Metipranolol (BioDeep_00000006630)

 

Secondary id: BioDeep_00001868038

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


Acetic acid 4-(2-hydroxy-3-isopropylamino-propoxy)-2,3,6-trimethyl-phenyl ester

化学式: C17H27NO4 (309.1939982)
中文名称: 美替洛尔
谱图信息: 最多检出来源 Homo sapiens(blood) 1.72%

分子结构信息

SMILES: CC(=O)Oc1c(C)cc(OCC(O)CNC(C)C)c(C)c1C
InChI: InChI=1S/C17H27NO4/c1-10(2)18-8-15(20)9-21-16-7-11(3)17(22-14(6)19)13(5)12(16)4/h7,10,15,18,20H,8-9H2,1-6H3

描述信息

Metipranolol is only found in individuals that have used or taken this drug. It is a beta-adrenergic antagonist effective for both beta-1 and beta-2 receptors. It is used as an antiarrhythmic, antihypertensive, and antiglaucoma agent. [PubChem]Although it is known that metipranolol binds the beta1 and beta2 adrenergic receptors, the mechanism of metipranolols action is not known. It has no significant intrinsic sympathomimetic activity, and has only weak local anesthetic (membrane-stabilizing) and myocardial depressant activity. It appears that the ophthalmic beta-adrenergic blocking agents reduce aqueous humor production, as demonstrated by tonography and fluorophotometry. A slight increase in aqueous humor outflow may be an additional mechanism.
S - Sensory organs > S01 - Ophthalmologicals > S01E - Antiglaucoma preparations and miotics > S01ED - Beta blocking agents
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
Metipranolol is a nonselective and orally active β-adrenergic receptor antagonist. Metipranolol can be used for hypertension and glaucoma research[1][2].

同义名列表

10 个代谢物同义名

Acetic acid 4-(2-hydroxy-3-isopropylamino-propoxy)-2,3,6-trimethyl-phenyl ester; Acetate 4-(2-hydroxy-3-isopropylamino-propoxy)-2,3,6-trimethyl-phenyl ester; 4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}-2,3,6-trimethylphenyl acetate; 1-(4-Acetoxy-2,3,5-trimethylphenoxy)-3-isopropylamino-2-propanol; (+-)-Metipranolol; Metipranololum; Metipranolol; Trimepranol; Methypranol; Disorat



数据库引用编号

17 个数据库交叉引用编号

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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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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

  • 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]
  • Hong-Ru Lin, Pei-Csang Chang. Novel pluronic-chitosan micelle as an ocular delivery system. Journal of biomedical materials research. Part B, Applied biomaterials. 2013 Jul; 101(5):689-99. doi: 10.1002/jbm.b.32871. [PMID: 23359519]
  • Jitka Švíglerová, Jiří Mudra, Zbyněk Tonar, Jana Slavíková, Jitka Kuncová. Alteration of the cardiac sympathetic innervation is modulated by duration of diabetes in female rats. Experimental diabetes research. 2011; 2011(?):835932. doi: 10.1155/2011/835932. [PMID: 21792353]
  • M Galesio, M Mazzarino, X de la Torre, F Botrè, J L Capelo. Accelerated sample treatment for screening of banned doping substances by GC-MS: ultrasonication versus microwave energy. Analytical and bioanalytical chemistry. 2011 Jan; 399(2):861-75. doi: 10.1007/s00216-010-4319-y. [PMID: 21049269]
  • Ling Zou, Ashwin Nair, Hong Weng, Yi-Ting Tsai, Zhibing Hu, Liping Tang. Intraocular pressure changes: an important determinant of the biocompatibility of intravitreous implants. PloS one. 2011; 6(12):e28720. doi: 10.1371/journal.pone.0028720. [PMID: 22194895]
  • J Švíglerová, J Kuncová, L Nalos, Z Tonar, D Rajdl, M Stengl. Cardiovascular parameters in rat model of chronic renal failure induced by subtotal nephrectomy. Physiological research. 2010; 59 Suppl 1(?):S81-S88. doi: 10.33549/physiolres.932003. [PMID: 20626224]
  • E Pujos, C Cren-Olivé, O Paisse, M M Flament-Waton, M F Grenier-Loustalot. Comparison of the analysis of beta-blockers by different techniques. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Dec; 877(31):4007-14. doi: 10.1016/j.jchromb.2009.10.014. [PMID: 19879818]
  • Jitka Kuncová, Jitka Svíglerová, Wolfgang Kummer, Daniel Rajdl, Magdalena Chottová-Dvoráková, Zbynek Tonar, Lukás Nalos, Milan Stengl. Parasympathetic regulation of heart rate in rats after 5/6 nephrectomy is impaired despite functionally intact cardiac vagal innervation. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2009 Aug; 24(8):2362-70. doi: 10.1093/ndt/gfp123. [PMID: 19321759]
  • R J Fawcett, N N Osborne. Flupirtine attenuates sodium nitroprusside-induced damage to retinal photoreceptors, in situ. Brain research bulletin. 2007 Jul; 73(4-6):278-88. doi: 10.1016/j.brainresbull.2007.04.002. [PMID: 17562394]
  • Neville N Osborne, John P M Wood. The beta-adrenergic receptor antagonist metipranolol blunts zinc-induced photoreceptor and RPE apoptosis. Investigative ophthalmology & visual science. 2006 Jul; 47(7):3178-86. doi: 10.1167/iovs.05-1370. [PMID: 16799065]
  • Neville N Osborne, John P M Wood. Metipranolol blunts nitric oxide-induced lipid peroxidation and death of retinal photoreceptors: a comparison with other anti-glaucoma drugs. Investigative ophthalmology & visual science. 2004 Oct; 45(10):3787-95. doi: 10.1167/iovs.04-0147. [PMID: 15452090]
  • José Melena, Neville N Osborne. Metipranolol attenuates lipid peroxidation in rat brain: a comparative study with other antiglaucoma drugs. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie. 2003 Oct; 241(10):827-33. doi: 10.1007/s00417-003-0726-5. [PMID: 12898280]
  • G E Mirza, S Karaküçük, E Temel. Comparison of the effects of 0.5\% timolol maleate, 2\% carteolol hydrochloride, and 0.3\% metipranolol on intraocular pressure and perimetry findings and evaluation of their ocular and systemic effects. Journal of glaucoma. 2000 Feb; 9(1):45-50. doi: 10.1097/00061198-200002000-00009. [PMID: 10708231]
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  • I Tilser, J Martínková, J Chládek. The effect of metipranolol and inosine on total hepatic ischemia of rats in vivo. Sbornik vedeckych praci Lekarske fakulty Karlovy university v Hradci Kralove. 1993; 36(1-2):25-9. doi: . [PMID: 7909375]
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  • R Lapka, T Sechser, V Rejholec, M Peterková, M Votavová. Pharmacokinetics and pharmacodynamics of conventional and controlled-release formulations of metipranolol in man. European journal of clinical pharmacology. 1990; 38(3):243-7. doi: 10.1007/bf00315024. [PMID: 1971217]
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  • M Tkaczyková, L Safarík. High-performance liquid chromatography of deacetylmetipranolol in plasma. Journal of pharmaceutical and biomedical analysis. 1989; 7(12):1805-10. doi: 10.1016/0731-7085(89)80197-9. [PMID: 2577449]
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  • G Planz, H Haass, B Lamberts. Plasma catecholamine concentration in hypertensive subjects with chronic renal failure before and during treatment with the beta-receptor blocking drug metipranolol. International journal of clinical pharmacology, therapy, and toxicology. 1982 Oct; 20(10):469-73. doi: . [PMID: 6128312]
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