Methotrimeprazine (BioDeep_00000002015)

 

Secondary id: BioDeep_00000408935

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(-)-(2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine

化学式: C19H24N2OS (328.1609)
中文名称: 左美吗嗪
谱图信息: 最多检出来源 Homo sapiens(blood) 52.09%

分子结构信息

SMILES: CC(CN1C2=CC=CC=C2SC3=C1C=C(C=C3)OC)CN(C)C
InChI: InChI=1S/C19H24N2OS/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21/h5-11,14H,12-13H2,1-4H3

描述信息

Methotrimeprazine is only found in individuals that have used or taken this drug. It is a phenothiazine with pharmacological activity similar to that of both chlorpromazine and promethazine. It has the histamine-antagonist properties of the antihistamines together with central nervous system effects resembling those of chlorpromazine. (From Martindale, The Extra Pharmacopoeia, 30th ed, p604)Methotrimeprazines antipsychotic effect is largely due to its antagonism of dopamine receptors in the brain. In addition, its binding to 5HT2 receptors may also play a role.
N - Nervous system > N05 - Psycholeptics > N05A - Antipsychotics > N05AA - Phenothiazines with aliphatic side-chain
D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014150 - Antipsychotic Agents
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents
D018377 - Neurotransmitter Agents > D015259 - Dopamine Agents > D018492 - Dopamine Antagonists
C78272 - Agent Affecting Nervous System > C267 - Antiemetic Agent > C740 - Phenothiazine
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
KEIO_ID M099; [MS2] KO009123
KEIO_ID M099
Levomepromazine (Methotrimeprazine) is an orally available neuroleptic agent, which is commonly used to relieve nausea and vomiting in palliative care settings. Levomepromazine has antagonist actions at multiple neurotransmitter receptor sites, including dopaminergic, cholinergic, serotonin and histamine receptors[1].

同义名列表

16 个代谢物同义名

(-)-(2R)-3-(2-Methoxy-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine; (-)-10-(3-(Dimethylamino)-2-methylpropyl)-2-methoxyphenothiazine; 2-Methoxy-N,N,beta-trimethyl-10H-phenothiazine-10-propylamine; 2-Methoxytrimeprazine; Methotrimeprazine; Levomepromazinum; Levomepromazina; Levomepromazine; Levopromazine; Levomeprazin; Tizercine; Tizertsin; Levoprome; Neurocil; Tisercin; Methotrimeprazine



数据库引用编号

28 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

0 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(0)

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。

亚细胞结构定位 关联基因列表
Cytoplasm 14 ANXA5, AXIN2, CYP1A1, CYP2A6, CYP2B6, CYP2C19, CYP2C8, CYP2C9, CYP2D6, CYP2E1, CYP3A4, MTOR, NLRP3, NR3C1
Peripheral membrane protein 6 ANXA5, CYP1A1, CYP1B1, CYP2B6, CYP2E1, MTOR
Endoplasmic reticulum membrane 12 CYP1A1, CYP1A2, CYP1B1, CYP2A6, CYP2B6, CYP2C19, CYP2C8, CYP2C9, CYP2D6, CYP2E1, CYP3A4, MTOR
Nucleus 4 AXIN2, MTOR, NLRP3, NR3C1
cytosol 5 ANXA5, AXIN2, MTOR, NLRP3, NR3C1
dendrite 2 DRD2, MTOR
phagocytic vesicle 1 MTOR
centrosome 2 AXIN2, NR3C1
nucleoplasm 2 MTOR, NR3C1
Cell membrane 2 ADRB3, DRD2
Cytoplasmic side 1 MTOR
Multi-pass membrane protein 3 ADRB3, CACNA1I, DRD2
Golgi apparatus membrane 3 DRD2, MTOR, NLRP3
Synapse 2 DRD2, NR3C1
glutamatergic synapse 1 DRD2
Golgi membrane 3 DRD2, MTOR, NLRP3
lysosomal membrane 1 MTOR
mitochondrial inner membrane 2 CYP1A1, CYP2E1
presynaptic membrane 1 DRD2
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 NLRP3
Lysosome 1 MTOR
acrosomal vesicle 1 DRD2
plasma membrane 8 ADRB3, AXIN2, BCHE, CACNA1I, CYP2C19, CYP2C8, CYP2C9, DRD2
synaptic vesicle membrane 1 DRD2
Membrane 9 ANXA5, CACNA1I, CYP1B1, CYP2A6, CYP2D6, CYP3A4, MTOR, NLRP3, NR3C1
axon 1 DRD2
extracellular exosome 1 ANXA5
Lysosome membrane 1 MTOR
endoplasmic reticulum 2 CYP2D6, NLRP3
extracellular space 1 BCHE
mitochondrion 5 CYP1A1, CYP1B1, CYP2D6, NLRP3, NR3C1
protein-containing complex 1 NR3C1
intracellular membrane-bounded organelle 11 CYP1A1, CYP1A2, CYP1B1, CYP2A6, CYP2B6, CYP2C19, CYP2C8, CYP2C9, CYP2D6, CYP2E1, CYP3A4
Microsome membrane 9 CYP1A1, CYP1A2, CYP1B1, CYP2B6, CYP2C9, CYP2D6, CYP2E1, CYP3A4, MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 2 BCHE, NLRP3
extracellular region 3 ANXA5, BCHE, NLRP3
Mitochondrion outer membrane 1 MTOR
Single-pass membrane protein 1 CYP2D6
mitochondrial outer membrane 1 MTOR
mitochondrial matrix 1 NR3C1
ciliary membrane 1 DRD2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
external side of plasma membrane 1 ANXA5
dendritic spine 1 DRD2
perikaryon 1 DRD2
beta-catenin destruction complex 1 AXIN2
postsynaptic membrane 1 DRD2
Mitochondrion inner membrane 2 CYP1A1, CYP2E1
Cytoplasm, cytoskeleton, spindle 1 NR3C1
focal adhesion 1 ANXA5
spindle 1 NR3C1
GABA-ergic synapse 1 DRD2
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 ANXA5
lateral plasma membrane 1 DRD2
nuclear speck 1 NR3C1
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
receptor complex 1 ADRB3
Zymogen granule membrane 1 ANXA5
cilium 1 DRD2
chromatin 1 NR3C1
Chromosome 1 NR3C1
blood microparticle 1 BCHE
non-motile cilium 1 DRD2
sperm flagellum 1 DRD2
nuclear envelope 1 MTOR
Endomembrane system 2 MTOR, NLRP3
microtubule organizing center 1 NLRP3
Nucleus, nucleoplasm 1 NR3C1
endoplasmic reticulum lumen 1 BCHE
axon terminus 1 DRD2
voltage-gated calcium channel complex 1 CACNA1I
endocytic vesicle 1 DRD2
nuclear envelope lumen 1 BCHE
vesicle membrane 1 ANXA5
cytoplasmic microtubule 1 CYP2A6
dopaminergic synapse 1 DRD2
Cytoplasmic vesicle, phagosome 1 MTOR
[Isoform Alpha]: Cytoplasm 1 NR3C1
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
endothelial microparticle 1 ANXA5
G protein-coupled receptor complex 1 DRD2


文献列表

  • Bárbara Antunes, Ben Bowers, Isaac Winterburn, Michael P Kelly, Robert Brodrick, Kristian Pollock, Megha Majumder, Anna Spathis, Iain Lawrie, Rob George, Richella Ryan, Stephen Barclay. Anticipatory prescribing in community end-of-life care in the UK and Ireland during the COVID-19 pandemic: online survey. BMJ supportive & palliative care. 2020 Sep; 10(3):343-349. doi: 10.1136/bmjspcare-2020-002394. [PMID: 32546559]
  • Virginie Bulot, Cédric Lemogne, Nicaise Nebot, Hugues Blondon, Paul Roux. Systematic prevention of severe constipation induced by antipsychotic agents: A quasi-experimental study. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2016 10; 26(10):1690-1. doi: 10.1016/j.euroneuro.2016.08.004. [PMID: 27546374]
  • Kyoko Uekusa, Makiko Hayashida, Youkichi Ohno. Forensic toxicological analyses of drugs in tissues in formalin solutions and in fixatives. Forensic science international. 2015 Apr; 249(?):165-72. doi: 10.1016/j.forsciint.2015.01.028. [PMID: 25700112]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Britta Haenisch, Eva Drescher, Lidia Thiemer, Hu Xin, Bruno Giros, Sophie Gautron, Heinz Bönisch. Interaction of antidepressant and antipsychotic drugs with the human organic cation transporters hOCT1, hOCT2 and hOCT3. Naunyn-Schmiedeberg's archives of pharmacology. 2012 Oct; 385(10):1017-23. doi: 10.1007/s00210-012-0781-8. [PMID: 22806583]
  • Takeshi Kumazawa, Chika Hasegawa, Seisaku Uchigasaki, Xiao-Pen Lee, Osamu Suzuki, Keizo Sato. Quantitative determination of phenothiazine derivatives in human plasma using monolithic silica solid-phase extraction tips and gas chromatography-mass spectrometry. Journal of chromatography. A. 2011 May; 1218(18):2521-7. doi: 10.1016/j.chroma.2011.02.070. [PMID: 21429493]
  • Y Otheman, H Khalloufi, I Benhima, A Ouanass. [Neuropsychiatric symptoms revealing pseudohypoparathyroidism with Fahr's syndrome]. L'Encephale. 2011 Feb; 37(1):54-8. doi: 10.1016/j.encep.2010.03.001. [PMID: 21349375]
  • Iida Peltonen, Pekka T Männistö. Effects of diverse psychopharmacological substances on the activity of brain prolyl oligopeptidase. Basic & clinical pharmacology & toxicology. 2011 Jan; 108(1):46-54. doi: 10.1111/j.1742-7843.2010.00626.x. [PMID: 20825390]
  • S J C Davies, A A Westin, I Castberg, G Lewis, M S Lennard, S Taylor, O Spigset. Characterisation of zuclopenthixol metabolism by in vitro and therapeutic drug monitoring studies. Acta psychiatrica Scandinavica. 2010 Dec; 122(6):444-53. doi: 10.1111/j.1600-0447.2010.01619.x. [PMID: 20946203]
  • Seong Taeck Kim, Jae Woong Koh, Joon Mo Kim, Won Young Kim, Gwang Ju Choi. Methotrimeprazine-induced corneal deposits and cataract revealed by urine drug profiling test. Journal of Korean medical science. 2010 Nov; 25(11):1688-91. doi: 10.3346/jkms.2010.25.11.1688. [PMID: 21060765]
  • Britta Haenisch, Heinz Bönisch. Interaction of the human plasma membrane monoamine transporter (hPMAT) with antidepressants and antipsychotics. Naunyn-Schmiedeberg's archives of pharmacology. 2010 Jan; 381(1):33-9. doi: 10.1007/s00210-009-0479-8. [PMID: 20012264]
  • Naoki Hiroi, Aya Yoshihara, Mariko Sue, Gen Yoshino, Mariko Higa. Central adrenal insufficiency and diabetes insipidus misdiagnosed as severe depression. Clinical medicine insights. Case reports. 2010; 3(?):55-8. doi: 10.4137/ccrep.s5812. [PMID: 21769255]
  • W Manati, F Vaillant, M Bost, V Maffre, D Belhani, J Descotes, A Tabib, B Bui-Xuan, L Hamdan, Q Timour. Protective role of selenium supplementation against cardiac lesions induced by the combination of levomepromazine and risperidone in the rabbit. Human & experimental toxicology. 2009 Aug; 28(8):461-7. doi: 10.1177/0960327109106968. [PMID: 19736279]
  • M Vevelstad, S Pettersen, C Tallaksen, O Brørs. O-demethylation of codeine to morphine inhibited by low-dose levomepromazine. European journal of clinical pharmacology. 2009 Aug; 65(8):795-801. doi: 10.1007/s00228-009-0640-9. [PMID: 19308365]
  • Johannes Kornhuber, Lothar Terfloth, Stefan Bleich, Jens Wiltfang, Rainer Rupprecht. Molecular properties of psychopharmacological drugs determining non-competitive inhibition of 5-HT3A receptors. European journal of medicinal chemistry. 2009 Jun; 44(6):2667-72. doi: 10.1016/j.ejmech.2008.12.003. [PMID: 19144451]
  • Marcin Kolaczkowski, Anna Kolaczkowska, Noboru Motohashi, Krystyna Michalak. New high-throughput screening assay to reveal similarities and differences in inhibitory sensitivities of multidrug ATP-binding cassette transporters. Antimicrobial agents and chemotherapy. 2009 Apr; 53(4):1516-27. doi: 10.1128/aac.00956-08. [PMID: 19188399]
  • M Cruz-Vera, R Lucena, S Cárdenas, M Valcárcel. Determination of phenothiazine derivatives in human urine by using ionic liquid-based dynamic liquid-phase microextraction coupled with liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Jan; 877(1-2):37-42. doi: 10.1016/j.jchromb.2008.11.017. [PMID: 19042163]
  • Linda Hanssens, Gilbert L'Italien, Jean-Yves Loze, Ronald N Marcus, Miranda Pans, Wendy Kerselaers. The effect of antipsychotic medication on sexual function and serum prolactin levels in community-treated schizophrenic patients: results from the Schizophrenia Trial of Aripiprazole (STAR) study (NCT00237913). BMC psychiatry. 2008 Dec; 8(?):95. doi: 10.1186/1471-244x-8-95. [PMID: 19102734]
  • Natsuko Shinmen, Xiao-Pen Lee, Takeshi Kumazawa, Chika Hasegawa, Yasuhiro Ishiwata, Keizo Sato, Hiroshi Seno, Osamu Suzuki. Simultaneous determination of some phenothiazine derivatives in human blood by headspace solid-phase microextraction and gas chromatography with nitrogen-phosphorus detection. Journal of AOAC International. 2008 Nov; 91(6):1354-62. doi: . [PMID: 19202796]
  • Buster Mannheimer, Christer von Bahr, Hans Pettersson, Erik Eliasson. Impact of multiple inhibitors or substrates of cytochrome P450 2D6 on plasma risperidone levels in patients on polypharmacy. Therapeutic drug monitoring. 2008 Oct; 30(5):565-9. doi: 10.1097/ftd.0b013e31818679c9. [PMID: 18728628]
  • Vera Maresova, Jiri Chadt, Eva Novakova. Screening and semiquantitative analysis of drugs and drugs of abuse in human serum samples using gas chromatography-mass spectrometry. Neuro endocrinology letters. 2008 Oct; 29(5):749-54. doi: NULL. [PMID: 18987582]
  • Maria Addolorata Saracino, Mario Amore, Elena Baioni, Carmine Petio, Maria Augusta Raggi. Determination of selected phenothiazines in human plasma by solid-phase extraction and liquid chromatography with coulometric detection. Analytica chimica acta. 2008 Aug; 624(2):308-16. doi: 10.1016/j.aca.2008.06.040. [PMID: 18706338]
  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • F Vaillant, F Turrel, M Bost, G Bricca, J Descotes, B Bui-Xuan, A Tabib, W Manati, Q Timour. Role of selenium in heart lesions produced by neuroleptics in the rabbit. Journal of applied toxicology : JAT. 2008 Mar; 28(2):212-6. doi: 10.1002/jat.1279. [PMID: 17631667]
  • Ingrid Castberg, Eirik Skogvoll, Olav Spigset. Quetiapine and drug interactions: evidence from a routine therapeutic drug monitoring service. The Journal of clinical psychiatry. 2007 Oct; 68(10):1540-5. doi: 10.4088/jcp.v68n1011. [PMID: 17960969]
  • Einosuke Tanaka, Takako Nakamura, Masaru Terada, Tatsuo Shinozuka, Chikako Hashimoto, Katsuyoshi Kurihara, Katsuya Honda. Simple and simultaneous determination for 12 phenothiazines in human serum by reversed-phase high-performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jul; 854(1-2):116-20. doi: 10.1016/j.jchromb.2007.04.004. [PMID: 17459789]
  • Francesca Bugamelli, Roberto Mandrioli, Ernst Kenndler, Claudio Bartoletti, Giancarlo Boncompagni, Maria Augusta Raggi. Possible levomepromazine-clozapine interaction: two case reports. Progress in neuro-psychopharmacology & biological psychiatry. 2007 Mar; 31(2):567-70. doi: 10.1016/j.pnpbp.2006.11.003. [PMID: 17174461]
  • Laura Mercolini, Francesca Bugamelli, Ernst Kenndler, Giancarlo Boncompagni, Livia Franchini, Maria Augusta Raggi. Simultaneous determination of the antipsychotic drugs levomepromazine and clozapine and their main metabolites in human plasma by a HPLC-UV method with solid-phase extraction. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Feb; 846(1-2):273-80. doi: 10.1016/j.jchromb.2006.09.019. [PMID: 17045854]
  • H Kirchherr, W N Kühn-Velten. Quantitative determination of forty-eight antidepressants and antipsychotics in human serum by HPLC tandem mass spectrometry: a multi-level, single-sample approach. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Oct; 843(1):100-13. doi: 10.1016/j.jchromb.2006.05.031. [PMID: 16798119]
  • Frédérique Lancelin, Linda Kraoul, Nadia Flatischler, Sophie Brovedani-Rousset, Marie-Liesse Piketty. False-positive results in the detection of methadone in urines of patients treated with psychotropic substances. Clinical chemistry. 2005 Nov; 51(11):2176-7. doi: 10.1373/clinchem.2005.055350. [PMID: 16244295]
  • Guido Mannaioni, Roberto Baronti, Flavio Moroni. Gastrointestinal bleeding and massive liver damage in neuroleptic malignant syndrome. Therapeutics and clinical risk management. 2005 Sep; 1(3):225-30. doi: NULL. [PMID: 18360563]
  • R Yoshimura, K Shinkai, S Kakihara, M Goto, Y Yamada, K Kaji, N Ueda, J Nakamura. Little effects of low dosage of levomepromazine on plasma risperidone levels. Pharmacopsychiatry. 2005 Mar; 38(2):98-100. doi: 10.1055/s-2005-837811. [PMID: 15744635]
  • Joeri Sterken, Joris Troubleyn, Frank Gasthuys, Viviane Maes, Mark Diltoer, Christian Verborgh. Intentional overdose of Large Animal Immobilon. European journal of emergency medicine : official journal of the European Society for Emergency Medicine. 2004 Oct; 11(5):298-301. doi: 10.1097/00063110-200410000-00013. [PMID: 15359207]
  • Amal Abou El Ela, Sebastian Härtter, Ulrich Schmitt, Christoph Hiemke, Hildegard Spahn-Langguth, Peter Langguth. Identification of P-glycoprotein substrates and inhibitors among psychoactive compounds--implications for pharmacokinetics of selected substrates. The Journal of pharmacy and pharmacology. 2004 Aug; 56(8):967-75. doi: 10.1211/0022357043969. [PMID: 15285840]
  • Franco Lombardo, R Scott Obach, Marina Y Shalaeva, Feng Gao. Prediction of human volume of distribution values for neutral and basic drugs. 2. Extended data set and leave-class-out statistics. Journal of medicinal chemistry. 2004 Feb; 47(5):1242-50. doi: 10.1021/jm030408h. [PMID: 14971904]
  • Małgorzata Kłys, Sebastian Rojek, Wiesława Klementowicz, Filip Bolechała. [Hair analysis as a document of oxcarbazepine therapy in fatal levomepromazine poisoning]. Przeglad lekarski. 2004; 61(4):414-8. doi: . [PMID: 15521618]
  • I A Platonov, V G Vonogel', T A Andreeva. [Effect of a levopromazine-thymalin combination on the development of toxic edema and swelling in the brain]. Eksperimental'naia i klinicheskaia farmakologiia. 2004 Jan; 67(1):48-50. doi: . [PMID: 15079910]
  • I Ieiri, S Yamada, K Seto, T Morita, T Kaneda, K Mamiya, N Tashiro, S Higuchi, K Otsubo. A CYP2D6 phenotype-genotype mismatch in Japanese psychiatric patients. Pharmacopsychiatry. 2003 Sep; 36(5):192-6. doi: 10.1055/s-2003-43049. [PMID: 14571354]
  • P G J ter Horst, N A Foudraine, G Cuypers, E A van Dijk, N J J Oldenhof. Simultaneous determination of levomepromazine, midazolam and their major metabolites in human plasma by reversed-phase liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Jul; 791(1-2):389-98. doi: 10.1016/s1570-0232(03)00253-8. [PMID: 12798199]
  • F Vargas, K Carbonell, M Camacho. Photochemistry and in vitro phototoxicity studies of levomepromazine (methotrimeprazine), a phototoxic neuroleptic drug. Die Pharmazie. 2003 May; 58(5):315-9. doi: NULL. [PMID: 12779046]
  • Adrián LLerena, Roland Berecz, Pedro Dorado, César Sanz de la Garza, Maria Jesús Norberto, Macarena Cáceres, José Ramón Gutiérrez. Determination of risperidone and 9-hydroxyrisperidone in human plasma by liquid chromatography: application to the evaluation of CYP2D6 drug interactions. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Jan; 783(1):213-9. doi: 10.1016/s1570-0232(02)00661-x. [PMID: 12450541]
  • Aron D Mosnaim, Javier Puente, Rolando Saavedra, Seymour Diamond, Marion E Wolf. In vitro human plasma leucine(5)-enkephalin degradation is inhibited by a select number of drugs with the phenothiazine molecule in their chemical structure. Pharmacology. 2003 Jan; 67(1):6-13. doi: 10.1159/000066781. [PMID: 12444298]
  • Hiroshi Hayashi, Shinobu Kawakatsu, Kyota Watanabe, Takashi Fukasawa, Koichi Otani. Neuroleptic malignant syndrome complicated by massive intestinal bleeding in a patient with chronic renal failure. Progress in neuro-psychopharmacology & biological psychiatry. 2002 Oct; 26(6):1225-7. doi: 10.1016/s0278-5846(02)00262-2. [PMID: 12452552]
  • R Vanbinst, J Koenig, V Di Fazio, A Hassoun. Bile analysis of drugs in postmortem cases. Forensic science international. 2002 Aug; 128(1-2):35-40. doi: 10.1016/s0379-0738(02)00161-5. [PMID: 12208019]
  • Keiko Kudo, Noriaki Ikeda, Akiko Kiyoshima, Yukiko Hino, Naoki Nishida, Naohide Inoue. Toxicological analysis of chlorhexidine in human serum using HPLC on a polymer-coated ODS column. Journal of analytical toxicology. 2002 Mar; 26(2):119-22. doi: 10.1093/jat/26.2.119. [PMID: 11916014]
  • Eiji Yukawa, Tsuyoshi Hokazono, Miho Yukawa, Ritsuko Ichimaru, Takako Maki, Kanemitsu Matsunaga, Shigehiro Ohdo, Motoaki Anai, Shun Higuchi, Yoshinobu Goto. Population pharmacokinetics of haloperidol using routine clinical pharmacokinetic data in Japanese patients. Clinical pharmacokinetics. 2002; 41(2):153-9. doi: 10.2165/00003088-200241020-00006. [PMID: 11888334]
  • N Kato, A Ogamo. A TLC visualisation reagent for dimethylamphetamine and other abused tertiary amines. Science & justice : journal of the Forensic Science Society. 2001 Oct; 41(4):239-44. doi: 10.1016/s1355-0306(01)71907-7. [PMID: 11793881]
  • L Amaral, J E Kristiansen, M Viveiros, J Atouguia. Activity of phenothiazines against antibiotic-resistant Mycobacterium tuberculosis: a review supporting further studies that may elucidate the potential use of thioridazine as anti-tuberculosis therapy. The Journal of antimicrobial chemotherapy. 2001 May; 47(5):505-11. doi: 10.1093/jac/47.5.505. [PMID: 11328759]
  • S Kruggel, S Ulrich. Solid-phase microextraction for the assay of levomepromazine in human plasma. Therapeutic drug monitoring. 2000 Dec; 22(6):723-8. doi: 10.1097/00007691-200012000-00012. [PMID: 11128241]
  • R Yoshimura, N Ueda, J Nakamura. Low dosage of levomepromazine did not increase plasma concentrations of fluvoxamine. International clinical psychopharmacology. 2000 Jul; 15(4):233-5. doi: 10.1097/00004850-200015040-00007. [PMID: 10954064]
  • S P Elliott, K A Hale. A previously unidentified acepromazine metabolite in humans: implications for the measurement of acepromazine in blood. Journal of analytical toxicology. 1999 Sep; 23(5):367-71. doi: 10.1093/jat/23.5.367. [PMID: 10488925]
  • T Terao, O Ohmori, T Shinkai. A puzzling case of seizures and visual hallucinations during clomipramine treatment with a high dose but causing a low serum concentration. Acta psychiatrica Scandinavica. 1999 May; 99(5):388-90; discussion 390. doi: 10.1111/j.1600-0447.1999.tb07246.x. [PMID: 10353456]
  • S P Elliott, K A Hale. Analysis of etorphine in postmortem samples by HPLC with UV diode-array detection. Forensic science international. 1999 Apr; 101(1):9-16. doi: 10.1016/s0379-0738(99)00009-2. [PMID: 10376332]
  • I Suzuki, H Honma, N Watanabe, S Matsubara, T Koyama. [A study of neuroleptic malignant syndrome in the presenium and senium]. Seishin shinkeigaku zasshi = Psychiatria et neurologia Japonica. 1998; 100(6):387-97. doi: . [PMID: 9745353]
  • A Suzuki, K Otani, M Ishida, N Yasui, T Kondo, K Mihara, S Kaneko, Y Inoue, M Shibata, K Ikeda. Increased plasma concentrations of bromperidol and its reduced metabolite with levomepromazine, but not with thioridazine. Therapeutic drug monitoring. 1997 Jun; 19(3):261-4. doi: 10.1097/00007691-199706000-00003. [PMID: 9200764]
  • S P Avis, M D Holzbecher. A fatal case of methotrimeprazine overdose. Journal of forensic sciences. 1996 Nov; 41(6):1080-1. doi: . [PMID: 8914300]
  • H Gur, Y Paz, Y Sidi. Acute dystonic reaction to methotrimeprazine in hypoparathyroidism. The Annals of pharmacotherapy. 1996 Sep; 30(9):957-9. doi: 10.1177/106002809603000908. [PMID: 8876855]
  • O Arango, O Bielsa, S Grau, A Gelabert-Mas. Reversible azoospermia in a patient treated with triazolam. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 1996 Sep; 1(3):293-4. doi: 10.3109/13625189609150672. [PMID: 9678129]
  • S Dammers, T Zeit, M Leonhardt, V Schär, M W Agelink. [The neuroleptic malignant syndrome]. Deutsche medizinische Wochenschrift (1946). 1995 Dec; 120(50):1739-42. doi: 10.1055/s-2008-1055536. [PMID: 8542810]
  • M Bagli, G Höflich, M L Rao, M Langer, P Baumann, M Kolbinger, U Barlage, S Kasper, H J Möller. Bioequivalence and absolute bioavailability of oblong and coated levomepromazine tablets in CYP2D6 phenotyped subjects. International journal of clinical pharmacology and therapeutics. 1995 Dec; 33(12):646-52. doi: . [PMID: 8963481]
  • P A Hals, S G Dahl. Metabolism of levomepromazine in man. European journal of drug metabolism and pharmacokinetics. 1995 Jan; 20(1):61-71. doi: 10.1007/bf03192290. [PMID: 7588996]
  • M Bagli, M L Rao, G Höflich. Quantification of chlorprothixene, levomepromazine and promethazine in human serum using high-performance liquid chromatography with coulometric electrochemical detection. Journal of chromatography. B, Biomedical applications. 1994 Jul; 657(1):141-48. doi: 10.1016/0378-4347(94)80080-4. [PMID: 7952060]
  • G van Dijk, J Vissing, A B Steffens, H Galbo. Effect of anaesthetizing the region of the paraventricular hypothalamic nuclei on energy metabolism during exercise in the rat. Acta physiologica Scandinavica. 1994 Jun; 151(2):165-72. doi: 10.1111/j.1748-1716.1994.tb09734.x. [PMID: 7942051]
  • N Kondou, Y Hiasa, K Kishi, H Fujinaga, Y Ohishi, R Ohtani, T Wada, T Aihara. [A case of life-threatening ventricular arrhythmias probably due to psychotropic drugs]. Kokyu to junkan. Respiration & circulation. 1993 Nov; 41(11):1117-20. doi: NULL. [PMID: 8256055]
  • P P Golikov, A A Kladiev, N Iu Nikolaeva, K A Babaian. [The effect of phenothiazine derivatives that inhibit glucocorticoid receptor function on the state of the renin-angiotensin system]. Eksperimental'naia i klinicheskaia farmakologiia. 1993 Sep; 56(5):21-3. doi: . [PMID: 8312802]
  • T Ohkubo, R Shimoyama, K Sugawara. High performance liquid chromatographic determination of levomepromazine in human breast milk and serum using solid phase extraction. Biomedical chromatography : BMC. 1993 Jul; 7(4):227-8. doi: 10.1002/bmc.1130070411. [PMID: 8219702]
  • F Madsen, P Faurschou, A M Banning, A M Engel, P Sjøgren, A Rosetzsky. The protective effect of inhaled levomepromazine (Nozinan) on histamine-induced bronchial constriction. Pulmonary pharmacology. 1993 Jun; 6(2):129-36. doi: 10.1006/pulp.1993.1016. [PMID: 8358180]
  • T Ohkubo, R Shimoyama, K Sugawara. Determination of chlorpromazine in human breast milk and serum by high-performance liquid chromatography. Journal of chromatography. 1993 May; 614(2):328-32. doi: 10.1016/0378-4347(93)80326-y. [PMID: 8314947]
  • L F Gram, M G Hansen, S H Sindrup, K Brøsen, J H Poulsen, T Aaes-Jørgensen, K F Overø. Citalopram: interaction studies with levomepromazine, imipramine, and lithium. Therapeutic drug monitoring. 1993 Feb; 15(1):18-24. doi: . [PMID: 8451775]
  • P P Golikov. [Glucocorticoid receptor mechanism of regulation of the activity of angiotensin-converting enzyme and new prospects in the treatment of cardiovascular diseases]. Vestnik Rossiiskoi akademii meditsinskikh nauk. 1992; ?(3):8-12. doi: . [PMID: 1382764]
  • K Brøsen, T Zeugin, U A Meyer. Role of P450IID6, the target of the sparteine-debrisoquin oxidation polymorphism, in the metabolism of imipramine. Clinical pharmacology and therapeutics. 1991 Jun; 49(6):609-17. doi: 10.1038/clpt.1991.77. [PMID: 2060250]
  • W Daniel. Pharmacokinetic interaction between imipramine and antidepressant neuroleptics in rats. Polish journal of pharmacology and pharmacy. 1991 May; 43(3):197-206. doi: . [PMID: 1683700]
  • T Loennechen, A Andersen, P A Hals, S G Dahl. High-performance liquid chromatographic determination of levomepromazine (methotrimeprazine) and its main metabolites in serum and urine. Therapeutic drug monitoring. 1990 Nov; 12(6):574-81. doi: 10.1097/00007691-199011000-00011. [PMID: 2275005]
  • T Loennechen, S G Dahl. High-performance liquid chromatography of levomepromazine (methotrimeprazine) and its main metabolites. Journal of chromatography. 1990 Mar; 503(1):205-15. doi: 10.1016/s0021-9673(01)81502-8. [PMID: 2341515]
  • P Kintz, A Tracqui, B Ludes, J Waller, A Boukhabza, P Mangin, A A Lugnier, A J Chaumont. Fly larvae and their relevance in forensic toxicology. The American journal of forensic medicine and pathology. 1990 Mar; 11(1):63-5. doi: 10.1097/00000433-199003000-00008. [PMID: 1968313]
  • W Hewer, S Biedert. [Delirium syndrome in biperiden poisoning]. Fortschritte der Neurologie-Psychiatrie. 1988 Apr; 56(4):133-6. doi: 10.1055/s-2007-1001778. [PMID: 3384382]
  • S G Dahl, E Kauffmann, B Mompon, T Purcell. Nuclear magnetic resonance analysis of methotrimeprazine (levomepromazine) hydroxylation in humans. Journal of pharmaceutical sciences. 1987 Jul; 76(7):541-4. doi: 10.1002/jps.2600760710. [PMID: 3668814]
  • E Morel, K G Lloyd, S G Dahl. Anti-apomorphine effects of phenothiazine drug metabolites. Psychopharmacology. 1987; 92(1):68-72. doi: 10.1007/bf00215481. [PMID: 2885882]
  • T Higuchi, T Komoda, M Sugishita, J Yamazaki, M Miura, Y Sakagishi, T Yamauchi. Certain neuroleptics reduce bone mineralization in schizophrenic patients. Neuropsychobiology. 1987; 18(4):185-8. doi: 10.1159/000118415. [PMID: 2900482]
  • P Achkova. [Possibilities for research on the proton-acceptor action of drug preparations]. Eksperimentalna meditsina i morfologiia. 1987; 26(3):1-5. doi: ". [PMID: 2822373]
  • A Schulman. Hemodialysis in the treatment of a group of schizophrenic patients. Acta psychiatrica Scandinavica. Supplementum. 1985; 321(?):1-127. doi: NULL. [PMID: 2416190]
  • P A Hals, D Jacobsen. Resin haemoperfusion in levomepromazine poisoning: evaluation of effect on plasma drug and metabolite levels. Human toxicology. 1984 Dec; 3(6):497-503. doi: 10.1177/096032718400300604. [PMID: 6526397]
  • J Sasaki, G Kumagae, T Sata, M Kuramitsu, K Arakawa. Decreased concentration of high density lipoprotein cholesterol in schizophrenic patients treated with phenothiazines. Atherosclerosis. 1984 May; 51(2-3):163-9. doi: 10.1016/0021-9150(84)90164-3. [PMID: 6146320]
  • I Tokuhashi, T Suzuki, S Yazaki, S Takahashi, D Tsujino, T Sano, K Someya, J Fujii. [A case of syndrome malin with electrocardiographic abnormalities and a marked elevation of the serum creatine phosphokinase level]. Nihon Naika Gakkai zasshi. The Journal of the Japanese Society of Internal Medicine. 1984 Apr; 73(4):527-32. doi: 10.2169/naika.73.527. [PMID: 6470558]
  • J Molnár, M Gálfi, A Lózsa, M J Nakamura. Inhibition of bacterial plasmid replication by stereoselective binding by tricyclic psychopharmacons. Research communications in chemical pathology and pharmacology. 1984 Feb; 43(2):235-49. doi: . [PMID: 6369455]
  • Y Fujii, M Tateyama, M Kamisada, A Tanoue, M Takamiya, S Nakajima, H Itoh. Clinical efficacy, extrapyramidal symptoms and serum levels: influence of administration schedules and concomitant drugs on serum bromperidol concentrations. Folia psychiatrica et neurologica japonica. 1984; 38(2):121-36. doi: 10.1111/j.1440-1819.1984.tb00360.x. [PMID: 6152433]
  • K Törnebrandt, A Nobin, M Ericsson, D Thomson. Circulation, respiration and serotonin levels in carcinoid patients during neurolept anaesthesia. Anaesthesia. 1983 Oct; 38(10):957-67. doi: 10.1111/j.1365-2044.1983.tb12026.x. [PMID: 6638441]
  • S B Andersson, G P Forshell, A Schulman, L Wetterberg, H Asaba. Levomepromazine elimination in patients during active and sham hemodialysis. Artificial organs. 1983 Aug; 7(3):340-3. doi: 10.1111/j.1525-1594.1983.tb04207.x. [PMID: 6625964]
  • I N Piatnitskaia, N G Naĭdenova, I I Goriushkin. [Principles for evaluating reactivity in the clinical picture of alcoholism and addiction during drug therapy]. Zhurnal nevropatologii i psikhiatrii imeni S.S. Korsakova (Moscow, Russia : 1952). 1983; 83(2):243-9. doi: . [PMID: 6858484]
  • S G Dahl, H Johnsen, C R Lee. Gas chromatographic mass spectrometric identification of O-demethylated and mono-hydroxylated metabolites of levomepromazine in blood from psychiatric patients by selected ion recording with high resolution. Biomedical mass spectrometry. 1982 Dec; 9(12):534-8. doi: 10.1002/bms.1200091207. [PMID: 7165787]
  • H Giedke, H J Gaertner, A Mahal. Diurnal variation of urinary MHPG in unipolar and bipolar depressives. Acta psychiatrica Scandinavica. 1982 Sep; 66(3):243-53. doi: 10.1111/j.1600-0447.1982.tb00932.x. [PMID: 6127880]
  • M G Sankey, J E Holt, C M Kaye. A simple and sensitive H.P.L.C. method for the assay of prochlorperazine in plasma. British journal of clinical pharmacology. 1982 Apr; 13(4):578-80. doi: 10.1111/j.1365-2125.1982.tb01427.x. [PMID: 7066176]
  • K Murakami, K Murakami, T Ueno, J Hijikata, K Shirasawa, T Muto. Simultaneous determination of chlorpromazine and levomepromazine in human plasma and urine by high-performance liquid chromatography using electrochemical detection. Journal of chromatography. 1982 Jan; 227(1):103-12. doi: 10.1016/s0378-4347(00)80360-6. [PMID: 7056803]
  • S G Dahl. Active metabolites of neuroleptic drugs: possible contribution to therapeutic and toxic effects. Therapeutic drug monitoring. 1982; 4(1):33-40. doi: 10.1097/00007691-198204000-00005. [PMID: 6122292]
  • S G Dahl, T Bratlid, O Lingjaerde. Plasma and erythrocyte levels of methotrimeprazine and two of its nonpolar metabolites in psychiatric patients. Therapeutic drug monitoring. 1982; 4(1):81-7. doi: 10.1097/00007691-198204000-00012. [PMID: 7071908]
  • H Johnsen, S G Dahl. Identification of O-demethylated and ring-hydroxylated metabolites of methotrimeprazine (levomepromazine) in man. Drug metabolism and disposition: the biological fate of chemicals. 1982 Jan; 10(1):63-7. doi: NULL. [PMID: 6124386]
  • J Tasić-Brdović, L Stojanović, D Jovanović. [Palladometric determination of phenothiazines in biological material]. Vojnosanitetski pregled. 1981 Sep; 38(5):350-2. doi: NULL. [PMID: 7324393]
  • S G Dahl, H Hall. Binding affinity of levomepromazine and two of its major metabolites of central dopamine and alpha-adrenergic receptors in the rat. Psychopharmacology. 1981; 74(2):101-4. doi: 10.1007/bf00432672. [PMID: 6115442]
  • C Gropp, K Havemann. [Toxic lesions caused by cytostatic drugs]. Der Internist. 1980 Dec; 21(12):739-45. doi: NULL. [PMID: 7009476]