File Download

There are no files associated with this item.

  Links for fulltext
     (May Require Subscription)
Supplementary

Article: Ranitidine bismuth(III) citrate

TitleRanitidine bismuth(III) citrate
Authors
Issue Date1995
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/dalton
Citation
Journal Of The Chemical Society, Dalton Transactions, 1995 n. 9, p. 1395-1401 How to Cite?
AbstractA variety of amines have been shown to solubilize bismuth(III) citrate, [Bi(Hcit)], and the nature of the adduct 1 between it and ranitidine [N,N-dimethyl-5-(3-nitromethylene-7-thia-2,4-diazaoctyl)furan-2-methanamine], which is currently on clinical trial as an antiulcer drug, has been investigated by 1H and 13C NMR spectroscopy and polarography. Complex 1 undergoes a structural transition in aqueous solution with an associated pKa of 6.2. Ranitidine appears to be involved in second-co-ordination-sphere interactions with polymeric bismuth(III) citrate species via the HNMe2 + group for which the pKa is raised from 8.64 to 8.90, whereas the pKa of the diaminonitroethene group of ranitidine (2.2) is unaffected. In solutions of 1 in (CD3)2SO this interaction increases the rate of NH exchange compared to free ranitidine. The chemical properties of 1 in aqueous solution differ from those previously reported for the potassium ammonium adduct, colloidal bismuth subcitrate, a drug in current clinical use. Complexation of both citrate and ranitidine to BiIII in acidic solutions (pH 2.5-3) was detected by polarography, which demonstrated the existence of rapid deprotonation equilibria for bismuth(III) citrate complexes in the range pH 1-5.8. Since antiulcer drugs are subjected to low-pH environments in the stomach, such equilibria may be relevant to the biological activity of ranitidine bismuth citrate.
Persistent Identifierhttp://hdl.handle.net/10722/168176
ISSN
2002 Impact Factor: 3.023
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorSadler, PJen_US
dc.contributor.authorSun, Hen_US
dc.date.accessioned2012-10-08T03:15:59Z-
dc.date.available2012-10-08T03:15:59Z-
dc.date.issued1995en_US
dc.identifier.citationJournal Of The Chemical Society, Dalton Transactions, 1995 n. 9, p. 1395-1401en_US
dc.identifier.issn1472-7773en_US
dc.identifier.urihttp://hdl.handle.net/10722/168176-
dc.description.abstractA variety of amines have been shown to solubilize bismuth(III) citrate, [Bi(Hcit)], and the nature of the adduct 1 between it and ranitidine [N,N-dimethyl-5-(3-nitromethylene-7-thia-2,4-diazaoctyl)furan-2-methanamine], which is currently on clinical trial as an antiulcer drug, has been investigated by 1H and 13C NMR spectroscopy and polarography. Complex 1 undergoes a structural transition in aqueous solution with an associated pKa of 6.2. Ranitidine appears to be involved in second-co-ordination-sphere interactions with polymeric bismuth(III) citrate species via the HNMe2 + group for which the pKa is raised from 8.64 to 8.90, whereas the pKa of the diaminonitroethene group of ranitidine (2.2) is unaffected. In solutions of 1 in (CD3)2SO this interaction increases the rate of NH exchange compared to free ranitidine. The chemical properties of 1 in aqueous solution differ from those previously reported for the potassium ammonium adduct, colloidal bismuth subcitrate, a drug in current clinical use. Complexation of both citrate and ranitidine to BiIII in acidic solutions (pH 2.5-3) was detected by polarography, which demonstrated the existence of rapid deprotonation equilibria for bismuth(III) citrate complexes in the range pH 1-5.8. Since antiulcer drugs are subjected to low-pH environments in the stomach, such equilibria may be relevant to the biological activity of ranitidine bismuth citrate.en_US
dc.languageengen_US
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/daltonen_US
dc.relation.ispartofJournal of the Chemical Society, Dalton Transactionsen_US
dc.titleRanitidine bismuth(III) citrateen_US
dc.typeArticleen_US
dc.identifier.emailSun, H:hsun@hkucc.hku.hken_US
dc.identifier.authoritySun, H=rp00777en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1039/DT9950001395en_US
dc.identifier.scopuseid_2-s2.0-37049069705en_US
dc.identifier.issue9en_US
dc.identifier.spage1395en_US
dc.identifier.epage1401en_US
dc.identifier.isiWOS:A1995QY25400001-
dc.publisher.placeUnited Kingdomen_US
dc.identifier.scopusauthoridSadler, PJ=7103024488en_US
dc.identifier.scopusauthoridSun, H=7404827446en_US

Export via OAI-PMH Interface in XML Formats


OR


Export to Other Non-XML Formats