Bopindolol (BioDeep_00000033385)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoate

化学式: C23H28N2O3 (380.20998180000004)
中文名称: 拉博平多洛尔
谱图信息: 最多检出来源 Homo sapiens(blood) 33.33%

分子结构信息

SMILES: CC1=CC2=C(N1)C=CC=C2OCC(CNC(C)(C)C)OC(=O)C1=CC=CC=C1
InChI: InChI=1S/C23H28N2O3/c1-16-13-19-20(25-16)11-8-12-21(19)27-15-18(14-24-23(2,3)4)28-22(26)17-9-6-5-7-10-17/h5-13,18,24-25H,14-15H2,1-4H3

描述信息

Bopindolol is only found in individuals that have used or taken this drug. It is a beta blocker. It is an ester which acts as a prodrug for pindolol:http://drugbank.ca/drugs/DB00960. Bopindolol (as pindolol) non-selectively blocks beta-1 adrenergic receptors mainly in the heart, inhibiting the effects of epinephrine and norepinephrine resulting in a decrease in heart rate and blood pressure. By binding beta-2 receptors in the juxtaglomerular apparatus, Pindolol inhibits the production of renin, thereby inhibiting angiotensin II and aldosterone production and therefore inhibits the vasoconstriction and water retention due to angiotensin II and aldosterone, respectively.
C - Cardiovascular system > C07 - Beta blocking agents > C07A - Beta blocking agents > C07AA - Beta blocking agents, non-selective
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists

同义名列表

5 个代谢物同义名

1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoate; 1-(Tert-butylamino)-3-((2-methylindo)-4-yl)-2-propanol benzoate; Bopindolol, (+-)-isomer; Bopindolol; Sandonorm



数据库引用编号

9 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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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

  • F Belal, M Sharaf El-Din, F Aly, M Hefnawy, M El-Awady. Fluorometric determination of bopindolol and celiprolol in pharmaceutical preparations and biological fluids. Journal of fluorescence. 2012 Jul; 22(4):1141-50. doi: 10.1007/s10895-012-1053-1. [PMID: 22477063]
  • Yasuto Kido, Pär Matsson, Kathleen M Giacomini. Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. Journal of medicinal chemistry. 2011 Jul; 54(13):4548-58. doi: 10.1021/jm2001629. [PMID: 21599003]
  • László Gagyi, Arpád Gyéresi, Ferenc Kilár. Role of chemical structure in stereoselective recognition of beta-blockers and H1-antihistamines by human serum transferrin in capillary zone electrophoresis. Electrophoresis. 2006 Apr; 27(8):1510-6. doi: 10.1002/elps.200500787. [PMID: 16609932]
  • M Kakoki, Y Hirata, H Hayakawa, H Nishimatsu, Y Suzuki, D Nagata, E Suzuki, K Kikuchi, T Nagano, M Omata. Effects of vasodilatory beta-adrenoceptor antagonists on endothelium-derived nitric oxide release in rat kidney. Hypertension (Dallas, Tex. : 1979). 1999 Jan; 33(1 Pt 2):467-71. doi: 10.1161/01.hyp.33.1.467. [PMID: 9931149]
  • J Bagatin, S Sardelić, N Pivac, S Polić, D Ljutic, D Rakic, M Naranca, L Bojić, Z Kovacić, Z Rumboldt. Comparison of chlorthalidone, propranolol and bopindolol in six-month treatment of arterial hypertension. International journal of clinical pharmacology research. 1998; 18(2):73-8. doi: NULL. [PMID: 9675624]
  • T Nagatomo, Y Hosohata, T Ohnuki, J Suzuki. [Pharmacological characteristics of the long-acting beta-blocker 'bopindolol']. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 1997 Jan; 109(1):1-12. doi: 10.1254/fpj.109.1. [PMID: 9067994]
  • J Widimský, V Lánská, V Hulínský, I Balazovjech, V Havlík, P Havránek, E Kroupa, L Nikodýmová, F Pátek, F Svítil, P Svihovcová. [Treatment of hypertension with a fixed combination of bopindolol and chlorthalidone (Sandoretic)]. Vnitrni lekarstvi. 1996 Apr; 42(4):223-8. doi: NULL. [PMID: 8693706]
  • Y Aniya, K F Fong, A Naito, M Sakanashi. Antioxidative action of the beta-adrenoceptor antagonist bopindolol and its metabolite 18-502. Japanese journal of pharmacology. 1995 Jul; 68(3):323-9. doi: 10.1254/jjp.68.323. [PMID: 7474556]
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  • A Zsáry, N Káldi, K Kállay. [The effect of the blood pressure lowering effect of bopindolol (Sandonorm) in patients with mild and moderate hypertension]. Orvosi hetilap. 1991 Sep; 132(39):2149-51. doi: NULL. [PMID: 1681490]
  • N J MacDonald, A C Grant, R S Rodger, P A Meredith, H L Elliott. The effect of renal impairment on the pharmacokinetics and metabolism of bopindolol. British journal of clinical pharmacology. 1991 Jun; 31(6):697-700. doi: 10.1111/j.1365-2125.1991.tb05596.x. [PMID: 1678272]
  • J Widimský, K Lefflerová, I Dvorák, V Fedelesová, Z Lupínek, O Mayer, E Pinterová. Bopindolol: Czechoslovak experience with a new beta blocker in the treatment of hypertension. The American journal of cardiology. 1991 Apr; 67(10):36B-42B. doi: 10.1016/0002-9149(91)90818-6. [PMID: 1673580]
  • D W Harron, K L Goa, H D Langtry. Bopindolol. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic efficacy. Drugs. 1991 Jan; 41(1):130-49. doi: 10.2165/00003495-199141010-00010. [PMID: 1706984]
  • R J Walden, B Tomlinson, B Graham, C Smith, D J Betteridge, B N Prichard. Withdrawal phenomena after atenolol and bopindolol: hormonal changes in normal volunteers. British journal of clinical pharmacology. 1990 Oct; 30(4):547-56. doi: 10.1111/j.1365-2125.1990.tb03812.x. [PMID: 1981317]
  • I Virgolini, P Fitscha, F Rauscha, H Sinzinger. Effects of bopindolol on platelet function in hypertension at rest and during exercise. Prostaglandins, leukotrienes, and essential fatty acids. 1990 Jun; 40(2):125-30. doi: 10.1016/0952-3278(90)90154-d. [PMID: 2143586]
  • A H van den Meiracker, A J Man in 't Veld, F Boomsma, P J Blankestijn, M A Schalekamp. Epinephrine-induced enhancement of sympathetic activity in humans: inhibition by nonselective as well as beta 1-selective beta-adrenoceptor blockade. Journal of cardiovascular pharmacology. 1990 Apr; 15(4):610-7. doi: 10.1097/00005344-199004000-00014. [PMID: 1691392]
  • G Wensing, R A Branch, H Humbert, E E Ohnhaus, W Kirch. Pharmacokinetics after a single oral dose of bopindolol in patients with cirrhosis. European journal of clinical pharmacology. 1990; 39(6):569-72. doi: 10.1007/bf00316097. [PMID: 1982762]
  • T Ishihara, W P Chin, Y Yoshida, H T Sun, A Mitomi, T Ishibashi, K Tamura, S Imai. Effects of chronic oral administration of a new beta-blocker, bopindolol, on serum lipoprotein concentrations and blood pressure of spontaneously hypertensive rats. Archives internationales de pharmacodynamie et de therapie. 1989 Nov; 302(?):145-57. doi: NULL. [PMID: 2576891]
  • V Fedelesová, V Spustová, M Hucková, G Kovác. [Bopindolol does not affect normal glucose and lipid metabolism in hypertensive patients]. Vnitrni lekarstvi. 1989 Sep; 35(9):873-9. doi: NULL. [PMID: 2573194]
  • X Z Jin, G D Liu. Prevention of postischemic reperfusion damage on isolated working rat hearts by bopindolol and propranolol. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1989 Sep; 10(5):394-8. doi: ". [PMID: 2575837]
  • A G Proakis, R J Barrett, L A Anderson, K F Wright, D R Taylor. Effect of bopindolol on renin secretion and renal excretory function in rats. Journal of cardiovascular pharmacology. 1989 Jun; 13(6):862-9. doi: 10.1097/00005344-198906000-00008. [PMID: 2484080]
  • K Yamashita, K Shigematsu, T Maeda, Y Ishida, M Niwa, M Ozaki. [Antihypertensive effect of bopindolol on stroke-prone spontaneously hypertensive rats (SHRSP)]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica. 1989 Jan; 93(1):7-15. doi: 10.1254/fpj.93.7. [PMID: 2565861]
  • J Shohat, M Modan, J B Rosenfeld. Bopindolol: long-term effects on blood pressure, renal function, plasma renin activity, and plasma aldosterone in mild-to-moderate essential hypertension. Fundamental & clinical pharmacology. 1989; 3(1):53-8. doi: 10.1111/j.1472-8206.1989.tb00030.x. [PMID: 2565862]
  • A H van den Meiracker, A J Man in't Veld, F Boomsma, P J Blankestijn, M A Schalekamp. Adrenaline-induced amplification of sympathetic activity during rest and stress: inhibition by non-selective and beta 1-selective beta-adrenoceptor blockade. Journal of hypertension. Supplement : official journal of the International Society of Hypertension. 1988 Dec; 6(4):S558-61. doi: 10.1097/00004872-198812040-00175. [PMID: 2907349]
  • S L Perkins, B Tattrie, P M Johnson, E Z Rabin. Analytical problems encountered during high-performance liquid chromatographic separation and coulometric detection of bopindolol metabolites in human plasma. Therapeutic drug monitoring. 1988; 10(4):480-5. doi: 10.1097/00007691-198804000-00019. [PMID: 2904713]
  • E Pintérová, J Kacerovský, Z Zadák, J Malý, V Pidrman. The effect of bopindolol on lipids and platelet aggregation. Cor et vasa. 1988; 30(5):352-60. doi: NULL. [PMID: 3229118]
  • H Humbert, J Denouel, H P Keller. Column liquid chromatographic determination of hydrolysed bopindolol, in the picogram per millilitre range in plasma, using cartridge extraction and dual electrochemical detection. Journal of chromatography. 1987 Nov; 422(?):205-15. doi: 10.1016/0378-4347(87)80453-x. [PMID: 2893803]
  • R Colnago, M Meregalli, D Turri, M Nazzari, G Fiorella, E E Guffanti, C Mazzola. Double-blind comparison of once-daily bopindolol and atenolol for mild-to-moderate hypertension. International journal of clinical pharmacology, therapy, and toxicology. 1987 Jun; 25(6):347-52. doi: NULL. [PMID: 2887520]
  • W H Aellig. Clinical pharmacological studies with the long-acting beta-adrenoceptor blocking drug bopindolol. Journal of cardiovascular pharmacology. 1986; 8 Suppl 6(?):S12-5. doi: 10.1097/00005344-198608006-00003. [PMID: 2439811]
  • J Grevel. Pharmacodynamic models of various beta blockers: an explanation for the long duration of action of bopindolol. Journal of cardiovascular pharmacology. 1986; 8 Suppl 6(?):S16-9. doi: NULL. [PMID: 2439812]
  • P Dayer, G Mérier, J J Perrenoud, A Marmy, T Leemann. Interindividual pharmacokinetic and pharmacodynamic variability of different beta blockers. Journal of cardiovascular pharmacology. 1986; 8 Suppl 6(?):S20-4. doi: 10.1097/00005344-198608006-00005. [PMID: 2439813]
  • P van Brummelen, P Bolli, M I Koolen, H B Staehelin, F R Bühler. Plasma lipid fractions during bopindolol treatment in hypertensive patients. Journal of cardiovascular pharmacology. 1986; 8 Suppl 6(?):S42-4. doi: 10.1097/00005344-198608006-00010. [PMID: 2439818]
  • W H Aellig, E Nüesch, G Engel, J Grevel, W Niederberger, J Rosenthaler. Relationship between plasma concentrations and cardiac beta-adrenoceptor blockade--a study with oral and intravenous bopindolol. British journal of clinical pharmacology. 1986 Jan; 21(1):45-51. doi: 10.1111/j.1365-2125.1986.tb02821.x. [PMID: 2868747]
  • P Bolli, F W Amann, F B Müller, B Meyer, D Burckhardt, F R Bühler. Withdrawal of the long-acting beta blocker bopindolol is not associated with beta-adrenoceptor supersensitivity. Journal of cardiovascular pharmacology. 1986; 8 Suppl 6(?):S64-9. doi: 10.1097/00005344-198608006-00015. [PMID: 2439824]
  • J Fabre, J Wintsch, R Peter-Contesse, C Bouchardy, C Liniger, L Favre, A Donath. Effects of bopindolol on renal function. Journal of cardiovascular pharmacology. 1986; 8 Suppl 6(?):S45-50. doi: 10.1097/00005344-198608006-00011. [PMID: 2439819]
  • A Righetti, G Mérier, C Viquerat, O Ratib, W Rutishauser. Effects of bopindolol on left ventricular function during exercise in patients with coronary artery disease. Journal of cardiovascular pharmacology. 1986; 8 Suppl 6(?):S39-41. doi: 10.1097/00005344-198608006-00009. [PMID: 2439817]
  • P Dayer, T Leemann, A Marmy, J Rosenthaler. Interindividual variation of beta-adrenoceptor blocking drugs, plasma concentration and effect: influence of genetic status on behaviour of atenolol, bopindolol and metoprolol. European journal of clinical pharmacology. 1985; 28(2):149-53. doi: 10.1007/bf00609683. [PMID: 2859203]
  • R Platzer, R L Galeazzi, W Niederberger, J Rosenthaler. Simultaneous modeling of bopindolol kinetics and dynamics. Clinical pharmacology and therapeutics. 1984 Jul; 36(1):5-13. doi: 10.1038/clpt.1984.130. [PMID: 6329585]
  • D R Turner, F J Goodwin, A R Knight, D W Littlejohns, V L Sharman, D W Vere. Bopindolol: a new long acting beta-receptor antagonist; its effects on haemodynamics, and on the renin response to tilting. British journal of clinical pharmacology. 1984 Mar; 17(3):295-9. doi: 10.1111/j.1365-2125.1984.tb02344.x. [PMID: 6143566]
  • P Van Brummelen, P Bolli, M I Koolen, H B Staehelin, F R Bühler. Plasma lipid fractions during long-term monotherapy with the ISA-containing beta-adrenoceptor blocker bopindolol in hypertensive patients. British journal of clinical pharmacology. 1984 Jan; 17(1):86-8. doi: 10.1111/j.1365-2125.1984.tb05004.x. [PMID: 6691892]
  • U L Hulthén, P van Brummelen, F W Amann, F R Bühler. Antihypertensive efficacy of the new long-acting beta-blocker bopindolol as related to age. Journal of cardiovascular pharmacology. 1983 May; 5(3):426-9. doi: 10.1097/00005344-198305000-00012. [PMID: 6191141]
  • C J Oddie, G P Jackman, A Bobik. Analysis of bopindolol and its active metabolite 18-502 in human plasma by high-performance liquid chromatography. Journal of chromatography. 1983 Apr; 273(2):469-74. doi: 10.1016/s0378-4347(00)80973-1. [PMID: 6863461]
  • P van Brummelen, F R Bühler, F W Amann, P Bolli. Effects of a new long-acting beta-blocker bopindolol (LT 31-200) on blood pressure, plasma catecholamines, renin and cholesterol in patients with arterial hypertension. European journal of clinical pharmacology. 1982; 22(6):491-3. doi: 10.1007/bf00609620. [PMID: 6127218]