File Download
There are no files associated with this item.
Links for fulltext
(May Require Subscription)
- Publisher Website: 10.1039/DT9950001395
- Scopus: eid_2-s2.0-37049069705
- WOS: WOS:A1995QY25400001
- Find via
Supplementary
- Citations:
- Appears in Collections:
Article: Ranitidine bismuth(III) citrate
Title | Ranitidine bismuth(III) citrate |
---|---|
Authors | |
Issue Date | 1995 |
Publisher | Royal 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? |
Abstract | A 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 Identifier | http://hdl.handle.net/10722/168176 |
ISSN | |
ISI Accession Number ID |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Sadler, PJ | en_US |
dc.contributor.author | Sun, H | en_US |
dc.date.accessioned | 2012-10-08T03:15:59Z | - |
dc.date.available | 2012-10-08T03:15:59Z | - |
dc.date.issued | 1995 | en_US |
dc.identifier.citation | Journal Of The Chemical Society, Dalton Transactions, 1995 n. 9, p. 1395-1401 | en_US |
dc.identifier.issn | 1472-7773 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/168176 | - |
dc.description.abstract | A 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.language | eng | en_US |
dc.publisher | Royal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/dalton | en_US |
dc.relation.ispartof | Journal of the Chemical Society, Dalton Transactions | en_US |
dc.title | Ranitidine bismuth(III) citrate | en_US |
dc.type | Article | en_US |
dc.identifier.email | Sun, H:hsun@hkucc.hku.hk | en_US |
dc.identifier.authority | Sun, H=rp00777 | en_US |
dc.description.nature | link_to_subscribed_fulltext | en_US |
dc.identifier.doi | 10.1039/DT9950001395 | en_US |
dc.identifier.scopus | eid_2-s2.0-37049069705 | en_US |
dc.identifier.issue | 9 | en_US |
dc.identifier.spage | 1395 | en_US |
dc.identifier.epage | 1401 | en_US |
dc.identifier.isi | WOS:A1995QY25400001 | - |
dc.publisher.place | United Kingdom | en_US |
dc.identifier.scopusauthorid | Sadler, PJ=7103024488 | en_US |
dc.identifier.scopusauthorid | Sun, H=7404827446 | en_US |
dc.identifier.issnl | 1364-5447 | - |