Tocainide (BioDeep_00000003183)

 

Secondary id: BioDeep_00000406042

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


AstraZeneca brand OF tocainide hydrochloride

化学式: C11H16N2O (192.1263)
中文名称: 妥卡尼
谱图信息: 最多检出来源 Homo sapiens(blood) 71.31%

分子结构信息

SMILES: CC(N)C(=O)NC1=C(C)C=CC=C1C
InChI: InChI=1S/C11H16N2O/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12/h4-6,9H,12H2,1-3H3,(H,13,14)

描述信息

Tocainide is only found in individuals that have used or taken this drug. It is an antiarrhythmic agent which exerts a potential- and frequency-dependent block of sodium channels. [PubChem]Tocainide acts on sodium channels on the neuronal cell membrane, limiting the spread of seizure activity and reducing seizure propagation. Tocainide binds preferentially to the inactive state of the sodium channels.The antiarrhythmic actions are mediated through effects on sodium channels in Purkinje fibers.
C - Cardiovascular system > C01 - Cardiac therapy > C01B - Antiarrhythmics, class i and iii > C01BB - Antiarrhythmics, class ib
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

22 个代谢物同义名

AstraZeneca brand OF tocainide hydrochloride; 2-Amino-N-(2,6-dimethylphenyl)propanamide; 2-Amino-N-(2,6-dimethylphenyl)propionamid; Tocainide monohydrochloride, (+-)-isomer; Tocainide monohdyrochloride, (R)-isomer; Tocainide monohydrochloride, (S)-isomer; Tocainide monohydrobromide, (R)-isomer; 2-Amino-2,6-propionoxylidide; Tocainide monohydrochloride; Hydrochloride, tocainide; Tocainide hydrochloride; Tocainide, (+-)-isomer; Tocainide, (S)-isomer; Tocainide, (R)-isomer; Alanyl-2,6-xylidide; Tocainidum; Xylotocan; Tocainida; tocainide; Tonocard; Tocainide; Tocainide



数据库引用编号

19 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。

亚细胞结构定位 关联基因列表
Cytoplasm 6 ALB, ANK2, AXIN2, MYLK, PVALB, PVR
Peripheral membrane protein 1 FDXR
Endoplasmic reticulum membrane 2 CYP1A2, RHBDF2
Nucleus 2 ALB, AXIN2
cytosol 4 ALB, ANK2, AXIN2, MYLK
centrosome 2 ALB, AXIN2
nucleoplasm 3 ATP2B1, SCN5A, SCNN1G
Cell membrane 8 ANK2, ATP2B1, KCNH2, PCDHGB7, RHBDF2, SCN4A, SCN5A, SCN9A
Cleavage furrow 1 MYLK
lamellipodium 1 MYLK
Cell projection, axon 1 SCN9A
Multi-pass membrane protein 8 ATP2B1, CACNA1I, KCNH2, RHBDF2, SCN4A, SCN5A, SCN9A, SCNN1G
Synapse 3 ATP2B1, MYLK, PVALB
cell junction 1 SCN5A
cell surface 4 KCNH2, PVR, SCN5A, TNR
glutamatergic synapse 2 ATP2B1, TNR
Golgi apparatus 1 ALB
mitochondrial inner membrane 1 FDXR
presynaptic membrane 1 ATP2B1
sarcolemma 2 ANK2, SCN5A
Lysosome 1 ANK2
plasma membrane 14 ANK2, ATP2B1, AXIN2, CACNA1I, KCNH2, ME2, MYLK, PCDHGB7, PVR, RHBDF2, SCN4A, SCN5A, SCN9A, SCNN1G
synaptic vesicle membrane 1 ATP2B1
Membrane 9 ANK2, ATP2B1, CACNA1I, KCNH2, ME2, PVR, SCN4A, SCN5A, SCN9A
apical plasma membrane 2 ANK2, SCNN1G
axon 2 PVALB, SCN9A
basolateral plasma membrane 2 ANK2, ATP2B1
caveola 1 SCN5A
extracellular exosome 3 ALB, ATP2B1, SCNN1G
endoplasmic reticulum 2 ALB, SCN5A
extracellular space 3 ALB, PVR, TNR
perinuclear region of cytoplasm 2 KCNH2, SCN5A
Schaffer collateral - CA1 synapse 1 TNR
adherens junction 1 PVR
intercalated disc 2 ANK2, SCN5A
mitochondrion 3 ANK2, FDXR, ME2
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 3 ATP2B1, CYP1A2, ME2
Microsome membrane 1 CYP1A2
Single-pass type I membrane protein 1 PCDHGB7
Secreted 1 ALB
extracellular region 2 ALB, TNR
Single-pass membrane protein 2 ME2, PVR
Mitochondrion matrix 1 ME2
mitochondrial matrix 2 FDXR, ME2
anchoring junction 1 ALB
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 1 SCNN1G
Secreted, extracellular space, extracellular matrix 1 TNR
actin cytoskeleton 1 MYLK
T-tubule 2 ANK2, SCN5A
Z disc 2 ANK2, SCN5A
beta-catenin destruction complex 1 AXIN2
nucleolus 1 SCN5A
Early endosome 1 ANK2
recycling endosome 1 ANK2
postsynaptic membrane 1 ANK2
Apical cell membrane 2 ANK2, SCNN1G
Cell projection, lamellipodium 1 MYLK
Cytoplasm, perinuclear region 1 SCN5A
Mitochondrion inner membrane 1 FDXR
Membrane raft 1 TNR
Cytoplasm, cytoskeleton 1 ANK2
focal adhesion 1 PVR
collagen-containing extracellular matrix 1 TNR
lateral plasma membrane 2 ATP2B1, SCN5A
Postsynaptic cell membrane 1 ANK2
Cell projection, neuron projection 1 SCN9A
neuron projection 1 ANK2
ciliary basal body 1 ALB
cell projection 1 ATP2B1
cytoskeleton 1 ANK2
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 ATP2B1
Cytoplasm, myofibril, sarcomere, M line 1 ANK2
M band 1 ANK2
monoatomic ion channel complex 1 KCNH2
sodium channel complex 1 SCNN1G
Presynaptic cell membrane 1 ATP2B1
Cytoplasm, myofibril, sarcomere, Z line 1 ANK2
stress fiber 1 MYLK
Cell membrane, sarcolemma, T-tubule 2 ANK2, SCN5A
inward rectifier potassium channel complex 1 KCNH2
voltage-gated potassium channel complex 1 KCNH2
Golgi lumen 1 RHBDF2
endoplasmic reticulum lumen 1 ALB
platelet alpha granule lumen 1 ALB
axon terminus 1 SCN9A
voltage-gated calcium channel complex 1 CACNA1I
node of Ranvier 1 SCN9A
immunological synapse 1 ATP2B1
perineuronal net 1 TNR
Cytoplasm, cytoskeleton, stress fiber 1 MYLK
A band 1 ANK2
costamere 1 ANK2
voltage-gated sodium channel complex 3 SCN4A, SCN5A, SCN9A
photoreceptor ribbon synapse 1 ATP2B1
tenascin complex 1 TNR
ciliary transition fiber 1 ALB


文献列表

  • Marco Pistolozzi, Cecilia Fortugno, Carlo Franchini, Filomena Corbo, Marilena Muraglia, Myriam Roy, Guy Félix, Carlo Bertucci. Species-dependent binding of tocainide analogues to albumin: affinity chromatography and circular dichroism study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 Oct; 968(?):69-78. doi: 10.1016/j.jchromb.2014.01.007. [PMID: 24472243]
  • Marco Pistolozzi, Carlo Franchini, Filomena Corbo, Marilena Muraglia, Marcella De Giorgi, Guy Felix, Carlo Bertucci. Tocainide analogues binding to human serum albumin: a HPLAC and circular dichroism study. Journal of pharmaceutical and biomedical analysis. 2010 Oct; 53(2):179-85. doi: 10.1016/j.jpba.2010.03.005. [PMID: 20359840]
  • C Ghelardini, J-F Desaphy, M Muraglia, F Corbo, R Matucci, A Dipalma, C Bertucci, M Pistolozzi, M Nesi, M Norcini, C Franchini, D Conte Camerino. Effects of a new potent analog of tocainide on hNav1.7 sodium channels and in vivo neuropathic pain models. Neuroscience. 2010 Aug; 169(2):863-73. doi: 10.1016/j.neuroscience.2010.05.019. [PMID: 20580661]
  • 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]
  • 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]
  • Reza Mehvar, Dion R Brocks, Majid Vakily. Impact of stereoselectivity on the pharmacokinetics and pharmacodynamics of antiarrhythmic drugs. Clinical pharmacokinetics. 2002; 41(8):533-58. doi: 10.2165/00003088-200241080-00001. [PMID: 12102640]
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  • E B Christensen, S H Hansen, S N Rasmussen. Assay of tocainide enantiomers in plasma by solid-phase extraction and indirect chiral high-performance liquid chromatography after derivatization with (-)-menthyl chloroformate. Journal of chromatography. B, Biomedical applications. 1995 Aug; 670(2):243-9. doi: 10.1016/0378-4347(95)00183-2. [PMID: 8548014]
  • A M Gillis, M Choi, H J Mathison, H G Parsons. Influence of dietary fat on the pharmacodynamics of quinidine, procainamide and tocainide in isolated perfused rabbit hearts. The Journal of pharmacology and experimental therapeutics. 1994 Oct; 271(1):176-83. doi: . [PMID: 7965712]
  • C M Loi, X Wei, B M Parker, M R Korrapati, R E Vestal. The effect of tocainide on theophylline metabolism. British journal of clinical pharmacology. 1993 Apr; 35(4):437-40. doi: 10.1111/j.1365-2125.1993.tb04163.x. [PMID: 8485025]
  • R A Carr, R T Foster, D Freitag, F M Pasutto. Stereospecific high-performance liquid chromatographic determination of tocainide. Journal of chromatography. 1991 May; 566(1):155-62. doi: 10.1016/0378-4347(91)80120-2. [PMID: 1909341]
  • E vasBinder, T Annesley. Liquid chromatographic analysis of mexiletine in serum, with alternate application to tocainide, procainamide, and N-acetylprocainamide. Biomedical chromatography : BMC. 1991 Jan; 5(1):19-22. doi: 10.1002/bmc.1130050106. [PMID: 1709575]
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  • H F Proelss, T B Townsend. Simultaneous liquid-chromatographic determination of five antiarrhythmic drugs and their major active metabolites in serum. Clinical chemistry. 1986 Jul; 32(7):1311-7. doi: NULL. [PMID: 3087659]
  • R H White, D L Robbins, G L Henderson, D M Hyde. Tocainide suppression of immune-complex-mediated dermal inflammation: comparison with prostaglandin E1. Clinical immunology and immunopathology. 1986 Jun; 39(3):452-63. doi: 10.1016/0090-1229(86)90173-x. [PMID: 2938861]
  • P Vermeij, J H Hulshof. Dose finding of tocainide in the treatment of tinnitus. International journal of clinical pharmacology, therapy, and toxicology. 1986 Apr; 24(4):207-12. doi: . [PMID: 3086242]
  • C W Jones. Mass-spectrometric assay of tocainide in serum. Clinical chemistry. 1986 Mar; 32(3):503-5. doi: 10.1093/clinchem/32.3.503. [PMID: 3081283]
  • T Annesley, K Matz, R Davenport, D Giacherio. A high performance liquid chromatographic assay for tocainide with alternate application for the determination of lidocaine, procainamide, and N-acetylprocainamide. Research communications in chemical pathology and pharmacology. 1986 Feb; 51(2):173-81. doi: . [PMID: 2421377]
  • R L Woosley, D S Echt, D M Roden. Effects of congestive heart failure on the pharmacokinetics and pharmacodynamics of antiarrhythmic agents. The American journal of cardiology. 1986 Jan; 57(3):25B-33B. doi: 10.1016/0002-9149(86)90995-1. [PMID: 3080860]
  • E Forrence, J O Covinsky, C Mullen. A seizure induced by concurrent lidocaine-tocainide therapy--is it just a case of additive toxicity?. Drug intelligence & clinical pharmacy. 1986 Jan; 20(1):56-9. doi: 10.1177/106002808602000109. [PMID: 3080299]
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  • I Pyykkö, S Padoan, L Schalén, L Lyttkens, M Magnusson, N G Henriksson. The effects of TTS-scopolamine, dimenhydrinate, lidocaine, and tocainide on motion sickness, vertigo, and nystagmus. Aviation, space, and environmental medicine. 1985 Aug; 56(8):777-82. doi: . [PMID: 3929760]
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  • K Hashimoto, M Ishii, S Komori, H Mitsuhashi. Canine digitalis arrhythmia as a model for detecting Na-channel blocking antiarrhythmic drugs: a comparative study using other canine arrhythmia models and the new antiarrhythmic drugs, propafenone, tocainide, and SUN 1165. Heart and vessels. 1985 Feb; 1(1):29-35. doi: 10.1007/bf02066484. [PMID: 2419304]
  • J Braun, F Sörgel, F Engelmaier, W P Gluth, U Gessler. Pharmacokinetics of tocainide in patients with severe renal failure. European journal of clinical pharmacology. 1985; 28(6):665-70. doi: 10.1007/bf00607912. [PMID: 3933983]
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  • K J Hoffmann, L Renberg, C Bäärnhielm. Stereoselective disposition of RS-tocainide in man. European journal of drug metabolism and pharmacokinetics. 1984 Jul; 9(3):215-22. doi: 10.1007/bf03189644. [PMID: 6440790]
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  • U Wiegers, P Hanrath, K H Kuck, A Pottage, C Graffner, J Augustin, M Runge. Pharmacokinetics of tocainide in patients with renal dysfunction and during haemodialysis. European journal of clinical pharmacology. 1983; 24(4):503-7. doi: 10.1007/bf00609893. [PMID: 6407848]
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