Rizatriptan benzoate (BioDeep_00000398930)

   

natural product


代谢物信息卡片


Rizatriptan Benzoate (Maxalt)

化学式: C22H25N5O2 (391.200815)
中文名称: 苯甲酸利扎曲坦
谱图信息: 最多检出来源 Escherichia coli(natural_products) 16.67%

分子结构信息

SMILES: C1(=CC(=CC2=C1NC=C2CCN(C)C)CN3C=NC=N3).C4=CC(=CC=C4)C(O)=O
InChI: 1-5H,(H,8,9)

描述信息

D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017366 - Serotonin Receptor Agonists
C78272 - Agent Affecting Nervous System > C47794 - Serotonin Agonist
Rizatriptan benzoate (Maxalt) is a 5-HT1 agonist.

同义名列表

4 个代谢物同义名

Rizatriptan benzoate; Rizatriptan Benzoate (Maxalt); MK 462; Rizatriptan (benzoate)



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

  • Dyandevi Mathure, Hemantkumar Ranpise, Rajendra Awasthi, Atmaram Pawar. Formulation and Characterization of Nanostructured Lipid Carriers of Rizatriptan Benzoate-Loaded In Situ Nasal Gel for Brain Targeting. Assay and drug development technologies. 2022 07; 20(5):211-224. doi: 10.1089/adt.2022.044. [PMID: 35771865]
  • Valeria Tellone, Patrizia Dragone, Rossella Picollo, Maria Teresa Rosignoli, Fabio Garofolo, Alessandra Del Vecchio, Fabrizio Calisti, Alessandro Comandini, Frank Donath, Barbara Schug, Ralph-Steven Wedemeyer. A novel rizatriptan oral gel formulation: Bioavailability and bioequivalence. International journal of clinical pharmacology and therapeutics. 2020 Oct; 58(10):583-594. doi: 10.5414/cp203652. [PMID: 32716291]
  • Maedeh Nouri, Mostafa Rahimnejad, Ghasem Najafpour, Ali Akbar Moghadamnia. Simultaneous voltammetric determination of rizatriptan and acetaminophen using a carbon paste electrode modified with NiFe2O4 nanoparticles. Mikrochimica acta. 2020 05; 187(6):315. doi: 10.1007/s00604-020-04290-y. [PMID: 32383071]
  • Priti Girotra, Shailendra Kumar Singh. Multivariate Optimization of Rizatriptan Benzoate-Loaded Solid Lipid Nanoparticles for Brain Targeting and Migraine Management. AAPS PharmSciTech. 2017 Feb; 18(2):517-528. doi: 10.1208/s12249-016-0532-0. [PMID: 27126007]
  • J K Fard, H Hamzeiy, M Sattari, A Eftekhari, E Ahmadian, M A Eghbal. Triazole rizatriptan Induces Liver Toxicity through Lysosomal/Mitochondrial Dysfunction. Drug research. 2016 Sep; 66(9):470-478. doi: 10.1055/s-0042-110178. [PMID: 27399851]
  • Tayyebeh Madrakian, Somayeh Maleki, Mozhgan Heidari, Abbas Afkhami. An electrochemical sensor for rizatriptan benzoate determination using Fe3O4 nanoparticle/multiwall carbon nanotube-modified glassy carbon electrode in real samples. Materials science & engineering. C, Materials for biological applications. 2016 Jun; 63(?):637-43. doi: 10.1016/j.msec.2016.03.041. [PMID: 27040259]
  • Kentaro Tokuoka, Risa Takayanagi, Yuji Suzuki, Masayuki Watanabe, Yasuhisa Kitagawa, Yasuhiko Yamada. Theory-based analysis of clinical efficacy of triptans using receptor occupancy. The journal of headache and pain. 2014 Dec; 15(?):85. doi: 10.1186/1129-2377-15-85. [PMID: 25488888]
  • Lidia Savi, Selene Mogavero, Colin Gerard Egan. Efficacy and pharmacokinetic activity of frovatriptan compared to rizatriptan in patients with moderate-to-severe migraine. Drug design, development and therapy. 2014; 8(?):983-92. doi: 10.2147/dddt.s61295. [PMID: 25092964]
  • Mona Lisa Chanda, Alexander H Tuttle, Inna Baran, Cori Atlin, Daniella Guindi, Georgia Hathaway, Nyrie Israelian, Jeremy Levenstadt, Daniel Low, Lynn Macrae, Louise O'Shea, Alex Silver, Elaina Zendegui, A Mariette Lenselink, Sabine Spijker, Michel D Ferrari, Arn M J M van den Maagdenberg, Jeffrey S Mogil. Behavioral evidence for photophobia and stress-related ipsilateral head pain in transgenic Cacna1a mutant mice. Pain. 2013 Aug; 154(8):1254-62. doi: 10.1016/j.pain.2013.03.038. [PMID: 23673147]
  • Robert MacNeill, Amy Farside, Vishva Acharya, Ryan Stromeyer, Bryan Urbanowicz, Marc Moussallie. Implication of free cholesterol in LC-MS response enhancement. Bioanalysis. 2012 Jun; 4(10):1163-73. doi: 10.4155/bio.12.74. [PMID: 22651560]
  • Iain P Fraser, Lingling Han, Tae H Han, Chi-Chung Li, David Hreniuk, S Aubrey Stoch, John A Wagner, Steven Linder, Paul Winner. Pharmacokinetics and tolerability of rizatriptan in pediatric migraineurs in a randomized study. Headache. 2012 Apr; 52(4):625-35. doi: 10.1111/j.1526-4610.2011.02069.x. [PMID: 22289113]
  • Shu Wang, Moses S S Chow, Zhong Zuo. An approach for rapid development of nasal delivery of analgesics--identification of relevant features, in vitro screening and in vivo verification. International journal of pharmaceutics. 2011 Nov; 420(1):43-50. doi: 10.1016/j.ijpharm.2011.08.019. [PMID: 21871544]
  • Enrico Facco, Aldo Liguori, Filomena Petti, Gastone Zanette, Flaminia Coluzzi, Marco De Nardin, Consalvo Mattia. Traditional acupuncture in migraine: a controlled, randomized study. Headache. 2008 Mar; 48(3):398-407. doi: 10.1111/j.1526-4610.2007.00916.x. [PMID: 17868354]
  • Chun Wang, Li-Hui Quan, Yi Guo, Chun-Yu Liu, Yong-Hong Liao. Uptake and biodistribution of rizatriptan to blood and brain following different routes of administration in rats. International journal of pharmaceutics. 2007 Jun; 337(1-2):155-60. doi: 10.1016/j.ijpharm.2006.12.039. [PMID: 17267150]
  • Carlo Asuni, Allesandra Cherchi, Donatella Congiu, Maria P Piccardi, Maria Del Zompo, Maria E Stochino. Association study between clinical response to rizatriptan and some candidate genes. The journal of headache and pain. 2007 Jun; 8(3):185-9. doi: 10.1007/s10194-007-0388-5. [PMID: 17563839]
  • Nobuo Hokama, Norio Hobara, Hiromasa Kameya, Susumu Ohshiro, Narumi Hobara, Matao Sakanashi. Investigation of low levels of plasma valproic acid concentration following simultaneous administration of sodium valproate and rizatriptan benzoate. The Journal of pharmacy and pharmacology. 2007 Mar; 59(3):383-6. doi: 10.1211/jpp.59.3.0007. [PMID: 17331341]
  • Min Song, Taijun Hang, Hua Zhao, Li Wang, Ping Ge, Pengcheng Ma. Simultaneous determination of amiloride and hydrochlorothiazide in human plasma by liquid chromatography/tandem mass spectrometry with positive/negative ion-switching electrospray ionisation. Rapid communications in mass spectrometry : RCM. 2007; 21(21):3427-34. doi: 10.1002/rcm.3235. [PMID: 17902196]
  • Yi Chen, Haijun Miao, Mei Lin, Guorong Fan, Zhanying Hong, Huiling Wu, Yutian Wu. Development and validation of a selective and robust LC-MS/MS method for high-throughput quantifying rizatriptan in small plasma samples: application to a clinical pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Dec; 844(2):268-77. doi: 10.1016/j.jchromb.2006.07.027. [PMID: 16899417]
  • Suzanne K Swan, Harry Alcorn, Anthony Rodgers, Carolyn M Hustad, Karen E Ramsey, Susan Woll, Franck Skobieranda. Pharmacokinetic profile of rizatriptan 10-mg tablet and 10-mg orally disintegrating tablet administered with or without water in healthy subjects: an open-label, randomized, single-dose, 3-period crossover study. Journal of clinical pharmacology. 2006 Feb; 46(2):172-8. doi: 10.1177/0091270005284194. [PMID: 16432269]
  • Jessica A Fulton, Jason Kahn, Lewis S Nelson, Robert S Hoffman. Renal infarction during the use of rizatriptan and zolmitriptan: two case reports. Clinical toxicology (Philadelphia, Pa.). 2006; 44(2):177-80. doi: 10.1080/15563650500514574. [PMID: 16615676]
  • Ji-fen Guo, Ai-jun Zhang, Ling Zhao, Xiao-hong Sun, Yi-min Zhao, Hong-zhi Gao, Ze-yuan Liu, Shan-yi Qiao. Determination of rizatriptan in human plasma by liquid chromatographic-eletrospray tandem mass spectrometry: application to a pharmacokinetic study. Biomedical chromatography : BMC. 2006 Jan; 20(1):61-6. doi: 10.1002/bmc.528. [PMID: 15954161]
  • Lars Edvinsson, Erik Uddman, Angelica Wackenfors, Anthony Davenport, Jenny Longmore, Malin Malmsjö. Triptan-induced contractile (5-HT1B receptor) responses in human cerebral and coronary arteries: relationship to clinical effect. Clinical science (London, England : 1979). 2005 Sep; 109(3):335-42. doi: 10.1042/cs20050016. [PMID: 15853772]
  • Jun Chen, Wen Ming Jiang, Yue Ling Xie, Liang Jin, Ni Mei, Xin Guo Liang. Evaluation of the bioequivalence and pharmacokinetics of two formulations of rizatriptan after single oral administration in healthy volunteers. Arzneimittel-Forschung. 2005; 55(7):355-8. doi: 10.1055/s-0031-1296872. [PMID: 16080273]
  • J Chen, X G Jiang, W M Jiang, X L Gao, N Mei. Intranasal absorption of rizatriptan--in vivo pharmacokinetics and bioavailability study in humans. Die Pharmazie. 2005 Jan; 60(1):39-41. doi: NULL. [PMID: 15702515]
  • Hisaka Igarashi. [Side effects of triptans]. No to shinkei = Brain and nerve. 2004 Sep; 56(9):754-9. doi: ". [PMID: 15552864]
  • Jun Chen, Xinguo Jiang, Wenming Jiang, Ni Mei, Xiaoling Gao, Qizhi Zhang. Liquid chromatographic method for the determination of rizatriptan in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2004 Jun; 805(1):169-73. doi: 10.1016/j.jchromb.2004.02.021. [PMID: 15113554]
  • Adam Stepień, Piotr Jagustyn, Elzbieta Anna Trafny, Krzysztof Widerkiewicz. [Suppressing effect of the serotonin 5HT1B/D receptor agonist rizatriptan on calcitonin gene-related peptide (CGRP) concentration in migraine attacks]. Neurologia i neurochirurgia polska. 2003 Sep; 37(5):1013-23. doi: NULL. [PMID: 15174248]
  • David C Evans, Desmond O'Connor, Brian G Lake, Raymond Evers, Christopher Allen, Richard Hargreaves. Eletriptan metabolism by human hepatic CYP450 enzymes and transport by human P-glycoprotein. Drug metabolism and disposition: the biological fate of chemicals. 2003 Jul; 31(7):861-9. doi: 10.1124/dmd.31.7.861. [PMID: 12814962]
  • A V Krymchantowski, J S Barbosa. Rizatriptan combined with rofecoxib vs. rizatriptan for the acute treatment of migraine: an open label pilot study. Cephalalgia : an international journal of headache. 2002 May; 22(4):309-12. doi: 10.1046/j.1468-2982.2002.00369.x. [PMID: 12100094]
  • D G Musson, K L Birk, D L Panebianco, K D Gagliano, J D Rogers, M R Goldberg. Pharmacokinetics of rizatriptan in healthy elderly subjects. International journal of clinical pharmacology and therapeutics. 2001 Oct; 39(10):447-52. doi: 10.5414/cpp39447. [PMID: 11680669]
  • D J Williamson, R G Hill, S L Shepheard, R J Hargreaves. The anti-migraine 5-HT(1B/1D) agonist rizatriptan inhibits neurogenic dural vasodilation in anaesthetized guinea-pigs. British journal of pharmacology. 2001 Aug; 133(7):1029-34. doi: 10.1038/sj.bjp.0704162. [PMID: 11487512]
  • M R Goldberg, D Sciberras, M De Smet, R Lowry, L Tomasko, Y Lee, T V Olah, J Zhao, K P Vyas, R Halpin, P H Kari, I James. Influence of beta-adrenoceptor antagonists on the pharmacokinetics of rizatriptan, a 5-HT1B/1D agonist: differential effects of propranolol, nadolol and metoprolol. British journal of clinical pharmacology. 2001 Jul; 52(1):69-76. doi: 10.1046/j.0306-5251.2001.01417.x. [PMID: 11453892]
  • C R Lines, K A McCarroll, W H Visser. Rizatriptan: pharmacological differences from sumatriptan and clinical results. Current medical research and opinion. 2001; 17 Suppl 1(?):s54-8. doi: 10.1185/0300799039117015. [PMID: 12463279]
  • D Deleu, Y Hanssens. Current and emerging second-generation triptans in acute migraine therapy: a comparative review. Journal of clinical pharmacology. 2000 Jul; 40(7):687-700. doi: 10.1177/00912700022009431. [PMID: 10883409]
  • J A Klapper, S O'Connor. Rizatriptan wafer--sublingual vs. placebo at the onset of acute migraine. Cephalalgia : an international journal of headache. 2000 Jul; 20(6):585-7. doi: 10.1046/j.1468-2982.2000.00079.x. [PMID: 11075843]
  • C R Shadle, G Liu, M R Goldberg. A double-blind, placebo-controlled evaluation of the effect of oral doses of rizatriptan 10 mg on oral contraceptive pharmacokinetics in healthy female volunteers. Journal of clinical pharmacology. 2000 Mar; 40(3):309-15. doi: 10.1177/00912700022008865. [PMID: 10709161]
  • K P Vyas, R A Halpin, L A Geer, J D Ellis, L Liu, H Cheng, C Chavez-Eng, B K Matuszewski, S L Varga, A R Guiblin, J D Rogers. Disposition and pharmacokinetics of the antimigraine drug, rizatriptan, in humans. Drug metabolism and disposition: the biological fate of chemicals. 2000 Jan; 28(1):89-95. doi: NULL. [PMID: 10611145]
  • M R Goldberg, Y Lee, K P Vyas, D E Slaughter, D Panebianco, S J Ermlich, C R Shadle, M J Brucker, D A McLoughlin, T V Olah. Rizatriptan, a novel 5-HT1B/1D agonist for migraine: single- and multiple-dose tolerability and pharmacokinetics in healthy subjects. Journal of clinical pharmacology. 2000 Jan; 40(1):74-83. doi: 10.1177/00912700022008595. [PMID: 10631625]
  • K Vishwanathan, M G Bartlett, J T Stewart. Determination of antimigraine compounds rizatriptan, zolmitriptan, naratriptan and sumatriptan in human serum by liquid chromatography/electrospray tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2000; 14(3):168-72. doi: 10.1002/(sici)1097-0231(20000215)14:3<168::aid-rcm861>3.0.co;2-9. [PMID: 10637423]
  • A D Van Haarst, J M Van Gerven, A F Cohen, M De Smet, A Sterrett, K L Birk, A L Fisher, M E De Puy, M R Goldberg, D G Musson. The effects of moclobemide on the pharmacokinetics of the 5-HT1B/1D agonist rizatriptan in healthy volunteers. British journal of clinical pharmacology. 1999 Aug; 48(2):190-6. doi: 10.1046/j.1365-2125.1999.00011.x. [PMID: 10417495]
  • N R Cutler, S S Jhee, A K Majumdar, D McLaughlin, M J Brucker, A D Carides, M S Kramer, D Matzura-Wolfe, S A Reines, M R Goldberg. Pharmacokinetics of rizatriptan tablets during and between migraine attacks. Headache. 1999 Apr; 39(4):264-9. doi: 10.1046/j.1526-4610.1999.3904264.x. [PMID: 15613223]
  • Y Lee, J A Conroy, M E Stepanavage, C M Mendel, G Somers, D A McLoughlin, T V Olah, M De Smet, B Keymeulen, J D Rogers. Pharmacokinetics and tolerability of oral rizatriptan in healthy male and female volunteers. British journal of clinical pharmacology. 1999 Apr; 47(4):373-8. doi: 10.1046/j.1365-2125.1999.00917.x. [PMID: 10233200]
  • M R Goldberg, R C Lowry, D G Musson, K L Birk, A Fisher, M E De Puy, C R Shadle. Lack of pharmacokinetic and pharmacodynamic interaction between rizatriptan and paroxetine. Journal of clinical pharmacology. 1999 Feb; 39(2):192-9. doi: 10.1177/00912709922007633. [PMID: 11563413]
  • Y Lee, S J Ermlich, A T Sterrett, M R Goldberg, R A Blum, M J Brucker, D A McLoughlin, T V Olah, J Zhao, J D Rogers. Pharmacokinetics and tolerability of intravenous rizatriptan in healthy females. Biopharmaceutics & drug disposition. 1998 Dec; 19(9):577-81. doi: 10.1002/(sici)1099-081x(199812)19:9<577::aid-bdd136>3.0.co;2-w. [PMID: 9872339]
  • A MaassenVanDenBrink, M Reekers, W A Bax, M D Ferrari, P R Saxena. Coronary side-effect potential of current and prospective antimigraine drugs. Circulation. 1998 Jul; 98(1):25-30. doi: 10.1161/01.cir.98.1.25. [PMID: 9665056]
  • D J Williamson, S L Shepheard, R G Hill, R J Hargreaves. The novel anti-migraine agent rizatriptan inhibits neurogenic dural vasodilation and extravasation. European journal of pharmacology. 1997 Jun; 328(1):61-4. doi: 10.1016/s0014-2999(97)83028-2. [PMID: 9203569]
  • D G Sciberras, W J Polvino, B J Gertz, H Cheng, M Stepanavage, J Wittreich, T Olah, M Edwards, T Mant. Initial human experience with MK-462 (rizatriptan): a novel 5-HT1D agonist. British journal of clinical pharmacology. 1997 Jan; 43(1):49-54. doi: 10.1111/j.1365-2125.1997.tb00032.x. [PMID: 9056052]
  • D A McLoughlin, T V Olah, J D Ellis, J D Gilbert, R A Halpin. Quantitation of the 5HT1D agonists MK-462 and sumatriptan in plasma by liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. Journal of chromatography. A. 1996 Mar; 726(1-2):115-24. doi: 10.1016/0021-9673(96)88660-2. [PMID: 8900521]
  • H Cheng, W J Polvino, D Sciberras, L Yogendran, K A Cerchio, K Christie, T V Olah, D McLoughlin, I James, J D Rogers. Pharmacokinetics and food interaction of MK-462 in healthy males. Biopharmaceutics & drug disposition. 1996 Jan; 17(1):17-24. doi: 10.1002/(sici)1099-081x(199601)17:1<17::aid-bdd932>3.0.co;2-f. [PMID: 8991488]
  • A Barrish, T V Olah, G J Gatto, K B Michel, M R Dobrinska, J D Gilbert. The use of stable isotope labeling and liquid chromatography/tandem mass spectrometry techniques to study the pharmacokinetics and bioavailability of the antimigraine drug, MK-0462 (rizatriptan) in dogs. Rapid communications in mass spectrometry : RCM. 1996; 10(9):1033-7. doi: 10.1002/(sici)1097-0231(19960715)10:9<1033::aid-rcm616>3.0.co;2-4. [PMID: 8755236]