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PZ0347

Sigma-Aldrich

CP-424,174

≥98% (HPLC)

Synonym(s):

CP 424174, CP-424174, CP424174, N-[[[4-Chloro-2,6-bis(1-methylethyl)phenyl]amino]carbonyl]-3-(1-hydroxy-1-methylethyl)-benzenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C22H29ClN2O4S
CAS Number:
210825-31-3
Molecular Weight:
452.99
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

SMILES string

CC(O)(C)C1=CC(S(=O)(NC(NC2=C(C(C)C)C=C(Cl)C=C2C(C)C)=O)=O)=CC=C1

InChI

1S/C22H29ClN2O4S/c1-13(2)18-11-16(23)12-19(14(3)4)20(18)24-21(26)25-30(28,29)17-9-7-8-15(10-17)22(5,6)27/h7-14,27H,1-6H3,(H2,24,25,26)

Biochem/physiol Actions

CP-424,174 is a cytokine release inhibitory drugs (CRID) that inhibits the post-translational processing and secretion of IL-1b in response to LPS and ATP in human monocytes. It is quite possible that similarly to CP-456,773 (termed CRID3), CP-424,174 inhibits both NLRP3 and AIM2 inflammasomes by preventing ASC oligomerisation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
116M4722V

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David G Perregaux et al.
Journal of immunology (Baltimore, Md. : 1950), 168(6), 3024-3032 (2002-03-09)
Human monocytes stimulated with LPS produce large quantities of prointerleukin-1beta, but little of this cytokine product is released extracellularly as the mature biologically active species. To demonstrate efficient proteolytic cleavage and export, cytokine-producing cells require a secondary effector stimulus. In
Rebecca C Coll et al.
PloS one, 6(12), e29539-e29539 (2012-01-05)
The Inflammasomes are multi-protein complexes that regulate caspase-1 activation and the production of the pro-inflammatory cytokine IL-1β. Previous studies identified a class of diarylsulfonylurea containing compounds called Cytokine Release Inhibitory Drugs (CRIDs) that inhibited the post-translational processing of IL-1β. Further
D G Perregaux et al.
The Journal of pharmacology and experimental therapeutics, 299(1), 187-197 (2001-09-19)
Lipopolysaccharide (LPS)-activated monocytes and macrophages produce large quantities of pro-interleukin (IL)-1beta but externalize little mature cytokine. Efficient post-translational processing of the procytokine occurs in vitro when these cells encounter a secretion stimulus such as ATP, cytolytic T cells, or hypotonic

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