Synthesis of new “benzyl”-thiourea derivatives and their cyclic analogs with diuretic and saluretic activity was written by Reiter, J.;Toldy, L.;Schaefer, I.;Szondy, E.;Borsy, J.;Lukovits, I.. And the article was included in European Journal of Medicinal Chemistry in 1980.Name: 4-Fluorobenzylisothiocyanate This article mentions the following:
RR1CHNHCSNR2R3 [I; R = optionally substituted Ph; R1 = H, Me, Et, Pr, CHMe2, (CH2)6Me, cyclopropyl; R2 = H, Me, Et, Bu, cyclohexyl, CH2CH2OH; R3 = (CH2)3OH, CH2CHMeOH, CH2CMe2OH, CHEtCH2OH, allyl, CH2CMe:CH2, CH2CH2OH] and their cyclic derivatives II (X = CH2, CH2CH2, CH2CHMe, CH2CMe2, CHEtCH2, CH2CH:CH) with diuretic and saluretic activity were prepared Thus, RR1CHNH2 were converted to RR1CHNCS or RR1CHNHCS2Me, which were treated with R2R3NH to give I. Acidic cyclizaton of I using HCl gave II. The quant. structure activity relationships for I and II were determined using the Free-Wilson approach. In the experiment, the researchers used many compounds, for example, 4-Fluorobenzylisothiocyanate (cas: 2740-88-7Name: 4-Fluorobenzylisothiocyanate).
4-Fluorobenzylisothiocyanate (cas: 2740-88-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Name: 4-Fluorobenzylisothiocyanate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics