mono-isopropyl-disopyramide (BioDeep_00000054429)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


2-phenyl-4-[(propan-2-yl)amino]-2-(pyridin-2-yl)butanimidic acid

化学式: C18H23N3O (297.1841)
中文名称:
谱图信息: 最多检出来源 Rattus norvegicus(blood) 8.24%

分子结构信息

SMILES: CC(C)NCCC(C(O)=N)(C1=CC=CC=C1)C1=CC=CC=N1
InChI: InChI=1S/C18H23N3O/c1-14(2)20-13-11-18(17(19)22,15-8-4-3-5-9-15)16-10-6-7-12-21-16/h3-10,12,14,20H,11,13H2,1-2H3,(H2,19,22)

描述信息

mono-isopropyl-disopyramide is a metabolite of disopyramide. Disopyramide (trade names Norpace and Rythmodan) is an antiarrhythmic medication used in the treatment of Ventricular Tachycardia. It is a sodium channel blocker and therefor classified as a Class 1a anti-arrhythmic agent. ’ Disopyramide has a negative inotropic effect on the ventricular myocardium, significantly decreasing the contractility. Disopyramide also has an anticholinergic effect on the heart which accounts for many adverse side effects. (Wikipedia)
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D010276 - Parasympatholytics

同义名列表

9 个代谢物同义名

2-phenyl-4-[(propan-2-yl)amino]-2-(pyridin-2-yl)butanimidic acid; 4-(Isopropylamino)-2-(2-pyridyl)-2-phenylbutyramide phosphate; 4-(isopropylamino)-2-phenyl-2-(pyridin-2-yl)butanimidic acid; 4-(Isopropylamino)-2-(2-pyridyl)-2-phenylbutyramide; mono-N-Dealkylated disopyramide; mono-isopropyl-disopyramide; Desisopropyldisopyramide; mono-Dealkyldisopyramide; Deisopropyldisopyramide



数据库引用编号

5 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)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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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。

亚细胞结构定位 关联基因列表


文献列表

  • Yoshimasa Tsuchishita, Kyoko Fukumoto, Masaaki Kusumoto, Kazuyuki Ueno. Effects of serum concentrations of disopyramide and its metabolite mono-N-dealkyldisopyramide on the anticholinergic side effects associated with disopyramide. Biological & pharmaceutical bulletin. 2008 Jul; 31(7):1368-70. doi: 10.1248/bpb.31.1368. [PMID: 18591776]
  • V A Jabor, V L Lanchote, P L Bonato. Simultaneous determination of disopyramide and mono-N-dealkyldisopyramide enantiomers in human plasma by capillary electrophoresis. Electrophoresis. 2001 Apr; 22(7):1406-12. doi: 10.1002/1522-2683(200105)22:7<1406::aid-elps1406>3.0.co;2-e. [PMID: 11379964]
  • H Echizen, M Tanizaki, J Tatsuno, K Chiba, T Berwick, M Tani, F J Gonzalez, T Ishizaki. Identification of CYP3A4 as the enzyme involved in the mono-N-dealkylation of disopyramide enantiomers in humans. Drug metabolism and disposition: the biological fate of chemicals. 2000 Aug; 28(8):937-44. doi: . [PMID: 10901704]
  • T Otsu, T Ito, Y Inagaki, I Amano, S Masamoto, M Niwa. [Accumulation of a disopyramide metabolite in renal failure]. Nihon Jinzo Gakkai shi. 1993 Sep; 35(9):1065-71. doi: NULL. [PMID: 8230817]
  • Y Inagaki, I Amano, T Otsu. Accumulation of a disopyramide metabolite in renal failure. ASAIO journal (American Society for Artificial Internal Organs : 1992). 1993 Jul; 39(3):M609-13. doi: NULL. [PMID: 8268610]
  • A Del Cont Bernard, M J Royer Morrot, A Zhiri, M Rambourg, R J Royer. Automated determination of disopyramide and N-monodealkyldisopyramide in plasma by reversed-phase liquid chromatography with a column switching system. Journal of chromatography. 1992 Feb; 574(2):365-8. doi: 10.1016/0378-4347(92)80055-u. [PMID: 1618974]
  • F Mayer, B K Krämer, K M Ress, V Kühlkamp, H M Liebich, T Risler, L Seipel. Simplified, rapid and inexpensive extraction procedure for a high-performance liquid chromatographic method for determination of disopyramide and its main metabolite mono-N-dealkylated disopyramide in serum. Journal of chromatography. 1991 Dec; 572(1-2):339-45. doi: 10.1016/0378-4347(91)80501-3. [PMID: 1818071]
  • H Echizen, H Takahashi, H Nakamura, K Ochiai, K Chiba, K Koike, H Ogata, T Ishizaki. Stereoselective disposition and metabolism of disopyramide in pediatric patients. The Journal of pharmacology and experimental therapeutics. 1991 Dec; 259(3):953-60. doi: NULL. [PMID: 1762088]
  • H Takahashi, H Ogata, Y Seki. Binding interaction between enantiomers of disopyramide and mono-N-dealkyldisopyramide on plasma protein. Drug metabolism and disposition: the biological fate of chemicals. 1991 Mar; 19(2):554-7. doi: NULL. [PMID: 1676669]
  • H Echizen, K Ochiai, Y Kato, K Chiba, T Ishizaki. Simultaneous determination of disopyramide and mono-N-dealkyldisopyramide enantiomers in plasma and urine by use of a chiral cellulose-derivative column. Clinical chemistry. 1990 Jul; 36(7):1300-4. doi: NULL. [PMID: 2372941]
  • K Arimori, M Nakano. Study on transport of disopyramide into the intestinal lumen aimed at gastrointestinal dialysis by activated charcoal in rats. The Journal of pharmacy and pharmacology. 1989 Jul; 41(7):445-9. doi: 10.1111/j.2042-7158.1989.tb06498.x. [PMID: 2570848]
  • A J Ellsworth, J R Horn, V A Raisys, L A Miyagawa, J L Bell. Disopyramide and N-monodesalkyl disopyramide in serum and breast milk. DICP : the annals of pharmacotherapy. 1989 Jan; 23(1):56-7. doi: 10.1177/106002808902300112. [PMID: 2718484]
  • P Roberto, B Vitaliano, P Donatella, M Raffaella, B Sergio, C Gabriella. Disopyramide pharmacokinetics in the elderly after single oral administration. Pharmacological research communications. 1988 Dec; 20(12):1025-34. doi: 10.1016/s0031-6989(88)80724-0. [PMID: 3211990]
  • P Le Corre, D Gibassier, P Sado, R Le Verge. Direct enantiomeric resolution of disopyramide and its metabolite using chiral high-performance liquid chromatography. Application to stereoselective metabolism and pharmacokinetics of racemic disopyramide in man. Journal of chromatography. 1988 Oct; 450(2):211-6. doi: 10.1016/s0021-9673(01)83908-x. [PMID: 3235589]
  • L M Shaw, J U Doherty, H L Waxman, M E Josephson. The pharmacokinetic and pharmacodynamic effects of varying the free fraction of disopyramide. Angiology. 1987 Feb; 38(2 Pt 2):192-7. doi: NULL. [PMID: 3826754]
  • C Dubray, M Boucher, M Paire, H Pinatel, P Duchêne-Marullaz. Comparative effects of disopyramide and its mono-N-dealkylated metabolite in conscious dogs with chronic atrioventricular block: plasma concentration-response relationships. Journal of cardiovascular pharmacology. 1986 Nov; 8(6):1229-34. doi: 10.1097/00005344-198611000-00020. [PMID: 2434751]
  • J E Bredesen, P Kierulf. Relationship between alpha 1-acid glycoprotein and distribution of disopyramide and mono-N-dealkyldisopyramide in whole blood. British journal of clinical pharmacology. 1986 Sep; 22(3):281-6. doi: 10.1111/j.1365-2125.1986.tb02888.x. [PMID: 3768240]
  • L G Ekelund, E Nilsson, G Walldius. Efficacy of and adverse effects of disopyramide. Comparison of capsules, controlled release tablets and placebo in patients with chronic ventricular arrhythmias. European journal of clinical pharmacology. 1986; 29(6):673-7. doi: 10.1007/bf00615957. [PMID: 3519236]
  • L H Wang, K Kushida, T Ishizaki. Use of silica gel with aqueous eluent for simultaneous high performance liquid chromatographic assay of disopyramide and mono-N-dealkyldisopyramide. Therapeutic drug monitoring. 1986; 8(1):85-9. doi: 10.1097/00007691-198603000-00013. [PMID: 3008386]
  • W T Chiang, C von Bahr, B Calissendorff, R Dahlqvist, H Emilsson, A Magnusson, K Schenck-Gustafsson. Kinetics and dynamics of disopyramide and its dealkylated metabolite in healthy subjects. Clinical pharmacology and therapeutics. 1985 Jul; 38(1):37-44. doi: 10.1038/clpt.1985.131. [PMID: 4006374]
  • D B Haughey, I Steinberg, M H Lee. Protein binding of disopyramide--displacement by mono-N-dealkyldisopyramide and variation with source of alpha-1-acid glycoprotein. The Journal of pharmacy and pharmacology. 1985 Apr; 37(4):285-8. doi: 10.1111/j.2042-7158.1985.tb05066.x. [PMID: 2860235]
  • J E Bredesen, P Kierulf. Relationship between alpha 1-acid glycoprotein and plasma binding of disopyramide and mono-N-dealkyldisopyramide. British journal of clinical pharmacology. 1984 Nov; 18(5):779-84. doi: 10.1111/j.1365-2125.1984.tb02542.x. [PMID: 6508986]
  • R P Kapil, F S Abbott, C R Kerr, D J Edwards, D Lalka, J E Axelson. Simultaneous quantitation of disopyramide and its mono-dealkylated metabolite in human plasma by fused-silica capillary gas chromatography using nitrogen-phosphorus specific detection. Journal of chromatography. 1984 May; 307(2):305-21. doi: 10.1016/s0378-4347(00)84102-x. [PMID: 6736179]
  • E Iisalo, L Aaltonen. Anticholinergic activity in the serum of patients receiving maintenance disopyramide therapy. British journal of clinical pharmacology. 1984 Mar; 17(3):325-9. doi: 10.1111/j.1365-2125.1984.tb02348.x. [PMID: 6712865]
  • J F Brien, K Nakatsu, P W Armstrong. Determination of disopyramide and mono-N-desisopropyl-disopyramide in serum by gas-liquid chromatography with nitrogen-selective detection. Journal of pharmacological methods. 1983 Jun; 9(4):295-308. doi: 10.1016/0160-5402(83)90069-4. [PMID: 6621050]
  • J E Bredesen, E Pike, P K Lunde. Plasma binding of disopyramide and mono-N-dealkyldisopyramide. British journal of clinical pharmacology. 1982 Nov; 14(5):673-6. doi: 10.1111/j.1365-2125.1982.tb04955.x. [PMID: 7138747]
  • M L Aitio, H Allonen, J Kanto, R Mäntylä. The pharmacokinetics of disopyramide and mono-N-dealkyl-disopyramide in humans. International journal of clinical pharmacology, therapy, and toxicology. 1982 May; 20(5):219-26. doi: NULL. [PMID: 7095921]
  • C Graffner, P O Lagerström, P N Lundborg, O F Rönn. Relative absorption of disopyramide as determined by liquid chromatography following acute administration of standard capsules and controlled-release tablets. International journal of clinical pharmacology, therapy, and toxicology. 1981 Sep; 19(9):414-9. doi: NULL. [PMID: 7298249]
  • J F Wesley, F D Lasky. High performance liquid chromatographic analysis of the antiarrhythmic drugs procainamide, disopyramide, quinidine, propranolol and metabolites from serum extracts. Clinical biochemistry. 1981 Jun; 14(3):113-8. doi: 10.1016/s0009-9120(81)90225-3. [PMID: 6170476]
  • J E Bredesen. Gas-chromatographic determination of disopyramide and its mono-N-dealkylated metabolite in serum with use of a nitrogen-selective detector. Clinical chemistry. 1980 Apr; 26(5):638-40. doi: NULL. [PMID: 7261311]
  • J J Lima. Liquid chromatographic analysis of disopyramide and its mono-N-dealkylated metabolite. Clinical chemistry. 1979 Mar; 25(3):405-8. doi: 10.1093/clinchem/25.3.405. [PMID: 262180]