Norbuprenorphine (BioDeep_00000018042)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(1S,2R,6S,14R,15R,16R)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1²,⁸.0¹,⁶.0⁶,¹⁴.0⁷,¹²]icosa-7,9,11-trien-11-ol

化学式: C25H35NO4 (413.25659500000006)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 14.04%

分子结构信息

SMILES: CC(C)(C)C(C)(C1CC23CCC1(C4C25CCNC3CC6=C5C(=C(C=C6)O)O4)OC)O
InChI: InChI=1S/C25H35NO4/c1-21(2,3)22(4,28)16-13-23-8-9-25(16,29-5)20-24(23)10-11-26-17(23)12-14-6-7-15(27)19(30-20)18(14)24/h6-7,16-17,20,26-28H,8-13H2,1-5H3/t16-,17-,20-,22+,23-,24+,25-/m1/s1

描述信息

Norbuprenorphine is the primary active metabolite of buprenorphine. Norbuprenorphine acts as a μ-opioid, δ-opioid, and nociceptin receptor full agonist, as well as a κ-opioid receptor partial agonist. Norbuprenorphine crosses the blood-brain-barrier similarly to buprenorphine and likely contributes to its effects. It was observed that Intravenous administration of norbuprenorphine at 1 to 3 mg/kg decreased respiratory rate, whereas buprenorphine had no effect up to 3 mg/kg in rats. (Wikipedia)
D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids

同义名列表

4 个代谢物同义名

(1S,2R,6S,14R,15R,16R)-16-[(2S)-2-hydroxy-3,3-dimethylbutan-2-yl]-15-methoxy-13-oxa-3-azahexacyclo[13.2.2.1²,⁸.0¹,⁶.0⁶,¹⁴.0⁷,¹²]icosa-7,9,11-trien-11-ol; Des(cyclopropylmethyl)buprenorphine; N-Desalkylbuprenorphine; Norbuprenorphine



数据库引用编号

7 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。



文献列表

  • Claudia Mariottini, Merja Gergov, Ilkka Ojanperä. Determination of buprenorphine, norbuprenorphine, naloxone, and their glucuronides in urine by liquid chromatography-tandem mass spectrometry. Drug testing and analysis. 2021 Sep; 13(9):1658-1667. doi: 10.1002/dta.3104. [PMID: 34047070]
  • Jill S Warrington, Gregory S Warrington, Samuel Francis-Fath, John Brooklyn. Urinary Buprenorphine, Norbuprenorphine and Naloxone Concentrations and Ratios: Review and Potential Clinical Implications. Journal of addiction medicine. 2020 12; 14(6):e344-e349. doi: 10.1097/adm.0000000000000676. [PMID: 32530884]
  • David D Andrews, Virginia R Fajt, Kate C Baker, Robert V Blair, Sean H Jones, Georgina L Dobek. A Comparison of Buprenorphine, Sustained release Buprenorphine, and High concentration Buprenorphine in Male New Zealand White Rabbits. Journal of the American Association for Laboratory Animal Science : JAALAS. 2020 09; 59(5):546-556. doi: 10.30802/aalas-jaalas-19-000132. [PMID: 32674750]
  • Hongfei Zhang, Jaime R Bastian, Wenchen Zhao, Huijun Chen, Imam H Shaik, Nupur Chaphekar, Steve N Caritis, Raman Venkataramanan. Pregnancy Alters CYP- and UGT-Mediated Metabolism of Buprenorphine. Therapeutic drug monitoring. 2020 04; 42(2):264-270. doi: 10.1097/ftd.0000000000000724. [PMID: 31929398]
  • Jill S Warrington, Kaitlyn Booth, Gregory S Warrington, Samuel Francis-Fath. Use of urinary naloxone levels in a single provider practice: a case study. Addiction science & clinical practice. 2020 01; 15(1):3. doi: 10.1186/s13722-020-0178-9. [PMID: 31941557]
  • Jaime R Ransohoff, Athena K Petrides, Greg J Piscitello, James G Flood, Stacy E F Melanson. Urine is superior to oral fluid for detecting buprenorphine compliance in patients undergoing treatment for opioid addiction. Drug and alcohol dependence. 2019 10; 203(?):8-12. doi: 10.1016/j.drugalcdep.2019.06.015. [PMID: 31394416]
  • Ruihua Dong, Hongyun Wang, Dandan Li, Liwei Lang, Frank Gray, Yongzhen Liu, Celine M Laffont, Malcolm Young, Ji Jiang, Zeyuan Liu, Susan M Learned. Pharmacokinetics of Sublingual Buprenorphine Tablets Following Single and Multiple Doses in Chinese Participants With and Without Opioid Use Disorder. Drugs in R&D. 2019 Sep; 19(3):255-265. doi: 10.1007/s40268-019-0277-9. [PMID: 31197606]
  • Birthe Schubert, Florian Pitterl, Barbara Saxl, Marion Pavlic. A Novel Enzyme Immunoassay for the Detection of Buprenorphine, Norbuprenorphine and Their Glucuronides in Urine. Journal of analytical toxicology. 2019 Jun; 43(5):364-368. doi: 10.1093/jat/bkz003. [PMID: 30753557]
  • Marco Agostini, Caterina Renzoni, Elisabetta Pierini, Maurizio Piergiovanni, Veronica Termopoli, Giorgio Famiglini, Pierangela Palma, Achille Cappiello. Rapid, hydrolysis-free, dilute-and-shoot method for the determination of buprenorphine, norbuprenorphine and their glucuronides in urine samples using UHPLC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2019 Mar; 166(?):236-243. doi: 10.1016/j.jpba.2019.01.014. [PMID: 30660808]
  • Peter Athanasos, Walter Ling, Felix Bochner, Jason M White, Andrew A Somogyi. Buprenorphine Maintenance Subjects Are Hyperalgesic and Have No Antinociceptive Response to a Very High Morphine Dose. Pain medicine (Malden, Mass.). 2019 01; 20(1):119-128. doi: 10.1093/pm/pny025. [PMID: 29514333]
  • Andrea R Terrell, Vipin Adhlakha, Poluru Reddy. Measurement of Buprenorphine and Norbuprenorphine in Urine. Methods in molecular biology (Clifton, N.J.). 2019; 1872(?):51-59. doi: 10.1007/978-1-4939-8823-5_5. [PMID: 30350278]
  • Mari Fihlman, Tuija Hemmilä, Nora M Hagelberg, Janne T Backman, Jouko Laitila, Kari Laine, Pertti J Neuvonen, Klaus T Olkkola, Teijo I Saari. Voriconazole greatly increases the exposure to oral buprenorphine. European journal of clinical pharmacology. 2018 Dec; 74(12):1615-1622. doi: 10.1007/s00228-018-2548-8. [PMID: 30167757]
  • Pirkko Kriikku, Margareeta Häkkinen, Ilkka Ojanperä. High buprenorphine-related mortality is persistent in Finland. Forensic science international. 2018 Oct; 291(?):76-82. doi: 10.1016/j.forsciint.2018.08.010. [PMID: 30170272]
  • Jason N Moore, Marc R Gastonguay, Chee M Ng, Susan C Adeniyi-Jones, David E Moody, Wenfang B Fang, Michelle E Ehrlich, Walter K Kraft. The Pharmacokinetics and Pharmacodynamics of Buprenorphine in Neonatal Abstinence Syndrome. Clinical pharmacology and therapeutics. 2018 06; 103(6):1029-1037. doi: 10.1002/cpt.1064. [PMID: 29516490]
  • Stephen R Holt, Joseph H Donroe, Dana A Cavallo, Jeanette M Tetrault. Addressing discordant quantitative urine buprenorphine and norbuprenorphine levels: Case examples in opioid use disorder. Drug and alcohol dependence. 2018 05; 186(?):171-174. doi: 10.1016/j.drugalcdep.2017.12.040. [PMID: 29579725]
  • John Strang, Alastair Knight, Shelagh Baillie, Kylie Reed, Karolina Bogdanowicz, James Bell. Norbuprenorphine and respiratory depression: Exploratory analyses with new lyophilized buprenorphine and sublingual buprenorphine
. International journal of clinical pharmacology and therapeutics. 2018 Feb; 56(2):81-85. doi: 10.5414/cp203118. [PMID: 29231163]
  • Anthony J Accurso, Joshua D Lee, Jennifer McNeely. High prevalence of urine tampering in an office-based opioid treatment practice detected by evaluating the norbuprenorphine to buprenorphine ratio. Journal of substance abuse treatment. 2017 12; 83(?):62-67. doi: 10.1016/j.jsat.2017.10.002. [PMID: 29129197]
  • Joseph H Donroe, Stephen R Holt, Patrick G O'Connor, Nitin Sukumar, Jeanette M Tetrault. Interpreting quantitative urine buprenorphine and norbuprenorphine levels in office-based clinical practice. Drug and alcohol dependence. 2017 11; 180(?):46-51. doi: 10.1016/j.drugalcdep.2017.07.040. [PMID: 28866369]
  • Matthew P Kosloski, Weihan Zhao, Armen Asatryan, Jens Kort, Pierre Geoffroy, Wei Liu. No Clinically Relevant Drug-Drug Interactions between Methadone or Buprenorphine-Naloxone and Antiviral Combination Glecaprevir and Pibrentasvir. Antimicrobial agents and chemotherapy. 2017 10; 61(10):. doi: 10.1128/aac.00958-17. [PMID: 28807904]
  • Joji Suzuki, Jennifer Zinser, Mohammed Issa, Claudia Rodriguez. Quantitative testing of buprenorphine and norbuprenorphine to identify urine sample spiking during office-based opioid treatment. Substance abuse. 2017 Oct; 38(4):504-507. doi: 10.1080/08897077.2017.1356796. [PMID: 28723256]
  • Katy J Sutcliffe, Graeme Henderson, Eamonn Kelly, Richard B Sessions. Drug Binding Poses Relate Structure with Efficacy in the μ Opioid Receptor. Journal of molecular biology. 2017 06; 429(12):1840-1851. doi: 10.1016/j.jmb.2017.05.009. [PMID: 28502792]
  • Michael Z Liao, Chunying Gao, Laura M Shireman, Brian Phillips, Linda J Risler, Naveen K Neradugomma, Prachi Choudhari, Bhagwat Prasad, Danny D Shen, Qingcheng Mao. P-gp/ABCB1 exerts differential impacts on brain and fetal exposure to norbuprenorphine. Pharmacological research. 2017 05; 119(?):61-71. doi: 10.1016/j.phrs.2017.01.018. [PMID: 28111265]
  • Naveen K Neradugomma, Michael Z Liao, Qingcheng Mao. Buprenorphine, Norbuprenorphine, R-Methadone, and S-Methadone Upregulate BCRP/ABCG2 Expression by Activating Aryl Hydrocarbon Receptor in Human Placental Trophoblasts. Molecular pharmacology. 2017 03; 91(3):237-249. doi: 10.1124/mol.116.107367. [PMID: 27974484]
  • Anand Joshi, Brian Parris, Yongzhen Liu, Christian Heidbreder, Phillip M Gerk, Matthew Halquist. Quantitative determination of buprenorphine, naloxone and their metabolites in rat plasma using hydrophilic interaction liquid chromatography coupled with tandem mass spectrometry. Biomedical chromatography : BMC. 2017 Feb; 31(2):. doi: 10.1002/bmc.3785. [PMID: 27390058]
  • Graeme M Doodnaught, Beatriz P Monteiro, Javier Benito, Daniel Edge, Francis Beaudry, Ludovic Pelligand, Paulo Steagall. Pharmacokinetic and pharmacodynamic modelling after subcutaneous, intravenous and buccal administration of a high-concentration formulation of buprenorphine in conscious cats. PloS one. 2017; 12(4):e0176443. doi: 10.1371/journal.pone.0176443. [PMID: 28445495]
  • John Strang, Kylie Reed, Karolina Bogdanowicz, James Bell, Rob van der Waal, Jenny Keen, Pete Beavan, Shelagh Baillie, Alastair Knight. Randomised Comparison of a Novel Buprenorphine Oral Lyophilisate versus Existing Buprenorphine Sublingual Tablets in Opioid-Dependent Patients: A First-in-Patient Phase II Randomised Open Label Safety Study. European addiction research. 2017; 23(2):61-70. doi: 10.1159/000456612. [PMID: 28268215]
  • Madeleine J Swortwood, Karl B Scheidweiler, Allan J Barnes, Lauren M Jansson, Marilyn A Huestis. Simultaneous quantification of buprenorphine, naloxone and phase I and II metabolites in plasma and breastmilk by liquid chromatography-tandem mass spectrometry. Journal of chromatography. A. 2016 May; 1446(?):70-7. doi: 10.1016/j.chroma.2016.03.076. [PMID: 27083254]
  • Joel R Gervais, Gregory A Hobbs. Use of an Acetyl Derivative to Improve GC-MS Determination of Norbuprenorphine in the Presence of High Concentrations of Buprenorphine in Urine. Journal of analytical toxicology. 2016 Apr; 40(3):208-12. doi: 10.1093/jat/bkw001. [PMID: 26811236]
  • Yongzhen Liu, Xiaohua Li, Allan Xu, Azmi F Nasser, Christian Heidbreder. Simultaneous determination of buprenorphine, norbuprenorphine and naloxone in human plasma by liquid chromatography/tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2016 Feb; 120(?):142-52. doi: 10.1016/j.jpba.2015.12.008. [PMID: 26730511]
  • Stephen A Bai, Qinfang Xiang, Andrew Finn. Evaluation of the Pharmacokinetics of Single- and Multiple-dose Buprenorphine Buccal Film in Healthy Volunteers. Clinical therapeutics. 2016 Feb; 38(2):358-69. doi: 10.1016/j.clinthera.2015.12.016. [PMID: 26804639]
  • Ali Reza Salili, Daniel Müller, Roswitha Skendaj, Andreas W Jehle, Anne B Taegtmeyer. Breakthrough Pain Associated with a Reduction in Serum Buprenorphine Concentration during Dialysis. Clinical therapeutics. 2016 Jan; 38(1):212-5. doi: 10.1016/j.clinthera.2015.10.009. [PMID: 26572942]
  • Stephanie J Marin, Gwendolyn A McMillin. Quantitation of Buprenorphine, Norbuprenorphine, Buprenorphine Glucuronide, Norbuprenorphine Glucuronide, and Naloxone in Urine by LC-MS/MS. Methods in molecular biology (Clifton, N.J.). 2016; 1383(?):69-78. doi: 10.1007/978-1-4939-3252-8_8. [PMID: 26660175]
  • Amy Redmond Kyle, Jennifer Carmical, Darshan Shah, Jason Pryor, Stacy Brown. UHPLC-MS/MS quantification of buprenorphine, norbuprenorphine, methadone, and glucuronide conjugates in umbilical cord plasma. Biomedical chromatography : BMC. 2015 Oct; 29(10):1567-74. doi: 10.1002/bmc.3460. [PMID: 25808363]
  • T Garimella, R Wang, W-L Luo, P Wastall, H Kandoussi, M DeMicco, R D Bruce, C Hwang, R Bertz, M Bifano. Assessment of drug-drug interactions between daclatasvir and methadone or buprenorphine-naloxone. Antimicrobial agents and chemotherapy. 2015 Sep; 59(9):5503-10. doi: 10.1128/aac.00478-15. [PMID: 26124175]
  • Manolis N Tzatzarakis, Elena Vakonaki, Leda Kovatsi, Stamatis Belivanis, Mary Mantsi, Athanasios Alegakis, Jyrki Liesivuori, Aristidis M Tsatsakis. Determination of buprenorphine, norbuprenorphine and naloxone in fingernail clippings and urine of patients under opioid substitution therapy. Journal of analytical toxicology. 2015 May; 39(4):313-20. doi: 10.1093/jat/bkv003. [PMID: 25663675]
  • Jeanette M Tetrault, Elinore F McCance-Katz, David E Moody, David A Fiellin, Bonnie S Lruie, An T DInh, Lynn E Fiellin. The impact of recent cocaine use on plasma levels of methadone and buprenorphine in patients with and without HIV-infection. Journal of substance abuse treatment. 2015 Apr; 51(?):70-4. doi: 10.1016/j.jsat.2014.10.010. [PMID: 25480096]
  • Christine M Molter, Lorraine Barbosa, Shawn Johnson, Heather K Knych, Sathya K Chinnadurai, Raymund F Wack. Pharmacokinetics of a single subcutaneous dose of sustained release buprenorphine in northern elephant seals (Mirounga angustirostris). Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 2015 Mar; 46(1):52-61. doi: 10.1638/2014-0115r.1. [PMID: 25831576]
  • David Joseph, Michael J Schobelock, Robert R Riesenberg, Bradley D Vince, Lynn R Webster, Abidemi Adeniji, Mabrouk Elgadi, Fenglei Huang. Effect of steady-state faldaprevir on the pharmacokinetics of steady-state methadone and buprenorphine-naloxone in subjects receiving stable addiction management therapy. Antimicrobial agents and chemotherapy. 2015 Jan; 59(1):498-504. doi: 10.1128/aac.04046-14. [PMID: 25385094]
  • Guillaume Bardy, Philippe Cathala, Céline Eiden, Eric Baccino, Pierre Petit, Olivier Mathieu. An unusual case of death probably triggered by the association of buprenorphine at therapeutic dose with ethanol and benzodiazepines and with very low norbuprenorphine level. Journal of forensic sciences. 2015 Jan; 60 Suppl 1(?):S269-71. doi: 10.1111/1556-4029.12621. [PMID: 25348172]
  • Azmi F Nasser, Christian Heidbreder, Roberto Gomeni, Paul J Fudala, Bo Zheng, Mark K Greenwald. A population pharmacokinetic and pharmacodynamic modelling approach to support the clinical development of RBP-6000, a new, subcutaneously injectable, long-acting, sustained-release formulation of buprenorphine, for the treatment of opioid dependence. Clinical pharmacokinetics. 2014 Sep; 53(9):813-24. doi: 10.1007/s40262-014-0155-0. [PMID: 25015174]
  • Sarah L Belsey, Lewis Couchman, Robert J Flanagan. Buprenorphine detection in urine using liquid chromatography-high-resolution mass spectrometry: comparison with cloned enzyme donor immunoassay (ThermoFisher) and homogeneous enzyme immunoassay (immunalysis). Journal of analytical toxicology. 2014 Sep; 38(7):438-43. doi: 10.1093/jat/bku060. [PMID: 24925983]
  • Roopa Sethi, Ismene Petrakis. Differential diagnosis for a stable patient maintained on buprenorphine who gives a urine toxicology screen negative for buprenorphine. The American journal on addictions. 2014 May; 23(3):318-9. doi: 10.1111/j.1521-0391.2014.12087.x. [PMID: 24724891]
  • Pertti Heikman, Margareeta Häkkinen, Merja Gergov, Ilkka Ojanperä. Urine naloxone concentration at different phases of buprenorphine maintenance treatment. Drug testing and analysis. 2014 Mar; 6(3):220-5. doi: 10.1002/dta.1464. [PMID: 23512803]
  • Karen J Regina, Evan D Kharasch. High-sensitivity analysis of buprenorphine, norbuprenorphine, buprenorphine glucuronide, and norbuprenorphine glucuronide in plasma and urine by liquid chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 Nov; 939(?):23-31. doi: 10.1016/j.jchromb.2013.09.004. [PMID: 24095872]
  • M A Huestis, E J Cone, S O Pirnay, A Umbricht, K L Preston. Intravenous buprenorphine and norbuprenorphine pharmacokinetics in humans. Drug and alcohol dependence. 2013 Aug; 131(3):258-62. doi: 10.1016/j.drugalcdep.2012.11.014. [PMID: 23246635]
  • Guillaume Lüthi, Valeria Blangy, Chin B Eap, Nicolas Ansermot. Buprenorphine and norbuprenorphine quantification in human plasma by simple protein precipitation and ultra-high performance liquid chromatography tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2013 Apr; 77(?):1-8. doi: 10.1016/j.jpba.2012.12.023. [PMID: 23357637]
  • Hisham Alhaddad, Salvatore Cisternino, Xavier Declèves, Nicolas Tournier, Joel Schlatter, Fouad Chiadmi, Patricia Risède, Maria Smirnova, Capucine Besengez, Jean-Michel Scherrmann, Frédéric J Baud, Bruno Mégarbane. Respiratory toxicity of buprenorphine results from the blockage of P-glycoprotein-mediated efflux of norbuprenorphine at the blood-brain barrier in mice. Critical care medicine. 2012 Dec; 40(12):3215-23. doi: 10.1097/ccm.0b013e318265680a. [PMID: 22975888]
  • Hong K Kim, Monica Smiddy, Robert S Hoffman, Lewis S Nelson. Buprenorphine may not be as safe as you think: a pediatric fatality from unintentional exposure. Pediatrics. 2012 Dec; 130(6):e1700-3. doi: 10.1542/peds.2012-1342. [PMID: 23129079]
  • Sarah M Brown, Scott D Campbell, Amanda Crafford, Karen J Regina, Michael J Holtzman, Evan D Kharasch. P-glycoprotein is a major determinant of norbuprenorphine brain exposure and antinociception. The Journal of pharmacology and experimental therapeutics. 2012 Oct; 343(1):53-61. doi: 10.1124/jpet.112.193433. [PMID: 22739506]
  • Tor Seldén, Johan Ahlner, Henrik Druid, Robert Kronstrand. Toxicological and pathological findings in a series of buprenorphine related deaths. Possible risk factors for fatal outcome. Forensic science international. 2012 Jul; 220(1-3):284-90. doi: 10.1016/j.forsciint.2012.03.016. [PMID: 22565115]
  • Xia Luo, Jose Trevejo, Rolf P G van Heeswijk, Frances Smith, Varun Garg. Effect of telaprevir on the pharmacokinetics of buprenorphine in volunteers on stable buprenorphine/naloxone maintenance therapy. Antimicrobial agents and chemotherapy. 2012 Jul; 56(7):3641-7. doi: 10.1128/aac.00077-12. [PMID: 22564847]
  • Gwendolyn A McMillin, Rebecka Davis, Heidi Carlisle, Chantry Clark, Stephanie J Marin, David E Moody. Patterns of free (unconjugated) buprenorphine, norbuprenorphine, and their glucuronides in urine using liquid chromatography-tandem mass spectrometry. Journal of analytical toxicology. 2012 Mar; 36(2):81-7. doi: 10.1093/jat/bkr020. [PMID: 22337776]
  • Ruth Verplaetse, Jan Tytgat. Development and validation of a sensitive UPLC-MS/MS method for the analysis of narcotic analgesics in urine and whole blood in forensic context. Forensic science international. 2012 Feb; 215(1-3):136-45. doi: 10.1016/j.forsciint.2011.01.047. [PMID: 21356580]
  • Valerie A Gruber, Petrie M Rainey, David E Moody, Gene D Morse, Qing Ma, Sudha Prathikanti, Patricia A Pade, Anika A H Alvanzo, Elinore F McCance-Katz. Interactions between buprenorphine and the protease inhibitors darunavir-ritonavir and fosamprenavir-ritonavir. Clinical infectious diseases : an official publication of the Infectious Diseases Society of America. 2012 Feb; 54(3):414-23. doi: 10.1093/cid/cir799. [PMID: 22100576]
  • Sarah M Brown, Michael Holtzman, Thomas Kim, Evan D Kharasch. Buprenorphine metabolites, buprenorphine-3-glucuronide and norbuprenorphine-3-glucuronide, are biologically active. Anesthesiology. 2011 Dec; 115(6):1251-60. doi: 10.1097/aln.0b013e318238fea0. [PMID: 22037640]
  • Marta Concheiro, Hendreé E Jones, Rolley E Johnson, Robin Choo, Marilyn A Huestis. Preliminary buprenorphine sublingual tablet pharmacokinetic data in plasma, oral fluid, and sweat during treatment of opioid-dependent pregnant women. Therapeutic drug monitoring. 2011 Oct; 33(5):619-26. doi: 10.1097/ftd.0b013e318228bb2a. [PMID: 21860340]
  • Lorenzo Somaini, Maria Addolorata Saracino, Chiara Marcheselli, Silvia Zanchini, Gilberto Gerra, Maria Augusta Raggi. Combined liquid chromatography-coulometric detection and microextraction by packed sorbent for the plasma analysis of long acting opioids in heroin addicted patients. Analytica chimica acta. 2011 Sep; 702(2):280-7. doi: 10.1016/j.aca.2011.06.032. [PMID: 21839210]
  • Kristen M Messenger, Jennifer L Davis, Douglas H LaFevers, Beth M Barlow, Lysa P Posner. Intravenous and sublingual buprenorphine in horses: pharmacokinetics and influence of sampling site. Veterinary anaesthesia and analgesia. 2011 Jul; 38(4):374-84. doi: 10.1111/j.1467-2995.2011.00613.x. [PMID: 21501371]
  • Giuseppe Lippi, Araelsis Romero, Gianfranco Cervellin, Mariella Mercadanti. Unusual false-positive case of urinary screening for buprenorphine. Journal of clinical laboratory analysis. 2011; 25(4):244-5. doi: 10.1002/jcla.20466. [PMID: 21786326]
  • Stephanie Oechsler, Gisela Skopp. Buprenorphine and major metabolites in blood specimens collected for drug analysis in law enforcement purposes. Forensic science international. 2010 Feb; 195(1-3):73-7. doi: 10.1016/j.forsciint.2009.11.015. [PMID: 20006453]
  • Marta Concheiro, Hendreé Jones, Rolley E Johnson, Diaa M Shakleya, Marilyn A Huestis. Confirmatory analysis of buprenorphine, norbuprenorphine, and glucuronide metabolites in plasma by LCMSMS. Application to umbilical cord plasma from buprenorphine-maintained pregnant women. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Jan; 878(1):13-20. doi: 10.1016/j.jchromb.2009.11.005. [PMID: 19945361]
  • Sherri L Kacinko, Marta Concheiro-Guisan, Diaa M Shakleya, Marilyn A Huestis. Development and validation of a liquid chromatography-tandem mass spectrometry assay for the simultaneous quantification of buprenorphine, norbuprenorphine, and metabolites in human urine. Analytical and bioanalytical chemistry. 2008 Nov; 392(5):903-11. doi: 10.1007/s00216-008-2326-z. [PMID: 18758763]
  • Robert Kronstrand, Ingrid Nyström, Malin Andersson, Lina Gunnarsson, Staffan Hägg, Martin Josefsson, Johan Ahlner. Urinary detection times and metabolite/parent compound ratios after a single dose of buprenorphine. Journal of analytical toxicology. 2008 Oct; 32(8):586-93. doi: 10.1093/jat/32.8.586. [PMID: 19007507]
  • Dwain C Fuller. A simple gas chromatography-mass spectrometry procedure for the simultaneous determination of buprenorphine and norbuprenorphine in human urine. Journal of analytical toxicology. 2008 Oct; 32(8):626-30. doi: 10.1093/jat/32.8.626. [PMID: 19007513]
  • Solfrid Hegstad, Asbjørg S Christophersen, Hassan Z Khiabani. [Determination of buprenorphine in urine]. Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke. 2008 Jan; 128(2):184-5. doi: NULL. [PMID: 18202730]
  • Guohong Wang, Michael Vincent, Warren Rodrigues, Alpana Agrawal, Christine Moore, Rekha Barhate, E Abolencia, Cynthia Coulter, James Soares, Yi-Feng Zheng, Celeste Taylor, Nihmat Morjana. Development and GC-MS validation of a highly sensitive recombinant G6PDH-based homogeneous immunoassay for the detection of buprenorphine and norbuprenorphine in urine. Journal of analytical toxicology. 2007 Sep; 31(7):377-82. doi: 10.1093/jat/31.7.377. [PMID: 17725885]
  • Maria Esther Rodriguez-Rosas, Michelle R Lofwall, Eric C Strain, Danuta Siluk, Irving W Wainer. Simultaneous determination of buprenorphine, norbuprenorphine and the enantiomers of methadone and its metabolite (EDDP) in human plasma by liquid chromatography/mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 May; 850(1-2):538-43. doi: 10.1016/j.jchromb.2006.11.025. [PMID: 17141582]
  • Ashraf Yassen, Jingmin Kan, Erik Olofsen, Ernst Suidgeest, Albert Dahan, Meindert Danhof. Pharmacokinetic-pharmacodynamic modeling of the respiratory depressant effect of norbuprenorphine in rats. The Journal of pharmacology and experimental therapeutics. 2007 May; 321(2):598-607. doi: 10.1124/jpet.106.115972. [PMID: 17283225]
  • Laura Mercolini, Roberto Mandrioli, Matteo Conti, Claudio Leonardi, Gilberto Gerra, Maria Augusta Raggi. Simultaneous determination of methadone, buprenorphine and norbuprenorphine in biological fluids for therapeutic drug monitoring purposes. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Mar; 847(2):95-102. doi: 10.1016/j.jchromb.2006.09.035. [PMID: 17046338]
  • Raymond Hreiche, Bruno Mégarbane, Stéphane Pirnay, Stephen W Borron, Claire Monier, Patricia Risède, Nathalie Milan, Véronique Descatoire, Dominique Pessayre, Frédéric J Baud. Dexamethasone hepatic induction in rats subsequently treated with high dose buprenorphine does not lead to respiratory depression. Toxicology and applied pharmacology. 2006 Dec; 217(3):352-62. doi: 10.1016/j.taap.2006.09.011. [PMID: 17084876]
  • Jörg Filitz, Norbert Griessinger, Reinhard Sittl, Rudi Likar, Jürgen Schüttler, Wolfgang Koppert. Effects of intermittent hemodialysis on buprenorphine and norbuprenorphine plasma concentrations in chronic pain patients treated with transdermal buprenorphine. European journal of pain (London, England). 2006 Nov; 10(8):743-8. doi: 10.1016/j.ejpain.2005.12.001. [PMID: 16426877]
  • Stephane Pirnay, Françoise Hervé, Stéphane Bouchonnet, Bérengère Perrin, Frédéric J Baud, Ivan Ricordel. Liquid chromatographic-electrospray ionization mass spectrometric quantitative analysis of buprenorphine, norbuprenorphine, nordiazepam and oxazepam in rat plasma. Journal of pharmaceutical and biomedical analysis. 2006 Jun; 41(4):1135-45. doi: 10.1016/j.jpba.2006.02.020. [PMID: 16554136]
  • E J Fox, V A Tetlow, K R Allen. Quantitative analysis of buprenorphine and norbuprenorphine in urine using liquid chromatography tandem mass spectrometry. Journal of analytical toxicology. 2006 May; 30(4):238-44. doi: 10.1093/jat/30.4.238. [PMID: 16803661]
  • Wei Huang, David E Moody, Elinore F McCance-Katz. The in vivo glucuronidation of buprenorphine and norbuprenorphine determined by liquid chromatography-electrospray ionization-tandem mass spectrometry. Therapeutic drug monitoring. 2006 Apr; 28(2):245-51. doi: 10.1097/01.ftd.0000197094.92559.b4. [PMID: 16628138]
  • Eleanor I Miller, Hazel J Torrance, John S Oliver. Validation of the Immunalysis microplate ELISA for the detection of buprenorphine and its metabolite norbuprenorphine in urine. Journal of analytical toxicology. 2006 Mar; 30(2):115-9. doi: 10.1093/jat/30.2.115. [PMID: 16620543]
  • Hongfei Yue, Michael R Borenstein, Susan A Jansen, Robert B Raffa. Liquid chromatography-mass spectrometric analysis of buprenorphine and its N-dealkylated metabolite norbuprenorphine in rat brain tissue and plasma. Journal of pharmacological and toxicological methods. 2005 Nov; 52(3):314-22. doi: 10.1016/j.vascn.2005.04.012. [PMID: 15935707]
  • Mariusz Scislowski, Wojciech Piekoszewski, Aleksandra Kamenczak, Ewa Florek. Simultaneous determination of buprenorphine and norbuprenorphine in serum by high-performance liquid chromatography-electrospray ionization-mass spectrometry. Journal of analytical toxicology. 2005 May; 29(4):249-53. doi: 10.1093/jat/29.4.249. [PMID: 15975254]
  • Alexander Elkader, Beth Sproule. Buprenorphine: clinical pharmacokinetics in the treatment of opioid dependence. Clinical pharmacokinetics. 2005; 44(7):661-80. doi: 10.2165/00003088-200544070-00001. [PMID: 15966752]
  • Constance M Murphy, Marilyn A Huestis. Liquid chromatographic/electrospray ionization tandem mass spectrometric analysis for the quantification of buprenorphine, norbuprenorphine, buprenorphine-3-beta-D-glucuronide and norbuprenorphine-3-beta-D-glucuronide in human plasma. Journal of mass spectrometry : JMS. 2005 Jan; 40(1):70-4. doi: 10.1002/jms.776. [PMID: 15637731]
  • S George, C George, M Chauhan. The development and application of a rapid gas chromatography-mass spectrometry method to monitor buprenorphine withdrawal protocols. Forensic science international. 2004 Jul; 143(2-3):121-5. doi: 10.1016/j.forsciint.2004.03.024. [PMID: 15240031]
  • Aleksandra Bulka, Poli Francois Kouya, Ylva Böttiger, Jan-Olof Svensson, Xiao-Jun Xu, Zsuzsanna Wiesenfeld-Hallin. Comparison of the antinociceptive effect of morphine, methadone, buprenorphine and codeine in two substrains of Sprague-Dawley rats. European journal of pharmacology. 2004 May; 492(1):27-34. doi: 10.1016/j.ejphar.2004.03.041. [PMID: 15145702]
  • Robert Kronstrand, Tor G Seldén, Martin Josefsson. Analysis of buprenorphine, norbuprenorphine, and their glucuronides in urine by liquid chromatography-mass spectrometry. Journal of analytical toxicology. 2003 Oct; 27(7):464-70. doi: 10.1093/jat/27.7.464. [PMID: 14607001]
  • A Ceccato, R Klinkenberg, Ph Hubert, B Streel. Sensitive determination of buprenorphine and its N-dealkylated metabolite norbuprenorphine in human plasma by liquid chromatography coupled to tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2003 Aug; 32(4-5):619-31. doi: 10.1016/s0731-7085(03)00169-9. [PMID: 12899952]
  • David E Moody, Matthew H Slawson, Eric C Strain, John D Laycock, Alan C Spanbauer, Rodger L Foltz. A liquid chromatographic-electrospray ionization-tandem mass spectrometric method for determination of buprenorphine, its metabolite, norbuprenorphine, and a coformulant, naloxone, that is suitable for in vivo and in vitro metabolism studies. Analytical biochemistry. 2002 Jul; 306(1):31-9. doi: 10.1006/abio.2002.5673. [PMID: 12069411]
  • Sumithra Gopal, Tsang-Bin Tzeng, Alan Cowan. Characterization of the pharmacokinetics of buprenorphine and norbuprenorphine in rats after intravenous bolus administration of buprenorphine. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2002 Apr; 15(3):287-93. doi: 10.1016/s0928-0987(02)00009-x. [PMID: 11923061]
  • A Polettini, M A Huestis. Simultaneous determination of buprenorphine, norbuprenorphine, and buprenorphine-glucuronide in plasma by liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 2001 Apr; 754(2):447-59. doi: 10.1016/s0378-4347(01)00029-9. [PMID: 11339288]
  • S Gopal, T B Tzeng, A Cowan. Development and validation of a sensitive analytical method for the simultaneous determination of buprenorphine and norbuprenorphine in human plasma. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2001 Mar; 51(2):147-51. doi: 10.1016/s0939-6411(00)00135-1. [PMID: 11226822]
  • A Berson, D Fau, R Fornacciari, P Degove-Goddard, A Sutton, V Descatoire, D Haouzi, P Lettéron, A Moreau, G Feldmann, D Pessayre. Mechanisms for experimental buprenorphine hepatotoxicity: major role of mitochondrial dysfunction versus metabolic activation. Journal of hepatology. 2001 Feb; 34(2):261-9. doi: 10.1016/s0168-8278(00)00050-7. [PMID: 11281555]
  • F Vincent, J Bessard, J Vacheron, M Mallaret, G Bessard. Determination of buprenorphine and norbuprenorphine in urine and hair by gas chromatography-mass spectrometry. Journal of analytical toxicology. 1999 Jul; 23(4):270-9. doi: 10.1093/jat/23.4.270. [PMID: 10445490]
  • N Houdret, V Asnar, N Szostak-Talbodec, E Leteurtre, L Humbert, M Lecomte-Houcke, M Lhermitte, J C Paris. [Hepatonephritis and massive ingestion of buprenorphine]. Acta clinica Belgica. 1999; 53 Suppl 1(?):29-31. doi: NULL. [PMID: 10216978]
  • A Tracqui, P Kintz, B Ludes. Buprenorphine-related deaths among drug addicts in France: a report on 20 fatalities. Journal of analytical toxicology. 1998 Oct; 22(6):430-4. doi: 10.1093/jat/22.6.430. [PMID: 9788517]
  • J J Kuhlman, B Levine, R E Johnson, P J Fudala, E J Cone. Relationship of plasma buprenorphine and norbuprenorphine to withdrawal symptoms during dose induction, maintenance and withdrawal from sublingual buprenorphine. Addiction (Abingdon, England). 1998 Apr; 93(4):549-59. doi: 10.1046/j.1360-0443.1998.93454910.x. [PMID: 9684393]
  • A M Lisi, R Kazlauskas, G J Trout. Gas chromatographic-mass spectrometric quantitation of urinary buprenorphine and norbuprenorphine after derivatization by direct extractive alkylation. Journal of chromatography. B, Biomedical sciences and applications. 1997 Apr; 692(1):67-77. doi: 10.1016/s0378-4347(96)00496-3. [PMID: 9187385]
  • A Salem, T L Pierce, W Hope. Analysis of buprenorphine in rat plasma using a solid-phase extraction technique and high-performance liquid chromatography with electrochemical detection. Journal of pharmacological and toxicological methods. 1997 Mar; 37(2):75-81. doi: 10.1016/s1056-8719(97)00001-4. [PMID: 9174982]
  • H Hoja, P Marquet, B Verneuil, H Lotfi, J L Dupuy, G Lachâtre. Determination of buprenorphine and norbuprenorphine in whole blood by liquid chromatography-mass spectrometry. Journal of analytical toxicology. 1997 Mar; 21(2):160-5. doi: 10.1093/jat/21.2.160. [PMID: 9083835]
  • A Tracqui, P Kintz, P Mangin. HPLC/MS determination of buprenorphine and norbuprenorphine in biological fluids and hair samples. Journal of forensic sciences. 1997 Jan; 42(1):111-4. doi: NULL. [PMID: 8988582]
  • J J Kuhlman, S Lalani, J Magluilo, B Levine, W D Darwin. Human pharmacokinetics of intravenous, sublingual, and buccal buprenorphine. Journal of analytical toxicology. 1996 Oct; 20(6):369-78. doi: 10.1093/jat/20.6.369. [PMID: 8889672]
  • J J Kuhlman, J Magluilo, E Cone, B Levine. Simultaneous assay of buprenorphine and norbuprenorphine by negative chemical ionization tandem mass spectrometry. Journal of analytical toxicology. 1996 Jul; 20(4):229-35. doi: 10.1093/jat/20.4.229. [PMID: 8835660]
  • L Debrabandere, M Van Boven, P Daenens. Development of a fluoroimmunoassay for the detection of buprenorphine in urine. Journal of forensic sciences. 1995 Mar; 40(2):250-3. doi: NULL. [PMID: 7602287]