Carbamazepine-10,11-epoxide (BioDeep_00000001533)

 

Secondary id: BioDeep_00000408583

human metabolite Endogenous blood metabolite Chemicals and Drugs


代谢物信息卡片


3-oxa-11-azatetracyclo[10.4.0.0²,⁴.0⁵,¹⁰]hexadeca-1(16),5,7,9,12,14-hexaene-11-carboxamide

化学式: C15H12N2O2 (252.0898732)
中文名称: 卡马西平 10,11-环氧化物
谱图信息: 最多检出来源 Homo sapiens(blood) 1.04%

分子结构信息

SMILES: C1=CC=C2C(=C1)C3C(O3)C4=CC=CC=C4N2C(=O)N
InChI: InChI=1S/C15H12N2O2/c16-15(18)17-11-7-3-1-5-9(11)13-14(19-13)10-6-2-4-8-12(10)17/h1-8,13-14H,(H2,16,18)

描述信息

Carbamazepine-10,11-epoxide is a metabolite of carbamazepine. Carbamazepine (CBZ) is an anticonvulsant and mood-stabilizing drug used primarily in the treatment of epilepsy and bipolar disorder, as well as trigeminal neuralgia. (Wikipedia)
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 1073
CONFIDENCE standard compound; EAWAG_UCHEM_ID 916
CONFIDENCE standard compound; INTERNAL_ID 2038

同义名列表

8 个代谢物同义名

3-oxa-11-azatetracyclo[10.4.0.0²,⁴.0⁵,¹⁰]hexadeca-1(16),5,7,9,12,14-hexaene-11-carboxamide; Carbamazepine epoxide, 1a-(13)C-labeled; Carbamazepine-10,11-epoxide; Carbamazepine 10,11-epoxide; Carbamazepine10,11-epoxide; Carbamazepine 10,11-oxide; 10,11-Epoxycarbamazepine; Carbamazepine epoxide



数据库引用编号

33 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(1)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Ruba S Darweesh, Tareq N Khamis, Tamam El-Elimat. The effect of cannabidiol on the pharmacokinetics of carbamazepine in rats. Naunyn-Schmiedeberg's archives of pharmacology. 2020 10; 393(10):1871-1886. doi: 10.1007/s00210-020-01878-2. [PMID: 32424477]
  • Shengyang Zhou, Liguang Xu, Liqiang Liu, Hua Kuang, Chuanlai Xu. Development of a monoclonal antibody-based immunochromatographic assay for the detection of carbamazepine and carbamazepine-10, 11-epoxide. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2020 Mar; 1141(?):122036. doi: 10.1016/j.jchromb.2020.122036. [PMID: 32109745]
  • Brian D Moseley, Christian Otoul, Ludovicus Staelens, Armel Stockis. Pharmacokinetic interaction of brivaracetam on other antiepileptic drugs in adults with focal seizures: Pooled analysis of data from randomized clinical trials. Epilepsy research. 2019 12; 158(?):106218. doi: 10.1016/j.eplepsyres.2019.106218. [PMID: 31675621]
  • Vincent L M Yip, Xiaoli Meng, James L Maggs, Rosalind E Jenkins, Philippe T Marlot, Anthony G Marson, B Kevin Park, Munir Pirmohamed. Mass Spectrometric Characterization of Circulating Covalent Protein Adducts Derived from Epoxide Metabolites of Carbamazepine in Patients. Chemical research in toxicology. 2017 07; 30(7):1419-1435. doi: 10.1021/acs.chemrestox.7b00063. [PMID: 28562019]
  • Philip N Patsalos, Miguel Zugman, Charlotte Lake, Anthony James, Neville Ratnaraj, Josemir W Sander. Serum protein binding of 25 antiepileptic drugs in a routine clinical setting: A comparison of free non-protein-bound concentrations. Epilepsia. 2017 07; 58(7):1234-1243. doi: 10.1111/epi.13802. [PMID: 28542801]
  • Maria Rosa, Pierre Bonnaillie, Hugues Chanteux. Prediction of drug-drug interactions with carbamazepine-10,11-epoxide using a new in vitro assay for epoxide hydrolase inhibition. Xenobiotica; the fate of foreign compounds in biological systems. 2016 Dec; 46(12):1076-1084. doi: 10.3109/00498254.2016.1151088. [PMID: 26936324]
  • Lihua Qu, Yuanjie Fan, Wenjun Wang, Kai Ma, Zheng Yin. Development, validation and clinical application of an online-SPE-LC-HRMS/MS for simultaneous quantification of phenobarbital, phenytoin, carbamazepine, and its active metabolite carbamazepine 10,11-epoxide. Talanta. 2016 Sep; 158(?):77-88. doi: 10.1016/j.talanta.2016.05.036. [PMID: 27343581]
  • Craig Geoffrey Smollin, Matthew S Petrie, Thomas Kearney. Carbamazepine and carbamazepine-10,11-epoxide clearance measurements during continuous venovenous hemofiltration in a massive overdose. Clinical toxicology (Philadelphia, Pa.). 2016 Jun; 54(5):424-7. doi: 10.3109/15563650.2016.1148721. [PMID: 26942940]
  • Ivana Kacirova, Milan Grundmann, Hana Brozmanova. Concentrations of carbamazepine and carbamazepine-10,11-epoxide in maternal and umbilical cord blood at birth: Influence of co-administration of valproic acid or enzyme-inducing antiepileptic drugs. Epilepsy research. 2016 May; 122(?):84-90. doi: 10.1016/j.eplepsyres.2016.02.013. [PMID: 26991491]
  • Helena Ryšlavá, Alice Pomeislová, Šárka Pšondrová, Veronika Hýsková, Stanislav Smrček. Phytoremediation of carbamazepine and its metabolite 10,11-epoxycarbamazepine by C3 and C4 plants. Environmental science and pollution research international. 2015 Dec; 22(24):20271-82. doi: 10.1007/s11356-015-5190-3. [PMID: 26310701]
  • Ilona Burianová, Klára Bořecká. Routine therapeutic monitoring of the active metabolite of carbamazepine: Is it really necessary?. Clinical biochemistry. 2015 Sep; 48(13-14):866-9. doi: 10.1016/j.clinbiochem.2015.05.014. [PMID: 26018946]
  • Lei Shi, Xue-Liang Dang, Xin-You Liu, Hua-Mei Wei, Meng-Meng Yang, Yan Zhang. Effect of Sophora flavescens on the pharmacokinetics of carbamazepine in rats. Archives of pharmacal research. 2014 Dec; 37(12):1617-23. doi: 10.1007/s12272-014-0375-8. [PMID: 24691829]
  • Ying-Chang Chi, Shiuan-Pey Lin, Yu-Chi Hou. A new herb-drug interaction of Polygonum cuspidatum, a resveratrol-rich nutraceutical, with carbamazepine in rats. Toxicology and applied pharmacology. 2012 Sep; 263(3):315-22. doi: 10.1016/j.taap.2012.07.003. [PMID: 22813711]
  • Murugesan Ram Prabahar, Kalidindi Raja Karthik, Mohini Singh, Raja Beem Singh, Sudhagar Singh, Jayachandran Dhamodharan. Successful treatment of carbamazepine poisoning with hemodialysis: a case report and review of the literature. Hemodialysis international. International Symposium on Home Hemodialysis. 2011 Jul; 15(3):407-11. doi: 10.1111/j.1542-4758.2011.00559.x. [PMID: 21624045]
  • Olivier Mathieu, Marie-Christine Picot, Philippe Gelisse, Hélène Breton, Pascal Demoly, Dominique Hillaire-Buys. Effects of carbamazepine and metabolites on IL-2, IL-5, IL-6, IL-10 and IFN-γ secretion in epileptic patients: the influence of co-medication. Pharmacological reports : PR. 2011; 63(1):86-94. doi: 10.1016/s1734-1140(11)70402-9. [PMID: 21441615]
  • Gwendolyn A McMillin, Joetta M Juenke, Myrtle J Johnson, Amitava Dasgupta. Discordant carbamazepine values between two immunoassays: carbamazepine values determined by ADVIA Centaur correlate better with those determined by LC-MS/MS than PETINIA assay. Journal of clinical laboratory analysis. 2011; 25(3):212-6. doi: 10.1002/jcla.20460. [PMID: 21567471]
  • Ana Fortuna, Joana Sousa, Gilberto Alves, Amílcar Falcão, Patrício Soares-da-Silva. Development and validation of an HPLC-UV method for the simultaneous quantification of carbamazepine, oxcarbazepine, eslicarbazepine acetate and their main metabolites in human plasma. Analytical and bioanalytical chemistry. 2010 Jun; 397(4):1605-15. doi: 10.1007/s00216-010-3673-0. [PMID: 20401721]
  • Gwendolyn A McMillin, Joetta M Juenke, Gertie Tso, Amitava Dasgupta. Estimation of carbamazepine and carbamazepine-10,11-epoxide concentrations in plasma using mathematical equations generated with two carbamazepine immunoassays. American journal of clinical pathology. 2010 May; 133(5):728-36. doi: 10.1309/ajcpfahvb26vvvte. [PMID: 20395519]
  • Sigrid Mennickent, Ricardo Fierro, Mario Vega, Marta de Diego, C Gloria Godoy. Instrumental planar chromatographic method for determination of carbamazepine in human serum. Journal of separation science. 2009 May; 32(9):1454-8. doi: 10.1002/jssc.200800675. [PMID: 19330787]
  • Luciana Vera-Candioti, María J Culzoni, Alejandro C Olivieri, Héctor C Goicoechea. Chemometric resolution of fully overlapped CE peaks: quantitation of carbamazepine in human serum in the presence of several interferences. Electrophoresis. 2008 Nov; 29(22):4527-37. doi: 10.1002/elps.200800400. [PMID: 19035405]
  • Regina Helena Costa Queiroz, Carlo Bertucci, Wilson Roberto Malfará, Sônia Aparecida Carvalho Dreossi, Andréa Rodrigues Chaves, Daniel Augusto Rodrigues Valério, Maria Eugênia Costa Queiroz. Quantification of carbamazepine, carbamazepine-10,11-epoxide, phenytoin and phenobarbital in plasma samples by stir bar-sorptive extraction and liquid chromatography. Journal of pharmaceutical and biomedical analysis. 2008 Sep; 48(2):428-34. doi: 10.1016/j.jpba.2008.03.020. [PMID: 18486397]
  • Ping Ji, Bharat Damle, Jingdong Xie, Steve E Unger, Dennis M Grasela, Sanjeev Kaul. Pharmacokinetic interaction between efavirenz and carbamazepine after multiple-dose administration in healthy subjects. Journal of clinical pharmacology. 2008 Aug; 48(8):948-56. doi: 10.1177/0091270008319792. [PMID: 18519918]
  • Bahram Hemmateenejad, Zahra Rezaei, Soghra Khabnadideh, Maryam Saffari. A PLS-based extractive spectrophotometric method for simultaneous determination of carbamazepine and carbamazepine-10,11-epoxide in plasma and comparison with HPLC. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2007 Nov; 68(3):718-24. doi: 10.1016/j.saa.2006.12.051. [PMID: 17307386]
  • Madhur Gupta, K Kohli, Dinesh Kumar, Y K Gupta. A reverse phase high performance liquid chromatography method for simultaneous estimation of melatonin, carbamazepine epoxide and carbamazepine simultaneously in serum. Indian journal of physiology and pharmacology. 2006 Oct; 50(4):427-30. doi: . [PMID: 17402275]
  • Terumitsu Yoshida, Koichi Imai, Sumiko Motohashi, Shin-ichiro Hamano, Masato Sato. Simultaneous determination of zonisamide, carbamazepine and carbamazepine-10,11-epoxide in infant serum by high-performance liquid chromatography. Journal of pharmaceutical and biomedical analysis. 2006 Jun; 41(4):1386-90. doi: 10.1016/j.jpba.2006.02.044. [PMID: 16597494]
  • Hai-Zhi Bu, Ping Kang, Alan J Deese, Ping Zhao, William F Pool. Human in vitro glutathionyl and protein adducts of carbamazepine-10,11-epoxide, a stable and pharmacologically active metabolite of carbamazepine. Drug metabolism and disposition: the biological fate of chemicals. 2005 Dec; 33(12):1920-4. doi: 10.1124/dmd.105.006866. [PMID: 16204461]
  • William R Garnett, Thomas D Gilbert, Paul O'Connor. Patterns of care, outcomes, and direct health plan costs of antiepileptic therapy: a pharmacoeconomic analysis of the available carbamazepine formulations. Clinical therapeutics. 2005 Jul; 27(7):1092-103. doi: 10.1016/j.clinthera.2005.07.008. [PMID: 16154489]
  • Kyoung-Ah Kim, Sae Ock Oh, Pil-Whan Park, Ji-Young Park. Effect of probenecid on the pharmacokinetics of carbamazepine in healthy subjects. European journal of clinical pharmacology. 2005 Jun; 61(4):275-80. doi: 10.1007/s00228-005-0940-7. [PMID: 15915352]
  • Andreas S Beutler, SiDe Li, Rebekka Nicol, Martin J Walsh. Carbamazepine is an inhibitor of histone deacetylases. Life sciences. 2005 May; 76(26):3107-15. doi: 10.1016/j.lfs.2005.01.003. [PMID: 15850602]
  • Yukiko Nakajima, Yoshiro Saito, Kisho Shiseki, Hiromi Fukushima-Uesaka, Ryuichi Hasegawa, Shogo Ozawa, Kenji Sugai, Masaaki Katoh, Osamu Saitoh, Teiichi Ohnuma, Mitsuru Kawai, Taisuke Ohtsuki, Chieko Suzuki, Narihiro Minami, Hideo Kimura, Yu-ichi Goto, Naoyuki Kamatani, Nahoko Kaniwa, Jun-ichi Sawada. Haplotype structures of EPHX1 and their effects on the metabolism of carbamazepine-10,11-epoxide in Japanese epileptic patients. European journal of clinical pharmacology. 2005 Mar; 61(1):25-34. doi: 10.1007/s00228-004-0878-1. [PMID: 15692831]
  • Patrick F Smith, Robert Dicenzo, Alan Forrest, Mark Shelton, Gerald Friedland, Michael Para, Richard Pollard, Margaret Fischl, Robin DiFrancesco, Gene D Morse. Population pharmacokinetics of delavirdine and N-delavirdine in HIV-infected individuals. Clinical pharmacokinetics. 2005; 44(1):99-109. doi: 10.2165/00003088-200544010-00004. [PMID: 15634033]
  • Madhur Gupta, Yogendra Kumar Gupta, Sarita Agarwal, Satinder Aneja, Mani Kalaivani, Kamlesh Kohli. Effects of add-on melatonin administration on antioxidant enzymes in children with epilepsy taking carbamazepine monotherapy: a randomized, double-blind, placebo-controlled trial. Epilepsia. 2004 Dec; 45(12):1636-9. doi: 10.1111/j.0013-9580.2004.17604.x. [PMID: 15571523]
  • Z Jiao, X-J Shi, Z-G Zhao, M-K Zhong. Population pharmacokinetic modeling of steady state clearance of carbamazepine and its epoxide metabolite from sparse routine clinical data. Journal of clinical pharmacy and therapeutics. 2004 Jun; 29(3):247-56. doi: 10.1111/j.1365-2710.2004.00557.x. [PMID: 15153086]
  • Julia Moreno, Aurora Belmont, Orlando Jaimes, José A Santos, Guadalupe López, María G Campos, Octavio Amancio, Patricia Pérez, Gerardo Heinze. Pharmacokinetic study of carbamazepine and its carbamazepine 10,11-epoxide metabolite in a group of female epileptic patients under chronic treatment. Archives of medical research. 2004 Mar; 35(2):168-71. doi: 10.1016/j.arcmed.2003.09.016. [PMID: 15010199]
  • Amitava Dasgupta, Catherine McNeese, Alice Wells. Interference of carbamazepine and carbamazepine 10,11-epoxide in the fluorescence polarization immunoassay for tricyclic antidepressants: estimation of the true tricyclic antidepressant concentration in the presence of carbamazepine using a mathematical model. American journal of clinical pathology. 2004 Mar; 121(3):418-25. doi: 10.1309/wbq2-c5fl-yyhk-yct4. [PMID: 15023047]
  • N Cazali, A Tran, J M Treluyer, E Rey, P d'Athis, J Vincent, G Pons. Inhibitory effect of stiripentol on carbamazepine and saquinavir metabolism in human. British journal of clinical pharmacology. 2003 Nov; 56(5):526-36. doi: 10.1046/j.0306-5251.2003.01919.x. [PMID: 14651727]
  • M S M Pieters, A F van Steveninck, R C Schoemaker, J M Kroon, J M A van Gerven, A F Cohen. The psychomotor effects of carbamazepine in epileptic patients and healthy volunteers. Journal of psychopharmacology (Oxford, England). 2003 Sep; 17(3):269-72. doi: 10.1177/02698811030173007. [PMID: 14513917]
  • Fernando M Lanças, Marlene A Sozza, Maria E C Queiroz. Simultaneous plasma lamotrigine analysis with carbamazepine, carbamazepine 10,11 epoxide, primidone, phenytoin, phenobarbital, and PEMA by micellar electrokinetic capillary chromatography (MECC). Journal of analytical toxicology. 2003 Jul; 27(5):304-8. doi: 10.1093/jat/27.5.304. [PMID: 12908944]
  • Jesús Hermida, J Carlos Tutor. How suitable are currently used carbamazepine immunoassays for quantifying carbamazepine-10,11-epoxide in serum samples?. Therapeutic drug monitoring. 2003 Jun; 25(3):384-8. doi: 10.1097/00007691-200306000-00021. [PMID: 12766569]
  • Ann-Charlotte Egnell, Brian Houston, Scott Boyer. In vivo CYP3A4 heteroactivation is a possible mechanism for the drug interaction between felbamate and carbamazepine. The Journal of pharmacology and experimental therapeutics. 2003 Jun; 305(3):1251-62. doi: 10.1124/jpet.102.047530. [PMID: 12606595]
  • François Parant, Hubert Bossu, Marie Claude Gagnieu, Gisèle Lardet, Mustapha Moulsma. Cross-reactivity assessment of carbamazepine-10,11-epoxide, oxcarbazepine, and 10-hydroxy-carbazepine in two automated carbamazepine immunoassays: PETINIA and EMIT 2000. Therapeutic drug monitoring. 2003 Feb; 25(1):41-5. doi: 10.1097/00007691-200302000-00006. [PMID: 12548143]
  • Kazuki Nagasawa, Hirokazu Nakanishi, Ryoji Yamamoto, Sumiko Kintsuji, Sadaki Fujimoto. Decreased bioavailability of carbamazepine suppository after its intrarectal and intracolostomal administration to rectal-resected or colostoma-constructed rabbits. International journal of pharmaceutics. 2002 Jul; 241(2):375-84. doi: 10.1016/s0378-5173(02)00271-5. [PMID: 12100865]
  • Julraht Konsil, Somchit Dechasathian, David H Mason, Ruth E Stevens. Reanalysis of carbamazepine and carbamazepine-epoxide pharmacokinetics after multiple dosing of extended release formulation. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques. 2002 May; 5(2):169-75. doi: NULL. [PMID: 12207869]
  • G F Van Rooyen, D Badenhorst, K J Swart, H K L Hundt, T Scanes, A F Hundt. Determination of carbamazepine and carbamazepine 10,11-epoxide in human plasma by tandem liquid chromatography-mass spectrometry with electrospray ionisation. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Mar; 769(1):1-7. doi: 10.1016/s1570-0232(01)00590-6. [PMID: 11936682]
  • Renata I Winnicka, Bogdan Topaciński, Wiesław M Szymczak, Bozena Szymańska. Carbamazepine poisoning: elimination kinetics and quantitative relationship with carbamazepine 10,11-epoxide. Journal of toxicology. Clinical toxicology. 2002; 40(6):759-65. doi: 10.1081/clt-120015836. [PMID: 12475188]
  • G Minkova, D Getova. Determination of carbamazepine and its metabolite carbamazepine-10,11-epoxide in serum with gas-chromatography mass spectrometry. Methods and findings in experimental and clinical pharmacology. 2001 Nov; 23(9):481-5. doi: 10.1358/mf.2001.23.9.662144. [PMID: 11876020]
  • K M Matar, P J Nicholls, S A Bawazir, K I Al-Khamis, M I Al-Hassan. Effect of lamotrigine on the pharmacokinetics of carbamazepine and its active metabolite in dogs. European journal of drug metabolism and pharmacokinetics. 2001 Jul; 26(3):149-53. doi: 10.1007/bf03190390. [PMID: 11695714]
  • R Kuldvee, W Thormann. Determination of carbamazepine and carbamazepine-10,11-epoxide in human serum and plasma by micellar electrokinetic capillary chromatography in the absence of electroosmosis. Electrophoresis. 2001 Apr; 22(7):1345-55. doi: 10.1002/1522-2683(200105)22:7<1345::aid-elps1345>3.0.co;2-i. [PMID: 11379957]
  • A H Burstein, R L Horton, T Dunn, R M Alfaro, S C Piscitelli, W Theodore. Lack of effect of St John's Wort on carbamazepine pharmacokinetics in healthy volunteers. Clinical pharmacology and therapeutics. 2000 Dec; 68(6):605-12. doi: 10.1067/mcp.2000.111530. [PMID: 11180020]
  • J F Graumlich, R G McLaughlin, D Birkhahn, N Shah, A Burk, P C Jobe, J W Dailey. Subcutaneous microdialysis in rats correlates with carbamazepine concentrations in plasma and brain. Epilepsy research. 2000 Jun; 40(1):25-32. doi: 10.1016/s0920-1211(00)00110-8. [PMID: 10771255]
  • R Shimoyama, T Ohkubo, K Sugawara. Monitoring of carbamazepine and carbamazepine 10,11-epoxide in breast milk and plasma by high-performance liquid chromatography. Annals of clinical biochemistry. 2000 Mar; 37 ( Pt 2)(?):210-5. doi: 10.1258/0004563001899023. [PMID: 10735366]
  • H Miura. Developmental and therapeutic pharmacology of antiepileptic drugs. Epilepsia. 2000; 41 Suppl 9(?):2-6. doi: 10.1111/j.1528-1157.2000.tb02209.x. [PMID: 11156504]
  • G D Minkova, D P Getova. Influence of carbamazepine-10,11-epoxide on the serum level of valproic acid in epileptic patients on combined treatment with carbamazepine and valproic acid. Folia medica. 2000; 42(3):16-9. doi: NULL. [PMID: 11347330]
  • T May, U Jürgens, B Rambeck, R Schnabel. Comparison between premortem and postmortem serum concentrations of phenobarbital, phenytoin, carbamazepine and its 10,11-epoxide metabolite in institutionalized patients with epilepsy. Epilepsy research. 1999 Jan; 33(1):57-65. doi: 10.1016/s0920-1211(98)00071-0. [PMID: 10022366]
  • J M Potter, A Donnelly. Carbamazepine-10,11-epoxide in therapeutic drug monitoring. Therapeutic drug monitoring. 1998 Dec; 20(6):652-7. doi: 10.1097/00007691-199812000-00012. [PMID: 9853982]
  • S Härtter, B Jensen, C Hiemke, M Leal, H Weigmann, K Unger. Micellar electrokinetic capillary chromatography for therapeutic drug monitoring of carbamazepine and its main metabolites. Journal of chromatography. B, Biomedical sciences and applications. 1998 Aug; 712(1-2):253-8. doi: 10.1016/s0378-4347(98)00169-8. [PMID: 9698248]
  • G Higgins, A Hughes, J Dutton, N B Roberts. The incorporation of lamotrigine into the routine automated sequential trace enrichment of dialysates assay of anticonvulsants. Annals of clinical biochemistry. 1998 Jul; 35 ( Pt 4)(?):534-8. doi: 10.1177/000456329803500408. [PMID: 9681056]
  • L E Riad, R J Sawchuk. A partial area difference analysis for estimating elimination rate constants and distribution volumes of metabolites. Journal of pharmaceutical sciences. 1998 Jun; 87(6):769-73. doi: 10.1021/js970321h. [PMID: 9607957]
  • I Mahmood, N Chamberlin. A limited sampling method for the estimation of AUC and Cmax of carbamazepine and carbamazepine epoxide following a single and multiple dose of a sustained-release product. British journal of clinical pharmacology. 1998 Mar; 45(3):241-6. doi: 10.1046/j.1365-2125.1998.00668.x. [PMID: 9517367]
  • M M Bhatti, G D Hanson, L Schultz. Simultaneous determination of phenytoin, carbamazepine, and 10,11-carbamazepine epoxide in human plasma by high-performance liquid chromatography with ultraviolet detection. Journal of pharmaceutical and biomedical analysis. 1998 Mar; 16(7):1233-40. doi: 10.1016/s0731-7085(97)00265-3. [PMID: 9571541]
  • F M Besag, D J Berry, F Pool, J E Newbery, B Subel. Carbamazepine toxicity with lamotrigine: pharmacokinetic or pharmacodynamic interaction?. Epilepsia. 1998 Feb; 39(2):183-7. doi: 10.1111/j.1528-1157.1998.tb01356.x. [PMID: 9577998]
  • A K Yeşilaltay, O Ersoy, G Z Omurtag, T Yurdun. Effects of carbamazepine on hepatic glutathione level in rats and determination of carbamazepine and its epoxide metabolite in plasma by HPLC. Drug metabolism and drug interactions. 1998; 14(4):251-8. doi: 10.1515/dmdi.1998.14.4.251. [PMID: 10694932]
  • J Hallbach, H Vogel, W G Guder. Determination of lamotrigine, carbamazepine and carbamazepine epoxide in human serum by gas chromatography mass spectrometry. European journal of clinical chemistry and clinical biochemistry : journal of the Forum of European Clinical Chemistry Societies. 1997 Oct; 35(10):755-9. doi: 10.1515/cclm.1997.35.10.755. [PMID: 9368793]
  • A S Eriksson, L O Boreus. No increase in carbamazepine-10,11-epoxide during addition of lamotrigine treatment in children. Therapeutic drug monitoring. 1997 Oct; 19(5):499-501. doi: 10.1097/00007691-199710000-00002. [PMID: 9357090]
  • B E Gidal, P Rutecki, R Shaw, M M Maly, D M Collins, M E Pitterle. Effect of lamotrigine on carbamazepine epoxide/carbamazepine serum concentration ratios in adult patients with epilepsy. Epilepsy research. 1997 Oct; 28(3):207-11. doi: 10.1016/s0920-1211(97)00053-3. [PMID: 9332885]
  • I Bernus, R G Dickinson, W D Hooper, M J Eadie. The mechanism of the carbamazepine-valproate interaction in humans. British journal of clinical pharmacology. 1997 Jul; 44(1):21-7. doi: 10.1046/j.1365-2125.1997.00607.x. [PMID: 9241092]
  • G L Lensmeyer, B E Gidal, D A Wiebe. Optimized high-performance liquid chromatographic method for determination of lamotrigine in serum with concomitant determination of phenytoin, carbamazepine, and carbamazepine epoxide. Therapeutic drug monitoring. 1997 Jun; 19(3):292-300. doi: 10.1097/00007691-199706000-00009. [PMID: 9200770]
  • M M Alexishvili, M D Rukhadze, V M Okujava. Simultaneous determination of carbamazepine and carbamazepine 10,11-epoxide by using microcolumn HPLC: study of pharmacokinetics of carbamazepine in a volunteer. Biomedical chromatography : BMC. 1997 Jan; 11(1):36-41. doi: 10.1002/(sici)1099-0801(199701)11:1<36::aid-bmc622>3.0.co;2-1. [PMID: 9051215]
  • D A Svinarov, C E Pippenger. Relationships between carbamazepine-diol, carbamazepine-epoxide, and carbamazepine total and free steady-state concentrations in epileptic patients: the influence of age, sex, and comedication. Therapeutic drug monitoring. 1996 Dec; 18(6):660-5. doi: 10.1097/00007691-199612000-00006. [PMID: 8946662]
  • G D Bennett, B M Amore, R H Finnell, B Wlodarczyk, T F Kalhorn, G L Skiles, S D Nelson, J T Slattery. Teratogenicity of carbamazepine-10, 11-epoxide and oxcarbazepine in the SWV mouse. The Journal of pharmacology and experimental therapeutics. 1996 Dec; 279(3):1237-42. doi: NULL. [PMID: 8968346]
  • R Schnabel, B Rambeck, T May, U Jürgens, R Lahl, W Fritsch. Lack of influence of histopathological changes on carbamazepine and carbamazepine-10, 11-epoxide concentrations in the brain cortex of epileptic patients. Journal of the neurological sciences. 1996 Sep; 141(1-2):87-94. doi: 10.1016/0022-510x(96)00125-6. [PMID: 8880698]
  • D Chollet, E Castella, P Combe, V Arnera. High-speed liquid chromatographic method for the monitoring of carbamazepine and its active metabolite, carbamazepine-10,11-epoxide, in human plasma. Journal of chromatography. B, Biomedical applications. 1996 Aug; 683(2):237-43. doi: 10.1016/0378-4347(96)00116-8. [PMID: 8891921]
  • R C Sachdeo, S K Sachdeo, S A Walker, L D Kramer, R K Nayak, D R Doose. Steady-state pharmacokinetics of topiramate and carbamazepine in patients with epilepsy during monotherapy and concomitant therapy. Epilepsia. 1996 Aug; 37(8):774-80. doi: 10.1111/j.1528-1157.1996.tb00651.x. [PMID: 8764818]
  • S K Panesar, S M Bandiera, F S Abbott. Comparative effects of carbamazepine and carbamazepine-10,11-epoxide on hepatic cytochromes P450 in the rat. Drug metabolism and disposition: the biological fate of chemicals. 1996 Jun; 24(6):619-27. doi: . [PMID: 8781776]
  • B E Gidal, N W Spencer, M M Maly, M E Pitterle. Evaluation of carbamazepine and carbamazepine-epoxide protein binding in patients undergoing epilepsy surgery. Epilepsia. 1996 Apr; 37(4):381-5. doi: 10.1111/j.1528-1157.1996.tb00576.x. [PMID: 8603645]
  • Y Kodama, M Kuranari, H Kodama, K Tsutsumi, I Fujii, M Takeyama. Comparison of equations for predicting bound serum concentrations of carbamazepine and carbamazepine-10, 11-epoxide after polytherapy in patients with epilepsy. Journal of clinical pharmacology. 1995 Oct; 35(10):995-1002. doi: 10.1002/j.1552-4604.1995.tb04016.x. [PMID: 8568018]
  • B Sinués, J Gazulla, M L Bernal, J Lanuza, A Fanlo, M A Saenz, M Barolome. Six mutagenicity assays in exposure biomonitoring of patients receiving carbamazepine for epilepsy or trigeminal neuralgia. Mutation research. 1995 Apr; 334(2):259-65. doi: 10.1016/0165-1161(95)90019-5. [PMID: 7885380]
  • H Liu, M R Delgado. Interactions of phenobarbital and phenytoin with carbamazepine and its metabolites' concentrations, concentration ratios, and level/dose ratios in epileptic children. Epilepsia. 1995 Mar; 36(3):249-54. doi: 10.1111/j.1528-1157.1995.tb00992.x. [PMID: 7614908]
  • V L Lanchote, P S Bonato, G M Campos, I Rodrigues. Factors influencing plasma concentrations of carbamazepine and carbamazepine-10,11-epoxide in epileptic children and adults. Therapeutic drug monitoring. 1995 Feb; 17(1):47-52. doi: 10.1097/00007691-199502000-00008. [PMID: 7725376]
  • F Semah, F Gimenez, E Longer, D Laplane, A Thuillier, M Baulac. Carbamazepine and its epoxide: an open study of efficacy and side effects after carbamazepine dose increment in refractory partial epilepsy. Therapeutic drug monitoring. 1994 Dec; 16(6):537-40. doi: . [PMID: 7878690]
  • Y Kodama, M Kuranari, K Tsutsumi, T Okamoto, H Kodama, F Yasunaga, I Fujii, M Takeyama. In vivo binding characteristics of carbamazepine and carbamazepine 10, 11-epoxide to serum proteins in monotherapy adult patients. International journal of clinical pharmacology and therapeutics. 1994 Nov; 32(11):618-21. doi: NULL. [PMID: 7874378]
  • H Liu, M R Delgado. A comprehensive study of the relation between serum concentrations, concentration ratios, and level/dose ratios of carbamazepine and its metabolites with age, weight, dose, and clearances in epileptic children. Epilepsia. 1994 Nov; 35(6):1221-9. doi: 10.1111/j.1528-1157.1994.tb01793.x. [PMID: 7988515]
  • H Liu, M R Delgado. Influence of sex, age, weight, and carbamazepine dose on serum concentrations, concentration ratios, and level/dose ratios of carbamazepine and its metabolites. Therapeutic drug monitoring. 1994 Oct; 16(5):469-76. doi: 10.1097/00007691-199410000-00005. [PMID: 7846744]
  • R D Scheyer, M J During, D D Spencer, J A Cramer, R H Mattson. Measurement of carbamazepine and carbamazepine epoxide in the human brain using in vivo microdialysis. Neurology. 1994 Aug; 44(8):1469-72. doi: 10.1212/wnl.44.8.1469. [PMID: 8058151]
  • R Korinthenberg, C Haug, D Hannak. The metabolization of carbamazepine to CBZ-10,11-epoxide in children from the newborn age to adolescence. Neuropediatrics. 1994 Aug; 25(4):214-6. doi: 10.1055/s-2008-1073024. [PMID: 7824094]
  • E L So, K H Ruggles, G D Cascino, P A Ahmann, K W Weatherford. Seizure exacerbation and status epilepticus related to carbamazepine-10,11-epoxide. Annals of neurology. 1994 Jun; 35(6):743-6. doi: 10.1002/ana.410350616. [PMID: 8210232]
  • H Liu, M R Delgado. The influence of polytherapy on the relationships between serum carbamazepine and its metabolites in epileptic children. Epilepsy research. 1994 Mar; 17(3):257-69. doi: 10.1016/0920-1211(94)90056-6. [PMID: 8013448]
  • T Tomson, U Lindbom, B Ekqvist, A Sundqvist. Disposition of carbamazepine and phenytoin in pregnancy. Epilepsia. 1994 Jan; 35(1):131-5. doi: 10.1111/j.1528-1157.1994.tb02922.x. [PMID: 8112235]
  • I Bernus, R G Dickinson, W D Hooper, M J Eadie. Early stage autoinduction of carbamazepine metabolism in humans. European journal of clinical pharmacology. 1994; 47(4):355-60. doi: 10.1007/bf00191168. [PMID: 7875188]
  • L L Radulovic, B J Wilder, I E Leppik, H N Bockbrader, T Chang, E L Posvar, A J Sedman, B M Uthman, G R Erdman. Lack of interaction of gabapentin with carbamazepine or valproate. Epilepsia. 1994 Jan; 35(1):155-61. doi: 10.1111/j.1528-1157.1994.tb02926.x. [PMID: 8112239]
  • R Schnabel, B Rambeck, T W May, U Jürgens, R Lahl. Concentrations of carbamazepine and carbamazepine-10, 11-epoxide in serum, brain tumors and paratumorous cortex: a prospective study of 37 neurosurgically treated epileptic patients. European neurology. 1994; 34(4):213-20. doi: 10.1159/000117041. [PMID: 8082680]
  • J Martens, P Banditt. Validation of the analysis of carbamazepine and its 10,11-epoxide metabolite by high-performance liquid chromatography from plasma: comparison with gas chromatography and the enzyme-multiplied immunoassay technique. Journal of chromatography. 1993 Oct; 620(1):169-73. doi: 10.1016/0378-4347(93)80067-e. [PMID: 8106587]
  • B E Gidal, G D Anderson, T L Seaton, H R Miyoshi, A J Wilenksy. Evaluation of the effect of fluoxetine on the formation of carbamazepine epoxide. Therapeutic drug monitoring. 1993 Oct; 15(5):405-9. doi: 10.1097/00007691-199310000-00008. [PMID: 8249047]
  • D M Collins, B E Gidal, M E Pitterle. Potential interaction between carbamazepine and loxapine: case report and retrospective review. The Annals of pharmacotherapy. 1993 Oct; 27(10):1180-7. doi: 10.1177/106002809302701003. [PMID: 8251682]
  • Y Kodama, M Kuranari, H Kodama, I Fujii, M Takeyama. In vivo determinations of carbamazepine and carbamazepine-10, 11-epoxide binding parameters to serum proteins in monotherapy patients. Journal of clinical pharmacology. 1993 Sep; 33(9):851-5. doi: 10.1002/j.1552-4604.1993.tb01962.x. [PMID: 8227483]
  • F Pisani, A Haj-Yehia, A Fazio, C Artesi, G Oteri, E Perucca, D L Kroetz, R H Levy, M Bialer. Carbamazepine-valnoctamide interaction in epileptic patients: in vitro/in vivo correlation. Epilepsia. 1993 Sep; 34(5):954-9. doi: 10.1111/j.1528-1157.1993.tb02117.x. [PMID: 8104783]
  • H Liu, M Delgado, S T Iannaccone, L J Forman, C M Eggers. Determination of total and free carbamazepine and the principal metabolites in serum by high-performance liquid chromatography with photodiode-array detection. Therapeutic drug monitoring. 1993 Aug; 15(4):317-27. doi: 10.1097/00007691-199308000-00010. [PMID: 8236368]
  • E Spina, A Avenoso, A M Pollicino, A P Caputi, A Fazio, F Pisani. Carbamazepine coadministration with fluoxetine or fluvoxamine. Therapeutic drug monitoring. 1993 Jun; 15(3):247-50. doi: 10.1097/00007691-199306000-00012. [PMID: 8333006]
  • B Rambeck, R Schnabel, T May, U Jürgens, R Villagran. Postmortem concentrations of phenobarbital, carbamazepine, and its metabolite carbamazepine-10,11-epoxide in different regions of the brain and in the serum: analysis of autoptic specimens from 51 epileptic patients. Therapeutic drug monitoring. 1993 Apr; 15(2):91-8. doi: 10.1097/00007691-199304000-00004. [PMID: 8503144]