PubMed · 4650508
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M Lamy. 1972-12-23. [Pharmacogenetics].. https://pubmed.ncbi.nlm.nih.gov/4650508/
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Barbiturates are a class of drugs that are utilized as anesthetics and sleeping agents and are used for the treatment of anxiety, epilepsy and other psychiatric disorders. Because of their pyrimidine structures, barbiturates are highly basic compounds. The evaluation of the formation of adducts involving the borinium ion, B(OCH3)2+, and the barbiturates in a quadrupole ion trap is described. The adducts [M + 73]+ dissociate by elimination of methanol followed by the attachment of a trimethylborate or water molecule. This multi-step pathway is characteristic of a basic, nitrogen-containing structure that has at least one acidic hydrogen. Model compounds were used to probe the nature of this unusual reaction pathway, which involves nucleophilic attack by a methoxyl oxygen of neutral trimethyl borate at the boron atom of the adduct.
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The analysis of pharmacological effects of chemical compounds often requires expensive of database searches. But in many cases, some of the most useful (or toxic) substances are overlooked because they are missing in the experiment schedule or in the database etc. In the recent years quantitative structure-activity relationship (QSAR) studies have shown several correlations of physiochemical properties and topological information indices. In the present paper, the use of an automatic structure generator is studied for detecting compounds with maximal activity by (carefully) extrapolating these correlations. So assumptions of optimal activity can be easier evidenced or discarded. The ideas are outlined on barbiturates and monoketones.