Misonidazole (BioDeep_00000858650)

   


代谢物信息卡片


Misonidazole

化学式: C7H11N3O4 (201.0749526)
中文名称: 米索硝唑
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COCC(CN1C=CN=C1[N+](=O)[O-])O
InChI: InChI=1S/C7H11N3O4/c1-14-5-6(11)4-9-3-2-8-7(9)10(12)13/h2-3,6,11H,4-5H2,1H3

描述信息

D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000981 - Antiprotozoal Agents
C274 - Antineoplastic Agent > C798 - Radiosensitizing Agent
D011838 - Radiation-Sensitizing Agents
D000970 - Antineoplastic Agents

同义名列表

1 个代谢物同义名

Misonidazole



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)

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

  • Alexander Rühle, Nicole Wiedenmann, Jamina T Fennell, Michael Mix, Juri Ruf, Raluca Stoian, Andreas R Thomsen, Peter Vaupel, Dimos Baltas, Anca-L Grosu, Nils H Nicolay. Interleukin-6 as surrogate marker for imaging-based hypoxia dynamics in patients with head-and-neck cancers undergoing definitive chemoradiation-results from a prospective pilot trial. European journal of nuclear medicine and molecular imaging. 2022 04; 49(5):1650-1660. doi: 10.1007/s00259-021-05602-x. [PMID: 34773163]
  • S T Lee, V Muralidharan, N Tebbutt, P Wong, C Fang, Z Liu, H Gan, J Sachinidis, K Pathmaraj, C Christophi, A M Scott. Prevalence of hypoxia and correlation with glycolytic metabolism and angiogenic biomarkers in metastatic colorectal carcinoma. European journal of nuclear medicine and molecular imaging. 2021 05; 48(5):1585-1592. doi: 10.1007/s00259-020-05074-5. [PMID: 33125527]
  • Philipp Guenthoer, Kerstin Fuchs, Gerald Reischl, Leticia Quintanilla-Martinez, Irene Gonzalez-Menendez, Stefan Laufer, Bernd J Pichler, Manfred Kneilling. Evaluation of the therapeutic potential of the selective p38 MAPK inhibitor Skepinone-L and the dual p38/JNK 3 inhibitor LN 950 in experimental K/BxN serum transfer arthritis. Inflammopharmacology. 2019 Dec; 27(6):1217-1227. doi: 10.1007/s10787-019-00593-6. [PMID: 31037574]
  • Hao Jiang, Rongjun Zhang, Huijie Jiang, Mingyu Zhang, Wei Guo, Guanglong Feng, Wenbin Pan, Hailong Xu, Song Wang. Evaluation of [18F]FDG/[18F]FLT/[18F]FMISO-based micro-positron emission tomography in detection of liver metastasis in human colorectal cancer. Nuclear medicine and biology. 2019 May; 72-73(?):36-44. doi: 10.1016/j.nucmedbio.2019.07.004. [PMID: 31330410]
  • Ming-Yu Zhang, Rong-Jun Zhang, Hui-Jie Jiang, Hao Jiang, Hai-Long Xu, Wen-Bin Pan, Yi-Qiao Wang, Xin Li. 18F-fluoromisonidazole positron emission tomography may be applicable in the evaluation of colorectal cancer liver metastasis. Hepatobiliary & pancreatic diseases international : HBPD INT. 2019 Apr; 18(2):164-172. doi: 10.1016/j.hbpd.2019.02.008. [PMID: 30850340]
  • Mingyu Zhang, Huijie Jiang, Rongjun Zhang, Hailong Xu, Hao Jiang, Wenbin Pan, Xin Li, Yiqiao Wang, Song Wang. Noninvasive evaluation of 18F-FDG/18F-FMISO-based Micro PET in monitoring hepatic metastasis of colorectal cancer. Scientific reports. 2018 12; 8(1):17832. doi: 10.1038/s41598-018-36238-x. [PMID: 30546057]
  • Aya Asano, Shigeto Ueda, Ichiei Kuji, Tomohiko Yamane, Hideki Takeuchi, Eiko Hirokawa, Ikuko Sugitani, Hiroko Shimada, Takahiro Hasebe, Akihiko Osaki, Toshiaki Saeki. Intracellular hypoxia measured by 18F-fluoromisonidazole positron emission tomography has prognostic impact in patients with estrogen receptor-positive breast cancer. Breast cancer research : BCR. 2018 07; 20(1):78. doi: 10.1186/s13058-018-0970-6. [PMID: 30053906]
  • Milan Grkovski, Sally-Ann Emmas, Sean D Carlin. 18F-Fluoromisonidazole Kinetic Modeling for Characterization of Tumor Perfusion and Hypoxia in Response to Antiangiogenic Therapy. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2017 10; 58(10):1567-1573. doi: 10.2967/jnumed.117.190892. [PMID: 28360207]
  • Milan Grkovski, Nancy Y Lee, Heiko Schöder, Sean D Carlin, Bradley J Beattie, Nadeem Riaz, Jonathan E Leeman, Joseph A O'Donoghue, John L Humm. Monitoring early response to chemoradiotherapy with 18F-FMISO dynamic PET in head and neck cancer. European journal of nuclear medicine and molecular imaging. 2017 Sep; 44(10):1682-1691. doi: 10.1007/s00259-017-3720-6. [PMID: 28540417]
  • Ararat Chakhoyan, Jean-Sebastien Guillamo, Solène Collet, François Kauffmann, Nicolas Delcroix, Emmanuèle Lechapt-Zalcman, Jean-Marc Constans, Edwige Petit, Eric T MacKenzie, Louisa Barré, Myriam Bernaudin, Omar Touzani, Samuel Valable. FMISO-PET-derived brain oxygen tension maps: application to glioblastoma and less aggressive gliomas. Scientific reports. 2017 08; 7(1):10210. doi: 10.1038/s41598-017-08646-y. [PMID: 28860608]
  • Milan Grkovski, Heiko Schöder, Nancy Y Lee, Sean D Carlin, Bradley J Beattie, Nadeem Riaz, Jonathan E Leeman, Joseph A O'Donoghue, John L Humm. Multiparametric Imaging of Tumor Hypoxia and Perfusion with 18F-Fluoromisonidazole Dynamic PET in Head and Neck Cancer. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2017 07; 58(7):1072-1080. doi: 10.2967/jnumed.116.188649. [PMID: 28183993]
  • Yuchun Wei, Wei Zhao, Yong Huang, Qingxi Yu, Shouhui Zhu, Suzhen Wang, Shuqiang Zhao, Xudong Hu, Jinming Yu, Shuanghu Yuan. A Comparative Study of Noninvasive Hypoxia Imaging with 18F-Fluoroerythronitroimidazole and 18F-Fluoromisonidazole PET/CT in Patients with Lung Cancer. PloS one. 2016; 11(6):e0157606. doi: 10.1371/journal.pone.0157606. [PMID: 27322586]
  • Natalia Arteaga-Marrero, Cecilie Brekke Rygh, Jose F Mainou-Gomez, Tom C H Adamsen, Nataliya Lutay, Rolf K Reed, Dag R Olsen. Radiation treatment monitoring using multimodal functional imaging: PET/CT ((18)F-Fluoromisonidazole & (18)F-Fluorocholine) and DCE-US. Journal of translational medicine. 2015 Dec; 13(?):383. doi: 10.1186/s12967-015-0708-5. [PMID: 26682742]
  • Chung Chan, Xiao Jin, Edward K Fung, Mika Naganawa, Tim Mulnix, Richard E Carson, Chi Liu. Event-by-event respiratory motion correction for PET with 3D internal-1D external motion correlation. Medical physics. 2013 Nov; 40(11):112507. doi: 10.1118/1.4826165. [PMID: 24320466]
  • Jinglei Du, Lin Zhu, Xue Zhou, Wei Yin, Aifang Deng, Jinping Qiao. Dose-response relationships of FMISO between trace dose and various macro-doses in rat by ultra-performance liquid chromatography with mass spectrometry and radioactivity analysis. Journal of pharmaceutical and biomedical analysis. 2012 Nov; 70(?):499-504. doi: 10.1016/j.jpba.2012.07.016. [PMID: 22867691]
  • Masahiro Murakami, Songji Zhao, Yan Zhao, Nusrat Fatema Chowdhury, Wenwen Yu, Ken-Ichi Nishijima, Mitsuyoshi Takiguchi, Nagara Tamaki, Yuji Kuge. Evaluation of changes in the tumor microenvironment after sorafenib therapy by sequential histology and 18F-fluoromisonidazole hypoxia imaging in renal cell carcinoma. International journal of oncology. 2012 Nov; 41(5):1593-600. doi: 10.3892/ijo.2012.1624. [PMID: 22965141]
  • Rachel M Bartlett, Bradley J Beattie, Manoj Naryanan, Jens-Christoph Georgi, Qing Chen, Sean D Carlin, Gordon Roble, Pat B Zanzonico, Mithat Gonen, Joseph O'Donoghue, Alexander Fischer, John L Humm. Image-guided PO2 probe measurements correlated with parametric images derived from 18F-fluoromisonidazole small-animal PET data in rats. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2012 Oct; 53(10):1608-15. doi: 10.2967/jnumed.112.103523. [PMID: 22933821]
  • Tatiana Wenzl, Jan J Wilkens. Theoretical analysis of the dose dependence of the oxygen enhancement ratio and its relevance for clinical applications. Radiation oncology (London, England). 2011 Dec; 6(?):171. doi: 10.1186/1748-717x-6-171. [PMID: 22172079]
  • Shagun Raina, Michael Honer, Stefanie D Krämer, Yang Liu, Xueqi Wang, Stephan Segerer, Rudolf P Wüthrich, Andreas L Serra. Anti-VEGF antibody treatment accelerates polycystic kidney disease. American journal of physiology. Renal physiology. 2011 Oct; 301(4):F773-83. doi: 10.1152/ajprenal.00058.2011. [PMID: 21677148]
  • Florent Hugonnet, Laure Fournier, Jacques Medioni, Corinne Smadja, Elif Hindié, Virginie Huchet, Emmanuel Itti, Charles-André Cuenod, Gilles Chatellier, Stéphane Oudard, Marc Faraggi. Metastatic renal cell carcinoma: relationship between initial metastasis hypoxia, change after 1 month's sunitinib, and therapeutic response: an 18F-fluoromisonidazole PET/CT study. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2011 Jul; 52(7):1048-55. doi: 10.2967/jnumed.110.084517. [PMID: 21680694]
  • Roland Haubner. PET radiopharmaceuticals in radiation treatment planning - synthesis and biological characteristics. Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology. 2010 Sep; 96(3):280-7. doi: 10.1016/j.radonc.2010.07.022. [PMID: 20724013]
  • Wenli Wang, Nancy Y Lee, Jens-Christoph Georgi, Manoj Narayanan, Jose Guillem, Heiko Schöder, John L Humm. Pharmacokinetic analysis of hypoxia (18)F-fluoromisonidazole dynamic PET in head and neck cancer. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2010 Jan; 51(1):37-45. doi: 10.2967/jnumed.109.067009. [PMID: 20008982]
  • C P Lee, G S Payne, A Oregioni, R Ruddle, S Tan, F I Raynaud, D Eaton, M J Campbell, K Cross, G Halbert, M Tracy, J McNamara, B Seddon, M O Leach, P Workman, I Judson. A phase I study of the nitroimidazole hypoxia marker SR4554 using 19F magnetic resonance spectroscopy. British journal of cancer. 2009 Dec; 101(11):1860-8. doi: 10.1038/sj.bjc.6605425. [PMID: 19935799]
  • Wenli Wang, Jens-Christoph Georgi, Sadek A Nehmeh, Manoj Narayanan, Timo Paulus, Matthieu Bal, Joseph O'Donoghue, Pat B Zanzonico, C Ross Schmidtlein, Nancy Y Lee, John L Humm. Evaluation of a compartmental model for estimating tumor hypoxia via FMISO dynamic PET imaging. Physics in medicine and biology. 2009 May; 54(10):3083-99. doi: 10.1088/0031-9155/54/10/008. [PMID: 19420418]
  • HyungJoon Cho, Ellen Ackerstaff, Sean Carlin, Mihaela E Lupu, Ya Wang, Asif Rizwan, Joseph O'Donoghue, C Clifton Ling, John L Humm, Pat B Zanzonico, Jason A Koutcher. Noninvasive multimodality imaging of the tumor microenvironment: registered dynamic magnetic resonance imaging and positron emission tomography studies of a preclinical tumor model of tumor hypoxia. Neoplasia (New York, N.Y.). 2009 Mar; 11(3):247-59, 2p following 259. doi: 10.1593/neo.81360. [PMID: 19242606]
  • Pierre Mahy, Marc De Bast, Tjibbe de Groot, Arnaud Cheguillaume, Jacques Gillart, Karin Haustermans, Daniel Labar, Vincent Grégoire. Comparative pharmacokinetics, biodistribution, metabolism and hypoxia-dependent uptake of [18F]-EF3 and [18F]-MISO in rodent tumor models. Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology. 2008 Dec; 89(3):353-60. doi: 10.1016/j.radonc.2008.06.008. [PMID: 18649964]
  • Catherine J Kelly, Michael Brady. A model to simulate tumour oxygenation and dynamic [18F]-Fmiso PET data. Physics in medicine and biology. 2006 Nov; 51(22):5859-73. doi: 10.1088/0031-9155/51/22/009. [PMID: 17068369]
  • Nathan Lawrentschuk, Aurora M T Poon, Serene S Foo, Lydia G Johns Putra, Carmel Murone, Ian D Davis, Damien M Bolton, Andrew M Scott. Assessing regional hypoxia in human renal tumours using 18F-fluoromisonidazole positron emission tomography. BJU international. 2005 Sep; 96(4):540-6. doi: 10.1111/j.1464-410x.2005.05681.x. [PMID: 16104907]
  • Matthias Bruehlmeier, Ulrich Roelcke, Pius A Schubiger, Simon Mensah Ametamey. Assessment of hypoxia and perfusion in human brain tumors using PET with 18F-fluoromisonidazole and 15O-H2O. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2004 Nov; 45(11):1851-9. doi: NULL. [PMID: 15534054]
  • H Barthel, H Wilson, D R Collingridge, G Brown, S Osman, S K Luthra, F Brady, P Workman, P M Price, E O Aboagye. In vivo evaluation of [18F]fluoroetanidazole as a new marker for imaging tumour hypoxia with positron emission tomography. British journal of cancer. 2004 Jun; 90(11):2232-42. doi: 10.1038/sj.bjc.6601862. [PMID: 15150578]
  • Tove Grönroos, Lise Bentzen, Päivi Marjamäki, Rumi Murata, Michael R Horsman, Susanne Keiding, Olli Eskola, Merja Haaparanta, Heikki Minn, Olof Solin. Comparison of the biodistribution of two hypoxia markers [18F]FETNIM and [18F]FMISO in an experimental mammary carcinoma. European journal of nuclear medicine and molecular imaging. 2004 Apr; 31(4):513-20. doi: 10.1007/s00259-003-1404-x. [PMID: 14722675]
  • Bronwyn G Siim, Frederik B Pruijn, Joanna R Sturman, Alison Hogg, Michael P Hay, J Martin Brown, William R Wilson. Selective potentiation of the hypoxic cytotoxicity of tirapazamine by its 1-N-oxide metabolite SR 4317. Cancer research. 2004 Jan; 64(2):736-42. doi: 10.1158/0008-5472.can-03-2488. [PMID: 14744792]
  • Pat Zanzonico, Joseph O'Donoghue, J Donald Chapman, Richard Schneider, Shangde Cai, Steven Larson, Bixiu Wen, Yuchun Chen, Ronald Finn, Shutian Ruan, Leo Gerweck, John Humm, Clifton Ling. Iodine-124-labeled iodo-azomycin-galactoside imaging of tumor hypoxia in mice with serial microPET scanning. European journal of nuclear medicine and molecular imaging. 2004 Jan; 31(1):117-28. doi: 10.1007/s00259-003-1322-y. [PMID: 14523586]
  • S Zoula, P F J W Rijken, J P W Peters, R Farion, B P J Van der Sanden, A J Van der Kogel, M Décorps, C Rémy. Pimonidazole binding in C6 rat brain glioma: relation with lipid droplet detection. British journal of cancer. 2003 May; 88(9):1439-44. doi: 10.1038/sj.bjc.6600837. [PMID: 12778075]
  • Tuula Tolvanen, Kaisa Lehtiö, Jarmo Kulmala, Vesa Oikonen, Olli Eskola, Jörgen Bergman, Heikki Minn. 18F-Fluoroerythronitroimidazole radiation dosimetry in cancer studies. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2002 Dec; 43(12):1674-80. doi: NULL. [PMID: 12468519]
  • Henri J Tochon-Danguy, John I Sachinidis, Fiona Chan, J Gordon Chan, Catherine Hall, Lawrence Cher, Stan Stylli, John Hill, Andrew Kaye, Andrew M Scott. Imaging and quantitation of the hypoxic cell fraction of viable tumor in an animal model of intracerebral high grade glioma using [18F]fluoromisonidazole (FMISO). Nuclear medicine and biology. 2002 Feb; 29(2):191-7. doi: 10.1016/s0969-8051(01)00298-0. [PMID: 11823124]
  • J S Rasey, P D Hofstrand, L K Chin, T J Tewson. Characterization of [18F]fluoroetanidazole, a new radiopharmaceutical for detecting tumor hypoxia. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 1999 Jun; 40(6):1072-9. doi: . [PMID: 10452326]
  • K Ebe, H Suda, T Kuramitsu, Y Honma, T Nakanishi, Y Miyata, M Sakaguchi, N Matsunaga. Evaluation of the radiosensitizing effects of RK28 intravenous, intraarterial, and intratumoral injections on the rabbit VX2 tumor system. International journal of radiation oncology, biology, physics. 1996 Dec; 36(5):1107-16. doi: 10.1016/s0360-3016(96)00407-5. [PMID: 8985033]
  • P Joseph, A K Jaiswal, C C Stobbe, J D Chapman. The role of specific reductases in the intracellular activation and binding of 2-nitroimidazoles. International journal of radiation oncology, biology, physics. 1994 May; 29(2):351-5. doi: 10.1016/0360-3016(94)90288-7. [PMID: 8195032]
  • N S Kim, H Umejima, K Miyata, M Okubo, S Goto, T Kato, Y Mikami, H Sagitani, H Inoue. Preparation and evaluation of suppositories for RK-28 (a new radiosensitizer) using rabbits. Biological & pharmaceutical bulletin. 1994 May; 17(5):672-5. doi: 10.1248/bpb.17.672. [PMID: 7920431]
  • H Sun, S Duan, G Yu. Free radical mechanism in enhancement of radiosensitization by SRSBR. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 1994 Mar; 14(1):51-5. doi: ". [PMID: 8196419]
  • N S Kim, H Umejima, K Miyata, M Okubo, S Goto, T Kato, Y Mikami, H Sagitani, H Inoue. Pharmacokinetics of RK-28 (a new radiosensitizer) and pharmaceutical design of a suppository form using rats. Biological & pharmaceutical bulletin. 1994 Jan; 17(1):106-11. doi: 10.1248/bpb.17.106. [PMID: 8148796]
  • G Roos, P I Christensson, I A el Hag, B Jakobsson, H Teder, U Stenram. Degradable starch microspheres in cytostatic treatment of a liver carcinoma; experimental studies in rats with 5-fluorouracil, tauromustine, carmustine, doxorubicin and RSU-1069. Anticancer research. 1993 May; 13(3):635-41. doi: . [PMID: 8317891]
  • P E Valk, C A Mathis, M D Prados, J C Gilbert, T F Budinger. Hypoxia in human gliomas: demonstration by PET with fluorine-18-fluoromisonidazole. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 1992 Dec; 33(12):2133-7. doi: NULL. [PMID: 1334136]
  • Y Wang, J Tian, Q Wang, Z Xing, L Yang, S Wang, D Yang, G Cheng. Intra-hepatic-arterial infusion of misonidazole--an experimental study of regional radiosensitisation by intraarterial embolisation. British journal of cancer. 1992 Dec; 66(6):1131-4. doi: 10.1038/bjc.1992.422. [PMID: 1457353]
  • K H Wong, H Maezawa, M Urano. Comparative study of thermoradiosensitization by misonidazole and metronidazole in vivo: antitumour effect and pharmacokinetics. International journal of hyperthermia : the official journal of European Society for Hyperthermic Oncology, North American Hyperthermia Group. 1992 Sep; 8(5):645-58. doi: 10.3109/02656739209038000. [PMID: 1402141]
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  • P Tamuelvicius, K C George, A Rücker, C Streffer. Effects of local hyperthermia on the tissue levels and toxicity of three radiosensitizers in mice. International journal of hyperthermia : the official journal of European Society for Hyperthermic Oncology, North American Hyperthermia Group. 1992 May; 8(3):321-8. doi: 10.3109/02656739209021787. [PMID: 1607737]
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  • K H Wong, H Zhang, C A Wallen, K T Wheeler. Effect of administration schedules on the potentiation of 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU) by misonidazole in subcutaneous 9L tumors. International journal of radiation oncology, biology, physics. 1992; 23(4):831-9. doi: 10.1016/0360-3016(92)90656-3. [PMID: 1618675]
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  • J S Rasey, W J Koh, J R Grierson, Z Grunbaum, K A Krohn. Radiolabelled fluoromisonidazole as an imaging agent for tumor hypoxia. International journal of radiation oncology, biology, physics. 1989 Nov; 17(5):985-91. doi: 10.1016/0360-3016(89)90146-6. [PMID: 2808061]
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