Metipranolol (BioDeep_00001868038)
Main id: BioDeep_00000006630
代谢物信息卡片
化学式: C17H27NO4 (309.1939982)
中文名称: 美替洛尔
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)NCC(COc1cc(C)c(c(C)c1C)OC(=O)C)O
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
3-(Propan-2-ylamino)propane-1,2-diol in which the hydrogen of the primary hydroxy group is substituted by a 4-acetoxy-2,3,5-trimethylphenoxy group. A non-cardioselective beta-blocker, it is used to lower intra-ocular pressure in the management of open-angle glaucoma.
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
1 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:6897
- KEGG: C07915
- KEGGdrug: D02374
- PubChem: 31477
- DrugBank: DB01214
- ChEMBL: CHEMBL1291
- MeSH: Metipranolol
- CAS: 22664-55-7
- MetaboLights: MTBLC6897
- PubChem: 10117
- NIKKAJI: J11.486C
- RefMet: Metipranolol
- medchemexpress: HY-121567
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)
0 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] - J Sádecká, J Polonský. Determination of some cardiovascular drugs in serum and urine by capillary isotachophoresis.
Journal of chromatography. A.
1996 May; 735(1-2):403-8. doi:
10.1016/0021-9673(95)00722-9
. [PMID: 8767750] - M D Johns, C D Ponte. Acute pulmonary edema associated with ocular metipranolol use.
The Annals of pharmacotherapy.
1995 Apr; 29(4):370-3. doi:
10.1177/106002809502900405
. [PMID: 7633013] - 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]
- I Tilser, J Martínková, J Chládek, K Zaydlar. A beneficial effect of metipranolol pretreatment on rat kidney ischemia in vivo.
Sbornik vedeckych praci Lekarske fakulty Karlovy university v Hradci Kralove.
1993; 36(1-2):31-4. doi:
. [PMID: 7909376]
- I Janků, F Perlík, M Tkaczyková, M Brodanová. Disposition kinetics and concentration-effect relationship of metipranolol in patients with cirrhosis and healthy subjects.
European journal of clinical pharmacology.
1992; 42(3):337-40. doi:
10.1007/bf00266359
. [PMID: 1349528] - J Motán, O Mayer, M Spanĕl. [Kinetics of metipranolol in patients with chronic kidney failure and during hemodialysis].
Vnitrni lekarstvi.
1991 Mar; 37(3):285-92. doi:
NULL
. [PMID: 1674391] - 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] - V Hamplová, V Monhart, M Zichová. [Metoprolol and metipranolol in the treatment of hypertension-- comparison of the effects of a single dose and administration for 1 month].
Vnitrni lekarstvi.
1989 Mar; 35(3):256-63. doi:
. [PMID: 2567555]
- 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] - P J Bacon, D J Brazier, R Smith, S E Smith. Cardiovascular responses to metipranolol and timolol eyedrops in healthy volunteers.
British journal of clinical pharmacology.
1989 Jan; 27(1):1-5. doi:
10.1111/j.1365-2125.1989.tb05327.x
. [PMID: 2565117] - H R Ochs, G Neugebauer, D J Greenblatt, L Labedzki. Influence of beta-blocker coadministration on the kinetics of isosorbide mononitrate and dinitrate.
Klinische Wochenschrift.
1986 Dec; 64(23):1213-6. doi:
10.1007/bf01734458
. [PMID: 2879959] - M Peterková, O Matousová, V Rejholec. [Densitometric determination of desacetylmetipranolol in blood plasma].
Ceskoslovenska farmacie.
1986 Dec; 35(10):456-7. doi:
NULL
. [PMID: 2880671] - P D Broulik, K Horký, V Pacovský. Effect of parathyroid hormone on plasma renin activity in humans.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
1986 Jul; 18(7):490-2. doi:
10.1055/s-2007-1012353
. [PMID: 2875024] - M Mikulecký, L Dedík, P Hůlek. [The effect of metipranolol on plasma clearance of bromsulphalein].
Vnitrni lekarstvi.
1986 Feb; 32(2):151-9. doi:
NULL
. [PMID: 2870588] - J Kocián, V Brodan. [An attempt at explaining the hypocalciuric effect of hydrochlorothiazide in idiopathic hypercalciuria].
Casopis lekaru ceskych.
1985 Feb; 124(7):210-2. doi:
NULL
. [PMID: 2857594] - A Veselková, V Brodan, R Honzák. [The effect of psychological stress on the levels of plasma catecholamines and the influence of beta blockers].
Casopis lekaru ceskych.
1983 Oct; 122(40):1227-9. doi:
NULL
. [PMID: 6139169] - J Zivný, B Ostádal, J Neuwirt, J Procházka, V Pelouch. Effect of beta adrenergic blocking agents on erythropoiesis in rats.
The Journal of pharmacology and experimental therapeutics.
1983 Jul; 226(1):222-5. doi:
. [PMID: 6134822]
- 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]
- K Tikal, J Hvizdosová. Catecholamines, serotonin and 5-hydroxyindole acetic acid in the brain and suprarenals, liver tryptophanpyrolase activity and serum Mg after beta-sympathotropic compounds in rats.
Activitas nervosa superior.
1982 Mar; 24(1):27-8. doi:
NULL
. [PMID: 6178245] - C Seyfried, H Ledermann, H Rennekamp, M L'age, U Abshagen. [Pharmacokinetics of the beta-receptor blocker metipranolol in patients with liver cirrhosis (author's transl)].
Deutsche medizinische Wochenschrift (1946).
1982 Jan; 107(1):21-6. doi:
10.1055/s-2008-1069864
. [PMID: 6120063] - L Tureková, M Belanová, A Bózner, F Inczinger. [The effect of stress factors on the ultrastructure of the myocardium and creatinine kinase activity in the blood of rats premedicated with metipranolol].
Ceskoslovenska patologie.
1981 Nov; 17(4):209-15. doi:
. [PMID: 6120044]
- K Horký, I Gregorová, J Dvoráková. The effect of renin and aldosterone inhibition by beta-adrenergic blockade on the response to the new diuretic azosemide.
European journal of pharmacology.
1981 Feb; 69(4):439-46. doi:
10.1016/0014-2999(81)90447-7
. [PMID: 6113965] - J Stríbrná, H Bultasová, Z Rotnáglová, V Martínek. [Renal excretion of kallikrein after water loading and administration of furosemide or the beta-adrenergic blocker, trimepranol. A study in patients with a kidney allotransplant].
Casopis lekaru ceskych.
1981 Feb; 120(6):154-9. doi:
NULL
. [PMID: 6111397] - K Herbaczyńska-Cedro, B Woźniewicz, B Broniszewska-Ardelt, L Ceremuzyński. Prevention of adrenaline-induced metabolic systemic and myocardial alterations by the beta-blocking agent metipranolol in the dog.
Cardiology.
1981; 67(4):206-18. doi:
10.1159/000173246
. [PMID: 6113891] - A Veselková, V Brodan. [Elimination of urinary catecholamines and their metabolites after administration of atropine and of alpha and beta sympatholytics in healthy volunteers (author's transl)].
Casopis lekaru ceskych.
1981; 120(50):1533-6. doi:
NULL
. [PMID: 6120042] - O Mayer, V Cepelák, J Vitous, J Potmĕsil. Beta-blocking drug metipranolol: plasma levels and pharmacodynamic action in man.
International journal of clinical pharmacology, therapy, and toxicology.
1980 Mar; 18(3):113-9. doi:
NULL
. [PMID: 6103879] - K Horký, I Gregorová, J Dvoráková. [Effect of beta-adrenergic block with trimepranol on the diuretic and renin-aldosterone stimulating action of the new diuretic azosemide (author's transl)].
Sbornik lekarsky.
1980; 82(4):111-23. doi:
. [PMID: 6104352]
- R P Faupel, R Gotzen. [Metabolic effects of a fixed combination (betablocker plus saluretic) in long-term treatment of arterial hypertension (author's transl)].
Medizinische Klinik.
1979 Jun; 74(23):929-34. doi:
. [PMID: 37419]
- B Knick, L Thomas, J Vollmar, G Bauer. [The effect of metipranolol on the carbohydrate metabolism in diabetics treated with glibenclamide (author's transl)].
Medizinische Klinik.
1979 Mar; 74(9):313-7. doi:
. [PMID: 34084]
- P J Neuvonen, P J Pentikäinen, A J Jounela. Effect of diuretic, beta-adrenoceptor blocking agent and their combination on elevated blood pressure and serum potassium: a cross-over study.
British journal of clinical pharmacology.
1978 Oct; 6(4):363-7. doi:
10.1111/j.1365-2125.1978.tb00865.x
. [PMID: 29653]