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SML2666

Sigma-Aldrich

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

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

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

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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