Disopyramide (BioDeep_00000001950)

 

Secondary id: BioDeep_00000408823

human metabolite blood metabolite


代谢物信息卡片


alpha-(2-(Diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamide

化学式: C21H29N3O (339.2310504)
中文名称: 丙吡胺
谱图信息: 最多检出来源 Homo sapiens(blood) 83.33%

分子结构信息

SMILES: CC(C)N(CCC(C(=N)O)(c1ccccc1)c1ccccn1)C(C)C
InChI: InChI=1S/C21H29N3O/c1-16(2)24(17(3)4)15-13-21(20(22)25,18-10-6-5-7-11-18)19-12-8-9-14-23-19/h5-12,14,16-17H,13,15H2,1-4H3,(H2,22,25)

描述信息

A class I anti-arrhythmic agent (one that interferes directly with the depolarization of the cardiac membrane and thus serves as a membrane-stabilizing agent) with a depressant action on the heart similar to that of guanidine. It also possesses some anticholinergic and local anesthetic properties. [PubChem]
C - Cardiovascular system > C01 - Cardiac therapy > C01B - Antiarrhythmics, class i and iii > C01BA - Antiarrhythmics, class ia
D002317 - Cardiovascular Agents > D026941 - Sodium Channel Blockers > D061567 - Voltage-Gated Sodium Channel Blockers
C78274 - Agent Affecting Cardiovascular System > C47793 - Antiarrhythmic Agent
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
D049990 - Membrane Transport Modulators
C93038 - Cation Channel Blocker

同义名列表

34 个代谢物同义名

alpha-(2-(Diisopropylamino)ethyl)-alpha-phenyl-2-pyridineacetamide; gamma-Diisopropylamino-alpha-phenyl-alpha-(2-pyridyl)butyramide; 4-[bis(propan-2-yl)amino]-2-phenyl-2-(pyridin-2-yl)butanamide; Α-(2-(diisopropylamino)ethyl)-α-phenyl-2-pyridineacetamide; a-(2-(Diisopropylamino)ethyl)-a-phenyl-2-pyridineacetamide; Γ-diisopropylamino-α-phenyl-α-(2-pyridyl)butyramide; g-Diisopropylamino-a-phenyl-a-(2-pyridyl)butyramide; Disopyramide, L-tartrate (1:2), (+-)-isomer; Disopyramide, D-tartrate (1:1), (S)-isomer; Disopyramide, L-tartrate (1:1), (R)-isomer; Disopyramide, L-tartrate (1:1), (S)-isomer; Disopyramide phosphate (1:1), (+-)-isomer; Disopyramide phosphate (1:1), (S)-isomer; Disopyramide phosphate (1:1), (R)-isomer; Searle brand OF disopyramide phosphate; Disopyramide, L-tartrate, (S)-isomer; Disopyramide monohydrochloride; Disopyramide phosphate (1:1); Disopyramide, (+-)-isomer; Disopyramide, (R)-isomer; Disopyramide, (S)-isomer; Disopyramide free base; Disopyramide phosphate; Diisopyramide; Disopyramidum; disopyramide; Disopiramida; Rythmodan p; Rhythmodan; Palpitine; Rythmilen; Ritmilen; Palpitin; Norpace



数据库引用编号

18 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

  • 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]
  • 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]
  • Y Hori, E Fujimoto, Y Nishikawa, T Nakamura. Left ventricular outflow tract pressure gradient changes after carvedilol-disopyramide cotherapy in a cat with hypertrophic obstructive cardiomyopathy. Journal of veterinary cardiology : the official journal of the European Society of Veterinary Cardiology. 2020 Jun; 29(?):40-46. doi: 10.1016/j.jvc.2020.04.002. [PMID: 32464577]
  • 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]
  • Quynh Khoa Pham, Hyewon Seo, Sung-Hoon Ahn. A rapid and sensitive liquid chromatography/tandem mass spectrometry assay for simultaneous quantitation of disopyramide and its major metabolite, mono-isopropyl-disopyramide, in rat plasma and its application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2018 Oct; 1096(?):154-159. doi: 10.1016/j.jchromb.2018.08.025. [PMID: 30173081]
  • Shigekazu Iguchi, Naotaka Yamaguchi, Hiroki Takami, Takayuki Komatsu, Hirokazu Ookubo, Hajime Sekii, Kenji Inoue, Shinya Okazaki, Iwao Okai, Sonomi Maruyama, Tomohisa Nomura, Manabu Sugita. Higher efficacy of direct hemoperfusion using coated activated-charcoal column for disopyramide poisoning: A case report. Medicine. 2017 Dec; 96(49):e8755. doi: 10.1097/md.0000000000008755. [PMID: 29245231]
  • Cong Bi, Ryan Matsuda, Chenhua Zhang, Zitha Isingizwe, William Clarke, David S Hage. Studies of drug interactions with alpha1-acid glycoprotein by using on-line immunoextraction and high-performance affinity chromatography. Journal of chromatography. A. 2017 Oct; 1519(?):64-73. doi: 10.1016/j.chroma.2017.08.073. [PMID: 28886937]
  • Heidi Kidron, Gloria Wissel, Nenad Manevski, Marika Häkli, Raimo A Ketola, Moshe Finel, Marjo Yliperttula, Henri Xhaard, Arto Urtti. Impact of probe compound in MRP2 vesicular transport assays. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2012 May; 46(1-2):100-5. doi: 10.1016/j.ejps.2012.02.016. [PMID: 22406294]
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  • Hyun Seok Hwang, Can Hasdemir, Derek Laver, Divya Mehra, Kutsal Turhan, Michela Faggioni, Huiyong Yin, Björn C Knollmann. Inhibition of cardiac Ca2+ release channels (RyR2) determines efficacy of class I antiarrhythmic drugs in catecholaminergic polymorphic ventricular tachycardia. Circulation. Arrhythmia and electrophysiology. 2011 Apr; 4(2):128-35. doi: 10.1161/circep.110.959916. [PMID: 21270101]
  • Enrique Ochoa-Aranda, Josep Esteve-Romero, Maria Rambla-Alegre, Adrià Martinavarro-Domínguez, Devasish Bose. Monitoring disopyramide, lidocaine, and quinidine by micellar liquid chromatography. Journal of AOAC International. 2011 Mar; 94(2):537-42. doi: . [PMID: 21563688]
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  • Koji Nishi, Naoko Fukunaga, Tomomi Ono, Teruo Akuta, Nagahiko Yumita, Hiroshi Watanabe, Daisuke Kadowaki, Ayaka Suenaga, Toru Maruyama, Masaki Otagiri. Construction of an expression system for human alpha(1)-acid glycoprotein in E. coli: The roles of oligosaccharide moieties in structural and functional properties. Drug metabolism and pharmacokinetics. 2010; 25(2):200-7. doi: 10.2133/dmpk.25.200. [PMID: 20460826]
  • Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance. Journal of medicinal chemistry. 2009 Aug; 52(15):4844-52. doi: 10.1021/jm900403j. [PMID: 19445515]
  • Atsushi Tamura, Takehiko Ogura, Hiroko Uemura, Yoshie Reien, Takashi Kishimoto, Toshio Nagai, Issei Komuro, Masaru Miyazaki, Haruaki Nakaya. Effects of antiarrhythmic drugs on the hyperpolarization-activated cyclic nucleotide-gated channel current. Journal of pharmacological sciences. 2009 Jun; 110(2):150-9. doi: 10.1254/jphs.08312fp. [PMID: 19498275]
  • Derek J Crockford, Anthony D Maher, Kourosh R Ahmadi, Amy Barrett, Robert S Plumb, Ian D Wilson, Jeremy K Nicholson. 1H NMR and UPLC-MS(E) statistical heterospectroscopy: characterization of drug metabolites (xenometabolome) in epidemiological studies. Analytical chemistry. 2008 Sep; 80(18):6835-44. doi: 10.1021/ac801075m. [PMID: 18700783]
  • 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]
  • R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. Drug metabolism and disposition: the biological fate of chemicals. 2008 Jul; 36(7):1385-405. doi: 10.1124/dmd.108.020479. [PMID: 18426954]
  • Seçil Kasap, Aymelek Gönenç, Derya Erten Sener, Ismet Hisar. Serum cardiac markers in patients with acute myocardial infarction: oxidative stress, C-reactive protein and N-terminal probrain natriuretic Peptide. Journal of clinical biochemistry and nutrition. 2007 Jul; 41(1):50-7. doi: 10.3164/jcbn.2007007. [PMID: 18392101]
  • Jeff C Huffman, Theodore A Stern. Neuropsychiatric consequences of cardiovascular medications. Dialogues in clinical neuroscience. 2007; 9(1):29-45. doi: . [PMID: 17506224]
  • Koichi Yokogawa, Shoko Shimomura, Junko Ishizaki, Tsutomu Shimada, Chie Fukuwa, Masayuki Kawada, Tsunehisa Tsubokawa, Ken Yamamoto, Ken-ichi Miyamoto. Involvement of alpha1-acid glycoprotein in inter-individual variation of disposition kinetics of ropivacaine following epidural infusion in off-pump coronary artery bypass grafting. The Journal of pharmacy and pharmacology. 2007 Jan; 59(1):67-73. doi: 10.1211/jpp.59.1.0009. [PMID: 17227622]
  • Lanyun Fang, Jianzhen Kang, Xue-Bo Yin, Xiurong Yang, Erkang Wang. CE coupling with end-column electrochemiluminescence detection for chiral separation of disopyramide. Electrophoresis. 2006 Nov; 27(22):4516-22. doi: 10.1002/elps.200600114. [PMID: 17066381]
  • Isamu Okamoto, Akinobu Hamada, Yusuke Matsunaga, Ji-ichiro Sasaki, Shinji Fujii, Hideshi Uramoto, Haruhiko Yamagata, Ichiro Mori, Hiroto Kishi, Hiroshi Semba, Hideyuki Saito. Phase I and pharmacokinetic study of amrubicin, a synthetic 9-aminoanthracycline, in patients with refractory or relapsed lung cancer. Cancer chemotherapy and pharmacology. 2006 Feb; 57(3):282-8. doi: 10.1007/s00280-005-0051-2. [PMID: 16028099]
  • Hiroshi Araya, Shunsuke Nagao, Mikio Tomita, Masahiro Hayashi. The novel formulation design of self-emulsifying drug delivery systems (SEDDS) type O/W microemulsion I: enhancing effects on oral bioavailability of poorly water soluble compounds in rats and beagle dogs. Drug metabolism and pharmacokinetics. 2005 Aug; 20(4):244-56. doi: 10.2133/dmpk.20.244. [PMID: 16141604]
  • E Yukawa, K Orio, M Yukawa, K Terao, H Kinoshita. Population pharmacokinetic investigation of disopyramide by mixed effect modelling using routine clinical pharmacokinetic data in Japanese patients. Journal of clinical pharmacy and therapeutics. 2005 Aug; 30(4):401-5. doi: 10.1111/j.1365-2710.2005.00668.x. [PMID: 15985054]
  • Ryuko Anzawa, Shin-Ichiro Ishikawa, Yasuyuki Tanaka, Fumiko Okazaki, Seibu Mochizuki. Atrial pacing failure following termination of atrial fibrillation by acute administration of disopyramide phosphate. Journal of interventional cardiac electrophysiology : an international journal of arrhythmias and pacing. 2005 Jun; 13(1):51-3. doi: 10.1007/s10840-005-0647-9. [PMID: 15976979]
  • Hiroshi Sawada, Kenji Takami, Satoru Asahi. A toxicogenomic approach to drug-induced phospholipidosis: analysis of its induction mechanism and establishment of a novel in vitro screening system. Toxicological sciences : an official journal of the Society of Toxicology. 2005 Feb; 83(2):282-92. doi: 10.1093/toxsci/kfh264. [PMID: 15342952]
  • Pekka Suomalainen, Christoffer Johans, Tim Söderlund, Paavo K J Kinnunen. Surface activity profiling of drugs applied to the prediction of blood-brain barrier permeability. Journal of medicinal chemistry. 2004 Mar; 47(7):1783-8. doi: 10.1021/jm0309001. [PMID: 15027870]
  • S G O'Brien, P Meinhardt, E Bond, J Beck, B Peng, C Dutreix, G Mehring, S Milosavljev, C Huber, R Capdeville, T Fischer. Effects of imatinib mesylate (STI571, Glivec) on the pharmacokinetics of simvastatin, a cytochrome p450 3A4 substrate, in patients with chronic myeloid leukaemia. British journal of cancer. 2003 Nov; 89(10):1855-9. doi: 10.1038/sj.bjc.6601152. [PMID: 14612892]
  • Junji Asano, Masakazu Kojima, Yuichi Sekizawa, Toshiharu Ooe, Noriyuki Miyamoto, Yoshiyuki Suzuki, Tetsuro Kohya, Michiya Kobayashi, Hiroshi Saitoh. [An approach to complete the manual for determination of serum pirmenol levels]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2003 Nov; 123(11):981-6. doi: 10.1248/yakushi.123.981. [PMID: 14631760]
  • Yukihiro Kuroda, Akimasa Shibukawa, Terumichi Nakagawa. [Drug binding analysis of human alpha 1-acid glycoprotein using capillary electrophoresis]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2003 Sep; 123(9):781-8. doi: 10.1248/yakushi.123.781. [PMID: 14513769]
  • John M Ridley, James T Milnes, Andrew V Benest, Joe D Masters, Harry J Witchel, Jules C Hancox. Characterisation of recombinant HERG K+ channel blockade by the Class Ia antiarrhythmic drug procainamide. Biochemical and biophysical research communications. 2003 Jun; 306(2):388-93. doi: 10.1016/s0006-291x(03)00980-x. [PMID: 12804575]
  • Shinji Fukui, Hiroshi Katoh, Nobusuke Tsuzuki, Shoichiro Ishihara, Naoki Otani, Hidetoshi Ooigawa, Terushige Toyooka, Akira Ohnuki, Takahito Miyazawa, Hiroshi Nawashiro, Katsuji Shima. Multivariate analysis of risk factors for QT prolongation following subarachnoid hemorrhage. Critical care (London, England). 2003 Jun; 7(3):R7-R12. doi: 10.1186/cc2160. [PMID: 12793884]
  • Norbert Iost, László Virág, András Varró, Julius Gy Papp. Comparison of the effect of class IA antiarrhythmic drugs on transmembrane potassium currents in rabbit ventricular myocytes. Journal of cardiovascular pharmacology and therapeutics. 2003 Mar; 8(1):31-41. doi: 10.1177/107424840300800i106. [PMID: 12652328]
  • Satoshi Kishino, Akikazu Nomura, Shin Itoh, Tsutomu Nakagawa, Yoh Takekuma, Mitsuru Sugawara, Hiroyuki Furukawa, Satoru Todo, Katsumi Miyazaki. Age- and gender-related differences in carbohydrate concentrations of alpha1-acid glycoprotein variants and the effects of glycoforms on their drug-binding capacities. European journal of clinical pharmacology. 2002 Dec; 58(9):621-8. doi: 10.1007/s00228-002-0530-x. [PMID: 12483455]
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