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Merck
CN

SML2666

Diflapolin

≥98% (HPLC)

Synonym(s):

N-[4-(2-Benzothiazolylmethoxy)-2-methylphenyl]-N′-(3,4-dichlorophenyl)-urea, N-[4-(Benzothiazol-2-ylmethoxy)-2-methylphenyl]-N′-(3,4-dichlorophenyl)urea

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About This Item

Empirical Formula (Hill Notation):
C22H17Cl2N3O2S
CAS Number:
724453-98-9
Molecular Weight:
458.36
UNSPSC Code:
41116004
NACRES:
NA.77

Key Documents

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InChI

1S/C22H17Cl2N3O2S/c1-13-10-15(29-12-21-26-19-4-2-3-5-20(19)30-21)7-9-18(13)27-22(28)25-14-6-8-16(23)17(24)11-14/h2-11H,12H2,1H3,(H2,25,27,28)

InChI key

FGXLEECGXSDIMM-UHFFFAOYSA-N

SMILES string

O=C(NC1=CC=C(Cl)C(Cl)=C1)NC2=C(C)C=C(OCC3=NC4=CC=CC=C4S3)C=C2

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Related Categories

Biochem/physiol Actions

Diflapolin is a bioavailable, highly potent and highly selective dual FLAP/sEH (5-LO-activating protein/ soluble epoxide hydrolase) inhibitor that suppresses leukotriene formation and increases epoxyeicosatrienoic acids levels. Diflapolin exhibit potent anti-inflammatory activities in mice models.
bioavailable, highly potent and highly selective dual FLAP/sEH (5-LO-activating protein/ soluble epoxide hydrolase) inhibitor

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000080080
0000080081
0000075029

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Lisa Vieider et al.
ACS medicinal chemistry letters, 10(1), 62-66 (2019-01-19)
A series of derivatives of the potent dual soluble epoxide hydrolase (sEH)/5-lipoxygenase-activating protein (FLAP) inhibitor diflapolin was designed, synthesized, and characterized by 1H NMR, 13C NMR, and elemental analysis. These novel compounds were biologically evaluated for their inhibitory activity against
Veronika Temml et al.
Scientific reports, 7, 42751-42751 (2017-02-22)
Leukotrienes (LTs) are pro-inflammatory lipid mediators derived from arachidonic acid (AA) with roles in inflammatory and allergic diseases. The biosynthesis of LTs is initiated by transfer of AA via the 5-lipoxygenase-activating protein (FLAP) to 5-lipoxygenase (5-LO). FLAP inhibition abolishes LT
Ulrike Garscha et al.
Scientific reports, 7(1), 9398-9398 (2017-08-26)
Arachidonic acid (AA) is metabolized to diverse bioactive lipid mediators. Whereas the 5-lipoxygenase-activating protein (FLAP) facilitates AA conversion by 5-lipoxygenase (5-LOX) to pro-inflammatory leukotrienes (LTs), the soluble epoxide hydrolase (sEH) degrades anti-inflammatory epoxyeicosatrienoic acids (EETs). Accordingly, dual FLAP/sEH inhibition might

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