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Safety Information

SML3639

Sigma-Aldrich

CU-T12-9

≥98% (HPLC)

Synonym(s):

CU-T 12-9, N-Methyl-4-nitro-2-(4-(4-(trifluoromethyl)phenyl)-1H-imidazol-1-yl)aniline

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About This Item

Empirical Formula (Hill Notation):
C17H13F3N4O2
CAS Number:
1821387-73-8
Molecular Weight:
362.31
MDL number:
MFCD30182292
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

FC(F)(F)c1ccc(cc1)c2nc[n](c2)c3c(ccc(c3)[N+](=O)[O-])NC

InChI

1S/C17H13F3N4O2/c1-21-14-7-6-13(24(25)26)8-16(14)23-9-15(22-10-23)11-2-4-12(5-3-11)17(18,19)20/h2-10,21H,1H3

InChI key

LITXVDAFEYLWQE-UHFFFAOYSA-N

Biochem/physiol Actions

CU-T12-9 is a potent activator of toll-like receptor signaling, selective for TLR1 and TLR2. CU-T12-9 binds selectively to toll-like receptors TLR1 and TLR2, facilitating the TLR1/2 heterodimeric complex formation and activating downstream signaling of NF-κB.

Storage Class Code

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
0000226826
0000226826

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Oxy210, a Semi-Synthetic Oxysterol, Exerts Anti-Inflammatory Effects in Macrophages via Inhibition of Toll-like Receptor (TLR) 4 and TLR2 Signaling and Modulation of Macrophage Polarization
International Journal of Molecular Sciences, 23(10), 5478-5478 (2022)
Kui Cheng et al.
Science advances, 1(3) (2015-06-24)
Toll-like receptor (TLR) agonists activate both the innate and the adaptive immune systems. These TLR agonists have been exploited as potent vaccine adjuvants and antitumor agents. We describe the identification and characterization of a small molecule, N-methyl-4-nitro-2-(4-(4-(trifluoromethyl)phenyl)-1 H-imidazol-1-yl)aniline (CU-T12-9), that
Tomoya Muto et al.
Cell stem cell, 29(2), 298-314 (2022-01-20)
Clonal hematopoiesis (CH) is an aging-associated condition characterized by the clonal outgrowth of pre-leukemic cells that acquire specific mutations. Although individuals with CH are healthy, they are at an increased risk of developing myeloid malignancies, suggesting that additional alterations are

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