Dantrolene (BioDeep_00000002712)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

化学式: C14H10N4O5 (314.065117)
中文名称: 丹曲林, 旦著能
谱图信息: 最多检出来源 Homo sapiens(blood) 1.65%

分子结构信息

SMILES: C1C(=O)NC(=O)N1N=CC2=CC=C(O2)C3=CC=C(C=C3)[N+](=O)[O-]
InChI: InChI=1S/C14H10N4O5/c19-13-8-17(14(20)16-13)15-7-11-5-6-12(23-11)9-1-3-10(4-2-9)18(21)22/h1-7H,8H2,(H,16,19,20)

描述信息

Dantrolene is only found in individuals that have used or taken this drug.Chemically, dantrolene is a hydantoin derivative, but does not exhibit antiepileptic activity like other hydantoin derivates such as phenytoin.Dantrolene depresses excitation-contraction coupling in skeletal muscle by binding to the ryanodine receptor 1, and decreasing intracellular calcium concentration. Ryanodine receptors mediate the release of calcium from the sarcoplasmic reticulum, an essential step in muscle contraction.
M - Musculo-skeletal system > M03 - Muscle relaxants > M03C - Muscle relaxants, directly acting agents > M03CA - Dantrolene and derivatives
D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents
C78281 - Agent Affecting Musculoskeletal System > C29696 - Muscle Relaxant
D002491 - Central Nervous System Agents

同义名列表

7 个代谢物同义名

1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione; 1-((5-(p-Nitrophenyl)furfurylidene)amino)hydantoin; Dantrolenum; Dantrium; Dantrolenum; sodium, dantrolene; Dantrolenum; dantrolene; Dantroleno



数据库引用编号

21 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)

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。



文献列表

  • Kafa Walweel, Nicole Beard, Dirk F van Helden, Derek R Laver. Dantrolene inhibition of ryanodine channels (RyR2) in artificial lipid bilayers depends on FKBP12.6. The Journal of general physiology. 2023 08; 155(8):. doi: 10.1085/jgp.202213277. [PMID: 37279522]
  • Tomohito Mizuno, Riku Takahashi, Takahiro Kamiyama, Atsushi Suzuki, Masashi Suzuki. Neuroleptic Malignant Syndrome with Adrenal Insufficiency After BNT162b2 COVID-19 Vaccination in a Man Taking Valproate: A Case Report. The American journal of case reports. 2022 May; 23(?):e936217. doi: 10.12659/ajcr.936217. [PMID: 35514081]
  • Damien Abreu, Stephen I Stone, Toni S Pearson, Robert C Bucelli, Ashley N Simpson, Stacy Hurst, Cris M Brown, Kelly Kries, Chinyere Onwumere, Hongjie Gu, James Hoekel, Lawrence Tychsen, Gregory P Van Stavern, Neil H White, Bess A Marshall, Tamara Hershey, Fumihiko Urano. A phase Ib/IIa clinical trial of dantrolene sodium in patients with Wolfram syndrome. JCI insight. 2021 08; 6(15):. doi: 10.1172/jci.insight.145188. [PMID: 34185708]
  • Mohammed Salem Rizk, Maha Sultan, Dalia Mohamed, Rehab MoussaTony. Simultaneous determination of dantrolene and paracetamol in human plasma by liquid chromatography tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2021 Aug; 1179(?):122816. doi: 10.1016/j.jchromb.2021.122816. [PMID: 34329892]
  • Beatriz Prieto-Moure, Dolores Cejalvo-Lapeña, Mariola Belda-Antolí, Carolina Padrón-Sanz, José Miguel Lloris-Cejalvo, José Miguel Lloris-Carsí. Combination Therapy of Allopurinol and Dantrolene and Its Role In The Prevention of Experimental Ischemia Reperfusion Injury Of The Small Intestine. Journal of investigative surgery : the official journal of the Academy of Surgical Research. 2021 Jul; 34(7):800-807. doi: 10.1080/08941939.2019.1696904. [PMID: 31906750]
  • BaRun Kim, Renato Molina, Gabrielle Jensen, Damon Poburko. A differentiated Ca2+ signalling phenotype has minimal impact on myocardin expression in an automated differentiation assay using A7r5 cells. Cell calcium. 2021 06; 96(?):102369. doi: 10.1016/j.ceca.2021.102369. [PMID: 33677175]
  • Natsumi Miyazaki, Takayuki Kobayashi, Takako Komiya, Toshio Okada, Yusuke Ishida, Hidekimi Fukui, Yukihiko Ogihara, Hiroyuki Uchino. Postoperative malignant hyperthermia confirmed by calcium-induced calcium release rate after breast cancer surgery, in which prompt recognition and immediate dantrolene administration were life-saving: a case report. Journal of medical case reports. 2021 Apr; 15(1):201. doi: 10.1186/s13256-021-02681-0. [PMID: 33863374]
  • H Wei, G Liang, R M Vera. Dantrolene repurposed to treat sepsis or septic shock and COVID-19 patients. European review for medical and pharmacological sciences. 2021 04; 25(7):3136-3144. doi: 10.26355/eurrev_202104_25569. [PMID: 33877683]
  • Nobutaka Chiba, Masakazu Matsuzaki, Takayuki Mawatari, Minori Mizuochi, Atsushi Sakurai, Kosaku Kinoshita. Beneficial effects of dantrolene in the treatment of rhabdomyolysis as a potential late complication associated with COVID-19: a case report. European journal of medical research. 2021 Feb; 26(1):18. doi: 10.1186/s40001-021-00489-8. [PMID: 33557936]
  • Sherin Zakaria, Abeer Ansary, Nabil M Abdel-Hamid, Mamdouh M El-Shishtawy. Dantrolene Potentiates the Antineoplastic Effect of Sorafenib in Hepatocellular Carcinoma via Targeting Ca+2/PI3K Signaling Pathway. Current molecular pharmacology. 2021; 14(5):900-913. doi: 10.2174/1874467214666210126110627. [PMID: 33573585]
  • Kennedy Aldrich, Deborah Velez-Irizarry, Clara Fenger, Melissa Schott, Stephanie J Valberg. Pathways of calcium regulation, electron transport, and mitochondrial protein translation are molecular signatures of susceptibility to recurrent exertional rhabdomyolysis in Thoroughbred racehorses. PloS one. 2021; 16(2):e0244556. doi: 10.1371/journal.pone.0244556. [PMID: 33566847]
  • Narjes Saheb Sharif-Askari, Fatemeh Saheb Sharif-Askari, Bushra Mdkhana, Saba Al Heialy, Elaref Ratemi, Malak Alghamdi, Salah Abusnana, Tarek Kashour, Qutayba Hamid, Rabih Halwani. Effect of common medications on the expression of SARS-CoV-2 entry receptors in liver tissue. Archives of toxicology. 2020 12; 94(12):4037-4041. doi: 10.1007/s00204-020-02869-1. [PMID: 32808185]
  • Monica Aleman, Rui Zhang, Wei Feng, Lihong Qi, Jose R Lopez, Chelsea Crowe, Yao Dong, Genady Cherednichenko, Isaac N Pessah. Dietary Caffeine Synergizes Adverse Peripheral and Central Responses to Anesthesia in Malignant Hyperthermia Susceptible Mice. Molecular pharmacology. 2020 10; 98(4):351-363. doi: 10.1124/mol.120.119412. [PMID: 32764093]
  • B Jiang, S Liang, G Liang, H Wei. Could dantrolene be explored as a repurposed drug to treat COVID-19 patients by restoring intracellular calcium homeostasis?. European review for medical and pharmacological sciences. 2020 10; 24(19):10228-10238. doi: 10.26355/eurrev_202010_23247. [PMID: 33090434]
  • Ru Jia, Shingo Oda, Tsuyoshi Yokoi. Pharmacological evidence for the involvement of ryanodine receptors in halothane-induced liver injury in mice. Toxicology. 2020 10; 443(?):152560. doi: 10.1016/j.tox.2020.152560. [PMID: 32795494]
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  • Jintao Wang, Yun Shi, Shuchun Yu, Yan Wang, Qingcheng Meng, Ge Liang, Maryellen F Eckenhoff, Huafeng Wei. Intranasal administration of dantrolene increased brain concentration and duration. PloS one. 2020; 15(3):e0229156. doi: 10.1371/journal.pone.0229156. [PMID: 32160210]
  • Yun Shi, Lei Zhang, Xue Gao, Jing Zhang, Matan Ben Abou, Ge Liang, Qingcheng Meng, Adrian Hepner, Maryellen F Eckenhoff, Huafeng Wei. Intranasal Dantrolene as a Disease-Modifying Drug in Alzheimer 5XFAD Mice. Journal of Alzheimer's disease : JAD. 2020; 76(4):1375-1389. doi: 10.3233/jad-200227. [PMID: 32623395]
  • Peng Zhao, Xiu-Min Liu, Qian-Chuang Sun, Yun-Feng Cui. Overactivation of the sodium-calcium exchanger and transient receptor potential in anesthesia-induced malignant hyperthermia. IUBMB life. 2019 12; 71(12):2048-2054. doi: 10.1002/iub.2138. [PMID: 31381266]
  • Ibrahim Keles, Mehmet Fatih Bozkurt, Erdogan Aglamis, Abdurrahman Fatih Fidan, Cavit Ceylan, Mustafa Karalar, Soner Coban, Baris Denk, Mehmet Emin Buyukokuroglu. Protective effects of dantrolene and methylprednisolone against spinal cord injury-induced early oxidative damage in rabbit bladder: A comparative experimental study. Advances in clinical and experimental medicine : official organ Wroclaw Medical University. 2019 Dec; 28(12):1697-1704. doi: 10.17219/acem/110326. [PMID: 31851793]
  • Ruixue Liu, Yu Chen, Shen Zhao, Min Zhao, Chunjie Zhao, Miao Wang. Determination and tissue distribution studies of dantrolene sodium with hydroxypropyl-β-cyclodextrin in rat tissue by HPLC/MS/MS. Biomedical chromatography : BMC. 2019 Oct; 33(10):e4616. doi: 10.1002/bmc.4616. [PMID: 31166607]
  • Yan Zhang, Ronghua Zhou. Almost-certain malignant hyperthermia during cardiopulmonary bypass: a case report and literature review. Perfusion. 2019 09; 34(6):490-494. doi: 10.1177/0267659119833230. [PMID: 30843472]
  • Michael T Kuntz, Amanda D Saab. Presumed Malignant Hyperthermia Treated During Cardiopulmonary Bypass in a Pediatric Patient Undergoing Aortic Valve Replacement: A Case Report. A&A practice. 2019 Apr; 12(7):246-248. doi: 10.1213/xaa.0000000000000902. [PMID: 30299295]
  • Saki Manabe, Hidetaka Yanagi, Hideki Ozawa, Atsushi Takagi. Neuroleptic malignant syndrome as part of an akinetic crisis associated with sepsis in a patient with Lewy body disease. BMJ case reports. 2019 Feb; 12(2):. doi: 10.1136/bcr-2018-227216. [PMID: 30824461]
  • Marwa Aa Ragab, Mohamed A Korany, Shereen M Galal, Aya R Ahmed. Voltammetric analysis of dantrolene and its active metabolite with indomethacin in rat plasma. Bioanalysis. 2019 Jan; 11(2):73-84. doi: 10.4155/bio-2018-0165. [PMID: 30539646]
  • Kathleen A Trychta, Susanne Bäck, Mark J Henderson, Brandon K Harvey. KDEL Receptors Are Differentially Regulated to Maintain the ER Proteome under Calcium Deficiency. Cell reports. 2018 11; 25(7):1829-1840.e6. doi: 10.1016/j.celrep.2018.10.055. [PMID: 30428351]
  • Anthony L Ashley. TREATMENT OF SUSPECTED EXERTIONAL MYOPATHY USING DANTROLENE IN A COYOTE ( CANIS LATRANS). Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians. 2018 Jun; 49(2):508-510. doi: 10.1638/2017-0225.1. [PMID: 29900791]
  • D Helf, D Schneiderbanger, C K Markus, S Johannsen, F Schuster. [Abortive course of malignant hyperthermia following preclinical induction of general anesthesia using succinylcholine]. Der Anaesthesist. 2018 04; 67(4):275-279. doi: 10.1007/s00101-018-0419-4. [PMID: 29480319]
  • Gregory D Bowden, Kirkwood M Land, Roberta M O'Connor, Heather M Fritz. High-throughput screen of drug repurposing library identifies inhibitors of Sarcocystis neurona growth. International journal for parasitology. Drugs and drug resistance. 2018 04; 8(1):137-144. doi: 10.1016/j.ijpddr.2018.02.002. [PMID: 29547840]
  • Hongfu Lu, Ting Yang, Zhongmiao Xu, Xichen Lin, Qian Ding, Yueting Zhang, Xin Cai, Kelly Dong, Sophie Gong, Wei Zhang, Metul Patel, Royston C B Copley, Jianing Xiang, Xiaoming Guan, Paul Wren, Feng Ren. Discovery of Novel 1-Cyclopentenyl-3-phenylureas as Selective, Brain Penetrant, and Orally Bioavailable CXCR2 Antagonists. Journal of medicinal chemistry. 2018 03; 61(6):2518-2532. doi: 10.1021/acs.jmedchem.7b01854. [PMID: 29406702]
  • Atsushi Kambayashi, Jennifer B Dressman. Forecasting gastrointestinal precipitation and oral pharmacokinetics of dantrolene in dogs using an in vitro precipitation testing coupled with in silico modeling and simulation. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2017 Oct; 119(?):107-113. doi: 10.1016/j.ejpb.2017.06.012. [PMID: 28619610]
  • Birgitta C Burckhardt, Maja Henjakovic, Yohannes Hagos, Gerhard Burckhardt. Differential Interaction of Dantrolene, Glafenine, Nalidixic Acid, and Prazosin with Human Organic Anion Transporters 1 and 3. The Journal of pharmacology and experimental therapeutics. 2017 09; 362(3):450-458. doi: 10.1124/jpet.117.241406. [PMID: 28630284]
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  • Lygia M Malvestio, Mara Rúbia N Celes, Linda A Jelicks, Herbert B Tanowitz, Cibele M Prado. Dantrolene improves in vitro structural changes induced by serum from Trypanosoma cruzi-infected mice. Parasitology research. 2017 Jan; 116(1):429-433. doi: 10.1007/s00436-016-5281-1. [PMID: 27730362]
  • Birgitta C Burckhardt, Maja Henjakovic, Yohannes Hagos, Gerhard Burckhardt. Counter-flow suggests transport of dantrolene and 5-OH dantrolene by the organic anion transporters 2 (OAT2) and 3 (OAT3). Pflugers Archiv : European journal of physiology. 2016 11; 468(11-12):1909-1918. doi: 10.1007/s00424-016-1894-6. [PMID: 27812757]
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  • Ye Win Oo, Nieves Gomez-Hurtado, Kafa Walweel, Dirk F van Helden, Mohammad S Imtiaz, Bjorn C Knollmann, Derek R Laver. Essential Role of Calmodulin in RyR Inhibition by Dantrolene. Molecular pharmacology. 2015 Jul; 88(1):57-63. doi: 10.1124/mol.115.097691. [PMID: 25920678]
  • Erica C McKenzie, Stefano Di Concetto, Mark E Payton, Ronald E Mandsager, Matevz Arko. Effect of dantrolene premedication on various cardiovascular and biochemical variables and the recovery in healthy isoflurane-anesthetized horses. American journal of veterinary research. 2015 Apr; 76(4):293-301. doi: 10.2460/ajvr.76.4.293. [PMID: 25815570]
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