Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of Heterocyclic Chemistry called Synthesis and pancreatic lipase inhibitory activities of some 1,2,4-triazol-5(3)-one derivatives, Author is Ozdemir, Yusuf; Bekircan, Olcay; Baltas, Nimet; Mentese, Emre, which mentions a compound: 693-67-4, SMILESS is CCCCCCCCCCCBr, Molecular C11H23Br, Application In Synthesis of 1-Bromoundecane.
In this study, starting from 4-amino-5-(4-chlorobenzyl)-2,4-dihydro-3H-1,2,4-triazole-3-one, the 4-Amino-5-(4-chlorobenzyl)-2-undecyl-2,4-dihydro-3H-1,2,4-triazol-3-one was first synthesized and this compound was converted to Schiff base derivatives I [R = 4-F, 4-Cl, 2,4-di-F, 2,4-di-Cl, 2-F-4-Cl]. In the second step of the study, the 2-[3-(4-chlorobenzyl)-5-oxo-1-undecyl-1,5-dihydro-4H-1,2,4-triazole-4-yl]-acetohydrazide, which was used as a key product in the synthesis of many heterocyclic compounds was synthesized in four steps, and then this compound was converted into methylidene acetohydrazide II [R = 4-F, 4-Cl, 2,4-di-F, 2,4-di-Cl, 2-F-4-Cl], thiosemicarbazide III [R2 = Me, Et, Ph, Bn, 4-ClC6H4], and 1,2,4-triazole-5-thione IV [R2 = Me, Et, Ph, Bn, 4-ClC6H4; R3 = H] derivatives Also, in the last part of the study, 1,2,4-triazole-5-thione derivatives were changed into Mannich bases IV [R2 = Me, Et, Ph, Bn, 4-ClC6H4; R3 = (4-phenylpiperazin-1-yl)methyl] bearing a 4-phenylpiperazine ring. These new compounds I, II, III and IV were tested with regard to pancreatic lipase (PL) inhibition activity, and compound I [R = 4-Cl, 2,4-di-Cl], II [R = 2,4-di-Cl], III [R2 = Ph] and IV [R2 = Ph; R3 = H] showed a considerable anti-lipase activity at various concentrations The activity of compounds II [R = 4-Cl] (IC50 = 1.45 ± 0.12μM) was the highest in terms of IC50, comparable to that of orlistat, a well-known PL inhibitor used as an antiobesity drug.
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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem