ThioLox

• CAT Number: I041788
• CAS Number: 1202193-89-2
• Molecular Formula: C15H18N2OS
• Molecular Weight: 274.38
• Purity: ≥95%
• Synonyms: 2-amino-N-butyl-5-phenylthiophene-3-carboxamide
• InChI: InChI=1S/C15H18N2OS/c1-2-3-9-17-15(18)12-10-13(19-14(12)16)11-7-5-4-6-8-11/h4-8,10H,2-3,9,16H2,1H3,(H,17,18)
• InChIKey: QWWMJRJCSZMXHZ-UHFFFAOYSA-N
• SMILES: CCCCNC(=O)C1=C(SC(=C1)C2=CC=CC=C2)N

ThioLox is a competitive 15-lipoxygenase-1 (15-LOX-1) inhibitor with a Ki of 3.30 μM. ThioLox shows anti-inflammatory and neuroprotective properties[1].
ThioLox shows competitive inhibition thus indicating non-covalent interaction with the active site of the 15-LOX-1[1].
ThioLox (50 μM; 24 h) inhibits interleukin (IL-1β, IL-6, IL-8, IL-12b, TNFα and iNOS) expression in precision-cut lung slices (PCLS)[1].
ThioLox (10 μM; 16 h) prevent lipid peroxidation and mitochondrial superoxide formation in neuronal cells[1].
ThioLox (5-20 μM; 14-16 h) protects HT-22 cells against glutamate toxicity and significantly reduces neuronal cell death[1].
ThioLox has a logP of 3 and shows values that comply very well with the BBB permeability[1].

Reference

[1]. Eleftheriadis N, et al. Design of a novel thiophene inhibitor of 15-lipoxygenase-1 with both anti-inflammatory and neuroprotective properties. Eur J Med Chem. 2016 Oct 21;122:786-801.
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