Synthesis and Investigation of the Antidepressant Properties of Arginine-Vasopressin was written by Borodina, K. V.;Savanets, O. N.;Pustyulga, E. S.;Martinovich, V. P.;Kravchenko, E. V.;Olgomets, L. M.;Golubovich, V. P.. And the article was included in Russian Journal of Bioorganic Chemistry in 2022.Formula: C13H24N2O This article mentions the following:
A search for novel antidepressant analogs of arginine-vasopressin (AVP) by a computer modeling revealed the following peptide analogs of the C-terminal part of AVP: N-Ac-D-Ser-Pro-D-Arg-Gly-NH2, N-Ac-Phe-Pro-Arg-Gly-NH2, and N-Ac-Trp-Pro-Arg-Gly-NH2. Syntheses of the modeled compounds were described in this article. The compounds that could potentially exhibit the antidepressant activity were examined in the forced swimming test. N-Ac-Trp-Pro-Arg-Gly-NH2 (0.1, 1.0, and 10.0 μg/kg) and N-Ac-D-Ser-Pro-D-Arg-Gly-NH2 (1.0 μg/kg) were shown to have the highest similarity to the fluoxetine reference antidepressant according to a number of parameters after the intranasal administration to the Wistar male rats. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Formula: C13H24N2O).
1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds. Tertiary amides, with the important exception of N,N-dimethylformamide, exhibit low solubility in water. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Formula: C13H24N2O
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics