Terbinafine
(Synonyms: 特比萘芬; TDT 067) 目录号 : GC17066
Terbinafine（TDT 067）是一种新型烯丙胺类抗真菌剂，也是一种有效的非竞争性角鲨烯环氧化酶抑制剂（Ki值为30 nM），可以选择性地抑制角鲨烯环氧化酶，导致麦角甾醇的减少，从而干扰膜功能和细胞生长。
Cas No.:91161-71-6
Sample solution is provided at 25 µL, 10mM.
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Terbinafine (TDT 067) is a novel allylamine antifungal agent and a potent noncompetitive squalene cyclooxygenase inhibitor (Ki value is 30 nM) that selectively inhibits squalene cyclooxygenase, leading to a decrease in ergosterol, which interferes with membrane function and cell growth[1-2].
Terbinafine stimulates ROS production in HaCaT cells and induces a HaCaT Cytotoxic response with IC50 values of 12.5-25 μg/mL, and the Terbinafine group exhibited moderate cell rounding and cell shrinkage compared to untreated control and vector control[3]. Terbinafine (0, 30, 60 and 120 μM) concentration-dependently increased the activity of the p21 promoter in HUVEC and induced HUVEC cell cycle arrest by upregulating the p21 protein[4].
Terbinafine showed good antifungal activity against cutaneous fungal disease in guinea pigs caused by Trichophyton mentagrophytes or Microsporum canis[5]. After oral administration of Terbinafine at a dose of 30 mg/kg, the maximum plasma levels in cats, greyhounds and red-tailed eagles were 3.22, 4.01 and 1.2 μg/ml, respectively. The differences in the half-life of Terbinafine were not significant in cats (8.01 h), greyhounds (8.6 h), and horses (8.1 h), whereas it was significantly prolonged in the red-tailed eagles (17.5 h) and the African penguins ( 17.0 h) were significantly prolonged[2].
References:
[1]. Ryder NS, et al. Terbinafine: mode of action and properties of the squalene epoxidase inhibition. Br J Dermatol. 1992 Feb;126 Suppl 39:2-7.
[2]. Wang A, Ding H, Liu Y, et al. Single dose pharmacokinetics of terbinafine in cats[J]. Journal of feline medicine and surgery, 2012, 14(8): 540-544.
[3]. Lam P L, Wong M M, Hung L K, et al. Miconazole and terbinafine induced reactive oxygen species accumulation and topical toxicity in human keratinocytes[J]. Drug and Chemical Toxicology, 2022, 45(2): 834-838.
[4]. Ho PY, Hsu SP, Liang YC, Kuo ML, Ho YS, Lee WS. Inhibition of the ERK phosphorylation plays a role in terbinafine-induced p21 up-regulation and DNA synthesis inhibition in human vascular endothelial cells. Toxicol Appl Pharmacol. 2008 May 15;229(1):86-93.
[5]. Petranyi G, Meingassner JG, Mieth H. Activity of terbinafine in experimental fungal infections of laboratory animals. Antimicrob Agents Chemother. 1987 Oct;31(10):1558-61.
Terbinafine（TDT 067）是一种新型烯丙胺类抗真菌剂，也是一种有效的非竞争性角鲨烯环氧化酶抑制剂（Ki值为30 nM），可以选择性地抑制角鲨烯环氧化酶，导致麦角甾醇的减少，从而干扰膜功能和细胞生长[1-2]。
Terbinafine可刺激HaCaT细胞中ROS的产生，诱导HaCaT细胞毒性反应，IC50值为12.5-25 μg/mL，与未处理的对照和载体对照相比，Terbinafine组表现出中等程度的细胞圆化和细胞收缩[3]。Terbinafine（0、30、60和120 μM）浓度依赖性地增加了HUVEC中p21启动子的活性，并通过上调p21蛋白诱导HUVEC细胞周期停滞[4]。
Terbinafine对毛癣菌或犬小孢子菌引起的豚鼠皮肤真菌病显示出良好的抗真菌活性[5]。口服剂量为30mg/kg的Terbinafine后，猫、灰狗和红尾鹰的最大血浆水平分别为3.22、4.01和1.2 μg/ml。Terbinafine在猫（8.01 h）、灰狗（8.6 h）和马（8.1 h）中的半衰期差异不显著，而在红尾鹰（17.5 h）和非洲企鹅（17.0 h）中则显著延长[2]。
| Cell experiment [1]: | |
Cell lines | HaCaT cells |
Preparation Method | Terbinafine was incubated with HaCaT cells for 24 hours, and DMSO (1%) and doxorubicin were used as control and positive control, respectively. Sulforhodamine B protein (SRB) staining was used to evaluate the cytotoxicity of Terbinafine on HaCaT cells. |
Reaction Conditions | 50、25、12.5、6.25、3.125 and 1.56 μg/mL, 24 h |
Applications | The IC50 value of Terbinafine against HaCaT cells was 12.5-25 μg/mL. IC50 values of Terbinafine showed moderate degree of cell rounding and cell shrinkage compared with untreated and vehicle controls. |
| Animal experiment [2]: | |
Animal models | Guinea Pig Model of Skin Infection |
Preparation Method | For treatment, Terbinafine is suspended in 2% methylcellulose and 0.5% Tween 80. Treatment began on the day of inoculation with Trichophyton mentagrophytes and continued once daily for 9 consecutive days. Mycologic status was assessed 24 hours after the last treatment. |
Dosage form | 2, 4, 6 and 8 mg/kg/day, oral, 9 days |
Applications | Oral dose of 4 to 6 mg/kg per day from the day of infection for good activity against Trichophytsis for 9 consecutive days. |
References: | |
| Cas No. | 91161-71-6 | SDF | |
| 别名 | 特比萘芬; TDT 067 | ||
| 化学名 | (E)-N,6,6-trimethyl-N-(naphthalen-1-ylmethyl)hept-2-en-4-yn-1-amine | ||
| Canonical SMILES | CC(C)(C)C#CC=CCN(C)CC1=CC=CC2=CC=CC=C21 | ||
| 分子式 | C21H25N | 分子量 | 291.43 |
| 溶解度 | ≥ 11.9mg/mL in DMSO | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.4314 mL | 17.1568 mL | 34.3136 mL |
| 5 mM | 0.6863 mL | 3.4314 mL | 6.8627 mL |
| 10 mM | 0.3431 mL | 1.7157 mL | 3.4314 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
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Quality Control & SDS
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- Purity: >98.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
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