Norfluoxetine (BioDeep_00000017856)
human metabolite Endogenous blood metabolite
代谢物信息卡片
3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine
化学式: C16H16F3NO (295.1183922)
中文名称: 诺氟西汀
谱图信息:
最多检出来源 Homo sapiens(blood) 81.48%
Reviewed
Last reviewed on 2024-09-14.
Cite this Page
Norfluoxetine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/norfluoxetine (retrieved
2024-11-08) (BioDeep RN: BioDeep_00000017856). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: C1=CC=C(C=C1)C(CCN)OC2=CC=C(C=C2)C(F)(F)F
InChI: InChI=1S/C16H16F3NO/c17-16(18,19)13-6-8-14(9-7-13)21-15(10-11-20)12-4-2-1-3-5-12/h1-9,15H,10-11,20H2
描述信息
Norfluoxetine is a metabolite of fluoxetine. (S)-Norfluoxetine, also known as seproxetine, is a selective serotonin reuptake inhibitor (SSRI). It is the most important active metabolite of the widely used antidepressant fluoxetine but little is known about its pharmacological actions. Seproxetine was being investigated by Eli Lilly and Company as an antidepressant, however, a cardiac side effect was noted and development was discontinued (Wikipedia).
同义名列表
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:180876
- PubChem: 4541
- HMDB: HMDB0060551
- ChEMBL: CHEMBL1494
- Wikipedia: Seproxetine
- chemspider: 4382
- CAS: 83891-03-6
- PMhub: MS000000662
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
2 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(2)
- Fluoxetine Action Pathway:
Fluoxetine + NADH + Oxygen ⟶ Formaldehyde + NAD + Norfluoxetine + Water - Fluoxetine Metabolism Pathway:
Fluoxetine + NADH + Oxygen ⟶ Formaldehyde + NAD + Norfluoxetine + Water
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
- Hyeon-Cheol Jeong, Yoon-Jee Chae, Sooyeun Lee, Wonku Kang, Hwi-Yeol Yun, Kwang-Hee Shin. Prediction of Fluoxetine and Norfluoxetine Pharmacokinetic Profiles Using Physiologically Based Pharmacokinetic Modeling.
Journal of clinical pharmacology.
2021 11; 61(11):1505-1513. doi:
10.1002/jcph.1927. [PMID: 34118174] - Julia Sagahón-Azúa, Susanna Edith Medellín-Garibay, Cinthya Eloisa Chávez-Castillo, César Guillermo González-Salinas, Rosa Del Carmen Milán-Segovia, Silvia Romano-Moreno. Factors associated with fluoxetine and norfluoxetine plasma concentrations and clinical response in Mexican patients with mental disorders.
Pharmacology research & perspectives.
2021 10; 9(5):e00864. doi:
10.1002/prp2.864. [PMID: 34523245] - P Rodrigues, V Cunha, L Oliva-Teles, M Ferreira, L Guimarães. Norfluoxetine and venlafaxine in zebrafish larvae: Single and combined toxicity of two pharmaceutical products relevant for risk assessment.
Journal of hazardous materials.
2020 12; 400(?):123171. doi:
10.1016/j.jhazmat.2020.123171. [PMID: 32593945] - A B Sioofy-Khojine, A Honkimaa, H Hyöty. A preclinical assessment to repurpose drugs to target type 1 diabetes-associated type B coxsackieviruses.
Diabetic medicine : a journal of the British Diabetic Association.
2020 11; 37(11):1849-1853. doi:
10.1111/dme.14175. [PMID: 31705692] - Zhenhua Yan, Xiadong Zhang, Xuhui Bao, Xin Ling, Haohan Yang, Jianchao Liu, Guanghua Lu, Yong Ji. Influence of dissolved organic matter on the accumulation, metabolite production and multi-biological effects of environmentally relevant fluoxetine in crucian carp (Carassius auratus).
Aquatic toxicology (Amsterdam, Netherlands).
2020 Sep; 226(?):105581. doi:
10.1016/j.aquatox.2020.105581. [PMID: 32717676] - Sevgi Başalan Över, Celal Güven, Eylem Taskin, Yusuf Sevgiler. Oxidative and apoptotic effects of fluoxetine and its metabolite norfluoxetine in Daphnia magna.
Arhiv za higijenu rada i toksikologiju.
2020 Sep; 71(3):211-222. doi:
10.2478/aiht-2020-71-3473. [PMID: 33074175] - Zheng Ren Wang, Ming Mu Hsieh. Ultrasound-assisted dispersive liquid-liquid microextraction coupled with field-amplified capillary electrophoresis for sensitive and quantitative determination of fluoxetine and norfluoxetine enantiomers in biological fluids.
Analytical and bioanalytical chemistry.
2020 Aug; 412(21):5113-5123. doi:
10.1007/s00216-020-02441-x. [PMID: 32162085] - Peishan Cai, Xiang Xiong, Dan Li, Yu Zhou, Chaomei Xiong. Magnetic solid-phase extraction coupled with UHPLC-MS/MS for four antidepressants and one metabolite in clinical plasma and urine samples.
Bioanalysis.
2020 Jan; 12(1):35-52. doi:
10.4155/bio-2019-0171. [PMID: 31849264] - Timothy W Chow, Tuan-Anh Nguyen, K Wayne Riggs, Dan W Rurak. An in vivo evaluation of the ontogeny of stereoselective fluoxetine metabolism and disposition in lambs from birth to one year of age.
Xenobiotica; the fate of foreign compounds in biological systems.
2019 Nov; 49(11):1360-1372. doi:
10.1080/00498254.2018.1563922. [PMID: 30587071] - Sophia E Whitlock, M Glória Pereira, Julie Lane, Darren Sleep, Richard F Shore, Kathryn E Arnold. Detecting fluoxetine and norfluoxetine in wild bird tissues and feathers.
Environment international.
2019 05; 126(?):193-201. doi:
10.1016/j.envint.2019.01.083. [PMID: 30802636] - Daniela Miarelli Carvalho, Vera Lucia Lanchote, Gabriela Campos de Oliveira Filgueira, Glauco Henrique Balthazar Nardotto, Geraldo Duarte, Ricardo Carvalho Cavalli, Elaine Christine Dantas Moisés. Pharmacokinetics and Transplacental Transfer of Fluoxetine Enantiomers and Their Metabolites in Pregnant Women.
Clinical pharmacology and therapeutics.
2019 04; 105(4):1003-1008. doi:
10.1002/cpt.1263. [PMID: 30346625] - Xiao-Jia Ni, Zhan-Zhang Wang, De-Wei Shang, Hao-Yang Lu, Ming Zhang, Yu-Guan Wen. Simultaneous analysis of olanzapine, fluoxetine, and norfluoxetine in human plasma using liquid chromatography-mass spectrometry and its application to a pharmacokinetic study.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Aug; 1092(?):506-514. doi:
10.1016/j.jchromb.2018.05.026. [PMID: 30008307] - Anne Caroline Cezimbra da Silva, Juliana Raquel Raasch, Tainara Gomes Vargas, Giovana Piva Peteffi, Roberta Zilles Hahn, Marina Venzon Antunes, Magda Susana Perassolo, Rafael Linden. Simultaneous determination of fluoxetine and norfluoxetine in dried blood spots using high-performance liquid chromatography-tandem mass spectrometry.
Clinical biochemistry.
2018 Feb; 52(?):85-93. doi:
10.1016/j.clinbiochem.2017.10.002. [PMID: 28987790] - Alexandrine Robert, Irvin R Schultz, Nicolas Hucher, Tiphaine Monsinjon, Thomas Knigge. Toxicokinetics, disposition and metabolism of fluoxetine in crabs.
Chemosphere.
2017 Nov; 186(?):958-967. doi:
10.1016/j.chemosphere.2017.08.018. [PMID: 28830067] - Paulo Magalhães, Gilberto Alves, Adrián Llerena, Amílcar Falcão. Therapeutic Drug Monitoring of Fluoxetine, Norfluoxetine and Paroxetine: A New Tool Based on Microextraction by Packed Sorbent Coupled to Liquid Chromatography.
Journal of analytical toxicology.
2017 Sep; 41(7):631-638. doi:
10.1093/jat/bkx043. [PMID: 28873974] - Etienne Weisskopf, Alice Panchaud, Kim An Nguyen, Delphine Grosjean, Jean-Michel Hascoët, Chantal Csajka, Chin B Eap, Nicolas Ansermot. Simultaneous determination of selective serotonin reuptake inhibitors and their main metabolites in human breast milk by liquid chromatography-electrospray mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 Jul; 1057(?):101-109. doi:
10.1016/j.jchromb.2017.04.039. [PMID: 28511118] - Danielle Krout, Meghan Rodriquez, Stephen A Brose, Mikhail Y Golovko, L Keith Henry, Brent J Thompson. Inhibition of the Serotonin Transporter Is Altered by Metabolites of Selective Serotonin and Norepinephrine Reuptake Inhibitors and Represents a Caution to Acute or Chronic Treatment Paradigms.
ACS chemical neuroscience.
2017 05; 8(5):1011-1018. doi:
10.1021/acschemneuro.6b00343. [PMID: 27959497] - Lauren R Eichstadt, Lorraine A Corriveau, George E Moore, Gregory T Knipp, Bruce R Cooper, Wilson E Gwin. Absorption of Transdermal Fluoxetine Compounded in a Lipoderm Base Compared to Oral Fluoxetine in Client-owned Cats.
International journal of pharmaceutical compounding.
2017 May; 21(3):242-246. doi:
NULL. [PMID: 28557786] - Joel Alvim, Bianca Rebelo Lopes, Quezia Bezerra Cass. Simultaneous enantioselective quantification of fluoxetine and norfluoxetine in human milk by direct sample injection using 2-dimensional liquid chromatography-tandem mass spectrometry.
Journal of chromatography. A.
2016 06; 1451(?):120-126. doi:
10.1016/j.chroma.2016.05.022. [PMID: 27208983] - Aarthi Manoharan, Ravi Philip Rajkumar, Deepak Gopal Shewade, Rajan Sundaram, Avin Muthuramalingam, Abialbon Paul. Evaluation of interleukin-6 and serotonin as biomarkers to predict response to fluoxetine.
Human psychopharmacology.
2016 05; 31(3):178-84. doi:
10.1002/hup.2525. [PMID: 27018372] - Walter Korfmacher, Yongyi Luo, Stacy Ho, Wei Sun, Liduo Shen, Jie Wang, Zhongtao Wu, Yang Guo, Gregory Snow, Thomas O'Shea. Utility of capillary microsampling for rat pharmacokinetic studies: Comparison of tail-vein bleed to jugular vein cannula sampling.
Journal of pharmacological and toxicological methods.
2015 Nov; 76(?):7-14. doi:
10.1016/j.vascn.2015.07.001. [PMID: 26164093] - Andréa R Chaves, Bruno H F Moura, Juciene A Caris, Denilson Rabelo, Maria Eugênia C Queiroz. The development of a new disposable pipette extraction phase based on polyaniline composites for the determination of levels of antidepressants in plasma samples.
Journal of chromatography. A.
2015 Jun; 1399(?):1-7. doi:
10.1016/j.chroma.2015.04.027. [PMID: 25952664] - Reo Tanoshima, Facundo Garcia Bournissen, Yusuke Tanigawara, Judith H Kristensen, Anna Taddio, Kenneth F Ilett, Evan J Begg, Izhar Wallach, Shinya Ito. Population PK modelling and simulation based on fluoxetine and norfluoxetine concentrations in milk: a milk concentration-based prediction model.
British journal of clinical pharmacology.
2014 Oct; 78(4):918-28. doi:
10.1111/bcp.12409. [PMID: 24773313] - Carlos Horacio Laino, Pilar Garcia, María Fernanda Podestá, Christian Höcht, Nora Slobodianik, Analía Reinés. Fluoxetine potentiation of omega-3 fatty acid antidepressant effect: evaluating pharmacokinetic and brain fatty acid-related aspects in rodents.
Journal of pharmaceutical sciences.
2014 Oct; 103(10):3316-25. doi:
10.1002/jps.24123. [PMID: 25174836] - Jessica A Able, Yanhong Liu, Ronald Jandacek, Therese Rider, Patrick Tso, Robert K McNamara. Omega-3 fatty acid deficient male rats exhibit abnormal behavioral activation in the forced swim test following chronic fluoxetine treatment: association with altered 5-HT1A and alpha2A adrenergic receptor expression.
Journal of psychiatric research.
2014 Mar; 50(?):42-50. doi:
10.1016/j.jpsychires.2013.11.008. [PMID: 24360505] - Luigi Margiotta-Casaluci, Stewart F Owen, Rob I Cumming, Anna de Polo, Matthew J Winter, Grace H Panter, Mariann Rand-Weaver, John P Sumpter. Quantitative cross-species extrapolation between humans and fish: the case of the anti-depressant fluoxetine.
PloS one.
2014; 9(10):e110467. doi:
10.1371/journal.pone.0110467. [PMID: 25338069] - Jodi L Pawluski, Eva van Donkelaar, Zipporah Abrams, Virginie Houbart, Marianne Fillet, Harry W M Steinbusch, Thierry D Charlier. Fluoxetine dose and administration method differentially affect hippocampal plasticity in adult female rats.
Neural plasticity.
2014; 2014(?):123026. doi:
10.1155/2014/123026. [PMID: 24757568] - Antônio Felipe Felicioni Oliveira, Eduardo Costa de Figueiredo, Alvaro José Dos Santos-Neto. Analysis of fluoxetine and norfluoxetine in human plasma by liquid-phase microextraction and injection port derivatization GC-MS.
Journal of pharmaceutical and biomedical analysis.
2013 Jan; 73(?):53-8. doi:
10.1016/j.jpba.2012.04.006. [PMID: 22555013] - Virginie Houbart, Anne-Catherine Servais, Thierry D Charlier, Jodi L Pawluski, Frederic Abts, Marianne Fillet. A validated microfluidics-based LC-chip-MS/MS method for the quantitation of fluoxetine and norfluoxetine in rat serum.
Electrophoresis.
2012 Nov; 33(22):3370-9. doi:
10.1002/elps.201200168. [PMID: 22961717] - Adrian Corbett, Audrey McGowin, Scott Sieber, Tiffany Flannery, Bethany Sibbitt. A method for reliable voluntary oral administration of a fixed dosage (mg/kg) of chronic daily medication to rats.
Laboratory animals.
2012 Oct; 46(4):318-24. doi:
10.1258/la.2012.012018. [PMID: 22969146] - M Koelch, A-K Pfalzer, K Kliegl, S Rothenhöfer, A G Ludolph, J M Fegert, R Burger, C Mehler-Wex, J Stingl, R Taurines, K Egberts, M Gerlach. Therapeutic drug monitoring of children and adolescents treated with fluoxetine.
Pharmacopsychiatry.
2012 Mar; 45(2):72-6. doi:
10.1055/s-0031-1291294. [PMID: 22086744] - Yu Li, Thomas Emm, Swamy Yeleswaram. Simultaneous determination of fluoxetine and its major active metabolite norfluoxetine in human plasma by LC-MS/MS using supported liquid extraction.
Biomedical chromatography : BMC.
2011 Nov; 25(11):1245-51. doi:
10.1002/bmc.1597. [PMID: 21308704] - Timothy W Chow, András Szeitz, Dan W Rurak, K Wayne Riggs. A validated enantioselective assay for the simultaneous quantitation of (R)-, (S)-fluoxetine and (R)-, (S)-norfluoxetine in ovine plasma using liquid chromatography with tandem mass spectrometry (LC/MS/MS).
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2011 Feb; 879(5-6):349-58. doi:
10.1016/j.jchromb.2010.12.020. [PMID: 21242112] - Judith Neuwoehner, Beate I Escher. The pH-dependent toxicity of basic pharmaceuticals in the green algae Scenedesmus vacuolatus can be explained with a toxicokinetic ion-trapping model.
Aquatic toxicology (Amsterdam, Netherlands).
2011 Jan; 101(1):266-75. doi:
10.1016/j.aquatox.2010.10.008. [PMID: 21084122] - E K Sawyer, L L Howell. Pharmacokinetics of fluoxetine in rhesus macaques following multiple routes of administration.
Pharmacology.
2011; 88(1-2):44-9. doi:
10.1159/000329417. [PMID: 21757974] - Robert K McNamara, Jessica A Able, Therese Rider, Patrick Tso, Ronald Jandacek. Effect of chronic fluoxetine treatment on male and female rat erythrocyte and prefrontal cortex fatty acid composition.
Progress in neuro-psychopharmacology & biological psychiatry.
2010 Oct; 34(7):1317-21. doi:
10.1016/j.pnpbp.2010.07.016. [PMID: 20655971] - Shaojun Shi, Yani Liu, Jianhong Wu, Zhongfang Li, Yan Zhao, Dafang Zhong, Fandian Zeng. Comparative bioavailability and tolerability of a single 20-mg dose of two fluoxetine hydrochloride dispersible tablet formulations in fasting, healthy Chinese male volunteers: an open-label, randomized-sequence, two-period crossover study.
Clinical therapeutics.
2010 Oct; 32(11):1977-86. doi:
10.1016/j.clinthera.2010.10.003. [PMID: 21095492] - Dorothy Sit, James M Perel, James F Luther, Stephen R Wisniewski, Joseph C Helsel, Katherine L Wisner. Disposition of chiral and racemic fluoxetine and norfluoxetine across childbearing.
Journal of clinical psychopharmacology.
2010 Aug; 30(4):381-6. doi:
10.1097/jcp.0b013e3181e7be23. [PMID: 20631556] - Daniela Fernanda de Freitas, Carlos Eduardo Dobrovolskin Porto, Elisabeth Pizzamiglio Vieira, Maria Elisa Pereira Bastos de Siqueira. Three-phase, liquid-phase microextraction combined with high performance liquid chromatography-fluorescence detection for the simultaneous determination of fluoxetine and norfluoxetine in human plasma.
Journal of pharmaceutical and biomedical analysis.
2010 Jan; 51(1):170-7. doi:
10.1016/j.jpba.2009.07.017. [PMID: 19683889] - Mani Kandasamy, Krishnanand Tripathy, Sandhya Ravi, Narendra Kamath, Balakrishna Pai, Nuggehally R Srinivas, Fjalar Kristjansson, Saral Thangam. Unsuspected poor metabolizer phenotypes of fluoxetine in bioavailability/bioequivalence studies from an indian population perspective. Retrospective pharmacokinetic data evaluation.
Arzneimittel-Forschung.
2010; 60(1):12-21. doi:
10.1055/s-0031-1296243. [PMID: 20184222] - Andrea E Schwaninger, Markus R Meyer, Hans H Maurer. Gas chromatography-mass spectrometry detection of a norfluoxetine artifact in hydrolyzed urine samples may falsely indicate tranylcypromine ingestion.
Journal of analytical toxicology.
2010 Jan; 34(1):45-8. doi:
10.1093/jat/34.1.45. [PMID: 20109302] - Bruno José Gonçalves Silva, Fernando Mauro Lanças, Maria Eugênia Costa Queiroz. Determination of fluoxetine and norfluoxetine enantiomers in human plasma by polypyrrole-coated capillary in-tube solid-phase microextraction coupled with liquid chromatography-fluorescence detection.
Journal of chromatography. A.
2009 Dec; 1216(49):8590-7. doi:
10.1016/j.chroma.2009.10.034. [PMID: 19879589] - Ying Qu, Leah Aluisio, Brian Lord, Jamin Boggs, Kenway Hoey, Curt Mazur, Timothy Lovenberg. Pharmacokinetics and pharmacodynamics of norfluoxetine in rats: Increasing extracellular serotonin level in the frontal cortex.
Pharmacology, biochemistry, and behavior.
2009 May; 92(3):469-73. doi:
10.1016/j.pbb.2009.01.023. [PMID: 19463261] - Nora Unceta, Alberto Gómez-Caballero, Alicia Sánchez, Silvia Millán, M Carmen Sampedro, M Aránzazu Goicolea, Joan Sallés, Ramón J Barrio. Simultaneous determination of citalopram, fluoxetine and their main metabolites in human urine samples by solid-phase microextraction coupled with high-performance liquid chromatography.
Journal of pharmaceutical and biomedical analysis.
2008 Mar; 46(4):763-70. doi:
10.1016/j.jpba.2007.11.048. [PMID: 18222055] - Benjamin Chanrion, Clotilde Mannoury la Cour, Sophie Gavarini, Mathieu Seimandi, Laurent Vincent, Jean-François Pujol, Joël Bockaert, Philippe Marin, Mark J Millan. Inverse agonist and neutral antagonist actions of antidepressants at recombinant and native 5-hydroxytryptamine2C receptors: differential modulation of cell surface expression and signal transduction.
Molecular pharmacology.
2008 Mar; 73(3):748-57. doi:
10.1124/mol.107.041574. [PMID: 18083778] - Alvaro J Santos-Neto, Christian Fernandes, José C Rodrigues, Claudete Alves, Fernando M Lanças. Fluoxetine and norfluoxetine analysis by direct injection of human plasma in a column switching liquid chromatographic system.
Journal of separation science.
2008 Jan; 31(1):78-85. doi:
10.1002/jssc.200700153. [PMID: 18035850] - Chia-Chia Lu, Yuh-Jyh Jong, Jerome Ferrance, Wei-Kung Ko, Shou-Mei Wu. On-line sample stacking and short-end injection CE for the determination of fluoxetine and norfluoxetine in plasma: Method development and validation using experimental designs.
Electrophoresis.
2007 Sep; 28(18):3290-5. doi:
10.1002/elps.200700187. [PMID: 17696212] - Robert D Johnson, Russell J Lewis, Mike K Angier. The distribution of fluoxetine in human fluids and tissues.
Journal of analytical toxicology.
2007 Sep; 31(7):409-14. doi:
10.1093/jat/31.7.409. [PMID: 17725889] - Nora Unceta, Sergio Barrondo, Iñigo Ruiz de Azúa, Alberto Gómez-Caballero, M Aranzazu Goicolea, Joan Sallés, Ramón J Barrio. Determination of fluoxetine, norfluoxetine and their enantiomers in rat plasma and brain samples by liquid chromatography with fluorescence detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Jun; 852(1-2):519-28. doi:
10.1016/j.jchromb.2007.02.008. [PMID: 17329174] - Christian Fernandes, Alvaro José dos Santos Neto, José Carlos Rodrigues, Claudete Alves, Fernando Mauro Lanças. Solid-phase microextraction-liquid chromatography (SPME-LC) determination of fluoxetine and norfluoxetine in plasma using a heated liquid flow through interface.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Mar; 847(2):217-23. doi:
10.1016/j.jchromb.2006.10.011. [PMID: 17081810] - Ivano Marchi, Serge Rudaz, Maurice Selman, Jean-Luc Veuthey. Evaluation of the influence of protein precipitation prior to on-line SPE-LC-API/MS procedures using multivariate data analysis.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Jan; 845(2):244-52. doi:
10.1016/j.jchromb.2006.08.045. [PMID: 17030156] - John Kim, K Wayne Riggs, Shaila Misri, Nancy Kent, Tim F Oberlander, Ruth E Grunau, Colleen Fitzgerald, Dan W Rurak. Stereoselective disposition of fluoxetine and norfluoxetine during pregnancy and breast-feeding.
British journal of clinical pharmacology.
2006 Feb; 61(2):155-63. doi:
10.1111/j.1365-2125.2005.02538.x. [PMID: 16433870] - I Kovacevic, M Pokrajac, B Miljkovic, D Jovanovic, M Prostran. Comparison of liquid chromatography with fluorescence detection to liquid chromatography-mass spectrometry for the determination of fluoxetine and norfluoxetine in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 Jan; 830(2):372-6. doi:
10.1016/j.jchromb.2005.11.034. [PMID: 16356789] - Bin Guo, Chuan Li, Guangji Wang, Laishun Chen. Rapid and direct measurement of free concentrations of highly protein-bound fluoxetine and its metabolite norfluoxetine in plasma.
Rapid communications in mass spectrometry : RCM.
2006; 20(1):39-47. doi:
10.1002/rcm.2265. [PMID: 16308873] - D Jovanović, V Kilibarda, S Dordević, M Jovanović, J Jovic-Stosić, D Srdić, T Knezević. Bioequivalence testing of a new tablet formulation of generic fluoxetine.
European journal of drug metabolism and pharmacokinetics.
2006 Jan; 31(1):35-40. doi:
10.1007/bf03190640. [PMID: 16715781] - Sarah M R Wille, Kristof E Maudens, Carlos H Van Peteghem, Willy E E Lambert. Development of a solid phase extraction for 13 'new' generation antidepressants and their active metabolites for gas chromatographic-mass spectrometric analysis.
Journal of chromatography. A.
2005 Dec; 1098(1-2):19-29. doi:
10.1016/j.chroma.2005.08.059. [PMID: 16314157] - Maria G Scordo, Edoardo Spina, Marja-Liisa Dahl, Giuliana Gatti, Emilio Perucca. Influence of CYP2C9, 2C19 and 2D6 genetic polymorphisms on the steady-state plasma concentrations of the enantiomers of fluoxetine and norfluoxetine.
Basic & clinical pharmacology & toxicology.
2005 Nov; 97(5):296-301. doi:
10.1111/j.1742-7843.2005.pto_194.x. [PMID: 16236141] - S Djordjevic, I Kovacevic, B Miljkovic, J Vuksanovic, M Pokrajac. Liquid chromatographic-mass spectrometric method for the determination of fluoxetine and norfluoxetine in human plasma: application to clinical study.
Farmaco (Societa chimica italiana : 1989).
2005 Apr; 60(4):345-9. doi:
10.1016/j.farmac.2005.01.002. [PMID: 15848211] - Christian J Teter, K Luan Phan, Oliver G Cameron, Sally K Guthrie. Relative rectal bioavailability of fluoxetine in normal volunteers.
Journal of clinical psychopharmacology.
2005 Feb; 25(1):74-8. doi:
10.1097/01.jcp.0000150220.46254.b1. [PMID: 15643102] - Thomas Keller, Nathalie Cambon, Magali Genevray, Fabrizio Crivelli, Monia Crivelli, Bo Lorenzo Dal, Paolo Mazzucchelli, Shevqet Ismaili, Antonio Marzo. Bioequivalence study of fluoxetine hydrochloride in healthy volunteers.
Arzneimittel-Forschung.
2005; 55(9):491-7. doi:
10.1055/s-0031-1296895. [PMID: 16229112] - Cesare Sabbioni, Francesca Bugamelli, Graziano Varani, Laura Mercolini, Alessandro Musenga, Maria Addolorata Saracino, Salvatore Fanali, Maria Augusta Raggi. A rapid HPLC-DAD method for the analysis of fluoxetine and norfluoxetine in plasma from overdose patients.
Journal of pharmaceutical and biomedical analysis.
2004 Oct; 36(2):351-6. doi:
10.1016/j.jpba.2004.06.008. [PMID: 15496328] - Kong M Li, Murray R Thompson, Iain S McGregor. Rapid quantitation of fluoxetine and norfluoxetine in serum by micro-disc solid-phase extraction with high-performance liquid chromatography-ultraviolet absorbance detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 May; 804(2):319-26. doi:
10.1016/j.jchromb.2004.01.034. [PMID: 15081926] - Murray R Thompson, Kong M Li, Kelly J Clemens, Clint G Gurtman, Glenn E Hunt, Jennifer L Cornish, Iain S McGregor. Chronic fluoxetine treatment partly attenuates the long-term anxiety and depressive symptoms induced by MDMA ('Ecstasy') in rats.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology.
2004 Apr; 29(4):694-704. doi:
10.1038/sj.npp.1300347. [PMID: 14627999] - Jessica Werth Cook, Bonnie Spring, Dennis E McChargue, Belinda Borrelli, Brian Hitsman, Raymond Niaura, Nancy J Keuthen, Jean Kristeller. Influence of fluoxetine on positive and negative affect in a clinic-based smoking cessation trial.
Psychopharmacology.
2004 Apr; 173(1-2):153-9. doi:
10.1007/s00213-003-1711-8. [PMID: 14727000] - Adrián LLerena, Pedro Dorado, Roland Berecz, Antonio P González, Eva M Peñas-LLedó. Effect of CYP2D6 and CYP2C9 genotypes on fluoxetine and norfluoxetine plasma concentrations during steady-state conditions.
European journal of clinical pharmacology.
2004 Feb; 59(12):869-73. doi:
10.1007/s00228-003-0707-y. [PMID: 14726986] - John Kim, K Wayne Riggs, Dan W Rurak. Stereoselective pharmacokinetics of fluoxetine and norfluoxetine enantiomers in pregnant sheep.
Drug metabolism and disposition: the biological fate of chemicals.
2004 Feb; 32(2):212-21. doi:
10.1124/dmd.32.2.212. [PMID: 14744943] - C Neill Epperson, Peter I Jatlow, Kathryn Czarkowski, George M Anderson. Maternal fluoxetine treatment in the postpartum period: effects on platelet serotonin and plasma drug levels in breastfeeding mother-infant pairs.
Pediatrics.
2003 Nov; 112(5):e425. doi:
10.1542/peds.112.5.e425. [PMID: 14595087] - S Souverain, M Mottaz, S Cherkaoui, J-L Veuthey. Rapid analysis of fluoxetine and its metabolite in plasma by LC-MS with column-switching approach.
Analytical and bioanalytical chemistry.
2003 Nov; 377(5):880-5. doi:
10.1007/s00216-003-2176-7. [PMID: 12955393] - John Ciribassi, Andrew Luescher, Kirby S Pasloske, Carol Robertson-Plouch, Alan Zimmerman, Liane Kaloostian-Whittymore. Comparative bioavailability of fluoxetine after transdermal and oral administration to healthy cats.
American journal of veterinary research.
2003 Aug; 64(8):994-8. doi:
10.2460/ajvr.2003.64.994. [PMID: 12926591] - Tuija Heikkinen, Ulla Ekblad, Pertti Palo, Kari Laine. Pharmacokinetics of fluoxetine and norfluoxetine in pregnancy and lactation.
Clinical pharmacology and therapeutics.
2003 Apr; 73(4):330-7. doi:
10.1016/s0009-9236(02)17634-x. [PMID: 12709723] - Amit S Kalgutkar, Timothy J Taylor, Karthik Venkatakrishnan, Emre M Isin. Assessment of the contributions of CYP3A4 and CYP3A5 in the metabolism of the antipsychotic agent haloperidol to its potentially neurotoxic pyridinium metabolite and effect of antidepressants on the bioactivation pathway.
Drug metabolism and disposition: the biological fate of chemicals.
2003 Mar; 31(3):243-9. doi:
10.1124/dmd.31.3.243. [PMID: 12584149] - Giuliana Gatti, Ilaria Bonomi, Roberto Marchiselli, Cinzia Fattore, Edoardo Spina, Gabriella Scordo, Roberta Pacifici, Emilio Perucca. Improved enantioselective assay for the determination of fluoxetine and norfluoxetine enantiomers in human plasma by liquid chromatography.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Feb; 784(2):375-83. doi:
10.1016/s1570-0232(02)00820-6. [PMID: 12505785] - Nathalie Ginovart, Alan A Wilson, Jeffrey H Meyer, Doug Hussey, Sylvain Houle. [11C]-DASB, a tool for in vivo measurement of SSRI-induced occupancy of the serotonin transporter: PET characterization and evaluation in cats.
Synapse (New York, N.Y.).
2003 Feb; 47(2):123-33. doi:
10.1002/syn.10155. [PMID: 12454950] - Sven Ulrich. Direct stereoselective assay of fluoxetine and norfluoxetine enantiomers in human plasma or serum by two-dimensional gas-liquid chromatography with nitrogen-phosphorus selective detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Jan; 783(2):481-90. doi:
10.1016/s1570-0232(02)00725-0. [PMID: 12482491] - Adrián LLerena, Pedro Dorado, Roland Berecz, Antonio González, María Jesús Norberto, Alfredo de la Rubia, Macarena Cáceres. Determination of fluoxetine and norfluoxetine in human plasma by high-performance liquid chromatography with ultraviolet detection in psychiatric patients.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2003 Jan; 783(1):25-31. doi:
10.1016/s1570-0232(02)00486-5. [PMID: 12450521] - Xingjie Guo, Takeshi Fukushima, Famei Li, Kazuhiro Imai. Determination of fluoxetine and norfluoxetine in rat plasma by HPLC with pre-column derivatization and fluorescence detection.
Biomedical chromatography : BMC.
2003 Jan; 17(1):1-5. doi:
10.1002/bmc.198. [PMID: 12582998] - Aiming Yu, Byron M Kneller, Allan E Rettie, Robert L Haining. Expression, purification, biochemical characterization, and comparative function of human cytochrome P450 2D6.1, 2D6.2, 2D6.10, and 2D6.17 allelic isoforms.
The Journal of pharmacology and experimental therapeutics.
2002 Dec; 303(3):1291-300. doi:
10.1124/jpet.102.039891. [PMID: 12438554] - R Waschgler, M R Hubmann, A Conca, W Moll, P König. Simultaneous quantification of citalopram, clozapine, fluoxetine, norfluoxetine, maprotiline, desmethylmaprotiline and trazodone in human serum by HPLC analysis.
International journal of clinical pharmacology and therapeutics.
2002 Dec; 40(12):554-9. doi:
10.5414/cpp40554. [PMID: 12503813] - Timothy E Wilens, Louise Cohen, Joseph Biederman, Annah Abrams, Debarah Neft, Nagy Faird, Vikram Sinha. Fluoxetine pharmacokinetics in pediatric patients.
Journal of clinical psychopharmacology.
2002 Dec; 22(6):568-75. doi:
10.1097/00004714-200212000-00006. [PMID: 12454556] - Giovanna Jannuzzi, Giuliana Gatti, Paolo Magni, Edoardo Spina, Roberta Pacifici, Piergiorgio Zuccaro, Riccardo Torta, Laura Guarneri, Emilio Perucca. Plasma concentrations of the enantiomers of fluoxetine and norfluoxetine: sources of variability and preliminary observations on relations with clinical response.
Therapeutic drug monitoring.
2002 Oct; 24(5):616-27. doi:
10.1097/00007691-200210000-00006. [PMID: 12352933] - Rita Suri, Zachary N Stowe, Victoria Hendrick, Amy Hostetter, Mel Widawski, Lori L Altshuler. Estimates of nursing infant daily dose of fluoxetine through breast milk.
Biological psychiatry.
2002 Sep; 52(5):446-51. doi:
10.1016/s0006-3223(02)01368-9. [PMID: 12242061] - J J Berzas Nevado, A M Contento Salcedo, M J Villaseñor Llerena. Micellar electrokinetic capillary chromatography for the determination of fluoxetine and its metabolite norfluoxetine in biological fluids.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Apr; 769(2):261-8. doi:
10.1016/s1570-0232(01)00638-9. [PMID: 11996492] - David J Brunswick, Jay D Amsterdam, Jan Fawcett, Frederic M Quitkin, Frederick W Reimherr, Jerrold F Rosenbaum, Charles M Beasley. Fluoxetine and norfluoxetine plasma concentrations during relapse-prevention treatment.
Journal of affective disorders.
2002 Apr; 68(2-3):243-9. doi:
10.1016/s0165-0327(00)00333-5. [PMID: 12063152] - Chuan Li, Zhouhua Ji, Fajun Nan, Qingxiang Shao, Ping Liu, Jieyu Dai, Jiang Zhen, Hao Yuan, Fang Xu, Jian Cui, Bin Huang, Meiyun Zhang, Cheng Yu. Liquid chromatography/tandem mass spectrometry for the determination of fluoxetine and its main active metabolite norfluoxetine in human plasma with deuterated fluoxetine as internal standard.
Rapid communications in mass spectrometry : RCM.
2002; 16(19):1844-50. doi:
10.1002/rcm.800. [PMID: 12271449] - D J Brunswick, J D Amsterdam, J Fawcett, F M Quitkin, F W Reimherr, J F Rosenbaum, C M Beasley. Fluoxetine and norfluoxetine plasma levels after discontinuing fluoxetine therapy.
Journal of clinical psychopharmacology.
2001 Dec; 21(6):616-8. doi:
10.1097/00004714-200112000-00014. [PMID: 11763012] - V Hendrick, Z N Stowe, L L Altshuler, J Mintz, S Hwang, A Hostetter, R Suri, K Leight, A Fukuchi. Fluoxetine and norfluoxetine concentrations in nursing infants and breast milk.
Biological psychiatry.
2001 Nov; 50(10):775-82. doi:
10.1016/s0006-3223(01)01197-0. [PMID: 11720696] - Z Q Liu, Z N Cheng, S L Huang, X P Chen, D S Ou-Yang, C H Jiang, H H Zhou. Effect of the CYP2C19 oxidation polymorphism on fluoxetine metabolism in Chinese healthy subjects.
British journal of clinical pharmacology.
2001 Jul; 52(1):96-9. doi:
10.1046/j.0306-5251.2001.01402.x. [PMID: 11453896] - C B Eap, G Bondolfi, D Zullino, L Savary-Cosendai, K Powell-Golay, M Kosel, P Baumann. Concentrations of the enantiomers of fluoxetine and norfluoxetine after multiple doses of fluoxetine in cytochrome P4502D6 poor and extensive metabolizers.
Journal of clinical psychopharmacology.
2001 Jun; 21(3):330-4. doi:
10.1097/00004714-200106000-00013. [PMID: 11386497] - F C Sutherland, D Badenhorst, A D de Jager, T Scanes, H K Hundt, K J Swart, A F Hundt. Sensitive liquid chromatographic-tandem mass spectrometric method for the determination of fluoxetine and its primary active metabolite norfluoxetine in human plasma.
Journal of chromatography. A.
2001 Apr; 914(1-2):45-51. doi:
10.1016/s0021-9673(00)01213-9. [PMID: 11358229] - J Amchin, L Ereshefsky, W Zarycranski, K Taylor, D Albano, P M Klockowski. Effect of venlafaxine versus fluoxetine on metabolism of dextromethorphan, a CYP2D6 probe.
Journal of clinical pharmacology.
2001 Apr; 41(4):443-51. doi:
10.1177/00912700122010159. [PMID: 11304901] - J Lundmark, M Reis, F Bengtsson. Serum concentrations of fluoxetine in the clinical treatment setting.
Therapeutic drug monitoring.
2001 Apr; 23(2):139-47. doi:
10.1097/00007691-200104000-00008. [PMID: 11294514] - A T Harvey, S H Preskorn. Fluoxetine pharmacokinetics and effect on CYP2C19 in young and elderly volunteers.
Journal of clinical psychopharmacology.
2001 Apr; 21(2):161-6. doi:
10.1097/00004714-200104000-00007. [PMID: 11270912] - L Yee, S H Wong, V A Skrinska. Chiral high-performance liquid chromatographic analysis of fluoxetine and norfluoxetine in rabbit plasma, urine, and vitreous humor using an acetylated beta-cyclodextrin column.
Journal of analytical toxicology.
2000 Oct; 24(7):651-5. doi:
10.1093/jat/24.7.651. [PMID: 11043675] - J F Czachura, K Rasmussen. Effects of acute and chronic administration of fluoxetine on the activity of serotonergic neurons in the dorsal raphe nucleus of the rat.
Naunyn-Schmiedeberg's archives of pharmacology.
2000 Sep; 362(3):266-75. doi:
10.1007/s002100000290. [PMID: 10997729] - C Desiderio, S Rudaz, M A Raggi, S Fanali. Enantiomeric separation of fluoxetine and norfluoxetine in plasma and serum samples with high detection sensitivity capillary electrophoresis.
Electrophoresis.
1999 Nov; 20(17):3432-8. doi:
10.1002/(sici)1522-2683(19991101)20:17<3432::aid-elps3432>3.0.co;2-8. [PMID: 10608711] - M O Moraes, F E Lerner, G Corso, F A Bezerra, M E Moraes, G De Nucci. Fluoxetine bioequivalence study: quantification of fluoxetine and norfluoxetine by liquid chromatography coupled to mass spectrometry.
Journal of clinical pharmacology.
1999 Oct; 39(10):1053-61. doi:
10.1177/00912709922011827. [PMID: 10516940] - J H Kristensen, K F Ilett, L P Hackett, P Yapp, M Paech, E J Begg. Distribution and excretion of fluoxetine and norfluoxetine in human milk.
British journal of clinical pharmacology.
1999 Oct; 48(4):521-7. doi:
10.1046/j.1365-2125.1999.00040.x. [PMID: 10583022] - D K Raap, F Garcia, N A Muma, W A Wolf, G Battaglia, L D van de Kar. Sustained desensitization of hypothalamic 5-Hydroxytryptamine1A receptors after discontinuation of fluoxetine: inhibited neuroendocrine responses to 8-hydroxy-2-(Dipropylamino)Tetralin in the absence of changes in Gi/o/z proteins.
The Journal of pharmacology and experimental therapeutics.
1999 Feb; 288(2):561-7. doi:
NULL. [PMID: 9918559] - R Bourdeaux, D Desor, P R Lehr, C Younos, B Capolaghi. Effects of fluoxetine and norfluoxetine on 5-hydroxytryptamine metabolism in blood platelets and brain after administration to rats.
The Journal of pharmacy and pharmacology.
1998 Dec; 50(12):1387-92. doi:
10.1111/j.2042-7158.1998.tb03364.x. [PMID: 10052854]