1-Benzylpiperazine (BioDeep_00000172162)

 

Secondary id: BioDeep_00000271235

human metabolite blood metabolite


代谢物信息卡片


1-Benzylpiperazine dihydrochloride

化学式: C11H16N2 (176.1313)
中文名称: 1-苄基哌嗪
谱图信息: 最多检出来源 Homo sapiens(blood) 70.83%

分子结构信息

SMILES: C(N1CCNCC1)C1=CC=CC=C1
InChI: InChI=1S/C11H16N2/c1-2-4-11(5-3-1)10-13-8-6-12-7-9-13/h1-5,12H,6-10H2

描述信息

同义名列表

10 个代谢物同义名

1-Benzylpiperazine dihydrochloride; 1-Benzylpiperazine hydrochloride; 1-Benzylpiperazine fumarate; 1-Benzylpiperazine tartrate; 1-Benzylpiperazine; N-Benzylpiperazine; Benzylpiperazine; Egyt 2760; Egyt-2760; BZP



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

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

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

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Daniel P Katz, Mohammed Majrashi, Sindhu Ramesh, Manoj Govindarajulu, Dwipayan Bhattacharya, Subhrajit Bhattacharya, Aimen Shlghom, Chastity Bradford, Vishnu Suppiramaniam, Jack Deruiter, C Randall Clark, Muralikrishnan Dhanasekaran. Comparing the dopaminergic neurotoxic effects of benzylpiperazine and benzoylpiperazine. Toxicology mechanisms and methods. 2018 Mar; 28(3):177-186. doi: 10.1080/15376516.2017.1376024. [PMID: 28874085]
  • Marcelo Dutra Arbo, Simone Melega, Regina Stöber, Markus Schug, Eugen Rempel, Jörg Rahnenführer, Patricio Godoy, Raymond Reif, Cristina Cadenas, Maria de Lourdes Bastos, Helena Carmo, Jan G Hengstler. Hepatotoxicity of piperazine designer drugs: up-regulation of key enzymes of cholesterol and lipid biosynthesis. Archives of toxicology. 2016 Dec; 90(12):3045-3060. doi: 10.1007/s00204-016-1665-3. [PMID: 26821219]
  • I E D Moreno, B M da Fonseca, M Barroso, S Costa, J A Queiroz, E Gallardo. Determination of piperazine-type stimulants in human urine by means of microextraction in packed sorbent and high performance liquid chromatography-diode array detection. Journal of pharmaceutical and biomedical analysis. 2012 Mar; 61(?):93-9. doi: 10.1016/j.jpba.2011.12.004. [PMID: 22221903]
  • Linda Berney-Meyer, Tracey Putt, John Schollum, Robert Walker. Nephrotoxicity of recreational party drugs. Nephrology (Carlton, Vic.). 2012 Feb; 17(2):99-103. doi: 10.1111/j.1440-1797.2011.01537.x. [PMID: 22066519]
  • I E D Moreno, B M da Fonseca, A R Magalhães, V S Geraldes, J A Queiroz, M Barroso, S Costa, E Gallardo. Rapid determination of piperazine-type stimulants in human urine by microextraction in packed sorbent after method optimization using a multivariate approach. Journal of chromatography. A. 2012 Jan; 1222(?):116-20. doi: 10.1016/j.chroma.2011.12.016. [PMID: 22209305]
  • Mitsuhiro Wada, Kozue Yamahara, Rie Ikeda, Ruri Kikura-Hanajiri, Naotaka Kuroda, Kenichiro Nakashima. Simultaneous determination of N-benzylpiperazine and 1-(3-trifluoromethylphenyl)piperazine in rat plasma by HPLC-fluorescence detection and its application to monitoring of these drugs. Biomedical chromatography : BMC. 2012 Jan; 26(1):21-5. doi: 10.1002/bmc.1619. [PMID: 21387353]
  • Mark Baron, Mathieu Elie, Leonie Elie. An analysis of legal highs: do they contain what it says on the tin?. Drug testing and analysis. 2011 Sep; 3(9):576-81. doi: 10.1002/dta.274. [PMID: 21595051]
  • Charlotte Bell, Claire George, Andrew T Kicman, Allan Traynor. Development of a rapid LC-MS/MS method for direct urinalysis of designer drugs. Drug testing and analysis. 2011 Jul; 3(7-8):496-504. doi: 10.1002/dta.306. [PMID: 21744513]
  • Bao-Lei Wang, Xing-Hai Liu, Xiu-Lan Zhang, Ji-Feng Zhang, Hai-Bin Song, Zheng-Ming Li. Synthesis, structure and biological activity of novel 1,2,4-triazole mannich bases containing a substituted benzylpiperazine moiety. Chemical biology & drug design. 2011 Jul; 78(1):42-9. doi: 10.1111/j.1747-0285.2011.01132.x. [PMID: 21521489]
  • Zi-Jing Li, Hui-Ying Ren, Meng-Chao Cui, Winnie Deuther-Conrad, Rui-Kun Tang, Jörg Steinbach, Peter Brust, Bo-Li Liu, Hong-Mei Jia. Synthesis and biological evaluation of novel 4-benzylpiperazine ligands for sigma-1 receptor imaging. Bioorganic & medicinal chemistry. 2011 May; 19(9):2911-7. doi: 10.1016/j.bmc.2011.03.037. [PMID: 21481592]
  • Leo J Schep, Robin J Slaughter, J Allister Vale, D Michael G Beasley, Paul Gee. The clinical toxicology of the designer "party pills" benzylpiperazine and trifluoromethylphenylpiperazine. Clinical toxicology (Philadelphia, Pa.). 2011 Mar; 49(3):131-41. doi: 10.3109/15563650.2011.572076. [PMID: 21495881]
  • Barry K Logan, Anthony G Costantino, Eric F Rieders, David Sanders. Trazodone, meta-chlorophenylpiperazine (an hallucinogenic drug and trazodone metabolite), and the hallucinogen trifluoromethylphenylpiperazine cross-react with the EMIT®II ecstasy immunoassay in urine. Journal of analytical toxicology. 2010 Nov; 34(9):587-9. doi: 10.1093/jat/34.9.587. [PMID: 21073812]
  • Geraldine Dowling, Liam Regan, Julie Tierney, Michael Nangle. A hybrid liquid chromatography-mass spectrometry strategy in a forensic laboratory for opioid, cocaine and amphetamine classes in human urine using a hybrid linear ion trap-triple quadrupole mass spectrometer. Journal of chromatography. A. 2010 Oct; 1217(44):6857-66. doi: 10.1016/j.chroma.2010.08.043. [PMID: 20855077]
  • Amber J Dickson, Shawn P Vorce, Justin M Holler, Timothy P Lyons. Detection of 1-benzylpiperazine, 1-(3-trifluoromethylphenyl)-piperazine, and 1-(3-chlorophenyl)-piperazine in 3,4-methylenedioxymethamphetamine-positive urine samples. Journal of analytical toxicology. 2010 Oct; 34(8):464-9. doi: 10.1093/jat/34.8.464. [PMID: 21819791]
  • Ushtana Antia, Malcolm D Tingle, Bruce R Russell. Validation of an LC-MS method for the detection and quantification of BZP and TFMPP and their hydroxylated metabolites in human plasma and its application to the pharmacokinetic study of TFMPP in humans. Journal of forensic sciences. 2010 Sep; 55(5):1311-8. doi: 10.1111/j.1556-4029.2010.01457.x. [PMID: 20533987]
  • S McNamara, S Stokes, N Coleman. Head shop compound abuse amongst attendees of the Drug Treatment Centre Board. Irish medical journal. 2010 May; 103(5):134, 136-7. doi: . [PMID: 20666082]
  • Ushtana Antia, Malcolm D Tingle, Bruce R Russell. In vivo interactions between BZP and TFMPP (party pill drugs). The New Zealand medical journal. 2009 Sep; 122(1303):29-38. doi: NULL. [PMID: 19851418]
  • S McNamara. 1-benzylpiperazine (BZP) abuse amongst attendees of the Drug Treatment Centre Board. Irish medical journal. 2009 Jun; 102(6):191. doi: NULL. [PMID: 19722361]
  • U Antia, H S Lee, R R Kydd, M D Tingle, B R Russell. Pharmacokinetics of 'party pill' drug N-benzylpiperazine (BZP) in healthy human participants. Forensic science international. 2009 Apr; 186(1-3):63-7. doi: 10.1016/j.forsciint.2009.01.015. [PMID: 19261399]
  • Wojciech Piekoszewski, Ewa Florek. [Speed drugs]. Przeglad lekarski. 2009; 66(10):861-5. doi: ". [PMID: 20301955]
  • David M Wood, Jenny Button, Satnam Lidder, John Ramsey, David W Holt, Paul I Dargan. Dissociative and sympathomimetic toxicity associated with recreational use of 1-(3-trifluoromethylphenyl) piperazine (TFMPP) and 1-benzylpiperzine (BZP). Journal of medical toxicology : official journal of the American College of Medical Toxicology. 2008 Dec; 4(4):254-7. doi: 10.1007/bf03161209. [PMID: 19031377]
  • Paul Gee, Mark Gilbert, Sandra Richardson, Grant Moore, Sharon Paterson, Patrick Graham. Toxicity from the recreational use of 1-benzylpiperazine. Clinical toxicology (Philadelphia, Pa.). 2008 Nov; 46(9):802-7. doi: 10.1080/15563650802307602. [PMID: 18821145]
  • Shawn P Vorce, Justin M Holler, Barry Levine, Marilyn R Past. Detection of 1-benzylpiperazine and 1-(3-trifluoromethylphenyl)-piperazine in urine analysis specimens using GC-MS and LC-ESI-MS. Journal of analytical toxicology. 2008 Jul; 32(6):444-50. doi: 10.1093/jat/32.6.444. [PMID: 18652752]
  • Simon Elliott, Christopher Smith. Investigation of the first deaths in the United Kingdom involving the detection and quantitation of the piperazines BZP and 3-TFMPP. Journal of analytical toxicology. 2008 Mar; 32(2):172-7. doi: 10.1093/jat/32.2.172. [PMID: 18334102]
  • Mohammed Alansari, David Hamilton. Nephrotoxicity of BZP-based herbal party pills: a New Zealand case report. The New Zealand medical journal. 2006 May; 119(1233):U1959. doi: NULL. [PMID: 16680176]
  • Hiroe Tsutsumi, Munehiro Katagi, Akihiro Miki, Noriaki Shima, Tohru Kamata, Kunio Nakajima, Hiroyuki Inoue, Tohru Kishi, Hitoshi Tsuchihashi. Metabolism and the urinary excretion profile of the recently scheduled designer drug N-Benzylpiperazine (BZP) in the rat. Journal of analytical toxicology. 2006 Jan; 30(1):38-43. doi: 10.1093/jat/30.1.38. [PMID: 16620530]
  • Hiroe Tsutsumi, Munehiro Katagi, Akihiro Miki, Noriaki Shima, Tooru Kamata, Mayumi Nishikawa, Kunio Nakajima, Hitoshi Tsuchihashi. Development of simultaneous gas chromatography-mass spectrometric and liquid chromatography-electrospray ionization mass spectrometric determination method for the new designer drugs, N-benzylpiperazine (BZP), 1-(3-trifluoromethylphenyl)piperazine (TFMPP) and their main metabolites in urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 May; 819(2):315-22. doi: 10.1016/j.jchromb.2005.02.016. [PMID: 15833296]
  • Helena K Nordgren, Per Holmgren, Paula Liljeberg, Nadja Eriksson, Olof Beck. Application of direct urine LC-MS-MS analysis for screening of novel substances in drug abusers. Journal of analytical toxicology. 2005 May; 29(4):234-9. doi: 10.1093/jat/29.4.234. [PMID: 15975252]
  • Helena K Nordgren, Olof Beck. Multicomponent screening for drugs of abuse: direct analysis of urine by LC-MS-MS. Therapeutic drug monitoring. 2004 Feb; 26(1):90-7. doi: 10.1097/00007691-200402000-00017. [PMID: 14749556]
  • Kyoung Jin P Yoon, Erik J Krull, Christopher L Morton, William G Bornmann, Richard E Lee, Philip M Potter, Mary K Danks. Activation of a camptothecin prodrug by specific carboxylesterases as predicted by quantitative structure-activity relationship and molecular docking studies. Molecular cancer therapeutics. 2003 Nov; 2(11):1171-81. doi: . [PMID: 14617791]
  • Frank T Peters, Simone Schaefer, Roland F Staack, Thomas Kraemer, Hans H Maurer. Screening for and validated quantification of amphetamines and of amphetamine- and piperazine-derived designer drugs in human blood plasma by gas chromatography/mass spectrometry. Journal of mass spectrometry : JMS. 2003 Jun; 38(6):659-76. doi: 10.1002/jms.483. [PMID: 12827635]
  • Roland F Staack, Giselher Fritschi, Hans H Maurer. Studies on the metabolism and toxicological detection of the new designer drug N-benzylpiperazine in urine using gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Jun; 773(1):35-46. doi: 10.1016/s1570-0232(01)00619-5. [PMID: 12015268]
  • C Balmelli, H Kupferschmidt, K Rentsch, M Schneemann. [Fatal brain edema after ingestion of ecstasy and benzylpiperazine]. Deutsche medizinische Wochenschrift (1946). 2001 Jul; 126(28-29):809-11. doi: 10.1055/s-2001-15702. [PMID: 11499262]
  • E Szökö, H Kalász, L Kerecsen, K Magyar. Studies on serum binding of some drugs. Polish journal of pharmacology and pharmacy. 1987 Mar; 39(2):177-83. doi: NULL. [PMID: 3432166]