peramivir (BioDeep_00000743417)

   


代谢物信息卡片


peramivir

化学式: C15H28N4O4 (328.2110448)
中文名称: 帕拉米韦
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCC(CC)C(C1C(CC(C1O)C(=O)O)N=C(N)N)NC(=O)C
InChI: InChI=1S/C15H28N4O4/c1-4-8(5-2)12(18-7(3)20)11-10(19-15(16)17)6-9(13(11)21)14(22)23/h8-13,21H,4-6H2,1-3H3,(H,18,20)(H,22,23)(H4,16,17,19)/t9-,10+,11+,12-,13+/m0/s1

描述信息

J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AH - Neuraminidase inhibitors
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
C254 - Anti-Infective Agent > C281 - Antiviral Agent
D004791 - Enzyme Inhibitors
Peramivir is an novel cyclopentane neuraminidase inhibitor of influenza virus. Peramivir has antiviral activity and anti-cytokines stom effects. Peramivir can be used for the research of COVID-19[1][2][3].

同义名列表

3 个代谢物同义名

peramivir; RWJ-270201; BCX-1812



数据库引用编号

8 个数据库交叉引用编号

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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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  • 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。
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文献列表

  • Chen-Xi Zhang, Ye Tu, Xiao-Chen Sun, Da-Gui Chen, Wan-Nian Zhang, Chun-Lin Zhuang, Zhi-Bin Wang, Li Su. Peramivir, an Anti-Influenza Virus Drug, Exhibits Potential Anti-Cytokine Storm Effects. Frontiers in immunology. 2022; 13(?):856327. doi: 10.3389/fimmu.2022.856327. [PMID: 35296098]
  • Liva Checkmahomed, Blandine Padey, Andrés Pizzorno, Olivier Terrier, Manuel Rosa-Calatrava, Yacine Abed, Mariana Baz, Guy Boivin. In Vitro Combinations of Baloxavir Acid and Other Inhibitors against Seasonal Influenza A Viruses. Viruses. 2020 10; 12(10):. doi: 10.3390/v12101139. [PMID: 33049959]
  • Hao Ding, Siyang Wu, Xianhui Dai, Yang Gao, Ying Niu, Na Fang, Yang Song, Muzihe Zhang, Xiaoyang Wang, Tengfei Chen, Guangping Zhang, Jiarui Wu, Yingfei Li, Jin Han. Pharmacokinetic behavior of peramivir in the plasma and lungs of rats after trans-nasal aerosol inhalation and intravenous injection. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Sep; 129(?):110464. doi: 10.1016/j.biopha.2020.110464. [PMID: 32768954]
  • Junyao Li, Lin Zhang, Baihui Liu, Debiao Song. Case Report: Viral Shedding for 60 Days in a Woman with COVID-19. The American journal of tropical medicine and hygiene. 2020 06; 102(6):1210-1213. doi: 10.4269/ajtmh.20-0275. [PMID: 32342849]
  • Natalia A Ilyushina, Takashi E Komatsu, William L Ince, Eric F Donaldson, Nicolette Lee, Julian J O'Rear, Raymond P Donnelly. Influenza A virus hemagglutinin mutations associated with use of neuraminidase inhibitors correlate with decreased inhibition by anti-influenza antibodies. Virology journal. 2019 11; 16(1):149. doi: 10.1186/s12985-019-1258-x. [PMID: 31783761]
  • Yiyue Ge, Ying Chi, Xiaoyan Min, Kangchen Zhao, Bin Wu, Tao Wu, Xiaojuan Zhu, Zhiyang Shi, Fengcai Zhu, Lunbiao Cui. The evolution and characterization of influenza A(H7N9) virus under the selective pressure of peramivir. Virology. 2019 10; 536(?):58-67. doi: 10.1016/j.virol.2019.08.004. [PMID: 31400550]
  • Yacine Abed, Clément Fage, Liva Checkmahomed, Gabriel Begin, Julie Carbonneau, Patrick Lague, Guy Boivin. The Val430Ile neuraminidase (NA) substitution, identified in influenza B virus isolates, impacts the catalytic 116Arg residue causing reduced susceptibility to NA inhibitors. Antiviral research. 2019 10; 170(?):104561. doi: 10.1016/j.antiviral.2019.104561. [PMID: 31323237]
  • H W Fan, Y Han, W Liu, X W Li, L Z Li, H Y Yao, Y Wang, Z Q Su, W X Ye, J Huang, W Z Lu, G W Li, H L Li, S Y Wang, H Wu, Q F Lu, G F Zhu, S M Liu, G Chen, W H Zhang, T S Li. [A randomized controlled study of peramivir, oseltamivir and placebo in patients with mild influenza]. Zhonghua nei ke za zhi. 2019 Aug; 58(8):560-565. doi: 10.3760/cma.j.issn.0578-1426.2019.08.003. [PMID: 31365976]
  • R Farrukee, J Butler, P C Reading, A C Hurt. Characterization of substitutions in the neuraminidase of A(H7N9) influenza viruses selected following serial passage in the presence of different neuraminidase inhibitors. Antiviral research. 2019 08; 168(?):68-75. doi: 10.1016/j.antiviral.2019.05.009. [PMID: 31132385]
  • Fangzhao Chen, Teng Liu, Jiagui Xu, Yingna Huang, Shuwen Liu, Jie Yang. Key amino acid residues of neuraminidase involved in influenza A virus entry. Pathogens and disease. 2019 08; 77(6):. doi: 10.1093/femspd/ftz063. [PMID: 31702775]
  • Mingdao Lei, Wei Gan, Yongbing Sun. HPLC-MS/MS analysis of peramivir in rat plasma: Elimination of matrix effect using the phospholipid-removal solid-phase extraction method. Biomedical chromatography : BMC. 2018 Mar; 32(3):. doi: 10.1002/bmc.4103. [PMID: 28976569]
  • Peng-Cheng Wang, Din-Chi Chiu, Jia-Tsrong Jan, Wen-I Huang, Yin-Chen Tseng, Ting-Ting Li, Ting-Jen Cheng, Keng-Chang Tsai, Jim-Min Fang. Peramivir conjugates as orally available agents against influenza H275Y mutant. European journal of medicinal chemistry. 2018 Feb; 145(?):224-234. doi: 10.1016/j.ejmech.2017.12.072. [PMID: 29324342]
  • Won-Suk Choi, Ju Hwan Jeong, Jin Jung Kwon, Su Jeong Ahn, Khristine Kaith S Lloren, Hyeok-Il Kwon, Hee Bok Chae, Jungwon Hwang, Myung Hee Kim, Chul-Joong Kim, Richard J Webby, Elena A Govorkova, Young Ki Choi, Yun Hee Baek, Min-Suk Song. Screening for Neuraminidase Inhibitor Resistance Markers among Avian Influenza Viruses of the N4, N5, N6, and N8 Neuraminidase Subtypes. Journal of virology. 2018 01; 92(1):. doi: 10.1128/jvi.01580-17. [PMID: 29046464]
  • Masatoki Sato, Koichi Hashimoto, Yukihiko Kawasaki, Mitsuaki Hosoya. Immune response after a single intravenous peramivir administration in children with influenza. Antiviral therapy. 2018; 23(5):435-441. doi: 10.3851/imp3222. [PMID: 29372885]
  • Din-Chi Chiu, Tzu-Chen Lin, Wen-I Huang, Ting-Jen Cheng, Keng-Chang Tsai, Jim-Min Fang. Peramivir analogues bearing hydrophilic side chains exhibit higher activities against H275Y mutant than wild-type influenza virus. Organic & biomolecular chemistry. 2017 Nov; 15(46):9910-9922. doi: 10.1039/c7ob02374j. [PMID: 29159346]
  • Takashi Azuma, Mao Ishida, Kanae Hisamatsu, Ayami Yunoki, Kana Otomo, Mari Kunitou, Mai Shimizu, Kaori Hosomaru, Shiori Mikata, Yoshiki Mino. Fate of new three anti-influenza drugs and one prodrug in the water environment. Chemosphere. 2017 Feb; 169(?):550-557. doi: 10.1016/j.chemosphere.2016.11.102. [PMID: 27898328]
  • Yutaka Saisho, Toru Ishibashi, Hidenori Fukuyama, Hiroyuki Fukase, Jingoro Shimada. Pharmacokinetics and safety of intravenous peramivir, neuraminidase inhibitor of influenza virus, in healthy Japanese subjects. Antiviral therapy. 2017; 22(4):313-323. doi: 10.3851/imp3104. [PMID: 27805571]
  • Masaki Shimamoto, Satoshi Okada, Takeshi Terashima. Encephalopathy Associated with Influenza B in a Healthy Young Man. Internal medicine (Tokyo, Japan). 2017; 56(14):1925-1929. doi: 10.2169/internalmedicine.56.8170. [PMID: 28717095]
  • Ming Zhang, Zhan-Zhang Wang, Xiao-Jia Ni, Li-Zhong Li, Yue-Feng Zhang, Hao-Yang Lu, Huan Peng, Wen-Can Huang, Ling-Fang Shen, Ling-Hui Xiong, De-Wei Shang, Yu-Guan Wen. Pharmacokinetic Properties of Peramivir After Single and Multiple Intravenous Infusions in Healthy Chinese Volunteers. Clinical drug investigation. 2016 Sep; 36(9):705-711. doi: 10.1007/s40261-016-0417-8. [PMID: 27317305]
  • Siriwan Charyasriwong, Takahiro Haruyama, Nobuyuki Kobayashi. In vitro evaluation of the antiviral activity of methylglyoxal against influenza B virus infection. Drug discoveries & therapeutics. 2016 ; 10(4):201-10. doi: 10.5582/ddt.2016.01045. [PMID: 27558282]
  • Yohei Funatsu, Sadatomo Tasaka, Takahiro Asami, Ho Namkoong, Hiroshi Fujiwara, Osamu Iketani, Kazuma Yagi, Yoshifumi Kimizuka, Makoto Ishii, Tomoyasu Nishimura, Haruhiko Ogata, Satoshi Iwata, Tomoko Betsuyaku, Naoki Hasegawa. Pharmacokinetics of intravenous peramivir in the airway epithelial lining fluid of healthy volunteers. Antiviral therapy. 2016; 21(7):621-625. doi: 10.3851/imp3096. [PMID: 27694694]
  • Amber Farooqui, Linxi Huang, Suwu Wu, Yingmu Cai, Min Su, Pengzhou Lin, Weihong Chen, Xibin Fang, Li Zhang, Yisu Liu, Tiansheng Zeng, Stephane G Paquette, Adnan Khan, Alyson A Kelvin, David J Kelvin. Assessment of Antiviral Properties of Peramivir against H7N9 Avian Influenza Virus in an Experimental Mouse Model. Antimicrobial agents and chemotherapy. 2015 Dec; 59(12):7255-64. doi: 10.1128/aac.01885-15. [PMID: 26369969]
  • Yumiko Matsuo, Toru Ishibashi, Alan S Hollister, Toshihiro Wajima. Population pharmacokinetics of peramivir in healthy volunteers and influenza patients. Antimicrobial agents and chemotherapy. 2015 Nov; 59(11):6755-62. doi: 10.1128/aac.00799-15. [PMID: 26282420]
  • Tatiana Baranovich, Justin Bahl, Bindumadhav M Marathe, Marie Culhane, Evelyn Stigger-Rosser, Daniel Darnell, Bryan S Kaplan, James F Lowe, Richard J Webby, Elena A Govorkova. Influenza A viruses of swine circulating in the United States during 2009-2014 are susceptible to neuraminidase inhibitors but show lineage-dependent resistance to adamantanes. Antiviral research. 2015 May; 117(?):10-9. doi: 10.1016/j.antiviral.2015.02.004. [PMID: 25701593]
  • Motoyasu Onishi, Mitsutaka Kitano, Keiichi Taniguchi, Tomoyuki Homma, Masanori Kobayashi, Tomokazu Yoshinaga, Akira Naito, Akihiko Sato. Intravenous peramivir inhibits viral replication, and leads to bacterial clearance and prevention of mortality during murine bacterial co-infection caused by influenza A(H1N1)pdm09 virus and Streptococcus pneumoniae. Antiviral research. 2015 May; 117(?):52-9. doi: 10.1016/j.antiviral.2015.02.012. [PMID: 25752738]
  • Masatoki Sato, Masaki Ito, Shigeo Suzuki, Hiroko Sakuma, Aya Takeyama, Shinichi Oda, Masahiro Watanabe, Koichi Hashimoto, Kyohei Miyazaki, Yukihiko Kawasaki, Mitsuaki Hosoya. Influenza viral load and peramivir kinetics after single administration and proposal of regimens for peramivir administration against resistant variants. Antimicrobial agents and chemotherapy. 2015 Mar; 59(3):1643-9. doi: 10.1128/aac.04263-14. [PMID: 25547357]
  • Dan Zhang, Aihua Du, Lina Zhang, Jingyi Ma, Lingjie Meng, Ming Deng, Juan Xu, Huichen Liu. Pharmacokinetics of peramivir after single intravenous doses in healthy Chinese subjects. Xenobiotica; the fate of foreign compounds in biological systems. 2015 Mar; 45(3):239-43. doi: 10.3109/00498254.2014.960907. [PMID: 25231091]
  • Zhan-Zhang Wang, Ming Zhang, De-Wei Shang, Xiao-Jia Ni, Jin-Qing Hu, Chang Qiu, Yu-Guan Wen. A rapid LC-MS/MS quantification of peramivir using a simple and inexpensive sample precipitation: application to PK. Bioanalysis. 2015; 7(3):319-32. doi: 10.4155/bio.14.248. [PMID: 25697190]
  • Hideyuki Ikematsu, Naoki Kawai, Norio Iwaki, Seizaburo Kashiwagi. In vitro neuraminidase inhibitory activity of four neuraminidase inhibitors against clinical isolates of influenza virus in the Japanese 2012-2013 season. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2015 Jan; 21(1):39-42. doi: 10.1016/j.jiac.2014.08.030. [PMID: 25277670]
  • Rui-Yuan Cao, Jun-Hai Xiao, Bin Cao, Song Li, Yohichi Kumaki, Wu Zhong. Inhibition of novel reassortant avian influenza H7N9 virus infection in vitro with three antiviral drugs, oseltamivir, peramivir and favipiravir. Antiviral chemistry & chemotherapy. 2014 Dec; 23(6):237-40. doi: 10.3851/imp2672. [PMID: 23948557]
  • Michael L Bentley, Alan S Hollistera, Amanda C Hansenb, Jean A Smith, James S Cain. Peramivir pharmacokinetics in a patient receiving continuous veno-venous hemodiafiltration during the 2009 H1N1 influenza A pandemic. International journal of clinical pharmacology and therapeutics. 2014 Dec; 52(12):1105-11. doi: 10.5414/cp202161. [PMID: 25345428]
  • Yasushi Itoh, Reiko Yoshida, Shintaro Shichinohe, Megumi Higuchi, Hirohito Ishigaki, Misako Nakayama, Van Loi Pham, Hideaki Ishida, Mitsutaka Kitano, Masahiko Arikata, Naoko Kitagawa, Yachiyo Mitsuishi, Kazumasa Ogasawara, Hideaki Tsuchiya, Takahiro Hiono, Masatoshi Okamatsu, Yoshihiro Sakoda, Hiroshi Kida, Mutsumi Ito, Le Quynh Mai, Yoshihiro Kawaoka, Hiroko Miyamoto, Mari Ishijima, Manabu Igarashi, Yasuhiko Suzuki, Ayato Takada. Protective efficacy of passive immunization with monoclonal antibodies in animal models of H5N1 highly pathogenic avian influenza virus infection. PLoS pathogens. 2014 Jun; 10(6):e1004192. doi: 10.1371/journal.ppat.1004192. [PMID: 24945244]
  • Sehee Park, Jin Il Kim, Ilseob Lee, Sangmoo Lee, Min-Woong Hwang, Joon-Yong Bae, Jun Heo, Donghwan Kim, Seok-Il Jang, Hyejin Kim, Hee Jin Cheong, Jin-Won Song, Ki-Joon Song, Luck Ju Baek, Man-Seong Park. Combination effects of peramivir and favipiravir against oseltamivir-resistant 2009 pandemic influenza A(H1N1) infection in mice. PloS one. 2014; 9(7):e101325. doi: 10.1371/journal.pone.0101325. [PMID: 24992479]
  • Xin Li, Ying Li, Juan Wang, Lili Wang, Wu Zhong, Jinxiu Ruan, Zhenqing Zhang. Quantification of peramivir in dog plasma by liquid chromatography/tandem mass spectrometry employing precolumn derivatization. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Jan; 944(?):1-5. doi: 10.1016/j.jchromb.2013.10.027. [PMID: 24280376]
  • K Sleeman, V P Mishin, Z Guo, R J Garten, A Balish, A M Fry, J Villanueva, J Stevens, L V Gubareva. Antiviral susceptibility of variant influenza A(H3N2)v viruses isolated in the United States from 2011 to 2013. Antimicrobial agents and chemotherapy. 2014; 58(4):2045-51. doi: 10.1128/aac.02556-13. [PMID: 24449767]
  • Daisuke Tamura, Ha T Nguyen, Katrina Sleeman, Marnie Levine, Vasiliy P Mishin, Hua Yang, Zhu Guo, Margaret Okomo-Adhiambo, Xiyan Xu, James Stevens, Larisa V Gubareva. Cell culture-selected substitutions in influenza A(H3N2) neuraminidase affect drug susceptibility assessment. Antimicrobial agents and chemotherapy. 2013 Dec; 57(12):6141-6. doi: 10.1128/aac.01364-13. [PMID: 24080660]
  • Jennifer L McKimm-Breschkin, Janelle Williams, Susan Barrett, Kim Jachno, Mandy McDonald, Peter G Mohr, Takehiko Saito, Masato Tashiro. Reduced susceptibility to all neuraminidase inhibitors of influenza H1N1 viruses with haemagglutinin mutations and mutations in non-conserved residues of the neuraminidase. The Journal of antimicrobial chemotherapy. 2013 Oct; 68(10):2210-21. doi: 10.1093/jac/dkt205. [PMID: 23759505]
  • H-L Yen, J L McKimm-Breschkin, K-T Choy, D D Y Wong, P P H Cheung, J Zhou, I H Ng, H Zhu, R J Webby, Y Guan, R G Webster, J S M Peiris. Resistance to neuraminidase inhibitors conferred by an R292K mutation in a human influenza virus H7N9 isolate can be masked by a mixed R/K viral population. mBio. 2013 Jul; 4(4):. doi: 10.1128/mbio.00396-13. [PMID: 23860768]
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  • Hideyuki Ikematsu, Naoki Kawai, Seizaburo Kashiwagi. In vitro neuraminidase inhibitory activities of four neuraminidase inhibitors against influenza viruses isolated in the 2010-2011 season in Japan. Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy. 2012 Aug; 18(4):529-33. doi: 10.1007/s10156-012-0377-8. [PMID: 22370919]
  • Norio Sugaya, Shigeru Kohno, Toru Ishibashi, Toshihiro Wajima, Takao Takahashi. Efficacy, safety, and pharmacokinetics of intravenous peramivir in children with 2009 pandemic H1N1 influenza A virus infection. Antimicrobial agents and chemotherapy. 2012 Jan; 56(1):369-77. doi: 10.1128/aac.00132-11. [PMID: 22024821]
  • Marc H Scheetz, Milena M Griffith, Cybele Ghossein, Alan S Hollister, Michael G Ison. Pharmacokinetic assessment of peramivir in a hospitalized adult undergoing continuous venovenous hemofiltration. The Annals of pharmacotherapy. 2011 Dec; 45(12):e64. doi: 10.1345/aph.1q437. [PMID: 22116989]
  • Zhiwei Yang, Yingkun Nie, Gang Yang, Yuangang Zu, Yujie Fu, Lijun Zhou. Synergistic effects in the designs of neuraminidase ligands: analysis from docking and molecular dynamics studies. Journal of theoretical biology. 2010 Dec; 267(3):363-74. doi: 10.1016/j.jtbi.2010.08.029. [PMID: 20831875]
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