Methaqualone

Ring forming reactions of imines of 2-aminobenzaldehyde and related compounds

“…The quinazoline skeleton appears in alkaloids [22][23][24][25] and in medicinal derivatives such as prazozin (antihypertensive α 1 -adrenoreceptor antagonist) 26, 27 and methaqualone (sedative). 28 Using variants on the synthetic scheme described in this paper, quinazolines or 1,2-dihydroquinazolines substituted in position 2 with alkyl or aryl groups can be obtained. Earlier work has shown that other electrophiles can be utilized to gain access to e.g.…”

Precolumns of Amberlite XAD-2 for direct injection liquid chromatographic determination of methaqualone in blood plasma

“…Consequently, the majority of plasma components should be relatively unretained on XAD-2 in this solvent. On the other hand, MTQ, with pKb = 2.5 (19), is present as the free base at pH 9.3 and therefore will exhibit strong retention by XAD-2. This behavior is consistent with the findings of Evenson and Lensmeyer (3) who reported less "biological interference" in their gas chromatographic determination of MTQ in serum when the preliminary solvent extraction was performed at higher, rather than at lower, pH.…”

“…The detection limit, defined as the concentration which gives a peak twice the height of the peak-to-peak noise, is 18 ng/mL (18 ppb). Although the molar absorptivity of MTQ is lower at 254 nm (19), the lower base line noise exhibited by the Spectra Physics detector (254 nm interference filter) results in an even lower detection limit of 1-2 ng/mL.…”

“…Since MTQ is almost completely metabolized at therapeutic dosage levels, very little is excreted, making it desirable to measure plasma levels rather than urine levels (18). Some important analytical and biological properties of MTQ have been summarized (19).…”

Large-Scale Oxidations in the Pharmaceutical Industry

“…Zalipsky reported the trapping of a p -sulfamidoazide derived from 581 with a series of phenols (Scheme ); yields were not provided . In two complementary routes to R-83842 ( 590 ), the intramolecular trapping of diazo intermediates generated from 588 and 591 by the o -amino group to form benzotriazoles 589 and 592 was reported to give 58% and 62% yield, respectively …”