The rapid hydrolysis of chlordiazepoxide to demoxepam may affect the outcome of chronic osmotic minipump studies

Psychopharmacology

Volumn 208, Issue 4, 2010, Pages 555-562

  Vinkers, Christiaan H ^a,b   Korte Bouws, Gerdien A H ^a,b   Sastre Toraño, Javier ^a   Mirza, Naheed R ^c   Nielsen, Elsebet ø ^c   Ahring, Philip K ^c   De Jong, Gerhardus J ^a   Olivier, Berend ^a,b,d  

^a UTRECHT UNIVERSITY   (Netherlands)

^b UNIVERSITY MEDICAL CENTER UTRECHT   (Netherlands)

^c NEUROSEARCH A S   (Denmark)

^d YALE UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

Benzodiazepine; Chronic; Degradation; GABA A receptor

Indexed keywords

4 AMINOBUTYRIC ACID A RECEPTOR; CHLORDIAZEPOXIDE; DEMOXEPAM; FLUNITRAZEPAM; KETONE;

ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; DRUG BINDING; DRUG DELIVERY SYSTEM; DRUG HYDROLYSIS; DRUG POTENCY; DRUG RELEASE; DRUG STABILITY; DRUG STRUCTURE; ELECTROPHYSIOLOGY; HYPERTHERMIA; IN VITRO STUDY; IN VIVO STUDY; LIQUID CHROMATOGRAPHY; MALE; MASS SPECTROMETRY; MOUSE; NONHUMAN; OSMOTIC MINIPUMP; OUTCOME ASSESSMENT; PRIORITY JOURNAL; TEMPERATURE DEPENDENCE;

ANIMALS; BENZODIAZEPINES; BODY TEMPERATURE; CHLORDIAZEPOXIDE; CHROMATOGRAPHY, LIQUID; DRUG STABILITY; FEVER; HYDROLYSIS; INFUSION PUMPS, IMPLANTABLE; MALE; MASS SPECTROMETRY; MICE; MICE, 129 STRAIN; OOCYTES; PATCH-CLAMP TECHNIQUES; RADIOLIGAND ASSAY; RECEPTORS, GABA-A; TIME FACTORS; TRITIUM;

EID: 77649234576     PISSN: 00333158     EISSN: 14322072     Source Type: Journal    
DOI: 10.1007/s00213-009-1752-8     Document Type: Article

References (25)

1. Abdelal, A, El-Enany N et al (2009) Simultaneous determination of sulpiride and its alkaline degradation product by second derivative synchronous fluorescence spectroscopy. Talanta 80(2):880-888
2. C Alexandre D Popa V Fabre S Bouali P Venault KP Lesch M Hamon J Adrien 2006 Early life blockade of 5-hydroxytryptamine 1A receptors normalizes sleep and depression-like behavior in adult knock-out mice lacking the serotonin transporter J Neurosci 26 5554 5564 10.1523/JNEUROSCI.5156-05.2006 1:CAS:528:DC%2BD28XlsVOhtrk%3D 16707806 (Pubitemid 44318406)
3. C Allison JA Pratt 2006 Differential effects of two chronic diazepam treatment regimes on withdrawal anxiety and AMPA receptor characteristics Neuropsychopharmacology 31 602 619 10.1038/sj.npp.1300800 1:CAS:528: DC%2BD28XhsVKqtLY%3D 15970947 (Pubitemid 43276976)
4. DJ Cash P Serfozo AM Allan 1997 Desensitization of a gamma-aminobutyric acid type A receptor in rat is increased by chronic treatment with chlordiazepoxide: a molecular mechanism of dependence J Pharmacol Exp Ther 283 704 711 1:CAS:528:DyaK2sXnsV2msL8%3D 9353389
5. AW Chan FW Leong DL Schanley MC Langan ML Penetrante 1989 A liquid diet model of chlordiazepoxide dependence in mice Pharmacol Biochem Behav 34 839 845 10.1016/0091-3057(89)90283-9 1:CAS:528:DyaK3cXmvFyqug%3D%3D 2516328 (Pubitemid 20036585)
6. F Crestani K Low R Keist M Mandelli H Mohler U Rudolph 2001 Molecular targets for the myorelaxant action of diazepam Mol Pharmacol 59 442 445 1:CAS:528:DC%2BD3MXhs1Ojsro%3D 11179437
7. C Fernandes MI Arnot EE Irvine AN Bateson IL Martin SE File 1999 The effect of treatment regimen on the development of tolerance to the sedative and anxiolytic effects of diazepam Psychopharmacology (Berl) 145 251 259 10.1007/s002130051056 1:CAS:528:DyaK1MXlvFChtrw%3D (Pubitemid 29393474)
8. Fernandez C, Gimenez F et al (2004) Degradation and racemization of zopiclone enantiomers in plasma and partially aqueous solutions. Chirality 7(4):267-271
9. WW Han GJ Yakatan DD Maness 1976 Kinetics and mechanisms of hydrolysis of 1, 4-benzodiazepines I: chlordiazepoxide and demoxepam J Pharm Sci 65 1198 1204 10.1002/jps.2600650817 1:CAS:528:DyaE2sXhtVGgsb0%3D 10416
10. MJ Kas AJ de Mooij-van Malsen B Olivier BM Spruijt JM van Ree 2008 Differential genetic regulation of motor activity and anxiety-related behaviors in mice using an automated home cage task Behav Neurosci 122 769 776 10.1037/0735-7044.122.4.769 18729629
11. KM Lin RO Friedel 1979 Relationship of plasma levels of chlordiazepoxide and metabolites to clinical response Am J Psychiatry 136 18 23 1:CAS:528:DyaE1MXhtFGnsL4%3D 364999
12. NR Mirza JS Larsen C Mathiasen TA Jacobsen G Munro HK Erichsen AN Nielsen KB Troelsen EO Nielsen PK Ahring 2008 NS11394 [3′-[5-(1-hydroxy-1-methyl- ethyl)-benzoimidazol-1-yl]-biphenyl-2-carbonitr ile], a unique subtype-selective GABAA receptor positive allosteric modulator: in vitro actions, pharmacokinetic properties and in vivo anxiolytic efficacy J Pharmacol Exp Ther 327 954 968 10.1124/jpet.108.138859 1:CAS:528:DC%2BD1cXhsVCjtLnJ 18791063
13. Moffat A, Osselton M, Widdop B (2004) Clarke's analysis of drugs and poisons. Pharmaceutical, London
14. ML Nedved S Habibi-Goudarzi B Ganem JD Henion 1996 Characterization of benzodiazepine "combinatorial" chemical libraries by on-line immunoaffinity extraction, coupled column HPLC-ion spray mass spectrometry-tandem mass spectrometry Anal Chem 68 4228 4236 10.1021/ac9603035 1:CAS:528:DyaK28XmsVeqt70%3D 8984892 (Pubitemid 26419449)
15. A Risoli JB Cheng UH Verkerk J Zhao G Ragno AC Hopkinson KW Siu 2007 Gas-phase fragmentation of protonated benzodiazepines Rapid Commun Mass Spectrom 21 2273 2281 10.1002/rcm.3084 1:CAS:528:DC%2BD2sXotlCju74%3D 17577877 (Pubitemid 47121159)
16. P Roy-Byrne DK Wingerson A Radant DJ Greenblatt DS Cowley 1996 Reduced benzodiazepine sensitivity in patients with panic disorder: comparison with patients with obsessive-compulsive disorder and normal subjects Am J Psychiatry 153 1444 1449 1:STN:280:DyaK2s%2FksFOntg%3D%3D 8890678
17. U Rudolph H Mohler 2006 GABA-based therapeutic approaches: GABAA receptor subtype functions Curr Opin Pharmacol 6 18 23 10.1016/j.coph.2005.10.003 1:CAS:528:DC%2BD28XmsVyhsA%3D%3D 16376150 (Pubitemid 43103815)
18. U Rudolph F Crestani D Benke I Brunig JA Benson JM Fritschy JR Martin H Bluethmann H Mohler 1999 Benzodiazepine actions mediated by specific gamma-aminobutyric acid(A) receptor subtypes Nature 401 796 800 10.1038/44579 1:CAS:528:DyaK1MXntFaru70%3D 10548105 (Pubitemid 29512515)
19. MA Schwartz E Postma Z Gaut 1971 Biological half-life of chlordiazepoxide and its metabolite, demoxepam, in man J Pharm Sci 60 1500 1503 10.1002/jps.2600601012 1:CAS:528:DyaE38XlsVWqug%3D%3D 5129365
20. WF Smyth S McClean VN Ramachandran 2000 A study of the electrospray ionisation of pharmacologically significant 1, 4-benzodiazepines and their subsequent fragmentation using an ion-trap mass spectrometer Rapid Commun Mass Spectrom 14 2061 2069 10.1002/1097-0231(20001115)14:21<2061::AID-RCM135>3. 0.CO;2-8 1:CAS:528:DC%2BD3cXnsl2htL4%3D 11085419 (Pubitemid 30797748)
21. EM van der Zwaal MC Luijendijk RA Adan SE la Fleur 2008 Olanzapine-induced weight gain: chronic infusion using osmotic minipumps does not result in stable plasma levels due to degradation of olanzapine in solution Eur J Pharmacol 585 130 136 10.1016/j.ejphar.2007.11.078 18378227
22. S Verheyen N Blaton R Kinget G Van den Mooter 2002 Mechanism of increased dissolution of diazepam and temazepam from polyethylene glycol 6000 solid dispersions Int J Pharm 249 45 58 10.1016/S0378-5173(02)00532-X 1:CAS:528:DC%2BD38XosFagtb0%3D 12433433 (Pubitemid 35333431)
23. CH Vinkers MJ van Bogaert M Klanker SM Korte R Oosting T Hanania SC Hopkins B Olivier L Groenink 2008 Translational aspects of pharmacological research into anxiety disorders: the stress-induced hyperthermia (SIH) paradigm Eur J Pharmacol 585 407 425 10.1016/j.ejphar.2008.02.097 1:CAS:528: DC%2BD1cXls1SntLw%3D 18420191
24. CH Vinkers M Klanker L Groenink SM Korte JM Cook ML Van Linn SC Hopkins B Olivier 2009 Dissociating anxiolytic and sedative effects of GABA(A)ergic drugs using temperature and locomotor responses to acute stress Psychopharmacology (Berl) 204 299 311 10.1007/s00213-009-1460-4 1:CAS:528:DC%2BD1MXpvFWksg%3D%3D
25. CH West JM Weiss 2005 A selective test for antidepressant treatments using rats bred for stress-induced reduction of motor activity in the swim test Psychopharmacology (Berl) 182 9 23 10.1007/s00213-005-0048-x 1:CAS:528:DC%2BD2MXhtVOitb%2FI (Pubitemid 41400857)