Antituberculous Agents. III. (+)-2,2 -(Ethylenediimino)-di-1-butanol^1,2 and Some Analogs

Metal binding by pharmaceuticals. Part 1. Copper(II) and zinc(II) interactions following ethambutol administration

“…Assuming this to be the case, the Table 2 represents the complex shown in Figure l(b) which was originally proposed to be the effective antitubercular species in vivo [10]. No bis complexes were observed for either ethambutol or EDBA with either metal ion investigated and while there is some evidence for zinc(II)-ethambutol (log fl23-4 = -15.90) and zinc(II)-EDBA (log/~230 = 23.60) polynuclear complex formation, such complexes appear to be of little significance in our titrations.…”

“…formation of a particular form of chelate [10] Figure l(b). Ethambutol appears to interfere with RNA synthesis [11,12], possibly through interaction with essential divalent cations and polyamines [13].…”

Chemical Characterization of Ethambutol Binding to Mycobacterium smegmatis

“…As expected, an inverse relationship between ionic strength and (2). In view of the strict stereospecificity displayed by ethambutol (9,10) and the overall composition of the drug molecule, it is likely that a particular combination of the imino and hydroxyl groups is responsible for binding. Consistent with this notion, the marked sensitivity of the interaction to inhibition and reversal by ions (2, 3) suggested that ethambutol is held at critical cell sites by elec'trostatic attractions.…”

“…However, based on structure-activity studies (9, 10) and on our results suggesting that critical binding requires the singly charged monohydrochloride form of ethambutol, we can speculate that both hydrogen bonding and ionic linkages are involved. The charge distribution on the imino groups appears to be of primary importance, since absence of the hydroxyl groups resulted in reduced but not complete loss of activity (9).…”

Easily Accessible Chiral Imidazolinium Salts Bearing Two Hydroxy‐Containing Substituents as Shift Reagents and Carbene Precursors

“…+ . The preparation of this compound by the reduction of a bis(amide) had previously been reported, [37] but no spectroscopic data were provided. (1R,1ЈR,2R,2ЈR)-2,2Ј-[Ethane-1,2-diylbis(azanediyl)]bis(1-phenylpropane-1,3-diol …”