Brown, Thomas H.; Blakemore, Robert C.; Durant, Graham J.; Emmett, John C.; Ganellin, C. Robin; Parsons, Michael E.; Rawlings, D. Anthony; Walker, Terence F. published their research in European Journal of Medicinal Chemistry on February 29 ,1988. The article was titled 《Isocytosine H2-receptor histamine antagonists. I. Oxmetidine and related compounds》.Name: Ethyl 3-(4-chlorophenyl)propanoate The article contains the following contents:
2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-4-pyrimidones I (R = H, Me, PhO, substituted benzyl, etc.; R1 = H, Me, Pr, PhCH2) were prepared via substitution of (methylthio)pyrimidinones with 5-methyl-4-[(2-aminomethyl)thiomethyl]imidazole. The model compound I (R = R1 = H) has modest H2-antagonist activity as shown by its ability to antagonize histamine-stimulated tachycardia in guinea pig right atrium in vitro and inhibit histamine-stimulated gastric acid secretion in the lumen-perfused stomach of the anesthetized rat. Investigation of the effect of substituents in the pyrimidone ring showed that suitable substitution at the 5-position gave compounds with greatly increased activity, whereas substituents at other positions in the ring were not favorable for activity. Some structure-activity and structure-toxicity correlations are discussed. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1Name: Ethyl 3-(4-chlorophenyl)propanoate)
Ethyl 3-(4-chlorophenyl)propanoate(cas: 7116-36-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Name: Ethyl 3-(4-chlorophenyl)propanoate However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics