Bifonazole - 10mM in DMSO , HMG-CoA reductase inhibitor, CAS No.60628-96-8, HMG-CoA reductase inhibitor

CAS: 60628-96-8 Cat. No.: B407805 Peso molecular: 310.39 Número EC: 262-336-6

GRADE & PURITY 10mM in DMSO

Synonyms

Bay h 4502 | 1-​([1,​1'-​biphenyl]​-​4-​ylphenylmethyl)​-1H-​imidazole

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Bifonazole Bifonazole (Bay h 4502) is a substituted imidazole antifungal agent.
In vitro

Bifonazole, a broad spectrum antifungal agent, inhibits monooxygenase activity and induces a type II binding spectrum in 2B4dH(H226Y), a modified enzyme previously crystallized in the presence of 4-(4-chlorophenyl)imidazole (CPI). Bifonazole (40 mM) releases Ca2+ from the store sensitive to 1 mM thapsigargin, an endopolasmic reticulum Ca2+ pump inhibitor. Bifonazole (40 mM) per se induces capacitative Ca2+ entry while reduces 1 mM thapsigargin-induced capacitative Ca2+ entry. Bifonazole is calmodulin antagonists which most effectively reduce glycolysis and ATP level in B16 melanoma cells. Bifonazole acts through allosteric regulation and detachment of glycolytic enzymes from cytoskeleton. Bifonazole blocks PGE2 formation induced by 2 \u2009μm and 4\u2009μm arachidonic acid clearly better than at 6 or 10\u2009μm of the agonist. Bifonazole shows the same characteristics in MC3T3-E1 and UMR-106 cells stimulated by ionomycin or various concentrations of arachidonic acid.

In vivo

Bifonazole, but not clotrimazole, exhibits the characteristics of a peroxisome proliferator including hepatomegaly (increase in liver:body weight ratio), up to a 4-fold induction of lauric acid omega-hydroxylase activity and an 8-fold induction of palmitoyl-CoA oxidation by rat liver peroxisomes. Bifonazole also induces P402B1/2B2, P4503A and P4501A1, but not P4502E1.
Cell Data

cell lines：

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Sinónimos

Bay h 4502 | 1-​([1, ​1'-​biphenyl]​-​4-​ylphenylmethyl)​-1H-​imidazole

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Bifonazole (Bay h 4502) is a substituted imidazole antifungal agent.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

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Tipo de acción

INHIBITOR

Mecanismo de acción

HMG-CoA reductase inhibitor

Propiedades del producto

• ALogP: 4.8

Nombres e identificadores

• Isómeros SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(C3=CC=CC=C3)N4C=CN=C4
• WGK Alemania: 3
• RTECS: NI3517000
• Peso molecular: 310.39
• Reaxy-Rn: 618427
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=618427&ln=

Objetivos asociados (humanos)

CYP3A4 Tclin Cytochrome P450 3A4 (1 Activities)

Discover Target: CYP3A4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP51A1 Tchem Lanosterol 14-alpha demethylase (1 Activities)

Discover Target: CYP51A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP17A1 Tclin Steroid 17-alpha-hydroxylase/17,20 lyase (2 Activities)

Discover Target: CYP17A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Propiedades químicas y físicas

• Solubilidad: Solubility (25°C) In vitro DMSO: 129 mg/mL warmed with 50ºC Water: bath (199.79 mM); Water: Insoluble; Ethanol: Insoluble
• Punto de fusión (°C): 149 °C

Referencias

1. Susu Lin, Bingbing Ma, Qilin Gao, Jian Yang, Gang Lai, Runhao Lin, Bingxian Yang, Bing-Nan Han, Lian-Hua Xu.  (2022)  The 16α-Hydroxylation of Progesterone by Cytochrome P450 107X1 from Streptomyces avermitilis.  CHEMISTRY & BIODIVERSITY,  19  (5): (e202200177).  [PMID:35426465] [10.1002/cbdv.202200177]