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SML2221

Sigma-Aldrich

CU-CPT9a

≥98% (HPLC)

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Synonym(s):
2-Methyl-4-(7-methoxyl-4-quinolinyl)-phenol, Phenol, 4-(7-methoxy-4-quinolinyl)-2-methyl
Empirical Formula (Hill Notation):
C17H15NO2
CAS Number:
Molecular Weight:
265.31
NACRES:
NA.77

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

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SML1145SML1937SML1260
CU-CPT9a ≥98% (HPLC)

SML2221

CU-CPT9a

ML303 ≥98% (HPLC)

SML1145

ML303

SN-6 ≥98% (HPLC)

SML1937

SN-6

HLM006474 ≥98% (HPLC)

SML1260

HLM006474

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 5 mg/mL, clear (warmed)

color

white to beige

color

white to beige

color

white to beige

color

white to beige

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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