dimethadione (BioDeep_00000858538)

   


代谢物信息卡片


5,5-Dimethyloxazolidine-2,4-dione

化学式: C5H7NO3 (129.0425912)
中文名称: 二甲双酮, 二甲二酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1(C(=O)NC(=O)O1)C
InChI: InChI=1S/C5H7NO3/c1-5(2)3(7)6-4(8)9-5/h1-2H3,(H,6,7,8)

描述信息

C78272 - Agent Affecting Nervous System > C264 - Anticonvulsant Agent
D002491 - Central Nervous System Agents > D000927 - Anticonvulsants

同义名列表

3 个代谢物同义名

5,5-Dimethyloxazolidine-2,4-dione; dimethadione; Dimethadione



数据库引用编号

6 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

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • 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]
  • 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]
  • Ian Rodger, Isabel Lam, Elizabeth Purssell, Mesha Thompson, Allison Rutter, Terence Rs Ozolinš. Maternal rat serum concentrations of dimethadione do not explain intra-litter differences in the incidence of dimethadione-induced birth defects, including novel findings in foetal lung. Toxicology. 2014 Dec; 326(?):142-52. doi: 10.1016/j.tox.2014.10.014. [PMID: 25446330]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Carol M Ulloa, Allen Towfigh, Joseph Safdieh. Review of levetiracetam, with a focus on the extended release formulation, as adjuvant therapy in controlling partial-onset seizures. Neuropsychiatric disease and treatment. 2009; 5(?):467-76. doi: 10.2147/ndt.s4844. [PMID: 19777068]
  • 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]
  • 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]
  • D P Nolan, H P Voorheis. Hydrogen ion gradients across the mitochondrial, endosomal and plasma membranes in bloodstream forms of trypanosoma brucei solving the three-compartment problem. European journal of biochemistry. 2000 Aug; 267(15):4601-14. doi: 10.1046/j.1432-1327.2000.01476.x. [PMID: 10903492]
  • 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, 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]
  • A S Ojugo, P M McSheehy, M Stubbs, G Alder, C L Bashford, R J Maxwell, M O Leach, I R Judson, J R Griffiths. Influence of pH on the uptake of 5-fluorouracil into isolated tumour cells. British journal of cancer. 1998 Mar; 77(6):873-9. doi: 10.1038/bjc.1998.144. [PMID: 9528827]
  • E Tanaka, A Ishikawa, M Abei, S Kobayashi. Trimethadione as a probe drug to estimate hepatic oxidizing capacity in humans. Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology. 1996 Nov; 115(3):211-6. doi: 10.1016/s0742-8413(96)00102-8. [PMID: 9375358]
  • M D Collins, W J Scott, A G Hendrickx, P E Peterson, H Nau. Intracellular pH monkey embryos at various stages of organogenesis estimated by dimethadione distribution. Reproduction, fertility, and development. 1996; 8(5):911-20. doi: 10.1071/rd9960911. [PMID: 8876051]
  • 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]
  • S Heimovaara-Dijkstra, J Mundy, M Wang. The effect of intracellular pH on the regulation of the Rab 16A and the alpha-amylase 1/6-4 promoter by abscisic acid and gibberellia. Plant molecular biology. 1995 Feb; 27(4):815-20. doi: 10.1007/bf00020234. [PMID: 7727758]
  • 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]
  • A Noda, K Takeuchi, H Murayama, E Ibuki, I Okumura, M Okuyama, T Okayama, T Kobayashi. Effect of dimethadione administered intravenously on pancreatic secretion in dogs. Journal of gastroenterology and hepatology. 1994 Sep; 9(5):486-91. doi: 10.1111/j.1440-1746.1994.tb01279.x. [PMID: 7827300]
  • M Ichikawa, Y Kato, S Miyauchi, Y Sawada, T Iga, T Fuwa, M Hanano, Y Sugiyama. Effect of perfusate pH on the influx of 5-5'-dimethyl-oxazolidine-2,4-dione and dissociation of epidermal growth factor from the cell-surface receptor: the existence of the proton diffusion barrier in the Disse space. Journal of hepatology. 1994 Feb; 20(2):190-200. doi: 10.1016/s0168-8278(05)80057-1. [PMID: 8006399]
  • 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, 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]
  • T A Miller, W J Scott. Abnormalities in ureter and kidney development in mice given acetazolamide-amiloride or dimethadione (DMO) during embryogenesis. Teratology. 1992 Dec; 46(6):541-50. doi: 10.1002/tera.1420460603. [PMID: 1290154]
  • B H Ter Kuile, E A Wiemer, P A Michels, F R Opperdoes. The electrochemical proton gradient in the bloodstream form of Trypanosoma brucei is dependent on the temperature. Molecular and biochemical parasitology. 1992 Oct; 55(1-2):21-7. doi: 10.1016/0166-6851(92)90123-2. [PMID: 1435870]
  • E J O'Flaherty, W Scott, C Schreiner, R P Beliles. A physiologically based kinetic model of rat and mouse gestation: disposition of a weak acid. Toxicology and applied pharmacology. 1992 Feb; 112(2):245-56. doi: 10.1016/0041-008x(92)90194-w. [PMID: 1539162]
  • 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]
  • M D Collins, K M Walling, E Resnick, W J Scott. The effect of administration time on malformations induced by three anticonvulsant agents in C57BL/6J mice with emphasis on forelimb ectrodactyly. Teratology. 1991 Dec; 44(6):617-27. doi: 10.1002/tera.1420440604. [PMID: 1805432]
  • 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]
  • M Srivastava, M D Collins, W J Scott, W Wittfoht, H Nau. Transplacental distribution of weak acids in mice: accumulation in compartments of high pH. Teratology. 1991 Apr; 43(4):325-9. doi: 10.1002/tera.1420430407. [PMID: 2048041]
  • 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]
  • Z H Wang, G L Chu, W C Hyun, H A Pershadsingh, M J Fulwyler, W C Dewey. Comparison of DMO and flow cytometric methods for measuring intracellular pH and the effect of hyperthermia on the transmembrane pH gradient. Cytometry. 1990; 11(5):617-23. doi: 10.1002/cyto.990110509. [PMID: 2379453]
  • M D Collins, C A Duggan, C M Schreiner, W J Scott. Decreasing pH of rat embryos and fluids estimated by transplacental distribution of DMO. The American journal of physiology. 1989 Sep; 257(3 Pt 2):R542-9. doi: 10.1152/ajpregu.1989.257.3.r542. [PMID: 2782457]
  • S Shibasaki, Y Kawamata, R Nishigaki, K Umemura. Effects of cimetidine on quinidine distribution and tissue pH in rats. Journal of pharmacobio-dynamics. 1989 Jun; 12(6):324-31. doi: 10.1248/bpb1978.12.324. [PMID: 2778625]
  • 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]
  • C A Lucas, R J Gillies, J E Olson, K A Giuliano, R Martinez, J M Sneider. Intracellular acidification inhibits the proliferative response in BALB/c-3T3 cells. Journal of cellular physiology. 1988 Jul; 136(1):161-7. doi: 10.1002/jcp.1041360121. [PMID: 3397393]
  • 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]
  • A Noda, S Kameya, E Isobe, I Okumura, H Kato, T Watanabe, T Fujii, H Miyazaki. Macroautoradiographic and densitometric studies of [14C]dimethadione in rats: accumulation of the compound in the pancreas. Gastroenterologia Japonica. 1988 Feb; 23(1):56-60. doi: 10.1007/bf02918857. [PMID: 3350279]
  • 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]
  • 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, 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]
  • 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]
  • W R Gaździk, M Filipek, W Kmiotek. Rapid and simple HPLC determination of 5,5-dimethyl-2,4-oxazolidynedione in rabbit serum. Biomedical chromatography : BMC. 1987; 2(3):137-8. doi: 10.1002/bmc.1130020310. [PMID: 3507220]
  • J Mellas, J R Gavin, M R Hammerman. Multiplication-stimulating activity-induced alkalinization of canine renal proximal tubular cells. The Journal of biological chemistry. 1986 Nov; 261(31):14437-42. doi: . [PMID: 3533920]
  • E Tanaka, N Kurata, Y Kuroiwa, S Misawa. Influence of short-term water deprivation on kinetics of trimethadione and its metabolite in rats. Japanese journal of pharmacology. 1986 Oct; 42(2):269-74. doi: 10.1254/jjp.42.269. [PMID: 3795625]
  • J B Arnold, R P Kraig, D A Rottenberg. In vivo measurement of regional brain and tumor pH using [14C]dimethyloxazolidinedione and quantitative autoradiography. II: Characterization of the extracellular fluid compartment using pH-sensitive microelectrodes and [14C]sucrose. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism. 1986 Aug; 6(4):435-40. doi: 10.1038/jcbfm.1986.76. [PMID: 3733903]
  • C Rémésy, C Demigné, P Fafournoux. Control of ammonia distribution ratio across the liver cell membrane and of ureogenesis by extracellular pH. European journal of biochemistry. 1986 Jul; 158(2):283-8. doi: 10.1111/j.1432-1033.1986.tb09748.x. [PMID: 3089783]
  • 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]
  • J D Wagner, P Kurtin, A N Charney. Effect of systemic acid-base disorders on ileal intracellular pH and ion transport. The American journal of physiology. 1986 May; 250(5 Pt 1):G588-93. doi: 10.1152/ajpgi.1986.250.5.g588. [PMID: 3085516]
  • 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]
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  • 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]
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  • J Zweens, H Frankena. Simultaneous determination of dimethadione and trimethadione by infrared-spectrometry: application for mean intracellular pH measurement. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1984 Oct; 22(10):641-5. doi: 10.1515/cclm.1984.22.10.641. [PMID: 6512494]
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