Skip to Content
Merck
CN

Key Documents

View All Documentation

SML0750

TPPU

≥98% (HPLC)

Synonym(s):

1-Trifluoromethoxyphenyl-3-(1-propionylpiperidin-4-yl) urea, N-[1-(1-Oxopropyl)-4-piperidinyl]-N′-[4-(trifluoromethoxy)phenyl]-urea

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C16H20F3N3O3
CAS Number:
1222780-33-7
Molecular Weight:
359.34
UNSPSC Code:
51111800
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

FC(F)(F)Oc1ccc(cc1)NC(=O)NC2CCN(CC2)C(=O)CC

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)

InChI key

AAJMQTLFRTZCJK-UHFFFAOYSA-N

Related Categories

Application

TPPU has been used as a soluble epoxide hydrolase (SEH) inhibitor to characterize its pharmacokinetic (PK) and pharmacodynamic properties in rodents. It has also been used as a SEH inhibitor to study its effects on 12,13-dihydroxy-9Z-octadecenoic acid (12,13-DiHOME) concentrations in nervous tissues.

Biochem/physiol Actions

TPPU is a potent sEH inhibitor (IC50 = 3.7 nM) that has been shown to have very favorable PK attributes in cynomolgus monkeys. sEH converts epoxyeicosatrienoic acids (EETs) to dihydroxyiecosatrienoic acids (DHETs), and sEH inhibitors display anti-inflammatory and anti-atherosclerotic effects.
TPPU is a potent sEH inhibitor.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000188631
0000188631
0000143417
0000143418
0000115600

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Wenjun Chen et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 40(42), 8188-8203 (2020-09-26)
Alzheimer's disease (AD) is the leading cause of late-onset dementia, and there exists an unmet medical need for effective treatments for AD. The accumulation of neurotoxic amyloid-β (Aβ) plaques contributes to the pathophysiology of AD. EPHX2 encoding soluble epoxide hydrolase
View All Related Papers

Global Trade Item Number

SKUGTIN
SML0750-25MG04061832786704
SML0750-5MG04061832786711

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service