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SML2221

Sigma-Aldrich

CU-CPT9a

≥98% (HPLC)

Synonym(s):

2-Methyl-4-(7-methoxyl-4-quinolinyl)-phenol, Phenol, 4-(7-methoxy-4-quinolinyl)-2-methyl

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About This Item

Empirical Formula (Hill Notation):
C17H15NO2
CAS Number:
2165340-32-7
Molecular Weight:
265.31
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

CC1=CC(C2=CC=NC3=CC(OC)=CC=C23)=CC=C1O

InChI

1S/C17H15NO2/c1-11-9-12(3-6-17(11)19)14-7-8-18-16-10-13(20-2)4-5-15(14)16/h3-10,19H,1-2H3

InChI key

HNYBTVKYLVLWCB-UHFFFAOYSA-N

Biochem/physiol Actions

CU-CPT9a is a potent and selective inhibitor of Toll-like receptor 8 (TLR8). It binds to TLR8 at a site different from current small-molecule TLR7/8 agonists, stabilizing the TLR8 dimer in its resting state, thus preventing TLR8 activation It exhibited an IC50 value of 0.5 nM and blocked TLR8 activation induced by either resiquimod (R848) or ssRNA without affecting the closely related TLR7 or cells expressing other TLRs. CU-CPT9a also suppressed TNF-α levels in a dose-dependent manner in cells from patients with rheumatoid arthritis.
Inhibitor of Toll-like receptor 8 (TLR8)

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
0000104605
0000038980
0000038979
0000033129

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Shuting Zhang et al.
Nature chemical biology, 14(1), 58-64 (2017-11-21)
Endosomal Toll-like receptors (TLR3, TLR7, TLR8, and TLR9) are highly analogous sensors for various viral or bacterial RNA and DNA molecular patterns. Nonetheless, few small molecules can selectively modulate these TLRs. In this manuscript, we identified the first human TLR8-specific

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