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1821387-73-8

1821387-73-8 structure
1821387-73-8 structure
  • Name: CU-T12-9
  • Chemical Name: N-Methyl-4-nitro-2-{4-[4-(trifluoromethyl)phenyl]-1H-imidazol-1-yl}aniline
  • CAS Number: 1821387-73-8
  • Molecular Formula: C17H13F3N4O2
  • Molecular Weight: 362.306
  • Catalog: Signaling Pathways Immunology/Inflammation Toll-like Receptor (TLR)
  • Create Date: 2018-06-16 15:19:28
  • Modify Date: 2024-01-30 16:07:14
  • CU-T12-9 is a specific TLR1/2 agonist with EC50 of 52.9 nM in HEK-Blue hTLR2 SEAP assay. CU-T12-9 activates both the innate and the adaptive immune systems. CU-T12-9 selectively activates the TLR1/2 heterodimer, not TLR2/6. CU-T12-9 signals through NF-κB and invokes an elevation of the downstream effectors TNF-α, IL-10, and iNOS[1].

Name N-Methyl-4-nitro-2-{4-[4-(trifluoromethyl)phenyl]-1H-imidazol-1-yl}aniline
Synonyms N-Methyl-4-nitro-2-{4-[4-(trifluoromethyl)phenyl]-1H-imidazol-1-yl}aniline
Benzenamine, N-methyl-4-nitro-2-[4-[4-(trifluoromethyl)phenyl]-1H-imidazol-1-yl]-
Description CU-T12-9 is a specific TLR1/2 agonist with EC50 of 52.9 nM in HEK-Blue hTLR2 SEAP assay. CU-T12-9 activates both the innate and the adaptive immune systems. CU-T12-9 selectively activates the TLR1/2 heterodimer, not TLR2/6. CU-T12-9 signals through NF-κB and invokes an elevation of the downstream effectors TNF-α, IL-10, and iNOS[1].
Related Catalog
Target

TLR2:52.9 nM (EC50, in HEK-Blue cells)

TLR1:52.9 nM (EC50, in HEK-Blue cells)

In Vitro CU-T12-9 directly targets TLR1/2 to initiate downstream signaling. By binding to both TLR1 and TLR2, CU-T12-9 facilitates the TLR1/2 heterodimeric complex formation, which in turn activates the downstream signaling[1]. CU-T12-9 activates the TLR1/2 pathway by inducing NF-κB activation to trigger downstream signaling, such as secreted embryonic alkaline phosphatase (SEAP), NO, and TNF-α[1]. CU-T12-9 (0.39-100 μM; 24 hours) does not produce toxicity up to 100 μM in HEK-Blue hTLR2 and Raw 264.7 cells[1]. CU-T12-9 up-regulates the mRNA levels of TLR1, TLR2, TNF, IL-10, and iNOS. CU-T12-9 (0.1-10 μM) activates TLR1 mRNA and iNOS mRNA after Raw 264.7 cells are treated for 24 hours. CU-T12-9 (0.1-10 μM) activates TLR2 and IL-10 mRNA after Raw 264.7 cells are treated for 2 hours. CU-T12-9 (0.1-10 μM) activates TNF mRNA after Raw 264.7 cells are treated for 8 hours[1]. Cell Cytotoxicity Assay[1] Cell Line: HEK-Blue hTLR2 and Raw 264.7 macrophage cells Concentration: 0.39, 0.78, 1.56, 3.125, 6.25, 12.5, 25, 50, and 100 μM Incubation Time: 24 hours Result: No toxicity was seen up to 100 μM. RT-PCR[1] Cell Line: Raw 264.7 cells Concentration: 0.1, 1, 10 μM Incubation Time: 24 hours for TLR1 and iNOS mRNA assay 2 hours for TLR2 and IL-10 mRNA assay 8 hours for TNF mRNA assay Result: Triggered TLR1 mRNA and iNOS mRNA at 24 hours dose-dependently. Dose-dependent activation of TLR2 mRNA and IL-10 mRNA at 2 hours. Showed dose-dependent activation of TNF mRNA at 8 hours.
References

[1]. Cheng K, et al. Specific activation of the TLR1-TLR2 heterodimer by small-molecule agonists. Sci Adv. 2015;1(3). pii: e1400139.

Density 1.4±0.1 g/cm3
Boiling Point 524.3±50.0 °C at 760 mmHg
Molecular Formula C17H13F3N4O2
Molecular Weight 362.306
Flash Point 270.9±30.1 °C
Exact Mass 362.099060
LogP 4.53
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.601