質

化学的特性White or almost white, crystalline powder.

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 4 notifications to the ECHA C&L Inventory.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk
1
rtecs
NI3517000
毒性
LD50 in male mice, rats (mg/kg): 2629, 2854 orally (Schlüter)
hs_code
29332900
risk_code
22
hazard_code
Xn

化学と産業

薬理情報

ATC Code · 3 件

D01AC10

D - Dermatologicals;D01 - Antifungals for dermatological use;D01A - Antifungals for topical use;D01AC - Imidazole and triazole derivatives;D01AC10 - Bifonazole

QD - Dermatologicals;QD01 - Antifungals for dermatological use;QD01A - Antifungals for topical use;QD01AC - Imidazole and triazole derivatives;QD01AC10 - Bifonazole

PharmacodynamicsBifonazole is a type of antifungal medicine known as an imidazole. It kills fungi and yeasts by interfering with their cell membranes.
Mechanism of Action · 1 件

Bifonazole works by inhibiting the production of a substance called ergosterol, which is an essential component of fungal cell membranes.It acts to destabilize the fungal cyctochrome p450 51 enzyme (also known as Lanosterol 14-alpha demethylase). This is vital in the cell membrance structure of the fungus. Its inhibition leads to cell lysis. The disruption in production of ergosterol disrupts the cell membrane and causes holes to appear. The cell membranes of fungi are vital for their survival. They keep unwanted substances from entering the cells and stop the contents of the cells from leaking out. As bifonazole causes holes to appear in the cell membranes, essential constituents of the fungal cells can leak out. This kills the fungi.

Biological Half-Life1-2 hours
Metabolism/MetabolitesHepatic.
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.

用途と製造

UsesUse (kg; approx.) in Germany (2009): >250;Consumption (g per capita; approx.) in Germany (2009): 0.00305;Calculated removal (%): 92.3
応用分野 · 3 件

用途イミダゾール系抗菌剤です。 高濃度では、真菌細胞の細胞膜の透過性を強 力に変化させ、殺真菌作用を示します。低濃 度では、真菌細胞の細胞膜成分エルゴステ ロールの生合成を阻害し、静真菌作用を示し ます。皮膚糸状菌、酵母類、癜風菌に優れた 抗菌作用を示します。

説明Bifonazole represents the first topical broad spectrum antimycotic approved for once daily administration. Its in vitro activity appears equivalent to its structural relative clotrimazole, being effective against dermatophytes, other filamentous fungi, dimorphic fungi and yeasts.

使用Bifonazole is an imidazole antifungal agent and calmodulin antagonist. It causes a reduction in glycolysis and ATP levels in B16 melanoma cells. Bifonazole is an inhibitor of C14orf1. Bifonazole is an imidazole-based anti-fungal agent with broad spectrum activity against many fungi, molds, yeast and some gram-positive bacteria. Bifonazole inhibits ergosterol biosynthetic protein 28 and Cytochrome P450 2B4.

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉灵灵九生物科技有限公司15623309010
T&W GROUP021-61551611 13296011611 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]

関連反応

14 件

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