Terbinafine - 10mM in DMSO , Squalene monooxygenase inhibitor, CAS No.91161-71-6, Squalene monooxygenase inhibitor

CAS: 91161-71-6 Cat. No.: T409060 Peso molecular: 291.43 Número EC: 618-706-8 PubChem CID: 1549008

GRADE & PURITY 10mM in DMSO

Synonyms

SF 86-327 | N-​[(2E)​-​6,​6-​dimethyl-​2-​hepten-​4-​yn-​1-​yl]​-​N-​methyl-1-​naphthalenemethanami​ne

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Terbinafine Terbinafine (SF 86-327) is used to treat infections caused by a fungus. It works by killing the fungus or preventing its growth.
In vitro

Terbinafine (50 μM to 100 μM) inhibits only marginally the metabolism of ethoxycoumarin (CYP1A2), tolbutamide (CYP2C9), or ethynylestradiol, CsA, and cortisol. Terbinafine proves to be a potent inhibitor of the CYP2D6-mediated dextromethorphan O-demethylation and bufuralol 1-hydroxylation with IC50values of 0.2 μM and 0.25 μM, respectively. Terbinafine is highly activ Aspergillus isolates (minimum inhibitory concentration [MIC] 0.01 to 2 mg/mL) with a primary fungicidal action (minimum fungicidal concentration [MFC] 0.02 to 4 mg/mL). Terbinafine inhibits dextromethorphan O-demethylation with an apparent K_i ranging from 28 to 44 nM in human hepatic microsomes and averaging 22.4 nM for the heterologously expressed enzymes. Terbinafine shows a very strong activity in vitro against Penicillium spp., Paecilomyces spp., Trichoderma spp., Acremonium spp. and Arthrographis spp. with GMs <1 mg/L. Terbinafine decreases the levels of phosphorylated extracellular signal-regulated kinase (ERK). Terbinafine might cause a decrease of MEK, which in turn up-regulates p53 through the inhibition of ERK phosphorylation, and finally causes an increase of p21expression and cell-cycle arrest.

In vivo

Cell Data

cell lines：HUVECs

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Sinónimos

SF 86-327 | N-​[(2E)​-​6, ​6-​dimethyl-​2-​hepten-​4-​yn-​1-​yl]​-​N-​methyl-1-​naphthalenemethanami​ne

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Terbinafine (SF 86-327) is used to treat infections caused by a fungus. It works by killing the fungus or preventing its growth.

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

INHIBITOR

Mecanismo de acción

Squalene monooxygenase inhibitor

Propiedades del producto

• ALogP: 5.6

Nombres e identificadores

• Isómeros SMILES: CC(C)(C)C#C/C=C/CN(C)CC1=CC=CC2=CC=CC=C21
• CAS alternativo: 91161-71-6
• PubChem CID: 1549008
• Términos de entrada MeSH: (E)-N-(6,6-dimethyl-2-heptenynyl)-N-methyl-1-naphthalenementhamin hydrochloride;DA 5505;Lamisil;SF 86 327;SF 86-327;SF 86327;SF-86-327;SF86327;TDT 067;TDT-067;TDT067;terbinafine;terbinafine hydrochloride;Terbinafine, (Z)-;terbinafine, (Z)-isomer
• Peso molecular: 291.43

Objetivos asociados (humanos)

CYP2D6 Tclin Cytochrome P450 2D6 (1 Activities)

Discover Target: CYP2D6

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

SQLE Tchem Squalene monooxygenase (1 Activities)

Discover Target: SQLE

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

SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 (2 Activities)

Discover Target: SIGMAR1

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: 128 mg/mL (199.49 mM); Water: Insoluble; Ethanol: Insoluble
• Punto de fusión (°C): 43 °C

Referencias

1. Yue Qun, Meng Jie, Qiu Yue, Yin Miaomiao, Zhang Liwen, Zhou Weiping, An Zhiqiang, Liu Zihe, Yuan Qipeng, Sun Wentao, Li Chun, Zhao Huimin, Molnár István, Xu Yuquan, Shi Shuobo.  (2023)  A polycistronic system for multiplexed and precalibrated expression of multigene pathways in fungi.  Nature Communications,  14  (1): (1-10).  [PMID:37460548] [10.1038/s41467-023-40027-0]

2. Meng Wang, Yanwen Zhou, Zhaohui Wang.  (2023)  Unearth the ultrapotent intrinsic fungicidal efficacy of the surface-piercing CuFeSe2-PVP nano-blade.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.142603]

3. Hui Lu, Wanqian Li, Malcolm Whiteway, Hongkang Wang, Shuo Zhu, Zhe Ji, Yanru Feng, Lan Yan, Ting Fang, Liping Li, Tingjunhong Ni, Xiaolong Zhang, Quanzhen Lv, Zichao Ding, Lijuan Qiu, Dazhi Zhang, Yuanying Jiang.  (2022)  A Small Molecule Inhibitor of Erg251 Makes Fluconazole Fungicidal by Inhibiting the Synthesis of the 14α-Methylsterols.  mBio,  14  (1):   [PMID:36475771] [10.1128/mbio.02639-22]

4. Guo Penghao, Chen Jianlong, Tan Yiwei, Xia Li, Zhang Weizheng, Li Xiaojie, Jiang Yujie, Li Ruiying, Chen Chunmei, Liao Kang, Peng Yaqin.  (2022)  Comparison of molecular and MALDI-TOF MS identification and antifungal susceptibility of clinical Fusarium isolates in Southern China.  Frontiers in Microbiology,      [PMID:36386677] [10.3389/fmicb.2022.992582]

5. Xu Xue, Naseri Ali, Houbraken Jos, Akbari Farzaneh, Wang Xiaodong, Zhao Rongfen, Zhang Hong, Najafzadeh Mohammad Javad, Deng Shuwen.  (2021)  Identification and in vitro antifungal susceptibility of causative agents of onychomycosis due to Aspergillus species in Mashhad, Iran.  Scientific Reports,  11  (1): (1-8).  [PMID:33762586] [10.1038/s41598-021-86038-z]

6. Li Wanqian, Whiteway Malcolm, Hang Sijin, Yu Jinhua, Lu Hui, Jiang Yuanying.  (2025)  Impairing the interaction between Erg11 and cytochrome P450 reductase Ncp1 enhances azoles’ antifungal activities.  Nature Communications,  16  (1): (1-18).  [PMID:40707518] [10.1038/s41467-025-62131-z]

7. Ya-Hong Wang, Die Zhu, Dan Wang, Ruo-Cheng Sheng, Li-Chao Wang, Chen-Ning Zhang, Muhammad Faizan Latif, Huan Li, Feng-Mao Chen.  (2026)  The complex subunit VdAP-2α regulates polar growth, ergosterol metabolism, and virulence in Verticillium dahliae.  Virulence,      [PMID:] [10.1080/21505594.2026.2647468]