title: Application of 15N nuclear magnetic resonance spectroscopy to the determination of the stability of aryl nitrogen mustards.
abstract: An excellent correlation has been shown to exist between the 15N NMR chemical shifts of a series of aryl nitrogen mustards and the Hammett constant, sigma, which is much improved by the use of sigma-. These chemical shifts also correlate well with the hydrolysis rates of the compounds in 50% aqueous acetone at 66 degrees C and their alkylation of 4-(4'-nitrobenzyl)pyridine under similar conditions. Thus 15N NMR is a straightforward and material-conserving method for estimating the relative stabilities of aryl nitrogen mustards.
authors.affiliation: Cancer Research Campaign Centre for Cancer Therapeutics, Institute of Cancer Research, Sutton, Surrey, U.K.
authors.forename: D E
authors.initials: DE
authors.lastname: Wilman
authors.forename: B D
authors.initials: BD
authors.lastname: Palmer
authors.forename: W A
authors.initials: WA
authors.lastname: Denny
mesh_terms: D004355:Drug Stability; D006868:Hydrolysis; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D009587:Nitrogen Isotopes; D009588:Nitrogen Mustard Compounds / Q000737:chemistry*
chemical_list: D009587:Nitrogen Isotopes; D009588:Nitrogen Mustard Compounds