Razoxane (BioDeep_00000015299)

Main id: BioDeep_00000027049

 

Volatile Flavor Compounds


代谢物信息卡片


Razoxane

化学式: C11H16N4O4 (268.1171496)
中文名称: 丙亚胺, 雷佐生
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(CN1CC(=O)NC(=O)C1)N2CC(=O)NC(=O)C2
InChI: InChI=1S/C11H16N4O4/c1-7(15-5-10(18)13-11(19)6-15)2-14-3-8(16)12-9(17)4-14/h7H,2-6H2,1H3,(H,12,16,17)(H,13,18,19)

描述信息

D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D054659 - Diketopiperazines
D000970 - Antineoplastic Agents > D050256 - Antimitotic Agents
D050258 - Mitosis Modulators

同义名列表

2 个代谢物同义名

Razoxane; Razoxane



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

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

  • Hana Bavlovič Piskáčková, Hana Jansová, Jan Kubeš, Galina Karabanovich, Nela Váňová, Petra Kollárová-Brázdová, Iuliia Melnikova, Anna Jirkovská, Olga Lenčová-Popelová, Jaroslav Chládek, Jaroslav Roh, Tomáš Šimůnek, Martin Štěrba, Petra Štěrbová-Kovaříková. Development of water-soluble prodrugs of the bisdioxopiperazine topoisomerase IIβ inhibitor ICRF-193 as potential cardioprotective agents against anthracycline cardiotoxicity. Scientific reports. 2021 02; 11(1):4456. doi: 10.1038/s41598-021-83688-x. [PMID: 33627707]
  • Petra Reimerová, Anna Jirkovská, Hana Bavlovič Piskáčková, Galina Karabanovich, Jaroslav Roh, Tomáš Šimůnek, Petra Štěrbová-Kovaříková. UHPLC-MS/MS method for analysis of sobuzoxane, its active form ICRF-154 and metabolite EDTA-diamide and its application to bioactivation study. Scientific reports. 2019 03; 9(1):4524. doi: 10.1038/s41598-019-40928-5. [PMID: 30872754]
  • Petra Kovarikova, Ivana Pasakova-Vrbatova, Anna Vavrova, Jan Stariat, Jiri Klimes, Tomas Simunek. Development of LC-MS/MS method for the simultaneous analysis of the cardioprotective drug dexrazoxane and its metabolite ADR-925 in isolated cardiomyocytes and cell culture medium. Journal of pharmaceutical and biomedical analysis. 2013 Mar; 76(?):243-51. doi: 10.1016/j.jpba.2012.12.024. [PMID: 23339990]
  • Danielle Harake, Vivian I Franco, Jacqueline M Henkel, Tracie L Miller, Steven E Lipshultz. Cardiotoxicity in childhood cancer survivors: strategies for prevention and management. Future cardiology. 2012 Jul; 8(4):647-70. doi: 10.2217/fca.12.44. [PMID: 22871201]
  • S A Bakheet, S M Attia, N M Al-Rasheed, M M Al-Harbi, A E Ashour, H M Korashy, A R Abd-Allah, Q Saquib, A A Al-Khedhairy, J Musarrat. Salubrious effects of dexrazoxane against teniposide-induced DNA damage and programmed cell death in murine marrow cells. Mutagenesis. 2011 Jul; 26(4):533-43. doi: 10.1093/mutage/ger013. [PMID: 21430063]
  • Michael E Brier, Shari K Gaylor, J Patrick McGovren, Paul Glue, Annie Fang, George R Aronoff. Pharmacokinetics of dexrazoxane in subjects with impaired kidney function. Journal of clinical pharmacology. 2011 May; 51(5):731-8. doi: 10.1177/0091270010369675. [PMID: 20484616]
  • L A Sivak, A V Askol'skiĭ, S A Lial'kin, M Iu Klimanov, N N Maĭdanevich, N V Kasap. [Cardiotoxicity of conservative treatment of solid tumors]. Likars'ka sprava. 2011 Apr; ?(3-4):51-9. doi: ". [PMID: 22416364]
  • Da-Yong Lu, Rui-Ting Chen, Ting-Ren Lu, Hong-Ying Wu, Rong-Xin Qu, Jin-Yu Che, Bin Xu. Absorption, distribution and excretion of ¹⁴C-probimane in mice bearing lewis lung carcinoma. Scientia pharmaceutica. 2010 Jul; 78(3):445-50. doi: 10.3797/scipharm.1005-05. [PMID: 21179357]
  • Fabio Galetta, Ferdinando Franzoni, Giulia Cervetti, Francesco Regoli, Poupak Fallahi, Leonardo Tocchini, Angelo Carpi, Alessandro Antonelli, Mario Petrini, Gino Santoro. In vitro and in vivo study on the antioxidant activity of dexrazoxane. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2010 Apr; 64(4):259-63. doi: 10.1016/j.biopha.2009.06.018. [PMID: 19932589]
  • Joffrey Ducroq, H Moha ou Maati, S Guilbot, S Dilly, E Laemmel, C Pons-Himbert, J F Faivre, P Bois, O Stücker, M Le Grand. Dexrazoxane protects the heart from acute doxorubicin-induced QT prolongation: a key role for I(Ks). British journal of pharmacology. 2010 Jan; 159(1):93-101. doi: 10.1111/j.1476-5381.2009.00371.x. [PMID: 19703166]
  • Sabry M Attia, Alaa A Al-Anteet, Nouf M Al-Rasheed, Abdulqader A Alhaider, Mohammed M Al-Harbi. Protection of mouse bone marrow from etoposide-induced genomic damage by dexrazoxane. Cancer chemotherapy and pharmacology. 2009 Sep; 64(4):837-45. doi: 10.1007/s00280-009-0934-8. [PMID: 19184016]
  • Patricia E Schroeder, Daywin Patel, Brian B Hasinoff. The dihydroorotase inhibitor 5-aminoorotic acid inhibits the metabolism in the rat of the cardioprotective drug dexrazoxane and its one-ring open metabolites. Drug metabolism and disposition: the biological fate of chemicals. 2008 Sep; 36(9):1780-5. doi: 10.1124/dmd.108.021626. [PMID: 18515330]
  • Snezana K Bjelogrlic, Jelena Radic, Sinisa Radulovic, Milan Jokanovic, Viktor Jovic. Effects of dexrazoxane and amifostine on evolution of Doxorubicin cardiomyopathy in vivo. Experimental biology and medicine (Maywood, N.J.). 2007 Dec; 232(11):1414-24. doi: 10.3181/0705-rm-138. [PMID: 18040065]
  • A Potáčová, M Adamcová, H Čajnáková, L Hrbatová, M Sterba, O Popelová, T Šimůnek, P Ponka, V Gersl. Evaluation of ECG time intervals in a rabbit model of anthracycline-induced cardiomyopathy: a useful tool for assessment of cardioprotective agents. Physiological research. 2007; 56(2):251-254. doi: 10.33549/physiolres.931113. [PMID: 17504005]
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  • Krzysztof Kik, Leszek Szmigiero. [Dexrazoxane (ICRF-187)--a cardioprotectant and modulator of action of some anticancer drugs]. Postepy higieny i medycyny doswiadczalnej (Online). 2006; 60(?):584-90. doi: . [PMID: 17115008]
  • Patricia E Schroeder, Brian B Hasinoff. Metabolism of the one-ring open metabolites of the cardioprotective drug dexrazoxane to its active metal-chelating form in the rat. Drug metabolism and disposition: the biological fate of chemicals. 2005 Sep; 33(9):1367-72. doi: 10.1124/dmd.105.005546. [PMID: 15980099]
  • Patricia E Schroeder, Gu-Qi Wang, Frank J Burczynski, Brian B Hasinoff. Metabolism of the cardioprotective drug dexrazoxane and one of its metabolites by isolated rat myocytes, hepatocytes, and blood. Drug metabolism and disposition: the biological fate of chemicals. 2005 Jun; 33(6):719-25. doi: 10.1124/dmd.104.003186. [PMID: 15764716]
  • Magdalena Gewartowska, Waldemar L Olszewski. The new approaches to preservation of graft cell integrity in preservation for transplantation. Annals of transplantation. 2005; 10(4):6-10. doi: NULL. [PMID: 17037081]
  • G Deplanque, S Madhusudan, P H Jones, S Wellmann, K Christodoulos, D C Talbot, T S Ganesan, A Blann, A L Harris. Phase II trial of the antiangiogenic agent IM862 in metastatic renal cell carcinoma. British journal of cancer. 2004 Nov; 91(9):1645-50. doi: 10.1038/sj.bjc.6602126. [PMID: 15354209]
  • Walter Rhomberg, Franz Boehler, Helmut Eiter, Heinz Fritzsche, Gerhard Breitfellner. Treatment options for malignant hemangioendotheliomas of the thyroid. International journal of radiation oncology, biology, physics. 2004 Oct; 60(2):401-5. doi: 10.1016/j.ijrobp.2004.03.023. [PMID: 15380572]
  • Warren A Chow, Timothy W Synold, Merry L Tetef, Jeffrey Longmate, Paul Frankel, Joyce Lawrence, Zaid Al-Khadimi, Lucille Leong, Dean Lim, Kim Margolin, Robert J Morgan, James Raschko, Stephen Shibata, George Somlo, Przemyslaw Twardowski, Yun Yen, James H Doroshow. Feasibility and pharmacokinetic study of infusional dexrazoxane and dose-intensive doxorubicin administered concurrently over 96 h for the treatment of advanced malignancies. Cancer chemotherapy and pharmacology. 2004 Sep; 54(3):241-8. doi: 10.1007/s00280-004-0803-4. [PMID: 15173955]
  • Steven E Lipshultz, Nader Rifai, Virginia M Dalton, Donna E Levy, Lewis B Silverman, Stuart R Lipsitz, Steven D Colan, Barbara L Asselin, Ronald D Barr, Luis A Clavell, Craig A Hurwitz, Albert Moghrabi, Yvan Samson, Marshall A Schorin, Richard D Gelber, Stephen E Sallan. The effect of dexrazoxane on myocardial injury in doxorubicin-treated children with acute lymphoblastic leukemia. The New England journal of medicine. 2004 Jul; 351(2):145-53. doi: 10.1056/nejmoa035153. [PMID: 15247354]
  • Tomás Simůnek, Ivona Klimtová, Jana Kaplanová, Yvona Mazurová, Michaela Adamcová, Martin Sterba, Radomír Hrdina, Vladimír Gersl. Rabbit model for in vivo study of anthracycline-induced heart failure and for the evaluation of protective agents. European journal of heart failure. 2004 Jun; 6(4):377-87. doi: 10.1016/j.ejheart.2003.05.003. [PMID: 15182761]
  • Christian Mielke, Morten O Christensen, Hans Ullrich Barthelmes, Fritz Boege. Enhanced processing of UVA-irradiated DNA by human topoisomerase II in living cells. The Journal of biological chemistry. 2004 May; 279(20):20559-62. doi: 10.1074/jbc.c400032200. [PMID: 15044480]
  • Patricia E Schroeder, Kenneth Francis Hofland, Peter Buhl Jensen, Maxwell Sehested, Seppo W Langer, Brian B Hasinoff. Pharmacokinetics of etoposide in cancer patients treated with high-dose etoposide and with dexrazoxane (ICRF-187) as a rescue agent. Cancer chemotherapy and pharmacology. 2004 Jan; 53(1):91-3. doi: 10.1007/s00280-003-0711-z. [PMID: 14574459]
  • Patricia E Schroeder, Peter Buhl Jensen, Maxwell Sehested, Kenneth Francis Hofland, Seppo W Langer, Brian B Hasinoff. Metabolism of dexrazoxane (ICRF-187) used as a rescue agent in cancer patients treated with high-dose etoposide. Cancer chemotherapy and pharmacology. 2003 Aug; 52(2):167-74. doi: 10.1007/s00280-003-0619-7. [PMID: 12750840]
  • H Anderson, J T Yap, P Wells, M P Miller, D Propper, P Price, A L Harris. Measurement of renal tumour and normal tissue perfusion using positron emission tomography in a phase II clinical trial of razoxane. British journal of cancer. 2003 Jul; 89(2):262-7. doi: 10.1038/sj.bjc.6601105. [PMID: 12865914]
  • Barry J Cusack, Beth Musser, Hervé Gambliel, Nicholas E Hadjokas, Richard D Olson. Effect of dexrazoxane on doxorubicin pharmacokinetics in young and old rats. Cancer chemotherapy and pharmacology. 2003 Feb; 51(2):139-46. doi: 10.1007/s00280-002-0544-1. [PMID: 12647015]
  • Patricia E Schroeder, Brian B Hasinoff. The doxorubicin-cardioprotective drug dexrazoxane undergoes metabolism in the rat to its metal ion-chelating form ADR-925. Cancer chemotherapy and pharmacology. 2002 Dec; 50(6):509-13. doi: 10.1007/s00280-002-0538-z. [PMID: 12451479]
  • Haoyi Zheng, Clarito Dimayuga, Alhakam Hudaihed, Stuart D Katz. Effect of dexrazoxane on homocysteine-induced endothelial dysfunction in normal subjects. Arteriosclerosis, thrombosis, and vascular biology. 2002 Jul; 22(7):E15-8. doi: 10.1161/01.atv.0000023187.25914.5b. [PMID: 12117747]
  • J Styczynski, M Wysocki, W Balwierz, J R Kowalczyk. Dexrazoxane has no impact on sensitivity of childhood leukemic blasts to daunorubicin. Leukemia. 2002 May; 16(5):820-5. doi: 10.1038/sj.leu.2402474. [PMID: 11986942]
  • T Zima, V Tesar, R Sherwood, A Sood, L C Au, P J Richardson, V R Preedy. Acute dosage with dexrazoxane, but not doxorubicin, is associated with increased rates of hepatic protein synthesis in vivo. Toxicologic pathology. 2001 Nov; 29(6):591-9. doi: 10.1080/019262301753385915. [PMID: 11794374]
  • E H Herman, J Zhang, N Rifai, S E Lipshultz, B B Hasinoff, D P Chadwick, A Knapton, J Chai, V J Ferrans. The use of serum levels of cardiac troponin T to compare the protective activity of dexrazoxane against doxorubicin- and mitoxantrone-induced cardiotoxicity. Cancer chemotherapy and pharmacology. 2001 Oct; 48(4):297-304. doi: 10.1007/s002800100348. [PMID: 11710630]
  • A L Harris, P Reusch, B Barleon, C Hang, N Dobbs, D Marme. Soluble Tie2 and Flt1 extracellular domains in serum of patients with renal cancer and response to antiangiogenic therapy. Clinical cancer research : an official journal of the American Association for Cancer Research. 2001 Jul; 7(7):1992-7. doi: NULL. [PMID: 11448916]
  • M L Tetef, T W Synold, W Chow, L Leong, K Margolin, R Morgan, J Raschko, S Shibata, G Somlo, Y Yen, S Groshen, K Johnson, H J Lenz, D Gandara, J H Doroshow. Phase I trial of 96-hour continuous infusion of dexrazoxane in patients with advanced malignancies. Clinical cancer research : an official journal of the American Association for Cancer Research. 2001 Jun; 7(6):1569-76. doi: NULL. [PMID: 11410492]
  • M Fishman, J Seigne, S Antonia. Novel therapies for renal cell carcinoma. Expert opinion on investigational drugs. 2001 Jun; 10(6):1033-44. doi: 10.1517/13543784.10.6.1033. [PMID: 11772233]
  • T Zima, V Tesar, P J Richardson, D Mantle, V R Preedy. Effects of Doxorubicin (Adriamycin) and [(+)-1,2-bis(3,5-dioxopiperazinyl-1-yl)]propane (ICRF-187) on skeletal muscle protease activities. Toxicology and applied pharmacology. 2001 Mar; 171(3):135-40. doi: 10.1006/taap.2000.9084. [PMID: 11243912]
  • J P Braybrooke, K J O'Byrne, D J Propper, A Blann, M Saunders, N Dobbs, C Han, J Woodhull, K Mitchell, J Crew, K Smith, R Stephens, T S Ganesan, D C Talbot, A L Harris. A phase II study of razoxane, an antiangiogenic topoisomerase II inhibitor, in renal cell cancer with assessment of potential surrogate markers of angiogenesis. Clinical cancer research : an official journal of the American Association for Cancer Research. 2000 Dec; 6(12):4697-704. doi: NULL. [PMID: 11156222]
  • E H Herman, J Zhang, D P Chadwick, V J Ferrans. Comparison of the protective effects of amifostine and dexrazoxane against the toxicity of doxorubicin in spontaneously hypertensive rats. Cancer chemotherapy and pharmacology. 2000; 45(4):329-34. doi: 10.1007/s002800050048. [PMID: 10755322]
  • S Vaidyanathan, M Boroujerdi. Interaction of dexrazoxane with red blood cells and hemoglobin alters pharmacokinetics of doxorubicin. Cancer chemotherapy and pharmacology. 2000; 46(2):93-100. doi: 10.1007/s002800000122. [PMID: 10972478]
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  • V Gersl, J Bajgar, R Hrdina, Y Mazurová, J Machácková, J Cerman, P Suba. Cholinesterases in dexrazoxane-treated daunorubicin cardiomyopathy in rabbits. General physiology and biophysics. 1999 Dec; 18(4):335-46. doi: NULL. [PMID: 10766032]
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