Phenylethylmalonamide (BioDeep_00000002146)

 

Secondary id: BioDeep_00001868938

human metabolite blood metabolite


代谢物信息卡片


2-ethyl-2-phenylpropanediimidic acid

化学式: C11H14N2O2 (206.1055224)
中文名称: 2-乙基-2-苯基丙二酰胺
谱图信息: 最多检出来源 Homo sapiens(blood) 6.29%

分子结构信息

SMILES: CCC(C(=N)O)(C(=N)O)c1ccccc1
InChI: InChI=1S/C11H14N2O2/c1-2-11(9(12)14,10(13)15)8-6-4-3-5-7-8/h3-7H,2H2,1H3,(H2,12,14)(H2,13,15)

描述信息

CONFIDENCE standard compound; INTERNAL_ID 2499

同义名列表

9 个代谢物同义名

2-ethyl-2-phenylpropanediimidic acid; 2-Phenyl-2-ethylmalondiamide; Phenylethylmalonamide (PEMA); 2-Ethyl-2-phenylmalonamide; 2 Ethyl 2 phenylmalonamide; Phenylethylmalondiamide; Phenylethylmalonamide; Ethylphenylmalonamide; PEMA



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

  • Ulrike Hass, Uwe Duennbier, Gudrun Massmann. Occurrence and distribution of psychoactive compounds and their metabolites in the urban water cycle of Berlin (Germany). Water research. 2012 Nov; 46(18):6013-22. doi: 10.1016/j.watres.2012.08.025. [PMID: 22967903]
  • Ulrike Hass, Uwe Dünnbier, Gudrun Massmann. Occurrence of psychoactive compounds and their metabolites in groundwater downgradient of a decommissioned sewage farm in Berlin (Germany). Environmental science and pollution research international. 2012 Jul; 19(6):2096-106. doi: 10.1007/s11356-011-0707-x. [PMID: 22227832]
  • Markus Fridén, Susanne Winiwarter, Gunilla Jerndal, Ola Bengtsson, Hong Wan, Ulf Bredberg, Margareta Hammarlund-Udenaes, Madeleine Antonsson. Structure-brain exposure relationships in rat and human using a novel data set of unbound drug concentrations in brain interstitial and cerebrospinal fluids. Journal of medicinal chemistry. 2009 Oct; 52(20):6233-43. doi: 10.1021/jm901036q. [PMID: 19764786]
  • Marcelo Delmar Cantú, Daniel Rodrigo Toso, Cristina Alves Lacerda, Fernando Mauro Lanças, Emanuel Carrilho, Maria Eugênia Costa Queiroz. Optimization of solid-phase microextraction procedures for the determination of tricyclic antidepressants and anticonvulsants in plasma samples by liquid chromatography. Analytical and bioanalytical chemistry. 2006 Sep; 386(2):256-63. doi: 10.1007/s00216-006-0629-5. [PMID: 16896629]
  • Fernando M Lanças, Marlene A Sozza, Maria E C Queiroz. Simultaneous plasma lamotrigine analysis with carbamazepine, carbamazepine 10,11 epoxide, primidone, phenytoin, phenobarbital, and PEMA by micellar electrokinetic capillary chromatography (MECC). Journal of analytical toxicology. 2003 Jul; 27(5):304-8. doi: 10.1093/jat/27.5.304. [PMID: 12908944]
  • V Ferranti, C Chabenat, H Marchais, S Ménager, H Hue, A M Orecchioni, O Lafont. Effects of encapsulation of primidone on its oxidative metabolism in rats. Drug metabolism and drug interactions. 2001; 18(3-4):191-208. doi: 10.1515/dmdi.2001.18.3-4.191. [PMID: 11791884]
  • S Nagaki, N Ratnaraj, P N Patsalos. Blood and cerebrospinal fluid pharmacokinetics of primidone and its primary pharmacologically active metabolites, phenobarbital and phenylethylmalonamide in the rat. European journal of drug metabolism and pharmacokinetics. 1999 Jul; 24(3):255-64. doi: 10.1007/bf03190029. [PMID: 10716065]
  • V Ferranti, C Chabenat, S Ménager, O Lafont. Simultaneous determination of primidone and its three major metabolites in rat urine by high-performance liquid chromatography using solid-phase extraction. Journal of chromatography. B, Biomedical sciences and applications. 1998 Oct; 718(1):199-204. doi: 10.1016/s0378-4347(98)00356-9. [PMID: 9832377]
  • H A El-Masri, C J Portier. Physiologically based pharmacokinetics model of primidone and its metabolites phenobarbital and phenylethylmalonamide in humans, rats, and mice. Drug metabolism and disposition: the biological fate of chemicals. 1998 Jun; 26(6):585-94. doi: . [PMID: 9616196]
  • M Moriyama, K Furuno, R Oishi, Y Gomita. Simultaneous determination of primidone and its active metabolites in rat plasma by high-performance liquid chromatography using a solid-phase extraction technique. Journal of pharmaceutical sciences. 1994 Dec; 83(12):1751-3. doi: 10.1002/jps.2600831220. [PMID: 7891306]
  • J Sato, Y Sekizawa, A Yoshida, E Owada, N Sakuta, M Yoshihara, T Goto, Y Kobayashi, K Ito. Single-dose kinetics of primidone in human subjects: effect of phenytoin on formation and elimination of active metabolites of primidone, phenobarbital and phenylethylmalonamide. Journal of pharmacobio-dynamics. 1992 Sep; 15(9):467-72. doi: 10.1248/bpb1978.15.467. [PMID: 1287181]
  • C Martines, G Gatti, E Sasso, S Calzetti, E Perucca. The disposition of primidone in elderly patients. British journal of clinical pharmacology. 1990 Oct; 30(4):607-11. doi: 10.1111/j.1365-2125.1990.tb03820.x. [PMID: 2291873]
  • J M Streete, D J Berry, J A Jones, M J Groggin. Clearance of phenylethylmalonamide during haemodialysis of a patient with renal failure. Therapeutic drug monitoring. 1990 May; 12(3):281-3. doi: 10.1097/00007691-199005000-00012. [PMID: 2349613]
  • S Seyfert, A Honé, G Holl. Primidone and essential tremor. Journal of neurology. 1988 Jan; 235(3):168-70. doi: 10.1007/bf00314310. [PMID: 3367165]
  • J M Streete, D J Berry. Gas chromatographic analysis of phenylethylmalonamide in human plasma. Journal of chromatography. 1987 May; 416(2):281-91. doi: 10.1016/0378-4347(87)80511-x. [PMID: 3611260]
  • J M Streete, D J Berry, J E Newberry, P Crome. Pharmacokinetics of phenylethylmalonamide (PEMA) in elderly men. European journal of clinical pharmacology. 1987; 33(4):431-4. doi: 10.1007/bf00637644. [PMID: 3443150]
  • J M Streete, D J Berry, L I Pettit, J E Newbery. Phenylethylmalonamide serum levels in patients treated with primidone and the effects of other antiepileptic drugs. Therapeutic drug monitoring. 1986; 8(2):161-5. doi: 10.1097/00007691-198606000-00006. [PMID: 3088778]
  • H H Frey, W Löscher, R Reiche, D Schultz. Anticonvulsant effect of primidone in the gerbil. Time course and significance of the active metabolites. Pharmacology. 1984; 28(6):329-35. doi: 10.1159/000137981. [PMID: 6728906]
  • A N van Heijst, W de Jong, R Seldenrijk, A van Dijk. Coma and crystalluria: a massive primidone intoxication treated with haemoperfusion. Journal of toxicology. Clinical toxicology. 1983 Jun; 20(4):307-18. doi: 10.3109/15563658308990598. [PMID: 6655772]
  • J G Cunningham, D Haidukewych, H A Jensen. Therapeutic serum concentrations of primidone and its metabolites, phenobarbital and phenylethylmalonamide in epileptic dogs. Journal of the American Veterinary Medical Association. 1983 May; 182(10):1091-4. doi: . [PMID: 6863121]
  • H M Neels, J A Totté, R M Verkerk, A J Vlietinck, S L Scharpé. Simultaneous high performance liquid-chromatographic determination of carbamazepine, carbamazepine-10,11-epoxide, ethosuximide, phenobarbital, phenytoin, primidone and phenylethylmalonamide in plasma. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1983 May; 21(5):295-9. doi: 10.1515/cclm.1983.21.5.295. [PMID: 6875477]
  • F Pisani, A Richens. Pharmacokinetics of phenylethylmalonamide (PEMA) after oral and intravenous administration. Clinical pharmacokinetics. 1983 May; 8(3):272-6. doi: 10.2165/00003088-198308030-00006. [PMID: 6851372]
  • M G Porro, H J Kupferberg, R J Porter, W H Theodore, M E Newmark. Phenytoin: an inhibitor and inducer of primidone metabolism in an epileptic patient. British journal of clinical pharmacology. 1982 Aug; 14(2):294-7. doi: 10.1111/j.1365-2125.1982.tb01980.x. [PMID: 7104185]
  • P R Cottrell, J M Streete, D J Berry, H Schäfer, F Pisani, E Perucca, A Richens. Pharmacokinetics of phenylethylmalonamide (PEMA) in normal subjects and in patients treated with antiepileptic drugs. Epilepsia. 1982 Jun; 23(3):307-13. doi: 10.1111/j.1528-1157.1982.tb06196.x. [PMID: 7084140]
  • S Calzetti, L J Findley, F Pisani, A Richens. Phenylethylmalonamide in essential tremor. A double-blind controlled study. Journal of neurology, neurosurgery, and psychiatry. 1981 Oct; 44(10):932-4. doi: 10.1136/jnnp.44.10.932. [PMID: 7031184]
  • D G Lambie, R H Johnson. The effects of phenytoin on phenobarbitone and primidone metabolism. Journal of neurology, neurosurgery, and psychiatry. 1981 Feb; 44(2):148-51. doi: 10.1136/jnnp.44.2.148. [PMID: 7217971]
  • M Riedmann, B Rambeck, J W Meijer. Quantitative simultaneous determination of eight common antiepileptic drugs and metabolites by liquid chromatography. Therapeutic drug monitoring. 1981; 3(4):397-413. doi: 10.1097/00007691-198104000-00010. [PMID: 6895956]
  • R A Yeary. Serum concentrations of primidone and its metabolites, phenylethylmalonamide and phenobarbital, in the dog. American journal of veterinary research. 1980 Oct; 41(10):1643-5. doi: NULL. [PMID: 7224290]
  • D Haidukewych, E A Rodin. Monitoring 2-ethyl-2-phenylmalonamide in serum by gas-liquid chromatography: application to retrospective study in epilepsy patients dosed with primidone. Clinical chemistry. 1980 Oct; 26(11):1537-9. doi: . [PMID: 7418199]
  • N Nad, E Weidkuhn, H Rosenmund. A quantitative method for the simultaneous determination of carbamazepine, mephenytoin, phenylethylmalonamide, phenobarbital, phenytoin and primidone in serum by thin-layer chromatography. Additional comments to the analysis of carbazepine-10,11-epoxide. Journal of chromatography. 1980 Sep; 183(3):387-8. doi: 10.1016/s0378-4347(00)81723-5. [PMID: 7419660]
  • H Nau, D Jesdinsky, W Wittfoht. Microassay for primidone and its metabolites phenylethylmalondiamide, phenobarbital and p-hydroxyphenobarbital in human serum, saliva, breast milk and tissues by gas chromatography--mass spectrometry using selected ion monitoring. Journal of chromatography. 1980 Apr; 182(1):71-9. doi: 10.1016/s0378-4347(00)81652-7. [PMID: 7380904]
  • R Heipertz, A Guthoff, W Bernhardt. Primidone metabolism in renal insufficiency and acute intoxication. Journal of neurology. 1979 Aug; 221(2):101-4. doi: 10.1007/bf00313107. [PMID: 92538]
  • K W Leal, R L Rapport, A J Wilensky, P N Friel. Single-dose pharmacokinetics and anticonvulsant efficacy of primidone in mice. Annals of neurology. 1979 May; 5(5):470-4. doi: 10.1002/ana.410050512. [PMID: 464548]
  • W Löscher, W Göbel. Consecutive gas chromatographic determination of phenytoin, phenobarbital, primidone, phenylethylmalondiamide, carbamazepine, trimethadione, dimethadione, ethosuximide, and valproate from the same serum specimen. Epilepsia. 1978 Oct; 19(5):463-73. doi: 10.1111/j.1528-1157.1978.tb05173.x. [PMID: 365519]
  • R J Perchalski. Gas--liquid chromatographic determination of carbamazepine and phenylethylmalonamide in plasma after reaction with dimethylformamide dimethylacetal. Journal of chromatography. 1978 Jan; 145(1):97-103. doi: 10.1016/s0378-4347(00)81671-0. [PMID: 621250]
  • R Heipertz, H Pilz, K Eickhoff, D Seidel. [Selected clinical aspects of routine monitoring of anticonvulsant concentrations in serum (author's transl)]. Archiv fur Psychiatrie und Nervenkrankheiten. 1977 Dec; 224(4):361-78. doi: 10.1007/bf00341618. [PMID: 606207]
  • P R McElhatton, F M Sullivan, P A Toseland. The metabolism of primidone in non-pregnant and 14-day pregnant mice. Xenobiotica; the fate of foreign compounds in biological systems. 1977 Oct; 7(10):611-5. doi: 10.3109/00498257709038682. [PMID: 910461]
  • E L Stern. Possible phenylethylmalondiamide (PEMA) intoxication. Annals of neurology. 1977 Oct; 2(4):356-7. doi: 10.1002/ana.410020418. [PMID: 617272]
  • P R McElhatton, F M Sullivan, P A Toseland. Plasma level studies of primidone and its metabolites in the mouse at various stages of pregnancy. Xenobiotica; the fate of foreign compounds in biological systems. 1977 Oct; 7(10):617-22. doi: 10.3109/00498257709038683. [PMID: 910462]
  • R Heipertz, H Pilz, K Eickhoff. Evaluation of a rapid gas-chromatographic method for the simultaneous quantitative determination of ethosuximide, phenyletheylmalonediamide, carbamazepine, phenobarbital, primidone and diphenylhydantoin in human serum. Clinica chimica acta; international journal of clinical chemistry. 1977 Jun; 77(3):307-16. doi: 10.1016/0009-8981(77)90234-0. [PMID: 872431]
  • I Lagenstein, H J Sternowsky, E Iffland, E Blaschke. Intoxication with primidone: continuous monitoring of serum primidone and its metabolites during forced diuresis. Neuropadiatrie. 1977 May; 8(2):190-5. doi: 10.1055/s-0028-1091516. [PMID: 577600]
  • G B Syversen, J P Morgan, M Weintraub, G J Myers. Acetazolamide-induced interference with primidone absorption. Case reports and metabolic studies. Archives of neurology. 1977 Feb; 34(2):80-4. doi: 10.1001/archneur.1977.00500140034005. [PMID: 836189]
  • G Sutton, H J Kupferberg. Isoniazid as an inhibitor of primidone metabolism. Neurology. 1975 Dec; 25(12):1179-81. doi: 10.1212/wnl.25.12.1179. [PMID: 812007]
  • C J Least, G F Johnson, H M Solomon. Therapeutic monitoring of anticonvulsant drugs: gas-chromatographic simultaneous determination of primidone, phenylethylmalonamide, carbamazepine, and diphenylhydantoin. Clinical chemistry. 1975 Oct; 21(11):1658-62. doi: 10.1093/clinchem/21.11.1658. [PMID: 1164796]
  • A C Buck. Disorders of micturition in bacterial prostatitis. Proceedings of the Royal Society of Medicine. 1975 Aug; 68(8):508-11. doi: NULL. [PMID: 681]