Show simple item record

Proton Magnetic Resonance Studies of the Decomposition of 4-Hydroxycyclophosphamide, a Microsomal Metabolite of Cyclophosphamide

dc.contributor.authorServis, Kenneth L.en_US
dc.contributor.authorValente, Edward J.en_US
dc.contributor.authorChan, Kenneth K.en_US
dc.date.accessioned2006-09-08T19:14:30Z
dc.date.available2006-09-08T19:14:30Z
dc.date.issued1984-03en_US
dc.identifier.citationValente, Edward J.; Chan, Kenneth K.; Servis, Kenneth L.; (1984). "Proton Magnetic Resonance Studies of the Decomposition of 4-Hydroxycyclophosphamide, a Microsomal Metabolite of Cyclophosphamide." Pharmaceutical Research 1(2): 89-92. <http://hdl.handle.net/2027.42/41423>en_US
dc.identifier.issn0724-8741en_US
dc.identifier.issn1573-904Xen_US
dc.identifier.urihttps://hdl.handle.net/2027.42/41423
dc.description.abstractThe proposed tautomeric equilibrium between the microsomal metabolite of cyclophosphamide, 4-hydroxycyclophosphamide, and the open chain aldophosphamide, and the subsequent facile β-elimination to generate acrolein and phosphoramide mustard have been confirmed by proton magnetic resonance studies. When 4-hydroxycyclophosphamide, initially maintained in CDC1 3 at −20°C, was allowed to equilibrate at 15°C, a singlet at 9.76 δ and a triplet at 2.88 δ appeared concomitantly which were assigned to the aldehydic proton and the protons α to the carbonyl of aldophosphamide, respectively. Further reaction led to the appearance of several NMR signals that indicated the irreversible formation of acrolein (multiplet at 9.55 δ) and phosphoramide mustard. Polymerization occurred approximately 2 hours after the initiation of the reaction. The kinetic data of the reaction sequence are discussed.en_US
dc.format.extent674067 bytes
dc.format.extent3115 bytes
dc.format.mimetypeapplication/pdf
dc.format.mimetypetext/plain
dc.language.isoen_US
dc.publisherKluwer Academic Publishers-Plenum Publishers; Plenum Publishing Corporation ; Springer Science+Business Mediaen_US
dc.subject.otherBiomedical Engineeringen_US
dc.subject.otherBiomedicineen_US
dc.subject.otherBiochemistry, Generalen_US
dc.subject.otherMedical Lawen_US
dc.subject.otherPharmacyen_US
dc.subject.otherPharmacology/Toxicologyen_US
dc.titleProton Magnetic Resonance Studies of the Decomposition of 4-Hydroxycyclophosphamide, a Microsomal Metabolite of Cyclophosphamideen_US
dc.typeArticleen_US
dc.subject.hlbsecondlevelPharmacy and Pharmacologyen_US
dc.subject.hlbtoplevelHealth Sciencesen_US
dc.description.peerreviewedPeer Revieweden_US
dc.contributor.affiliationumSchool of Pharmacy, University of Southern California, Los Angeles, Califorinia, 90033; Department of Chemistry, University of Michigan, Ann Arbor, MI, 48104en_US
dc.contributor.affiliationotherSchool of Pharmacy, University of Southern California, Los Angeles, Califorinia, 90033en_US
dc.contributor.affiliationotherDepartment of Chemistry, University of Southern California, Los Angeles, California, 90007en_US
dc.contributor.affiliationumcampusAnn Arboren_US
dc.identifier.pmid24277218en_US
dc.description.bitstreamurlhttp://deepblue.lib.umich.edu/bitstream/2027.42/41423/1/11095_2004_Article_307226.pdfen_US
dc.identifier.doihttp://dx.doi.org/10.1023/A:1016307515811en_US
dc.identifier.sourcePharmaceutical Researchen_US
dc.owningcollnameInterdisciplinary and Peer-Reviewed


Files in this item

Show simple item record

Remediation of Harmful Language

The University of Michigan Library aims to describe library materials in a way that respects the people and communities who create, use, and are represented in our collections. Report harmful or offensive language in catalog records, finding aids, or elsewhere in our collections anonymously through our metadata feedback form. More information at Remediation of Harmful Language.

Accessibility

If you are unable to use this file in its current format, please select the Contact Us link and we can modify it to make it more accessible to you.