Atenolol (BioDeep_00000017832)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(±)-2-[4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]acetamide

化学式: C14H22N2O3 (266.16303419999997)
中文名称: 阿替洛尔
谱图信息: 最多检出来源 Homo sapiens(feces) 0.87%

分子结构信息

SMILES: CC(C)NCC(COC1=CC=C(C=C1)CC(=O)N)O
InChI: InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)

描述信息

Atenolol is a so-called beta1-selective (or cardioselective) drug. That means that it exerts greater blocking activity on myocardial beta1-receptors than on beta2 ones in the lung. The beta2 receptors are responsible to keep the bronchial system open. If these receptors are blocked, bronchospasm with serious lack of oxygen in the body can result. However, due to its cardioselective properties, the risk of bronchospastic reactions if using atenolol is reduced compared to nonselective drugs as propranolol. Nonetheless, this reaction may also be encountered with atenolol, particularly with high doses. Extreme caution should be exerted if atenolol is given to asthma patients, who are particularly at risk; the dose should be as low as possible. If an asthma attack occurs, the inhalation of a beta2-mimetic antiasthmatic, such as hexoprenalin or salbutamol, will usually suppress the symptoms.; Atenolol (trade name Tenormin) can be used to treat cardiovascular diseases such as hypertension, coronary heart disease, arrhythmias, and treatment of myocardial infarction after the acute event. Patients with compensated congestive heart failure may be treated with atenolol as a co medication (usually together with an ACE inhibitor, a diuretic and a digitalis-glycoside, if indicated). In patients with congestive heart failure, it reduces the need for and the consumption of oxygen of the heart muscle. It is very important to start with low doses, as atenolol reduces also the muscular power of the heart, which is an undesired effect in congestive heart failure. [HMDB]
Atenolol is a so-called beta1-selective (or cardioselective) drug. That means that it exerts greater blocking activity on myocardial beta1-receptors than on beta2 ones in the lung. The beta2 receptors are responsible to keep the bronchial system open. If these receptors are blocked, bronchospasm with serious lack of oxygen in the body can result. However, due to its cardioselective properties, the risk of bronchospastic reactions if using atenolol is reduced compared to nonselective drugs as propranolol. Nonetheless, this reaction may also be encountered with atenolol, particularly with high doses. Extreme caution should be exerted if atenolol is given to asthma patients, who are particularly at risk; the dose should be as low as possible. If an asthma attack occurs, the inhalation of a beta2-mimetic antiasthmatic, such as hexoprenalin or salbutamol, will usually suppress the symptoms. Atenolol (trade name Tenormin) can be used to treat cardiovascular diseases such as hypertension, coronary heart disease, arrhythmias, and treatment of myocardial infarction after the acute event. Patients with compensated congestive heart failure may be treated with atenolol as a co medication (usually together with an ACE inhibitor, a diuretic and a digitalis-glycoside, if indicated). In patients with congestive heart failure, it reduces the need for and the consumption of oxygen of the heart muscle. It is very important to start with low doses, as atenolol reduces also the muscular power of the heart, which is an undesired effect in congestive heart failure.
C - Cardiovascular system > C07 - Beta blocking agents > C07A - Beta blocking agents > C07AB - Beta blocking agents, selective
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013565 - Sympatholytics
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents
Atenolol ((RS)-Atenolol) is a cardioselective β1-adrenergic receptor blocker, with a Ki of 697 nM at β1-adrenoceptor in guine pig left ventricle membrane. Atenolol can be used for the research of hypertension and angina pectoris[1][2].

同义名列表

107 个代谢物同义名

(±)-2-[4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]acetamide; 2-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)acetamide; 4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)benzeneacetamide; 2-(p-(2-Hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide; 1-p-Carbamoylmethylphenoxy-3-isopropylamino-2-propanol; Scheinpharm atenol; Atenol-ratiopharm; Atenol 1a pharma; Atenol genericon; Atenol NM pharma; Atenol heumann; Atenol fecofar; Atenol quesada; Atenol nordic; Atenol von CT; Atenol cophar; Apo-atenolol; Atenol gador; Duraatenolol; Atenol stada; Atenol-wolff; Atenol-mepha; Atenol acis; Atenol tika; Antipressan; Cardiopress; Atenol atid; Atenol trom; Atenololum; Atenol GNR; Internolol; Seles beta; Blocotenol; Prenormine; Betatop ge; Atenol MSD; Servitenol; Vericordin; Premorine; Felo-bits; Farnormin; Atenol CT; Atenol PB; Atenol al; Tenoretic; Atenblock; Duratenol; Corotenol; Tenormine; Jenatenol; Tenoblock; Atenolin; Prenolol; Atenomel; Atehexal; Cardaxen; Juvental; atenolol; Atcardil; Evitocor; Selobloc; Cuxanorm; Normalol; Plenacor; Tenoprin; Tenormin; Normiten; Tenobloc; Tensimin; Panapres; Betablok; Vascoten; Betacard; Atendol; Tenolol; Unibloc; Hypoten; Myocord; Ibinolo; Ormidol; Lotenal; Tenidon; Stermin; Wesipin; Blokium; Prinorm; Betasyn; Atecard; Aircrit; Atereal; Anselol; Lo-ten; Atenil; Aterol; Atenet; Tredol; Uniloc; Hipres; Serten; Alinor; Oraday; Altol; Xaten; Ateni; Noten; Loten; (RS)-Atenolol



数据库引用编号

17 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)

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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。



文献列表

  • Qi Yang, Lili Fan, Erwei Hao, Xiaotao Hou, Jiagang Deng, Zhongshang Xia, Zhengcai Du. Construction of An Oral Bioavailability Prediction Model Based on Machine Learning for Evaluating Molecular Modifications. Journal of pharmaceutical sciences. 2024 May; 113(5):1155-1167. doi: 10.1016/j.xphs.2024.02.026. [PMID: 38430955]
  • Emma Ivantsova, Isaac Konig, Christopher L Souders, David McNabney, Denina D B Simmons, Christopher J Martyniuk. Lipidomic, metabolomic, and behavior responses of zebrafish (Danio rerio) exposed to environmental levels of the beta blocker atenolol. The Science of the total environment. 2023 Mar; 866(?):161272. doi: 10.1016/j.scitotenv.2022.161272. [PMID: 36587689]
  • Ming Yi, Jinxiu Lou, Wanlu Zhu, Dan Li, Pingfeng Yu, Huijie Lu. Mechanism of β-blocker biodegradation by wastewater microorganisms. Journal of hazardous materials. 2023 02; 444(Pt A):130338. doi: 10.1016/j.jhazmat.2022.130338. [PMID: 36417780]
  • Muhammad Imran Qayyum, Sami Ullah, Umer Rashid, Abdul Sadiq, Obaidullah, Mater H Mahnashi, Osama M Alshehri, Mohammed M Jalal, Khalid J Alzahrani, Ibrahim F Halawani. Synthesis, Molecular Docking, and Preclinical Evaluation of a New Succinimide Derivative for Cardioprotective, Hepatoprotective and Lipid-Lowering Effects. Molecules (Basel, Switzerland). 2022 Sep; 27(19):. doi: 10.3390/molecules27196199. [PMID: 36234730]
  • Pandeng Miao, Jie Gan, Jian Zhang, Mingxuan Ma, Xiaoqi Li, Yingxiang Du, Zijie Feng, Liu Zhang. Carboxymethyl-β-cyclodextrin and histidine-zeolitic imidazolate framework-8 used for enantioseparation of three basic drugs in open-tubular capillary electrochromatography. Chirality. 2022 09; 34(9):1209-1218. doi: 10.1002/chir.23480. [PMID: 35678370]
  • Fatma Ilgaz, Selin Seda Timur, Cemil Can Eylem, Emirhan Nemutlu, Çiğdem Eroğlu Erdem, Hakan Eroğlu, Hülya Gökmen-Özel. Do Thickening Agents Used in Dysphagia Diet Affect Drug Bioavailability?. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2022 Jul; 174(?):106197. doi: 10.1016/j.ejps.2022.106197. [PMID: 35489612]
  • Arzu Ulvi, Senar Aydın, Mehmet Emin Aydın. Fate of selected pharmaceuticals in hospital and municipal wastewater effluent: occurrence, removal, and environmental risk assessment. Environmental science and pollution research international. 2022 Jun; ?(?):. doi: 10.1007/s11356-022-21131-y. [PMID: 35655023]
  • Satoru Mitsuboshi, Takahiro Niimura, Fuka Aizawa, Mitsuhiro Goda, Yoshito Zamami, Keisuke Ishizawa. Atenolol and mortality events in patients with chronic kidney disease: Analysis of data from the Japanese Adverse Drug Event Report database. Basic & clinical pharmacology & toxicology. 2022 04; 130(4):553-556. doi: 10.1111/bcpt.13717. [PMID: 35174631]
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  • Zhipeng Zhang, Jie Guo, Maojun Cheng, Weixin Zhou, Yang Wan, Rikang Wang, Yuanying Fang, Yi Jin, Jing Liu, Sai-Sai Xie. Design, synthesis, and biological evaluation of novel xanthone-alkylbenzylamine hybrids as multifunctional agents for the treatment of Alzheimer's disease. European journal of medicinal chemistry. 2021 Mar; 213(?):113154. doi: 10.1016/j.ejmech.2021.113154. [PMID: 33476932]
  • Risa Kimura, Daisuke Kondo, Shota Takemi, Miyuki Fujishiro, Shinji Tsukahara, Takafumi Sakai, Ichiro Sakata. The role of central corticotrophin-releasing factor receptor signalling in plasma glucose maintenance through ghrelin secretion in calorie-restricted mice. Journal of neuroendocrinology. 2021 03; 33(3):e12961. doi: 10.1111/jne.12961. [PMID: 33675127]
  • Ali Zeraatkar Moghaddam, Maryam Goharjoo, Ebrahim Ghiamati, Kamal Khodaei, Hadi Tabani. Gel electro-membrane extraction of propranolol and atenolol from blood serum samples: Effect of graphene-based nanomaterials on extraction efficiency of gel membrane. Talanta. 2021 Jan; 222(?):121557. doi: 10.1016/j.talanta.2020.121557. [PMID: 33167255]
  • Samer Asmar, Letitia Bible, Mohamad Chehab, Andrew Tang, Muhammad Khurrum, Lourdes Castanon, Michael Ditillo, Molly Douglas, Bellal Joseph. Traumatic brain injury induced temperature dysregulation: What is the role of β blockers?. The journal of trauma and acute care surgery. 2021 01; 90(1):177-184. doi: 10.1097/ta.0000000000002975. [PMID: 33332783]
  • Ibraam E Mikhail, Masoomeh Tehranirokh, Andrew A Gooley, Rosanne M Guijt, Michael C Breadmore. In-Syringe Electrokinetic Protein Removal from Biological Samples prior to Electrospray Ionization Mass Spectrometry. Angewandte Chemie (International ed. in English). 2020 12; 59(51):23162-23168. doi: 10.1002/anie.202006481. [PMID: 32869436]
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  • Sai-Sai Xie, Jing Liu, Chunli Tang, Chengyun Pang, Qing Li, Yuelian Qin, Xiaojie Nong, Zhipeng Zhang, Jie Guo, Maojun Cheng, Weizhong Tang, Ningsheng Liang, Neng Jiang. Design, synthesis and biological evaluation of rasagiline-clorgyline hybrids as novel dual inhibitors of monoamine oxidase-B and amyloid-β aggregation against Alzheimer's disease. European journal of medicinal chemistry. 2020 Sep; 202(?):112475. doi: 10.1016/j.ejmech.2020.112475. [PMID: 32652406]
  • Qiaorong Ji, Yu Zhang, Huan Zhang, Jie Liu, Chengzhu Cao, Zhouyang Yuan, Qianqian Ma, Wei Zhang. Effects of β-adrenoceptor activation on haemodynamics during hypoxic stress in rats. Experimental physiology. 2020 09; 105(9):1660-1668. doi: 10.1113/ep088669. [PMID: 32706493]
  • Stephen P Juraschek, Lara M Simpson, Barry R Davis, Robert H Shmerling, Jennifer L Beach, Anthony Ishak, Kenneth J Mukamal. The effects of antihypertensive class on gout in older adults: secondary analysis of the Antihypertensive and Lipid-Lowering Treatment to Prevent Heart Attack Trial. Journal of hypertension. 2020 05; 38(5):954-960. doi: 10.1097/hjh.0000000000002359. [PMID: 31977576]
  • Eulalia María Beltrán, María Victoria Pablos, Carlos Fernández Torija, Miguel Ángel Porcel, Miguel González-Doncel. Uptake of atenolol, carbamazepine and triclosan by crops irrigated with reclaimed water in a Mediterranean scenario. Ecotoxicology and environmental safety. 2020 Mar; 191(?):110171. doi: 10.1016/j.ecoenv.2020.110171. [PMID: 31958626]
  • Camila A Fleury, Elizandra P M Almeida, Thiago J Dionisio, Adriana M Calvo, Gabriela M Oliveira, Sandra L Amaral, Carlos F Santos, Flávio A C Faria. Passive Cigarette Smoking Impact on Blood Pressure Response to Epinephrine and Felypressin in 1K1C Hypertensive Rats Treated or not with Atenolol. Arquivos brasileiros de cardiologia. 2020 02; 114(2):295-303. doi: 10.36660/abc.20180433. [PMID: 32215501]
  • Ashutosh K Dash, Debaraj Mukherjee, Abhijeet Dhulap, Saqlain Haider, Deepak Kumar. Green chemistry appended synthesis, metabolic stability and pharmacokinetic assessment of medicinally important chromene dihydropyrimidinones. Bioorganic & medicinal chemistry letters. 2019 12; 29(24):126750. doi: 10.1016/j.bmcl.2019.126750. [PMID: 31699608]
  • João Paulo Bizarro Lopes, Luana Silva, Marco Antonio Ceschi, Diogo Seibert Lüdtke, Aline Rigon Zimmer, Thais Carine Ruaro, Rafael Ferreira Dantas, Cristiane Martins Cardoso de Salles, Floriano Paes Silva-Jr, Mario Roberto Senger, Gisele Barbosa, Lídia Moreira Lima, Isabella Alvim Guedes, Laurent Emmanuel Dardenne. Synthesis of new lophine-carbohydrate hybrids as cholinesterase inhibitors: cytotoxicity evaluation and molecular modeling. MedChemComm. 2019 Dec; 10(12):2089-2101. doi: 10.1039/c9md00358d. [PMID: 32904099]
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