Colorado A, Brodbelt J
Department of Chemistry and Biochemistry, University of Texas, Austin, USA.
J Mass Spectrom. 1996 Apr;31(4):403-10. doi: 10.1002/(SICI)1096-9888(199604)31:4<403::AID-JMS313>3.0.CO;2-0.
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.
巴比妥类药物是一类用作麻醉剂和安眠药的药物，用于治疗焦虑症、癫痫和其他精神疾病。由于其嘧啶结构，巴比妥类药物是高碱性化合物。本文描述了在四极离子阱中涉及硼鎓离子B(OCH3)2+与巴比妥类药物形成加合物的评估。加合物[M + 73]+通过消除甲醇，随后连接硼酸三甲酯或水分子而解离。这种多步途径是具有至少一个酸性氢的碱性含氮结构的特征。使用模型化合物来探究这种不寻常反应途径的本质，该途径涉及中性硼酸三甲酯的甲氧基氧对加合物硼原子的亲核攻击。
