1Z105

• CAT Number: I020773
• CAS Number: 1438280-73-9
• Molecular Formula: C25H26N4O2S
• Molecular Weight: 446.57
• Purity: 98%
• Synonyms: 1Z105, 1Z-105, 1Z 105
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: N-Cyclohexyl-2-((5-methyl-4-oxo-3-phenyl-4,5-dihydro-3H-pyrimido[5,4-b]indol-2-yl)thio)acetamide
• InChI: InChI=1S/C25H26N4O2S/c1-28-20-15-9-8-14-19(20)22-23(28)24(31)29(18-12-6-3-7-13-18)25(27-22)32-16-21(30)26-17-10-4-2-5-11-17/h3,6-9,12-15,17H,2,4-5,10-11,16H2,1H3,(H,26,30)
• InChIKey: XIGDXFCDNWREER-UHFFFAOYSA-N
• SMILES: O=C(NC1CCCCC1)CSC2=NC3=C(C(N2C4=CC=CC=C4)=O)N(C)C5=C3C=CC=C5

1Z105 is a TLR4/MD2 ligand, significantly reducing the IL-6 secretion by subsequent challenge with LPS.

Reference

1: Rajaiah R, Perkins DJ, Ireland DD, Vogel SN. CD14 dependence of TLR4 endocytosis and TRIF signaling displays ligand specificity and is dissociable in endotoxin tolerance. Proc Natl Acad Sci U S A. 2015 Jul 7;112(27):8391-6. doi: 10.1073/pnas.1424980112. Epub 2015 Jun 23. PubMed PMID: 26106158; PubMed Central PMCID: PMC4500272.
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3: Hayashi T, Crain B, Yao S, Caneda CD, Cottam HB, Chan M, Corr M, Carson DA. Novel synthetic toll-like receptor 4/MD2 ligands attenuate sterile inflammation. J Pharmacol Exp Ther. 2014 Aug;350(2):330-40. doi: 10.1124/jpet.114.214312. Epub 2014 Jun 3. PubMed PMID: 24893985; PubMed Central PMCID: PMC4109491.