Piritramide (BioDeep_00000036563)

   

human metabolite


代谢物信息卡片


1-(3-cyano-3,3-diphenylpropyl)-4-(piperidin-1-yl)piperidine-4-carboximidic acid

化学式: C27H34N4O (430.2732)
中文名称: 哌腈米特
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CCN(CC1)C2(CCN(CC2)CCC(C#N)(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)N
InChI: InChI=1S/C27H34N4O/c28-22-26(23-10-4-1-5-11-23,24-12-6-2-7-13-24)14-19-30-20-15-27(16-21-30,25(29)32)31-17-8-3-9-18-31/h1-2,4-7,10-13H,3,8-9,14-21H2,(H2,29,32)

描述信息

Piritramide (R-3365, trade names Dipidolor, Piridolan, Pirium and others) is a synthetic opioid analgesic with a potency 0.65 to 0.75 times that of morphine. A common starting dose is 15 mg IV, equivalent to 10 mg of morphine hydrochloride. Piritramide is commonly used for the treatment of postoperative pain. Piritramide was discovered at Janssen Pharmaceutica in 1960 and is currently manufactured and distributed within continental Europe and some other places by Janssen-Cilag. Piritramide is a strong opioid and therefore is regulated much the same as morphine in all known jurisdictions. It was never introduced in the United States and is therefore a Schedule I/Narcotic controlled substance. It is listed under international treaties and other laws such as the German Betabungsmittelgesetz, the Austrian Suchtgiftmittelgesetz, the Opium Laws of various other European countries, Canadian controlled substances act, UK Misuse of Drugs Act of 1971, and equivalents elsewhere. Strangely enough, bezitramide, which is not currently marketed in the United States is a Schedule II/Narcotic controlled substance. Piritramide is also known as pirinitramide. Its closest chemical relatives amongst well-known drugs are diphenoxylate (Lomotil) and bezitramide (Burgodin). Piritramide is available in tablets and ampoules of sterile solution for injection by all routes, and is used in Patient Controlled Analgesia units. In addition to PCA, piritramide is most often used in post-operative situations and emergency departments; some of its properties would seem to lend it well to chronic pain control as well. It is one of the longer-lasting opioids and has a plasma half-life of 3 to 12 hours. Piritramide tends to cause less respiratory depression than morphine and can take a while to have full effect especially if taken by mouth.
D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics
N - Nervous system > N02 - Analgesics > N02A - Opioids > N02AC - Diphenylpropylamine derivatives
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist
D002491 - Central Nervous System Agents > D000700 - Analgesics

同义名列表

7 个代谢物同义名

1-(3-cyano-3,3-diphenylpropyl)-4-(piperidin-1-yl)piperidine-4-carboximidic acid; Janssen brand OF pirinitramide; Pirinitramide; Piritramide; Piritramid; Dipydolor; Dipidolor



数据库引用编号

9 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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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

  • 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]
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  • W Seeling, L Kneer, B Büchele, J E Gschwend, L Maier, C Nett, T Simmet, P Steffen, M Schneider, M Rockemann. [Delta(9)-tetrahydrocannabinol and the opioid receptor agonist piritramide do not act synergistically in postoperative pain]. Der Anaesthesist. 2006 Apr; 55(4):391-400. doi: 10.1007/s00101-005-0963-6. [PMID: 16389542]
  • Carsten Müller, Wolf Kremer, Steffi Harlfinger, Oxana Doroshyenko, Alexander Jetter, Fritz Hering, Christoph Hünseler, Bernhard Roth, Martin Theisohn. Pharmacokinetics of piritramide in newborns, infants and young children in intensive care units. European journal of pediatrics. 2006 Apr; 165(4):229-39. doi: 10.1007/s00431-005-0021-z. [PMID: 16496200]
  • Rainer Kahlich, Christoph H Gleiter, Stefan Laufer, Bernd Kammerer. Quantitative determination of piritramide in human plasma and urine by off- and on-line solid-phase extraction liquid chromatography coupled to tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2006; 20(2):275-83. doi: 10.1002/rcm.2257. [PMID: 16345132]
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  • Thomas Koch, Antje Widera, Katharina Bartzsch, Stefan Schulz, Lars-Ove Brandenburg, Nicole Wundrack, Andrea Beyer, Gisela Grecksch, Volker Höllt. Receptor endocytosis counteracts the development of opioid tolerance. Molecular pharmacology. 2005 Jan; 67(1):280-7. doi: 10.1124/mol.104.004994. [PMID: 15475572]
  • T Bouillon, P Groeger, D Kietzmann. The pharmacokinetics of piritramide after prolonged administration to intensive care patients. European journal of anaesthesiology. 2004 Sep; 21(9):673-8. doi: 10.1017/s0265021504009019. [PMID: 15595577]
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  • T Bouillon, G Garstka, D Stafforst, S Shafer, H Schwilden, A Hoeft. Piritramide and alfentanil display similar respiratory depressant potency. Acta anaesthesiologica Scandinavica. 2003 Nov; 47(10):1231-41. doi: 10.1046/j.1399-6576.2003.00251.x. [PMID: 14616320]
  • André Gottschalk, Marc-Alexander Burmeister, Patricia Radtke, Markus Krieg, Faraneh Farokhzad, Sonja Kreissl, Matthias Strauss, Thomas Standl. Continuous wound infiltration with ropivacaine reduces pain and analgesic requirement after shoulder surgery. Anesthesia and analgesia. 2003 Oct; 97(4):1086-1091. doi: 10.1213/01.ane.0000081733.77457.79. [PMID: 14500162]
  • J Martens-Lobenhoffer, W Römhild. Quantitative determination of piritramide in human serum applying liquid chromatography-two-stage mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Jan; 783(1):53-9. doi: 10.1016/s1570-0232(02)00488-9. [PMID: 12450524]
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  • Sebastian Reinhardt, Ulrich Burkhardt, Andrei Nestler, Renate Wiedemann. Use of piritramide for analgesia and sedation during peribulbar nerve block for cataract surgery. Ophthalmologica. Journal international d'ophtalmologie. International journal of ophthalmology. Zeitschrift fur Augenheilkunde. 2002 Jul; 216(4):256-60. doi: 10.1159/000063853. [PMID: 12207128]
  • Holger Holthusen, Peter Backhaus, Frank Boeminghaus, Maria Breulmann, Peter Lipfert. Preemptive analgesia: no relevant advantage of preoperative compared with postoperative intravenous administration of morphine, ketamine, and clonidine in patients undergoing transperitoneal tumor nephrectomy. Regional anesthesia and pain medicine. 2002 May; 27(3):249-53. doi: 10.1053/rapm.2002.30669. [PMID: 12016597]
  • D H Bremerich, G Neidhart, K Heimann, P Kessler, M Behne. Prophylactically-administered rectal acetaminophen does not reduce postoperative opioid requirements in infants and small children undergoing elective cleft palate repair. Anesthesia and analgesia. 2001 Apr; 92(4):907-12. doi: 10.1097/00000539-200104000-00020. [PMID: 11273923]
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  • D Kietzmann, I Briede, T Bouillon, U Gundert-Remy, D Kettler. Pharmacokinetics of piritramide after an intravenous bolus in surgical patients. Acta anaesthesiologica Scandinavica. 1996 Sep; 40(8 Pt 1):898-903. doi: 10.1111/j.1399-6576.1996.tb04557.x. [PMID: 8908225]
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