Trimethadione (BioDeep_00000033223)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


trimethyl-1,3-oxazolidine-2,4-dione

化学式: C6H9NO3 (143.0582404)
中文名称: 3,5,5,-三甲基恶唑烷-2,4-二酮, 甲氧苄啶
谱图信息: 最多检出来源 Homo sapiens(blood) 41.37%

分子结构信息

SMILES: CC1(C(=O)N(C(=O)O1)C)C
InChI: InChI=1S/C6H9NO3/c1-6(2)4(8)7(3)5(9)10-6/h1-3H3

描述信息

Trimethadione is only found in individuals that have used or taken this drug. It is an anticonvulsant effective in absence seizures, but generally reserved for refractory cases because of its toxicity. (From AMA Drug Evaluations Annual, 1994, p378)Trimethadione reduces T-type calcium currents in thalamic neurons, including thalamic relay neurons. It does so via the inhibition of voltage dependent T-type calcium channels. This raises the threshold for repetitive activity in the thalamus, and inhibits corticothalamic transmission. Thus, the abnormal thalamocortical rhythmicity, which is thought to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram(EEG) with absence seizures, is dampened.
N - Nervous system > N03 - Antiepileptics > N03A - Antiepileptics > N03AC - Oxazolidine derivatives
C78272 - Agent Affecting Nervous System > C264 - Anticonvulsant Agent
D002491 - Central Nervous System Agents > D000927 - Anticonvulsants

同义名列表

10 个代谢物同义名

trimethyl-1,3-oxazolidine-2,4-dione; Abbott brand OF trimethadione; Trimethadione; Trimethdione; Trimetadione; Trimethadion; Troxidone; Tridione; Trimetin; Trimethadione



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

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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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BioCyc(0)

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Plant Reactome(0)

INOH(0)

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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

  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Koichi Hamano, Aiji Noda, Eri Ibuki, Nobuo Ashizawa, Shunsuke Inamoto, Junko Izumi, Jun Usami, Hiroaki Nakagawa, Yoshinori Wakita, Masato Maekawa. Oral Litholysis in Patients with Chronic Calcific Pancreatitis Unresponsive to or Ineligible for Extracorporeal Shock Wave Lithotripsy and Endoscopic Therapy. Digestion. 2019; 100(1):55-63. doi: 10.1159/000495608. [PMID: 30605901]
  • Terence R S Ozolinš, Andrea D Weston, Anthony Perretta, Jason J Thomson, Nigel A Brown. Dimethadione embryotoxicity in the rat is neither correlated with maternal systemic drug concentrations nor embryonic tissue levels. Toxicology and applied pharmacology. 2015 Nov; 289(1):89-97. doi: 10.1016/j.taap.2015.09.005. [PMID: 26375719]
  • Valentina Pastore, Cristina Wasowski, Josefina Higgs, Irene C Mangialavori, Luis E Bruno-Blanch, Mariel Marder. A synthetic bioisoster of trimethadione and phenytoin elicits anticonvulsant effect, protects the brain oxidative damage produced by seizures and exerts antidepressant action in mice. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2014 Aug; 24(8):1405-14. doi: 10.1016/j.euroneuro.2014.04.005. [PMID: 24846538]
  • Jee Young Kim, Kee Duk Park, David P Richman. Treatment of myasthenia gravis based on its immunopathogenesis. Journal of clinical neurology (Seoul, Korea). 2011 Dec; 7(4):173-83. doi: 10.3988/jcn.2011.7.4.173. [PMID: 22259613]
  • Stefan Weigt, Nicole Huebler, Ruben Strecker, Thomas Braunbeck, Thomas H Broschard. Zebrafish (Danio rerio) embryos as a model for testing proteratogens. Toxicology. 2011 Mar; 281(1-3):25-36. doi: 10.1016/j.tox.2011.01.004. [PMID: 21237239]
  • Anne-Laure Dinel, Caroline André, Agnès Aubert, Guillaume Ferreira, Sophie Layé, Nathalie Castanon. Cognitive and emotional alterations are related to hippocampal inflammation in a mouse model of metabolic syndrome. PloS one. 2011; 6(9):e24325. doi: 10.1371/journal.pone.0024325. [PMID: 21949705]
  • Koichi Hasegawa, Satsuki Miwa, Kaname Tsutsumiuchi, Johji Miwa. Allyl isothiocyanate that induces GST and UGT expression confers oxidative stress resistance on C. elegans, as demonstrated by nematode biosensor. PloS one. 2010 Feb; 5(2):e9267. doi: 10.1371/journal.pone.0009267. [PMID: 20174640]
  • James J Collins, Kimberley Evason, Kerry Kornfeld. Pharmacology of delayed aging and extended lifespan of Caenorhabditis elegans. Experimental gerontology. 2006 Oct; 41(10):1032-9. doi: 10.1016/j.exger.2006.06.038. [PMID: 16872777]
  • Faranak Azarbayjani, Bengt R Danielsson. Embryonic arrhythmia by inhibition of HERG channels: a common hypoxia-related teratogenic mechanism for antiepileptic drugs?. Epilepsia. 2002 May; 43(5):457-68. doi: 10.1046/j.1528-1157.2002.28999.x. [PMID: 12027905]
  • M M Ghoneim, P Y Khashaba, A M Beltagi. Determination of trimetazidine HCl by adsorptive stripping square-wave voltammetry at a glassy carbon electrode. Journal of pharmaceutical and biomedical analysis. 2002 Jan; 27(1-2):235-41. doi: 10.1016/s0731-7085(01)00525-8. [PMID: 11682231]
  • H Nakamura, E Tanaka, M Kaneko, M Iwakawa, T Hori, K Ikebukuro, T Amagai, H Ohkawa. The clinical importance of the trimethadione tolerance test as a method for quantitative assessment of hepatic functional reserve in patients with biliary atresia. Journal of clinical pharmacy and therapeutics. 2001 Dec; 26(6):417-24. doi: 10.1046/j.1365-2710.2001.00370.x. [PMID: 11722678]
  • Y Nishimura, N Kurata, M Iwase, H Li, H Yasuhara. The effects of organic solvents on trimethadione n-demethylation in rats. Research communications in molecular pathology and pharmacology. 1999; 104(2):229-39. doi: . [PMID: 10634315]
  • E Tanaka, A Ishikawa, T Horie. In vivo and in vitro trimethadione oxidation activity of the liver from various animal species including mouse, hamster, rat, rabbit, dog, monkey and human. Human & experimental toxicology. 1999 Jan; 18(1):12-6. doi: 10.1177/096032719901800102. [PMID: 10025363]
  • E Tanaka, T Taniguchi, Y Sawa, S Ohmori, M Kitada, T Horie. Trimethadione metabolism and microsomal monooxygenases in untreated and phenobarbital-treated rhesus monkeys. Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology. 1998 Aug; 120(2):317-20. doi: 10.1016/s0742-8413(98)10065-8. [PMID: 9827046]
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  • M Abei, E Tanaka, N Tanaka, Y Matsuzaki, T Ikegami, A Ishikawa, T Osuga. Clinical significance of the trimethadione tolerance test in chronic hepatitis: a useful indicator of hepatic drug metabolizing capacity. Journal of gastroenterology. 1995 Aug; 30(4):478-84. doi: 10.1007/bf02347564. [PMID: 7550858]
  • Y Nishimura, N Kurata, S Kobayashi, E Uchida, H Yasuhara. The effects of inhibitors and substrates of different types of cytochrome P450 isozymes on serum dimethadione/trimethadione ratio in rats in vivo. Research communications in molecular pathology and pharmacology. 1995 Feb; 87(2):145-54. doi: NULL. [PMID: 7749652]
  • E Tanaka, A Ishikawa, S Misawa. Changes in caffeine, lidocaine and trimethadione metabolism in carbon tetrachloride-intoxicated rats as assessed by a 'cocktail' study. Pharmacology & toxicology. 1994 Sep; 75(3-4):150-3. doi: 10.1111/j.1600-0773.1994.tb00338.x. [PMID: 7800655]
  • A Noda, M Okuyama, H Murayama, K Takeuchi, T Yokota, T Kobayashi, T Takayama. Dissolution of pancreatic stones by oral trimethadione in patients with chronic calcific pancreatitis. Journal of gastroenterology and hepatology. 1994 Sep; 9(5):478-85. doi: 10.1111/j.1440-1746.1994.tb01278.x. [PMID: 7827299]
  • E Tanaka, Z Daling, K Abe, T Nakamura, T Horie. Dual effects of a novel thienodiazepine platelet-activating factor antagonist, on drug-oxidizing enzymes in beagle dog. Xenobiotica; the fate of foreign compounds in biological systems. 1994 Apr; 24(4):293-300. doi: 10.3109/00498259409045893. [PMID: 8059533]
  • Z Daling, E Tanaka, T Nakamura, T Horie. Effect of E-5110, a novel non-steroidal anti-inflammatory drug, on trimethadione metabolism as an indicator of hepatic drug-oxidizing capacity in beagle dog. Xenobiotica; the fate of foreign compounds in biological systems. 1994 Mar; 24(3):215-20. doi: 10.3109/00498259409043233. [PMID: 8009884]
  • A Ishikawa, K Fukao, K Tsuji, A Osada, Y Yamamoto, M Ohtsuka, E Tanaka. Trimethadione tolerance tests for the assessment of feasible size of hepatic resection in patients with hepatocellular carcinoma. Journal of gastroenterology and hepatology. 1993 Sep; 8(5):426-32. doi: 10.1111/j.1440-1746.1993.tb01542.x. [PMID: 8218989]
  • E Tanaka, A Ishikawa, S Kobayashi, H Yasuhara, S Misawa, Y Kuroiwa. Trimethadione metabolism as a probe drug to estimate hepatic oxidizing capacity in rats. Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology. 1993 Feb; 104(2):205-7. doi: 10.1016/0742-8413(93)90025-g. [PMID: 8098675]
  • E Tanaka, A Ishikawa, Y Yamamoto, A Osada, K Tsuji, K Fukao, Y Iwasaki. Comparison of hepatic drug-oxidizing activity after simultaneous administration of two probe drugs, caffeine and trimethadione, to human subjects. Pharmacology & toxicology. 1993 Jan; 72(1):31-3. doi: 10.1111/j.1600-0773.1993.tb01335.x. [PMID: 8441739]
  • E Tanaka, S Misawa. Improved method for the determination of trimethadione and its demethylated metabolite, dimethadione, in human serum by gas chromatography. Journal of chromatography. 1992 Dec; 584(2):267-9. doi: 10.1016/0378-4347(92)80585-e. [PMID: 1484112]
  • E Tanaka, A Ishikawa, Y Yamamoto, E Uchida, S Kobayashi, H Yasuhara, S Misawa. A simplified approach for evaluation of hepatic drug-oxidizing activity with a simultaneous determination of caffeine and trimethadione and their demethylated metabolites in rats with a selective cytochrome P-450 inducer. Biopharmaceutics & drug disposition. 1992 May; 13(4):263-72. doi: 10.1002/bdd.2510130405. [PMID: 1600112]
  • B A Diwan, R W Nims, J R Henneman, J M Ward, R A Lubet, J M Rice. Effects of the oxazolidinedione anticonvulsants trimethadione and dimethadione and the barbiturate homolog 5,5-dimethylbarbituric acid on N-nitrosodiethylamine-initiated renal and hepatic carcinogenesis in the F344/NCr rat. Archives of toxicology. 1992; 66(6):413-22. doi: 10.1007/bf02035132. [PMID: 1444806]
  • K Ohashi, K Sakamoto, T Sudo, T Tateishi, K Harada, A Fujimura, A Ebihara, E Tanaka. The effect of diltiazem on hepatic drug oxidation assessed by antipyrine and trimethadione. Journal of clinical pharmacology. 1991 Dec; 31(12):1132-6. doi: 10.1002/j.1552-4604.1991.tb03685.x. [PMID: 1761736]
  • E Tanaka, A Ishikawa, K Fukao, K Tsuji, A Osada, Y Yamamoto, S Adachi, Y Takase, M Abei, Y Iwasaki. Trimethadione tolerance test for one-point estimation of the severity of liver damage in cirrhotic patients. International journal of clinical pharmacology, therapy, and toxicology. 1991 Aug; 29(8):333-6. doi: NULL. [PMID: 1743808]
  • A Ishikawa, K Fukao, E Tanaka, K Tsuji, A Osada, Y Yamamoto, T Kiyosawa, Y Iwasaki. Trimethadione tolerance test for the quantitative assessment of liver function in rats. Journal of gastroenterology and hepatology. 1991 Jul; 6(4):363-7. doi: 10.1111/j.1440-1746.1991.tb00872.x. [PMID: 1912445]
  • H Sakai, S Kobayashi, K Hamada, S Iida, H Akita, E Tanaka, E Uchida, H Yasuhara. The effects of diltiazem on hepatic drug metabolizing enzymes in man using antipyrine, trimethadione and debrisoquine as model substrates. British journal of clinical pharmacology. 1991 Mar; 31(3):353-5. doi: 10.1111/j.1365-2125.1991.tb05543.x. [PMID: 2054276]
  • A Noda, I Okumura, E Ibuki, S Hotta, K Nomoto, E Miyamoto, K Takeuchi, T Watanabe. Effect of dimethadione derived from repeated oral administration of trimethadione on pancreatic secretion in dogs. Gastroenterologia Japonica. 1990 Oct; 25(5):613-8. doi: 10.1007/bf02779362. [PMID: 2227252]
  • A Noda, I Okumura, H Kato, E Ibuki, M Tamada, T Watanabe. Pancreatic excretion of dimethadione and trimethadione by repeated oral administration of trimethadione in dogs. Digestion. 1990; 46(1):19-26. doi: 10.1159/000200274. [PMID: 2210093]
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  • E Tanaka, A Ishikawa, Y Yamamoto, K Fukao, Y Iwasaki, S Misawa. The metabolism and excretion of trimethadione in patients with percutaneous transhepatic biliary drainage and renal dysfunction. Journal of pharmacobio-dynamics. 1989 Mar; 12(3):145-8. doi: 10.1248/bpb1978.12.145. [PMID: 2760794]
  • E Tanaka, A Ishikawa, S Misawa, Y Kuroiwa. Sex-related differences in hepatic drug-oxidizing capacity of streptozotocin-induced diabetic rats. Journal of pharmacobio-dynamics. 1988 Jun; 11(6):416-23. doi: 10.1248/bpb1978.11.416. [PMID: 3050023]
  • E Tanaka, N Kurata, M Kohno, T Yoshida, Y Kuroiwa. Induction of cytochrome P-450 and related drug-oxidizing activities in muscone (3-methylcyclopentadecanone)-treated rats. Biochemical pharmacology. 1987 Dec; 36(24):4263-7. doi: 10.1016/0006-2952(87)90668-x. [PMID: 3689452]
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  • A Noda, T Shibata, Y Ogawa, T Hayakawa, S Kameya, E Hiramatsu, T Watanabe, Y Horiguchi. Dissolution of pancreatic stones by oral trimethadione in a dog experimental model. Gastroenterology. 1987 Nov; 93(5):1002-8. doi: 10.1016/0016-5085(87)90562-2. [PMID: 3653627]
  • E Tanaka, A Ishikawa, A Ono, T Okamura, S Misawa. Trimethadione metabolism in patients with normal liver and in patients with chronic liver disease. Journal of pharmacobio-dynamics. 1987 Sep; 10(9):499-502. doi: 10.1248/bpb1978.10.499. [PMID: 2830397]
  • E Tanaka, A Ishikawa, A Ono, T Okamura, S Misawa. Age-related changes in trimethadione oxidizing capacity. British journal of clinical pharmacology. 1987 Mar; 23(3):355-7. doi: 10.1111/j.1365-2125.1987.tb03058.x. [PMID: 3567052]
  • A Ishikawa, E Tanaka, K Tsuji, K Fukao, S Misawa, Y Iwasaki. [Measurement of microsomal function in hepatectomized rat]. Nihon Geka Gakkai zasshi. 1987 Mar; 88(3):303-7. doi: NULL. [PMID: 3600583]
  • E Tanaka, S Misawa. Simultaneous determination of serum trimethadione and its metabolite by gas chromatography. Journal of chromatography. 1987 Jan; 413(?):376-8. doi: 10.1016/0378-4347(87)80257-8. [PMID: 3558693]
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  • E Tanaka, A Ishikawa, A Ono, A Takada, T Okamura, S Misawa. Hepatic trimethadione-oxidizing capacity remains normal in patients with extrahepatic cholelithiasis. Journal of pharmacobio-dynamics. 1986 May; 9(5):506-9. doi: 10.1248/bpb1978.9.506. [PMID: 3761137]
  • A Noda, K Yamamoto, Y Nakanishi. Comparative pharmacokinetic study of trimethadione and dimethadione for lysis of pancreatic stones. Gastroenterologia Japonica. 1986 Apr; 21(2):167-71. doi: 10.1007/bf02774835. [PMID: 3710055]
  • E Tanaka, A Ishikawa, A Ono, T Okamura, S Kobayashi, H Yasuhara, S Misawa. Trimethadione tolerance test for evaluation of functional reserve of the liver in patients with liver cirrhosis and esophageal varices. Journal of pharmacobio-dynamics. 1986 Mar; 9(3):297-302. doi: 10.1248/bpb1978.9.297. [PMID: 3723321]
  • E Tanaka, S Kobayashi, A Aramphongphan, N Kurata, K Oguchi, Y Kuroiwa, H Yasuhara. The effect of indomethacin on hepatic drug-oxidizing capacity in the rat: trimethadione and antipyrine metabolism as an indicator. Journal of pharmacobio-dynamics. 1985 Sep; 8(9):773-9. doi: 10.1248/bpb1978.8.773. [PMID: 4087137]
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  • E Tanaka, T Yoshida, Y Kuroiwa. Dose-independent pharmacokinetics of trimethadione and its metabolite in rats. Journal of pharmaceutical sciences. 1985 Mar; 74(3):340-1. doi: 10.1002/jps.2600740326. [PMID: 4009447]
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  • E Tanaka, T Nakamura, S Misawa, T Yoshida, Y Kuroiwa. Effects of allyl alcohol and bromobenzene on trimethadione metabolism in the rat. Research communications in chemical pathology and pharmacology. 1984 Jul; 45(1):137-51. doi: . [PMID: 6473897]
  • E Tanaka, S Hagino, T Yoshida, Y Kuroiwa. Simultaneous determination of trimethadione and its metabolite in rat and human serum by high-performance liquid chromatography. Journal of chromatography. 1984 Jun; 308(?):393-7. doi: 10.1016/s0021-9673(01)87574-9. [PMID: 6746833]
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