Norcocaine (BioDeep_00000408427)

   

natural product


代谢物信息卡片


Norcocaine

化学式: C16H19NO4 (289.1314014)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC(=O)C1C2CCC(N2)CC1OC(=O)C3=CC=CC=C3
InChI: InChI=1S/C16H19NO4/c1-20-16(19)14-12-8-7-11(17-12)9-13(14)21-15(18)10-5-3-2-4-6-10/h2-6,11-14,17H,7-9H2,1H3/t11-,12+,13-,14+/m0/s1

描述信息

同义名列表

1 个代谢物同义名

Norcocaine



数据库引用编号

6 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)

0 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

  • Lilian de Lima Feltraco Lizot, Anne Caroline Cezimbra da Silva, Marcos Frank Bastiani, Tales Fernando Maurer, Roberta Zilles Hahn, Magda Susana Perassolo, Marina Venzon Antunes, Rafael Linden. Simultaneous Determination of Cocaine and Metabolites in Human Plasma Using Solid Phase Micro-Extraction Fiber Tips C18 and UPLC-MS/MS. Journal of analytical toxicology. 2020 Jan; 44(1):49-56. doi: 10.1093/jat/bkz042. [PMID: 31095712]
  • N C Rubio, F Krumbiegel, F Pragst, D Thurmann, A Nagel, E Zytowski, M Aranguren, J C Gorlelo, N Poliansky. Discrimination between chewing of coca leaves or drinking of coca tea and smoking of "paco" (coca paste) by hair analysis. A preliminary study of possibilities and limitations. Forensic science international. 2019 Apr; 297(?):171-176. doi: 10.1016/j.forsciint.2019.01.040. [PMID: 30798102]
  • Nelida Cristina Rubio, Martin Hastedt, Jorge Gonzalez, Fritz Pragst. Possibilities for discrimination between chewing of coca leaves and abuse of cocaine by hair analysis including hygrine, cuscohygrine, cinnamoylcocaine and cocaine metabolite/cocaine ratios. International journal of legal medicine. 2015 Jan; 129(1):69-84. doi: 10.1007/s00414-014-1061-6. [PMID: 25138383]
  • Therese A Kosten, Xiaoyun Y Shen, Berma M Kinsey, Thomas R Kosten, Frank M Orson. Attenuation of cocaine-induced locomotor activity in male and female mice by active immunization. The American journal on addictions. 2014 Nov; 23(6):604-7. doi: 10.1111/j.1521-0391.2014.12152.x. [PMID: 25251469]
  • Shurong Hou, Max Zhan, Xirong Zheng, Chang-Guo Zhan, Fang Zheng. Kinetic characterization of human butyrylcholinesterase mutants for the hydrolysis of cocaethylene. The Biochemical journal. 2014 Jun; 460(3):447-57. doi: 10.1042/bj20140360. [PMID: 24870023]
  • Martin J Hicks, Stephen M Kaminsky, Bishnu P De, Jonathan B Rosenberg, Suzette M Evans, Richard W Foltin, David M Andrenyak, David E Moody, George F Koob, Kim D Janda, Rodolfo J Ricart Arbona, Michelle L Lepherd, Ronald G Crystal. Fate of systemically administered cocaine in nonhuman primates treated with the dAd5GNE anticocaine vaccine. Human gene therapy. Clinical development. 2014 Mar; 25(1):40-9. doi: 10.1089/humc.2013.231. [PMID: 24649839]
  • Max Zhan, Shurong Hou, Chang-Guo Zhan, Fang Zheng. Kinetic characterization of high-activity mutants of human butyrylcholinesterase for the cocaine metabolite norcocaine. The Biochemical journal. 2014 Jan; 457(1):197-206. doi: 10.1042/bj20131100. [PMID: 24125115]
  • Věra Hezinová, Zeineb Aturki, Karel Klepárník, Giovanni D'Orazio, František Foret, Salvatore Fanali. Simultaneous analysis of cocaine and its metabolites in urine by capillary electrophoresis-electrospray mass spectrometry using a pressurized liquid junction nanoflow interface. Electrophoresis. 2012 Feb; 33(4):653-60. doi: 10.1002/elps.201100410. [PMID: 22451058]
  • Maria João Valente, Rui Henrique, Vânia Vilas-Boas, Renata Silva, Maria de Lourdes Bastos, Félix Carvalho, Paula Guedes de Pinho, Márcia Carvalho. Cocaine-induced kidney toxicity: an in vitro study using primary cultured human proximal tubular epithelial cells. Archives of toxicology. 2012 Feb; 86(2):249-61. doi: 10.1007/s00204-011-0749-3. [PMID: 21983858]
  • Beata Bystrowska, Przemysław Adamczyk, Andrzej Moniczewski, Magdalena Zaniewska, Kjell Fuxe, Małgorzata Filip. LC/MS/MS evaluation of cocaine and its metabolites in different brain areas, peripheral organs and plasma in cocaine self-administering rats. Pharmacological reports : PR. 2012; 64(6):1337-49. doi: 10.1016/s1734-1140(12)70931-3. [PMID: 23406744]
  • Christine L H Snozek, Matthew W Bjergum, Loralie J Langman. Cocaine and metabolites by LC-MS/MS. Methods in molecular biology (Clifton, N.J.). 2012; 902(?):91-103. doi: 10.1007/978-1-61779-934-1_8. [PMID: 22767110]
  • Ellen G Duysen, Oksana Lockridge. Prolonged toxic effects after cocaine challenge in butyrylcholinesterase/plasma carboxylesterase double knockout mice: a model for butyrylcholinesterase-deficient humans. Drug metabolism and disposition: the biological fate of chemicals. 2011 Aug; 39(8):1321-3. doi: 10.1124/dmd.111.039917. [PMID: 21540357]
  • Maria João Valente, Félix Carvalho, M Lourdes Bastos, Márcia Carvalho, Paula Guedes de Pinho. Development and validation of a gas chromatography/ion trap-mass spectrometry method for simultaneous quantification of cocaine and its metabolites benzoylecgonine and norcocaine: application to the study of cocaine metabolism in human primary cultured renal cells. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Nov; 878(30):3083-8. doi: 10.1016/j.jchromb.2010.09.010. [PMID: 20965795]
  • Loralie J Langman, Matthew W Bjergum, Christopher L Williamson, Frank W Crow. Sensitive method for detection of cocaine and associated analytes by liquid chromatography-tandem mass spectrometry in urine. Journal of analytical toxicology. 2009 Oct; 33(8):447-55. doi: 10.1093/jat/33.8.447. [PMID: 19874651]
  • Robin M Whyatt, Robin Garfinkel, Lori A Hoepner, Howard Andrews, Darrell Holmes, Megan K Williams, Andria Reyes, Diurka Diaz, Frederica P Perera, David E Camann, Dana B Barr. A biomarker validation study of prenatal chlorpyrifos exposure within an inner-city cohort during pregnancy. Environmental health perspectives. 2009 Apr; 117(4):559-67. doi: 10.1289/ehp.0800041. [PMID: 19440494]
  • Hsiu-Li Su, Lan-Ing Feng, Hsiu-Ping Jen, You-Zung Hsieh. Determination of cocaine and its metabolites using cation-selective exhaustive injection and sweeping-MEKC. Electrophoresis. 2008 Nov; 29(20):4270-6. doi: 10.1002/elps.200800167. [PMID: 18924106]
  • Thomas Kraemer, Liane D Paul. Bioanalytical procedures for determination of drugs of abuse in blood. Analytical and bioanalytical chemistry. 2007 Aug; 388(7):1415-35. doi: 10.1007/s00216-007-1271-6. [PMID: 17468860]
  • Sys Stybe Johansen, Helle Merete Bhatia. Quantitative analysis of cocaine and its metabolites in whole blood and urine by high-performance liquid chromatography coupled with tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jun; 852(1-2):338-44. doi: 10.1016/j.jchromb.2007.01.033. [PMID: 17301000]
  • Erin A Kolbrich, Allan J Barnes, David A Gorelick, Susan J Boyd, Edward J Cone, Marilyn A Huestis. Major and minor metabolites of cocaine in human plasma following controlled subcutaneous cocaine administration. Journal of analytical toxicology. 2006 Oct; 30(8):501-10. doi: 10.1093/jat/30.8.501. [PMID: 17132243]
  • Patrick S Cardona, Arvind K Chaturvedi, John W Soper, Dennis V Canfield. Simultaneous analyses of cocaine, cocaethylene, and their possible metabolic and pyrolytic products. Forensic science international. 2006 Feb; 157(1):46-56. doi: 10.1016/j.forsciint.2005.04.001. [PMID: 16428007]
  • Elisabeth J Rook, Michel J X Hillebrand, Hilde Rosing, Jan M van Ree, Jos H Beijnen. The quantitative analysis of heroin, methadone and their metabolites and the simultaneous detection of cocaine, acetylcodeine and their metabolites in human plasma by high-performance liquid chromatography coupled with tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Sep; 824(1-2):213-21. doi: 10.1016/j.jchromb.2005.05.048. [PMID: 16103023]
  • Thomas Visalli, Rita Turkall, Mohamed S Abdel-Rahman. Gender differences in cocaine pharmacokinetics in CF-1 mice. Toxicology letters. 2005 Jan; 155(1):35-40. doi: 10.1016/j.toxlet.2004.08.008. [PMID: 15585357]
  • Peter Kovacic. Role of oxidative metabolites of cocaine in toxicity and addiction: oxidative stress and electron transfer. Medical hypotheses. 2005; 64(2):350-6. doi: 10.1016/j.mehy.2004.06.028. [PMID: 15607570]
  • Thomas Visalli, Rita Turkall, Mohamed S Abdel-Rahman. Plasma butyrylcholinesterase activity protects against cocaine hepatotoxicity in female mice. Toxicology mechanisms and methods. 2005; 15(6):383-9. doi: 10.1080/153765291009840. [PMID: 20021060]
  • Thomas Cairns, Virginia Hill, Michael Schaffer, William Thistle. Levels of cocaine and its metabolites in washed hair of demonstrated cocaine users and workplace subjects. Forensic science international. 2004 Oct; 145(2-3):175-81. doi: 10.1016/j.forsciint.2004.04.033. [PMID: 15451090]
  • Hany Z Rofael. Effect of ketamine pretreatment on cocaine-mediated hepatotoxicity in rats. Toxicology letters. 2004 Sep; 152(3):213-22. doi: 10.1016/j.toxlet.2004.04.035. [PMID: 15331130]
  • Christian Giroud, Katarzyna Michaud, Frank Sporkert, Chin Eap, Marc Augsburger, Pascal Cardinal, Patrice Mangin. A fatal overdose of cocaine associated with coingestion of marijuana, buprenorphine, and fluoxetine. Body fluid and tissue distribution of cocaine and its metabolites determined by hydrophilic interaction chromatography-mass spectrometry(HILIC-MS). Journal of analytical toxicology. 2004 Sep; 28(6):464-74. doi: 10.1093/jat/28.6.464. [PMID: 15516297]
  • Robert S Hoffman, Joseph L Kaplan, Oliver L Hung, Lewis R Goldfrank. Ecgonine methyl ester protects against cocaine lethality in mice. Journal of toxicology. Clinical toxicology. 2004; 42(4):349-54. doi: 10.1081/clt-120039540. [PMID: 15461242]
  • Edward J Cone, Angela H Sampson-Cone, William D Darwin, Marilyn A Huestis, Jonathan M Oyler. Urine testing for cocaine abuse: metabolic and excretion patterns following different routes of administration and methods for detection of false-negative results. Journal of analytical toxicology. 2003 Oct; 27(7):386-401. doi: 10.1093/jat/27.7.386. [PMID: 14606991]
  • H Z Rofael, R M Turkall, M S Abdel-Rahman. Effect of ketamine on cocaine-induced immunotoxicity in rats. International journal of toxicology. 2003 Sep; 22(5):343-58. doi: 10.1177/109158180302200503. [PMID: 14555406]
  • Shen-Nan Lin, Sharon L Walsh, David E Moody, Rodger L Foltz. Detection and time course of cocaine N-oxide and other cocaine metabolites in human plasma by liquid chromatography/tandem mass spectrometry. Analytical chemistry. 2003 Aug; 75(16):4335-40. doi: 10.1021/ac030037c. [PMID: 14632155]
  • Hany Z Rofael, Rita M Turkall, Mohamed S Abdel-Rahman. Immunomodulation by cocaine and ketamine in postnatal rats. Toxicology. 2003 Jun; 188(1):101-14. doi: 10.1016/s0300-483x(03)00081-7. [PMID: 12748044]
  • Stefan W Toennes, Markus Thiel, Michael Walther, Gerold F Kauert. Studies on metabolic pathways of cocaine and its metabolites using microsome preparations from rat organs. Chemical research in toxicology. 2003 Mar; 16(3):375-81. doi: 10.1021/tx025580n. [PMID: 12641438]
  • Hany Z Rofael, Mohamed S Abdel-Rahman. The role of ketamine on plasma cocaine pharmacokinetics in rat. Toxicology letters. 2002 Mar; 129(1-2):167-76. doi: 10.1016/s0378-4274(02)00008-5. [PMID: 11879988]
  • Hany Z Rofael, Mohamed S Abdel-Rahman. Development and validation of a high-performance liquid chromatography method for the determination of cocaine, its metabolites and ketamine. Journal of applied toxicology : JAT. 2002 Mar; 22(2):123-8. doi: 10.1002/jat.837. [PMID: 11920937]
  • A Queiroz-Neto, G Zamur, J C Lacerda-Neto, T Tobin. Determination of the highest no-effect dose (HNED) and of the elimination pattern for cocaine in horses. Journal of applied toxicology : JAT. 2002 Mar; 22(2):117-21. doi: 10.1002/jat.836. [PMID: 11920936]
  • R Bhat, G Chari, M Rao, A Negrusz, D Vidyasagar. Cocaine permeability and metabolism in colonic T-84 epithelial cell line. Life sciences. 2001 Dec; 70(5):549-56. doi: 10.1016/s0024-3205(01)01430-8. [PMID: 11811899]
  • L Sun, C E Lau. Simultaneous pharmacokinetic modeling of cocaine and its metabolites, norcocaine and benzoylecgonine, after intravenous and oral administration in rats. Drug metabolism and disposition: the biological fate of chemicals. 2001 Sep; 29(9):1183-9. doi: NULL. [PMID: 11502725]
  • R H Williams, J A Maggiore, S M Shah, T B Erickson, A Negrusz. Cocaine and its major metabolites in plasma and urine samples from patients in an urban emergency medicine setting. Journal of analytical toxicology. 2000 Oct; 24(7):478-81. doi: 10.1093/jat/24.7.478. [PMID: 11043649]
  • S C Jamdar, C B Pantuck, J Diaz, B Mets. A rapid, sensitive assay for cocaine and its metabolites in biological fluids using solid-phase extraction and high-performance liquid chromatography. Journal of analytical toxicology. 2000 Sep; 24(6):438-41. doi: 10.1093/jat/24.6.438. [PMID: 10999350]
  • A C Spanbauer, D E Moody, R L Foltz, S L Walsh. A gas chromatographic-positive ion chemical ionization-mass spectrometric method for determination of cocaine, benzoylecgonine, ecgonine methyl ester, and norcocaine in plasma: detection of norcocaine in plasma after oral administration of cocaine. Journal of analytical toxicology. 2000 Sep; 24(6):453-5. doi: 10.1093/jat/24.6.453. [PMID: 10999354]
  • B Mets, E Soo, J Diaz, C Pantuck, G Singh, I A Blair. Chronic continuous cocaine infusion in rats: effect on urine cocaine, ecgonine methylester and benzoylecgonine concentrations and bolus-dose cocaine pharmacokinetics. The Journal of pharmacy and pharmacology. 2000 Apr; 52(4):389-95. doi: 10.1211/0022357001774138. [PMID: 10813548]
  • L M Collins, J A Pahl, J S Meyer. Distribution of cocaine and metabolites in the pregnant rat and fetus in a chronic subcutaneous injection model. Neurotoxicology and teratology. 1999 Nov; 21(6):639-46. doi: 10.1016/s0892-0362(99)00037-9. [PMID: 10560770]
  • A P Kozikowski, D Simoni, M Roberti, R Rondanin, S Wang, P Du, K M Johnson. Synthesis of 8-Oxa analogues of norcocaine endowed with interesting cocaine-like activity. Bioorganic & medicinal chemistry letters. 1999 Jul; 9(13):1831-6. doi: 10.1016/s0960-894x(99)00273-5. [PMID: 10406650]
  • F Ma, J L Falk, C E Lau. Cocaine pharmacodynamics after intravenous and oral administration in rats: relation to pharmacokinetics. Psychopharmacology. 1999 Jun; 144(4):323-32. doi: 10.1007/s002130051014. [PMID: 10435404]
  • H O Morishima, R A Whittington, A Iso, T B Cooper. The comparative toxicity of cocaine and its metabolites in conscious rats. Anesthesiology. 1999 Jun; 90(6):1684-90. doi: 10.1097/00000542-199906000-00025. [PMID: 10360867]
  • R A Whittington, A Iso, K Khan, T B Cooper, H O Morishima. Role of gender in the toxicity of norcocaine. The Journal of laboratory and clinical medicine. 1999 Jun; 133(6):590-6. doi: 10.1016/s0022-2143(99)90189-0. [PMID: 10360634]
  • W J Pan, M A Hedaya. Cocaine and alcohol interactions in the rat: contribution of cocaine metabolites to the pharmacological effects. Journal of pharmaceutical sciences. 1999 Apr; 88(4):468-76. doi: 10.1021/js980283h. [PMID: 10187759]
  • B Mets, J Diaz, E Soo, S Jamdar. Cocaine, norcocaine, ecgonine methylester and benzoylecgonine pharmacokinetics in the rat. Life sciences. 1999; 65(12):1317-28. doi: 10.1016/s0024-3205(99)00367-7. [PMID: 10503947]
  • J Mahlakaarto, H Ruskoaho, P Huttunen, E MacDonald, M Pasanen. Norcocaine is a potent modulator of haemodynamic responses, plasma catecholamines and cardiac hormone release in conscious rats. Toxicology. 1998 Jul; 128(2):101-11. doi: 10.1016/s0300-483x(98)00053-5. [PMID: 9710151]
  • A S Wilkins, L M Genova, W Posten, B E Kosofsky. Transplacental cocaine exposure. 1: A rodent model. Neurotoxicology and teratology. 1998 May; 20(3):215-26. doi: 10.1016/s0892-0362(97)00125-6. [PMID: 9638679]
  • L M Bornheim. Effect of cytochrome P450 inducers on cocaine-mediated hepatotoxicity. Toxicology and applied pharmacology. 1998 May; 150(1):158-65. doi: 10.1006/taap.1998.8403. [PMID: 9630465]
  • F Ma, J Zhang, C E Lau. Determination of cocaine and its metabolites in serum microsamples by high-performance liquid chromatography and its application to pharmacokinetics in rats. Journal of chromatography. B, Biomedical sciences and applications. 1997 Jun; 693(2):307-12. doi: 10.1016/s0378-4347(97)00031-5. [PMID: 9210433]
  • R M Booze, A F Lehner, D R Wallace, M A Welch, C F Mactutus. Dose-response cocaine pharmacokinetics and metabolite profile following intravenous administration and arterial sampling in unanesthetized, freely moving male rats. Neurotoxicology and teratology. 1997 Jan; 19(1):7-15. doi: 10.1016/s0892-0362(96)00180-8. [PMID: 9088006]
  • D L Phillips, I R Tebbett, R L Bertholf. Comparison of HPLC and GC-MS for measurement cocaine and metabolites in human urine. Journal of analytical toxicology. 1996 Sep; 20(5):305-8. doi: 10.1093/jat/20.5.305. [PMID: 8872239]
  • L Virag, B Mets, S Jamdar. Determination of cocaine, norcocaine, benzoylecgonine and ecgonine methyl ester in rat plasma by high-performance liquid chromatography with ultraviolet detection. Journal of chromatography. B, Biomedical applications. 1996 Jun; 681(2):263-9. doi: 10.1016/0378-4347(95)00525-0. [PMID: 8811435]
  • B Mets, L Virag. Lethal toxicity from equimolar infusions of cocaine and cocaine metabolites in conscious and anesthetized rats. Anesthesia and analgesia. 1995 Nov; 81(5):1033-8. doi: 10.1097/00000539-199511000-00024. [PMID: 7486043]
  • D J Crouch, M E Alburges, A C Spanbauer, D E Rollins, D E Moody. Analysis of cocaine and its metabolites from biological specimens using solid-phase extraction and positive ion chemical ionization mass spectrometry. Journal of analytical toxicology. 1995 Oct; 19(6):352-8. doi: 10.1093/jat/19.6.352. [PMID: 8926728]
  • J Sukbuntherng, A Walters, H H Chow, M Mayersohn. Quantitative determination of cocaine, cocaethylene (ethylcocaine), and metabolites in plasma and urine by high-performance liquid chromatography. Journal of pharmaceutical sciences. 1995 Jul; 84(7):799-804. doi: 10.1002/jps.2600840704. [PMID: 7562427]
  • D L Phillips, I R Tebbett, S Masten, K T Shiverick. Stimulatory effects of cocaine and its metabolites on IM-9 human B-lymphoblastoid cells. International journal of immunopharmacology. 1995 Jan; 17(1):57-63. doi: 10.1016/0192-0561(94)00084-2. [PMID: 7782154]
  • S Browne, C Moore, A Negrusz, I Tebbett, R Covert, A Dusick. Detection of cocaine, norcocaine, and cocaethylene in the meconium of premature neonates. Journal of forensic sciences. 1994 Nov; 39(6):1515-9. doi: NULL. [PMID: 7815031]
  • J R Kambam, J J Franks, B Mets, P K Janicki, R Hickman, M van der Watt. The effect of hepatectomy and plasma cholinesterase inhibition on cocaine metabolism and cardiovascular responses in pigs. The Journal of laboratory and clinical medicine. 1994 Nov; 124(5):715-22. doi: NULL. [PMID: 7964130]
  • P R Mahone, K Scott, G Sleggs, T D'Antoni, J R Woods. Cocaine and metabolites in amniotic fluid may prolong fetal drug exposure. American journal of obstetrics and gynecology. 1994 Aug; 171(2):465-9. doi: 10.1016/0002-9378(94)90284-4. [PMID: 8059827]
  • R J Konkol, L J Murphey, D M Ferriero, D A Dempsey, G D Olsen. Cocaine metabolites in the neonate: potential for toxicity. Journal of child neurology. 1994 Jul; 9(3):242-8. doi: 10.1177/088307389400900305. [PMID: 7930402]
  • M Nishikawa, K Nakajima, M Tatsuno, F Kasuya, K Igarashi, M Fukui, H Tsuchihashi. The analysis of cocaine and its metabolites by liquid chromatography/atmospheric pressure chemical ionization-mass spectrometry (LC/APCI-MS). Forensic science international. 1994 Jun; 66(3):149-58. doi: 10.1016/0379-0738(94)90340-9. [PMID: 7959465]
  • J W Boja, M J Kuhar, T Kopajtic, E Yang, P Abraham, A H Lewin, F I Carroll. Secondary amine analogues of 3 beta-(4'-substituted phenyl)tropane-2 beta-carboxylic acid esters and N-norcocaine exhibit enhanced affinity for serotonin and norepinephrine transporters. Journal of medicinal chemistry. 1994 Apr; 37(8):1220-3. doi: 10.1021/jm00034a021. [PMID: 8164265]
  • S J Gatley, D W Yu, J S Fowler, R R MacGregor, D J Schlyer, S L Dewey, A P Wolf, T Martin, C E Shea, N D Volkow. Studies with differentially labeled [11C]cocaine, [11C]norcocaine, [11C]benzoylecgonine, and [11C]- and 4'-[18F]fluorococaine to probe the extent to which [11C]cocaine metabolites contribute to PET images of the baboon brain. Journal of neurochemistry. 1994 Mar; 62(3):1154-62. doi: 10.1046/j.1471-4159.1994.62031154.x. [PMID: 8113802]
  • S Schenker, Y Yang, R F Johnson, J W Downing, R S Schenken, G I Henderson, T S King. The transfer of cocaine and its metabolites across the term human placenta. Clinical pharmacology and therapeutics. 1993 Mar; 53(3):329-39. doi: 10.1038/clpt.1993.29. [PMID: 8453852]
  • E K Anday, R Lien, J M Goplerud, C D Kurth, L M Shaw. Pharmacokinetics and effect of cocaine on cerebral blood flow in the newborn. Developmental pharmacology and therapeutics. 1993; 20(1-2):35-44. doi: 10.1159/000457539. [PMID: 7924763]
  • C E Lau. Determination of cocaethylene, cocaine and their metabolites in rat serum microsamples by high-performance liquid chromatography, and its application to pharmacokinetic studies in rodents. Journal of chromatography. 1992 Nov; 582(1-2):167-72. doi: 10.1016/0378-4347(92)80315-h. [PMID: 1491036]
  • I M Roy, T M Jefferies, M D Threadgill, G H Dewar. Analysis of cocaine, benzoylecgonine, ecgonine methyl ester, ethylcocaine and norcocaine in human urine using HPLC with post-column ion-pair extraction and fluorescence detection. Journal of pharmaceutical and biomedical analysis. 1992 Oct; 10(10-12):943-8. doi: 10.1016/0731-7085(91)80103-g. [PMID: 1298401]
  • J Kambam, B Mets, R M Hickman, P Janicki, M F James, B Fuller, R E Kirsch. The effects of inhibition of plasma cholinesterase and hepatic microsomal enzyme activity on cocaine, benzoylecgonine, ecgonine methyl ester, and norcocaine blood levels in pigs. The Journal of laboratory and clinical medicine. 1992 Aug; 120(2):323-8. doi: NULL. [PMID: 1500830]
  • J A Sandberg, G D Olsen. Cocaine and metabolite concentrations in the fetal guinea pig after chronic maternal cocaine administration. The Journal of pharmacology and experimental therapeutics. 1992 Feb; 260(2):587-91. doi: NULL. [PMID: 1738108]
  • J F Powers, J Alroy, L Shuster. Hepatic morphologic and biochemical changes induced by subacute cocaine administration in mice. Toxicologic pathology. 1992; 20(1):61-70. doi: 10.1177/019262339202000108. [PMID: 1411132]
  • C E Lau, F Ma, J L Falk. Simultaneous determination of cocaine and its metabolites with caffeine in rat serum microsamples by high-performance liquid chromatography. Journal of chromatography. 1990 Oct; 532(1):95-103. doi: 10.1016/s0378-4347(00)83755-x. [PMID: 2079543]
  • P Bouis, U A Boelsterli. Modulation of cocaine metabolism in primary rat hepatocyte cultures: effects on irreversible binding and protein biosynthesis. Toxicology and applied pharmacology. 1990 Jul; 104(3):429-39. doi: 10.1016/0041-008x(90)90165-q. [PMID: 2385835]
  • P Bouis, G Taccard, U A Boelsterli. Determination of cocaine and norcocaine in plasma and cell cultures using high-performance liquid chromatography. Journal of chromatography. 1990 Apr; 526(2):447-59. doi: 10.1016/s0378-4347(00)82527-x. [PMID: 2361984]
  • J A Sandberg, G D Olsen. Microassay for the simultaneous determination of cocaine, norcocaine, benzoylecgonine and benzoylnorecgonine by high-performance liquid chromatography. Journal of chromatography. 1990 Jan; 525(1):113-21. doi: 10.1016/s0378-4347(00)83384-8. [PMID: 2338432]
  • B M Lampert, J T Stewart. Determination of cocaine and selected metabolites in canine and human serum by reversed-phase high-performance liquid chromatography on coupled cyanopropyl and silica columns. Journal of chromatography. 1989 Oct; 495(?):153-65. doi: 10.1016/s0378-4347(00)82618-3. [PMID: 2613800]
  • C L DeVane, J W Simpkins, R L Miller, S B Braun. Tissue distribution of cocaine in the pregnant rat. Life sciences. 1989; 45(14):1271-6. doi: 10.1016/0024-3205(89)90129-x. [PMID: 2811597]
  • C M Teaf, R W Freeman, R D Harbison. Cocaine-induced hepatotoxicity: lipid peroxidation as a possible mechanism. Drug and chemical toxicology. 1984; 7(4):383-96. doi: 10.3109/01480548408998265. [PMID: 6489192]
  • M W Kloss, G M Rosen, E J Rauckman. Biotransformation of norcocaine to norcocaine nitroxide by rat brain microsomes. Psychopharmacology. 1984; 84(2):221-4. doi: 10.1007/bf00427449. [PMID: 6095355]
  • A M Lallemant, M Thevenin. Influence of acid or alkaline treatment on tissue distribution and urinary excretion of (3H)-cocaine on acutely treated rats. Clinical toxicology. 1980 Apr; 16(2):135-48. doi: 10.3109/15563658008989932. [PMID: 6249533]
  • D M Chinn, D J Crouch, M A Peat, B S Finkle, T A Jennison. Gas chromatography-chemical ionization mass spectrometry of cocaine and its metabolites in biological fluids. Journal of analytical toxicology. 1980 Jan; 4(1):37-42. doi: 10.1093/jat/4.1.37. [PMID: 6927050]