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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
1
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pubmed:dateCreated |
1989-6-12
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pubmed:abstractText |
The degradation of lidocaine in aqueous solution obeys the expression kobs = (kH+[H+] + ko) [H+]/([H+] + Ka) + k'oKa/([H+] + Ka) where kH+ is the rate constant for hydronium ion catalysis, and ko and k'o are the rate constants for the spontaneous (or water-catalyzed) reactions of protonated and free-base lidocaine. At 80 degrees C, the rate constants for these processes are 1.31 x 10(-7) M-1 sec-1, 1.37 x 10(-9) sec-1, and 7.02 x 10(-9) sec-1; the corresponding activation energies are 30.5, 33.8, and 26.3 kcal mol-1, respectively. It was found that the room temperature pH of maximum stability is approximately 3-6 and that lidocaine is more reactive in the presence of metal ions such as Fe2+ and Cu2+. The dissociation constant, Ka, for lidocaine at 25-80 degrees C was also measured at 0.1 M ionic strength and a plot of pKa versus 1/T gave a slope of (1.88 +/- 0.05) x 10(3) K-1 and intercept 1.56 +/- 0.16.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Amides,
http://linkedlifedata.com/resource/pubmed/chemical/Buffers,
http://linkedlifedata.com/resource/pubmed/chemical/Indicators and Reagents,
http://linkedlifedata.com/resource/pubmed/chemical/Lidocaine,
http://linkedlifedata.com/resource/pubmed/chemical/Metals
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pubmed:status |
MEDLINE
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pubmed:month |
Feb
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pubmed:issn |
0724-8741
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
4
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
42-5
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pubmed:dateRevised |
2000-12-18
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pubmed:meshHeading |
pubmed-meshheading:3508528-Amides,
pubmed-meshheading:3508528-Buffers,
pubmed-meshheading:3508528-Drug Stability,
pubmed-meshheading:3508528-Hydrogen-Ion Concentration,
pubmed-meshheading:3508528-Hydrolysis,
pubmed-meshheading:3508528-Indicators and Reagents,
pubmed-meshheading:3508528-Kinetics,
pubmed-meshheading:3508528-Lidocaine,
pubmed-meshheading:3508528-Metals,
pubmed-meshheading:3508528-Temperature
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pubmed:year |
1987
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pubmed:articleTitle |
Stability of lidocaine in aqueous solution: effect of temperature, pH, buffer, and metal ions on amide hydrolysis.
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pubmed:affiliation |
Institute of Pharmaceutical Sciences, Syntex Research, Palo Alto, California 94304.
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pubmed:publicationType |
Journal Article
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