SML0750
TPPU
≥98% (HPLC)
别名:
1-三氟甲氧基苯基-3-（1-丙酰哌啶-4-基）脲, N-[1-（1-氧丙基）-4-哌啶基]-N′-[4-（三氟甲氧基）苯基]-脲
产品名称
TPPU, ≥98% (HPLC)
SMILES string
FC(F)(F)Oc1ccc(cc1)NC(=O)NC2CCN(CC2)C(=O)CC
InChI key
AAJMQTLFRTZCJK-UHFFFAOYSA-N
InChI
1S/C16H20F3N3O3/c1-2-14(23)22-9-7-12(8-10-22)21-15(24)20-11-3-5-13(6-4-11)25-16(17,18)19/h3-6,12H,2,7-10H2,1H3,(H2,20,21,24)
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 10 mg/mL, clear (warmed)
storage temp.
2-8°C
Quality Level
相关类别
Application
TPPU已被用作可溶性环氧化物水解酶（SEH）抑制剂，用于表征其在啮齿动物中的药代动力学（PK）和药效学特性。它还被用作SEH抑制剂，用于研究其对神经组织中12,13-二羟基-9Z-十八烯酸（12,13-DiHOME）浓度的影响。
Biochem/physiol Actions
TPPU 是一种强效 sEH 抑制剂 (IC 50 = 3.7 nM)，已证明其在食蟹猴中具有非常有利的 PK 属性。sEH 可将环氧二十碳三烯酸 (EET) 转化为二羟基月桂三烯酸 (DHET)，sEH 抑制剂显示抗炎和抗动脉粥样硬化作用。
TPPU 是一种强效的 sEH 抑制剂。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Annika I Ostermann et al.
Prostaglandins & other lipid mediators, 121(Pt A), 131-137 (2015-06-29)
Epoxides from polyunsaturated fatty acids (PUFAs) are potent lipid mediators. In vivo stabilization of these epoxides by blockade of the soluble epoxide hydrolase (sEH) leads to anti-inflammatory, analgesic and normotensive effects. Therefore, sEH inhibitors (sEHi) are a promising new class
The oxidized linoleic acid metabolite 12, 13-DiHOME mediates thermal hyperalgesia during inflammatory pain
Zimmer B, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1863(7), 669-678 (2018)
Oral treatment of rodents with soluble epoxide hydrolase inhibitor 1-(1-propanoylpiperidin-4-yl)-3-[4-(trifluoromethoxy) phenyl] urea (TPPU): Resulting drug levels and modulation of oxylipin pattern
Ostermann A I, et al.
Prostaglandins & other lipid mediators, 121 (2015)
Béla Zimmer et al.
Biochimica et biophysica acta. Molecular and cell biology of lipids, 1863(7), 669-678 (2018-04-07)
Eicosanoids play a crucial role in inflammatory pain. However, there is very little knowledge about the contribution of oxidized linoleic acid metabolites in inflammatory pain and peripheral sensitization. Here, we identify 12,13-dihydroxy-9Z-octadecenoic acid (12,13-DiHOME), a cytochrome P450-derived linoleic acid metabolite
Qiong Wu et al.
Journal of molecular neuroscience : MN, 67(3), 364-372 (2019-01-16)
High level of corticosterone (CORT) is toxic to neurons and plays an important role in depression-like behavior and chronic stress. Our previous study showed that TPPU, a soluble epoxide hydrolase (sEH) inhibitor (sEHI), induces an antidepressant effect in animal models.
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