기본 정보
- 표준 SMILES
c1ccc(-c2ccc(C(c3ccccc3)n3ccnc3)cc2)cc1- InChIKey
OCAPBUJLXMYKEJ-UHFFFAOYSA-N- 분자식
- C22H18N2
- 평균 분자량
- 310.4 g/mol
- 단동위원소 질량
- 310.14699858
이름 및 식별자
- 우선 이름
- Bifonazole
- IUPAC
- 1-[phenyl-(4-phenylphenyl)methyl]imidazole
- 현지명
- 바이포나졸
- 영어명
- Bifonazole
- 분자식
- C22H18N2
- 분자량
- 310.39
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
60628-96-8- PubChem CID
- 2378
- DTXSID
DTXSID9045631- ChEMBL
CHEMBL277535- ChEBI
CHEBI:78692- UNII
- QYJ305Z91O
- EC Number
- 262-336-6
- Nikkaji
- J17.988D
물성
구조 계산 물성
- XLogP
- 4.8
- 극성 표면적
- 17.8 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 24
- 형식 전하
- 0
- 복잡도
- 362
실험 및 물리화학적 성질
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]
물리화학적 성질
- 녹는점
- 142 ℃ · 142℃
- 끓는 점
- 440.55 °C · 440.55°C (rough estimate)
- 밀도
- 1.115 · 1.1150 (rough estimate)
- 굴절률
- 1.762 · 1.7620 (estimate)
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- DMSO에 용해됨
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 6.55 · 6.55±0.22(Predicted)
- 색상
- 흰색에서 황백색까지
- Merck
- 14 · 14,1213
- 화장품 원료 기능
- 항지루성항균
- 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
화학적 성질
White or almost white, crystalline powder.
안전 및 규제
GHS 분류
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.
유해성 정보
안전 데이터
- wgk
- 1
- rtecs
- NI3517000
- 독성
- LD50 in male mice, rats (mg/kg): 2629, 2854 orally (Schlüter)
- HS 번호
- 29332900
- risk_code
- 22
- hazard_code
- Xn
- Hazard Classifications
- Acute Tox. 4 Oral
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
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.
용도 및 제조
응용 분야
개요Bifonazole 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.
용도Bifonazole 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.
상·하류 제품 정보
상류 원료
공급사50 곳
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