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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 362
実験および物理化学的性質
LogP
4.77
4.77
Solubility
2.45e-03 g/L
0.7 [ug/mL] (The mean of the results at pH 7.4)
Collision Cross Section
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
- 外見
- 粉
- 酸解離定数(Pka)
- 6.55 · 6.55±0.22(Predicted)
- 色
- ホワイトからオフホワイト
- Merck
- 14 · 14,1213
- 化粧品成分の機能
- 抗脂漏性抗菌剤
- InChI
- InChI=1S/C22H18N2/c1-3-7-18(8-4-1)19-11-13-21(14-12-19)22(24-16-15-23-17-24)20-9-5-2-6-10-20/h1-17,22H
- InChIKey
- OCAPBUJLXMYKEJ-UHFFFAOYSA-N
- SMILES
- C(C1C=CC=CC=1)(N1C=NC=C1)C1C=CC(C2C=CC=CC=2)=CC=1
- LogP
- 4.77 · 4.770
- CAS データベース
- 60628 · 60628-96-8(CAS DataBase Reference)
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
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
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
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
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
Mechanism of Action
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.
用途と製造
応用分野
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.
上流・下流製品情報
上流原料
サプライヤー50 社
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関連ノート
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