Orciprenaline (BioDeep_00000002733)

 

Secondary id: BioDeep_00001868241

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,3-diol

化学式: C11H17NO3 (211.1208)
中文名称: 奥西那林
谱图信息: 最多检出来源 Homo sapiens(plant) 9.51%

分子结构信息

SMILES: CC(C)NCC(C1=CC(=CC(=C1)O)O)O
InChI: InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8/h3-5,7,11-15H,6H2,1-2H3

描述信息

Orciprenaline is only found in individuals that have used or taken this drug. It is a beta-adrenergic agonist used in the treatment of asthma and bronchospasms. [PubChem]Orciprenaline is a moderately selective beta(2)-adrenergic agonist that stimulates receptors of the smooth muscle in the lungs, uterus, and vasculature supplying skeletal muscle, with minimal or no effect on alpha-adrenergic receptors. Intracellularly, the actions of orciprenaline are mediated by cAMP, the production of which is augmented by beta stimulation. The drug is believed to work by activating adenylate cyclase, the enzyme responsible for producing the cellular mediator cAMP.
R - Respiratory system > R03 - Drugs for obstructive airway diseases > R03C - Adrenergics for systemic use > R03CB - Non-selective beta-adrenoreceptor agonists
R - Respiratory system > R03 - Drugs for obstructive airway diseases > R03A - Adrenergics, inhalants > R03AB - Non-selective beta-adrenoreceptor agonists
D019141 - Respiratory System Agents > D018927 - Anti-Asthmatic Agents > D001993 - Bronchodilator Agents
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D013566 - Sympathomimetics
C78273 - Agent Affecting Respiratory System > C29712 - Anti-asthmatic Agent > C319 - Bronchodilator
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D000322 - Adrenergic Agonists
D012102 - Reproductive Control Agents > D015149 - Tocolytic Agents

同义名列表

16 个代谢物同义名

5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,3-diol; Boehringer ingelheim brand OF metaproterenol sulfate; Novartis brand OF metaproterenol sulfate; GSK Brand OF metaproterenol sulfate; Polistirex, metaproterenol; Metaproterenol polistirex; Metaproterenol sulfate; Orciprenaline sulfate; metaproterenol; orciprenaline; Astmopent; Metaprel; Alupent; Alotec; Metaproterenol; Metaproterenol



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

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 8 ADA, ANXA6, AXIN2, MEFV, PIK3C2A, PIK3C3, RPS6KA2, TNK1
Peripheral membrane protein 4 ADA, ANXA6, AP1S2, TNK1
Endosome membrane 1 ADRB2
Cytoplasmic vesicle, autophagosome 2 MEFV, PIK3C3
Nucleus 6 ADRB2, AXIN2, MEFV, PIK3C2A, PLCZ1, RPS6KA2
autophagosome 2 MEFV, PIK3C3
cytosol 9 ADA, AP1S2, AXIN2, MEFV, PIK3C2A, PIK3C3, PLCZ1, PRKCQ, RPS6KA2
phosphatidylinositol 3-kinase complex, class III 1 PIK3C3
trans-Golgi network 1 PIK3C2A
centrosome 1 AXIN2
nucleoplasm 4 MEFV, PIK3C2A, PLCZ1, RPS6KA2
Cell membrane 5 ADA, ADRB1, ADRB2, ADRB3, PIK3C2A
Cytoplasmic side 1 AP1S2
lamellipodium 1 MEFV
Multi-pass membrane protein 3 ADRB1, ADRB2, ADRB3
Synapse 1 RPS6KA2
cell junction 1 ADA
cell surface 1 ADA
glutamatergic synapse 1 PIK3C3
Golgi apparatus 2 ADRB2, AP1S2
Golgi membrane 2 AP1S2, INS
lysosomal membrane 3 ANXA6, AP1S2, EGF
sarcolemma 1 ANXA6
Lysosome 2 ADA, ADRB2
endosome 2 ADRB2, PIK3C3
plasma membrane 12 ADA, ADRB1, ADRB2, ADRB3, AXIN2, EDNRA, EGF, GCG, PIK3C2A, PRKCQ, REN, TNK1
Membrane 9 ADA, ADRB2, ANXA6, EGF, HGF, PIK3C2A, PIK3C3, REN, TNK1
apical plasma membrane 1 ADRB2
extracellular exosome 3 ANXA6, EGF, PIK3C2A
extracellular space 5 EGF, GCG, HGF, INS, REN
perinuclear region of cytoplasm 2 ANXA6, PLCZ1
Schaffer collateral - CA1 synapse 1 ADRB1
mitochondrion 1 ANXA6
intracellular membrane-bounded organelle 2 AP1S2, PIK3C2A
pronucleus 1 PLCZ1
Secreted 3 GCG, INS, REN
extracellular region 5 EGF, GCG, HGF, INS, REN
Extracellular side 1 ADA
Cytoplasmic vesicle lumen 1 ADA
anchoring junction 1 ADA
centriolar satellite 1 PRKCQ
external side of plasma membrane 1 ADA
beta-catenin destruction complex 1 AXIN2
cytoplasmic vesicle 1 MEFV
nucleolus 1 PLCZ1
midbody 1 PIK3C3
Early endosome 3 ADRB1, ADRB2, AP1S2
Membrane, clathrin-coated pit 1 AP1S2
apical part of cell 1 REN
clathrin-coated pit 1 AP1S2
vesicle 1 PIK3C2A
Cell projection, lamellipodium 1 MEFV
Cytoplasm, perinuclear region 1 PLCZ1
focal adhesion 1 ANXA6
microtubule 1 MEFV
GABA-ergic synapse 1 PIK3C3
Peroxisome 1 PIK3C3
collagen-containing extracellular matrix 1 ANXA6
axoneme 1 PIK3C3
Cell projection, ruffle 1 MEFV
Late endosome 1 PIK3C3
ruffle 1 MEFV
receptor complex 2 ADRB2, ADRB3
Zymogen granule membrane 1 ANXA6
microtubule associated complex 1 MEFV
Late endosome membrane 1 ANXA6
phagocytic vesicle membrane 1 PIK3C3
Golgi apparatus, trans-Golgi network 1 PIK3C2A
Endomembrane system 1 AP1S2
endosome lumen 1 INS
phagophore assembly site 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type I 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type II 1 PIK3C3
Cytoplasmic vesicle membrane 1 AP1S2
Melanosome 1 ANXA6
clathrin-coated vesicle 1 PIK3C2A
trans-Golgi network membrane 1 AP1S2
secretory granule lumen 2 GCG, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 GCG, INS
platelet alpha granule lumen 2 EGF, HGF
phosphatidylinositol 3-kinase complex 1 PIK3C2A
Cytoplasmic vesicle, clathrin-coated vesicle 1 PIK3C2A
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
presynaptic endosome 1 PIK3C3
neuronal dense core vesicle 2 ADRB1, ADRB2
aggresome 1 PRKCQ
vesicle membrane 1 ANXA6
clathrin-coated endocytic vesicle membrane 2 ADRB2, EGF
[Isoform 2]: Nucleus 1 MEFV
[Isoform 1]: Cytoplasm, cytoskeleton 1 MEFV
canonical inflammasome complex 1 MEFV
AP-type membrane coat adaptor complex 1 AP1S2
membrane coat 1 AP1S2
AP-1 adaptor complex 1 AP1S2
postsynaptic endosome 1 PIK3C3
ribosome 1 RPS6KA2
[Glucagon-like peptide 1]: Secreted 1 GCG
Autolysosome 1 PIK3C3
sperm head 1 PLCZ1


文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Daniel P Cashman. Why the lower reported prevalence of asthma in patients diagnosed with COVID-19 validates repurposing EDTA solutions to prevent and manage treat COVID-19 disease. Medical hypotheses. 2020 Nov; 144(?):110027. doi: 10.1016/j.mehy.2020.110027. [PMID: 32758873]
  • Makhala M Khammy, Cindy Kha Han Truong, Christine E Wright, James A Angus. The β2-adrenoceptor agonist bronchodilators terbutaline and orciprenaline are also weak α1-adrenoceptor antagonists. European journal of pharmacology. 2020 Sep; 882(?):173304. doi: 10.1016/j.ejphar.2020.173304. [PMID: 32592771]
  • F A Ibrahim, M E Fathy, H M Elmansi. Highly sensitive spectrofluorimetric method for rapid determination of orciprenaline in biological fluids and pharmaceuticals. Luminescence : the journal of biological and chemical luminescence. 2019 Feb; 34(1):77-83. doi: 10.1002/bio.3579. [PMID: 30536899]
  • Jacqueline Calvano, William Achanzar, Bethanne Murphy, Janet DiPiero, Clifford Hixson, Cecilia Parrula, Holly Burr, Raja Mangipudy, Mark Tirmenstein. Evaluation of microRNAs-208 and 133a/b as differential biomarkers of acute cardiac and skeletal muscle toxicity in rats. Toxicology and applied pharmacology. 2016 Dec; 312(?):53-60. doi: 10.1016/j.taap.2015.11.015. [PMID: 26627004]
  • Yoko Nishimura, Yuji Morikawa, Chiaki Kondo, Yutaka Tonomura, Ryou Fukushima, Mikinori Torii, Takeki Uehara. Genomic biomarkers for cardiotoxicity in rats as a sensitive tool in preclinical studies. Journal of applied toxicology : JAT. 2013 Oct; 33(10):1120-30. doi: 10.1002/jat.2867. [PMID: 23558518]
  • Daniel J Warner, Hongming Chen, Louis-David Cantin, J Gerry Kenna, Simone Stahl, Clare L Walker, Tobias Noeske. Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2332-41. doi: 10.1124/dmd.112.047068. [PMID: 22961681]
  • Harri Härmä, Anita Rozwandowicz-Jansen, Eija Martikkala, Heini Frang, Ilkka Hemmilä, Niko Sahlberg, Vidal Fey, Merja Perälä, Pekka Hänninen. A new simple cell-based homogeneous time-resolved fluorescence QRET technique for receptor-ligand interaction screening. Journal of biomolecular screening. 2009 Sep; 14(8):936-43. doi: 10.1177/1087057109341657. [PMID: 19684287]
  • M W F Nielen, J J P Lasaroms, M L Essers, J E Oosterink, T Meijer, M B Sanders, T Zuidema, A A M Stolker. Multiresidue analysis of beta-agonists in bovine and porcine urine, feed and hair using liquid chromatography electrospray ionisation tandem mass spectrometry. Analytical and bioanalytical chemistry. 2008 May; 391(1):199-210. doi: 10.1007/s00216-007-1760-7. [PMID: 18180910]
  • Guido Zimmer, Markus Bernhörster, Patrizius Pilz, Jutta Schuchmann-Fix, Rolf Hüggelmeier, Nicole Blüm, Herman Libertus. Mononuclear cell membranes: stabilization by reproterol and cromoglycate, destabilization by fenoterol and salbutamol. Arzneimittel-Forschung. 2006; 56(2):76-83. doi: 10.1055/s-0031-1296705. [PMID: 16572921]
  • R W Rosebrough. Dietary adrenergic active compounds and the response of broilers to isoproterenol and cyclic adenosine monophosphate in vitro. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 2001 Nov; 71(6):352-5. doi: 10.1024/0300-9831.71.6.352. [PMID: 11840839]
  • M K Henze, G Opfermann, H Spahn-Langguth, W Schänzer. Screening of beta-2 agonists and confirmation of fenoterol, orciprenaline, reproterol and terbutaline with gas chromatography-mass spectrometry as tetrahydroisoquinoline derivatives. Journal of chromatography. B, Biomedical sciences and applications. 2001 Feb; 751(1):93-105. doi: 10.1016/s0378-4347(00)00452-7. [PMID: 11232861]
  • G Zimmer, A Dahinten, A Fitzner, S Halbig, T Noll, F Treusch, H Libertus. beta-agonistic bronchodilators: comparison of dose/response in working rat hearts. Chest. 2000 Feb; 117(2):519-29. doi: 10.1378/chest.117.2.519. [PMID: 10669699]
  • G G Page, S Ben-Eliyahu. Natural killer cell activity and resistance to tumor metastasis in prepubescent rats: deficient baselines, but invulnerability to stress and beta-adrenergic stimulation. Neuroimmunomodulation. 2000; 7(3):160-8. doi: 10.1159/000026434. [PMID: 10754404]
  • C G Georgakopoulos, C Tsitsimpikou, M H Spyridaki. Excretion study of the beta2-agonist reproterol in human urine. Journal of chromatography. B, Biomedical sciences and applications. 1999 Apr; 726(1-2):141-8. doi: 10.1016/s0378-4347(99)00033-x. [PMID: 10348180]
  • R Hermann, P Ruus, E Schneider, C de Mey. Tolerability and in vivo performance of a novel freon-free metered dose inhaler for a fixed combinational product of reproterol and disodium cromoglycate. Arzneimittel-Forschung. 1998 Jun; 48(6):663-7. doi: NULL. [PMID: 9689424]
  • T Bertsch, H Bleuel, J Aufenanger, W Rebel. Comparison of cardiac Troponin T and cardiac Troponin I concentrations in peripheral blood during orciprenaline induced tachycardia in rats. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 1997 Dec; 49(6):467-8. doi: 10.1016/s0940-2993(97)80138-8. [PMID: 9495647]
  • N G Knebel, M Winkler. Rapid and automated determination of the beta2-agonist reproterol in human plasma by atmospheric pressure chemical ionisation high-performance liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 1997 Nov; 702(1-2):119-29. doi: 10.1016/s0378-4347(97)00381-2. [PMID: 9449563]
  • H Singh, S L Linas. Role of protein kinase C in beta 2-adrenoceptor function in cultured rat proximal tubule epithelial cells. The American journal of physiology. 1997 Aug; 273(2 Pt 2):F193-9. doi: 10.1152/ajprenal.1997.273.2.f193. [PMID: 9277579]
  • T Wachs, R L Sheppard, J Henion. Design and applications of a self-aligning liquid junction-electrospray interface for capillary electrophoresis-mass spectrometry. Journal of chromatography. B, Biomedical applications. 1996 Oct; 685(2):335-42. doi: 10.1016/s0378-4347(96)00176-4. [PMID: 8953176]
  • H Singh, S Linas. Beta 2-adrenergic function in cultured rat proximal tubule epithelial cells. The American journal of physiology. 1996 Jul; 271(1 Pt 2):F71-7. doi: 10.1152/ajprenal.1996.271.1.f71. [PMID: 8760245]
  • M P Portillo, A S Del Barrio, M A Garcia-Calonge, J A Martinez. Desensitization effect of in vivo treatment with metaproterenol on beta1, beta2 and beta3-adrenergic responsiveness in rat adipocytes. Life sciences. 1996; 58(5):405-14. doi: 10.1016/0024-3205(95)02305-4. [PMID: 8594305]
  • M P Portillo, A S del Barrio, J A Martínez. Analysis of the interactions between growth hormone and metaproterenol on lipid mobilization. Revista espanola de fisiologia. 1995 Sep; 51(3):147-54. doi: . [PMID: 8606992]
  • A Boznański, M Domanasiewicz, D Rudzka, I Pirogowicz. [Preliminary evaluation of efficacy for the preparation DNCG-compositum in treatment of atopic bronchial asthma in children]. Pneumonologia i alergologia polska. 1994; 62(1-2):80-3. doi: NULL. [PMID: 8075618]
  • J A Martínez, M Rguez-Mariscal, A Del Barrio, J Larralde. Changes in serum and urinary amino acids after the administration of a mixed beta-adrenergic agonist. Annals of nutrition & metabolism. 1992; 36(5-6):328-35. doi: 10.1159/000177737. [PMID: 1492761]
  • K Wrenn, C M Slovis, F Murphy, R S Greenberg. Aminophylline therapy for acute bronchospastic disease in the emergency room. Annals of internal medicine. 1991 Aug; 115(4):241-7. doi: 10.7326/0003-4819-115-4-241. [PMID: 1854108]
  • C D Burgess, H H Windom, N Pearce, S Marshall, R Beasley, R W Siebers, J Crane. Lack of evidence for beta-2 receptor selectivity: a study of metaproterenol, fenoterol, isoproterenol, and epinephrine in patients with asthma. The American review of respiratory disease. 1991 Feb; 143(2):444-6. doi: 10.1164/ajrccm/143.2.444. [PMID: 1671326]
  • J Fritze, E Sofic, T Müller, H Pfüller, M Lanczik, P Riederer. Cholinergic-adrenergic balance: Part 1. Relationship between central and peripheral sensitivities. Psychiatry research. 1990 Dec; 34(3):259-70. doi: 10.1016/0165-1781(90)90004-o. [PMID: 1963691]
  • S E Lindley, K J Lookingland, K E Moore. Dopaminergic and beta-adrenergic receptor control of alpha-melanocyte-stimulating hormone secretion during stress. Neuroendocrinology. 1990 Jul; 52(1):46-51. doi: 10.1159/000125537. [PMID: 2168526]
  • H J Leis, H Gleispach, V Nitsche, E Malle. Quantitative determination of terbutaline and orciprenaline in human plasma by gas chromatography/negative ion chemical ionization/mass spectrometry. Biomedical & environmental mass spectrometry. 1990 Jun; 19(6):382-6. doi: 10.1002/bms.1200190609. [PMID: 2357489]
  • R L Sharma, T K Bhat. Effect of bronchodilator and intravascular oxygen releaser on the course of Dictyocaulus filaria infection in lambs. Veterinary parasitology. 1990 Feb; 35(1-2):147-55. doi: 10.1016/0304-4017(90)90124-t. [PMID: 2140475]
  • G A Shifrin, A A Aldeshev, L I Taslitskiĭ. [Pathophysiologic characteristics of the reactive toxic stage of acute suppurative peritonitis and ways to enhance the effectiveness of intensive therapy]. Patologicheskaia fiziologiia i eksperimental'naia terapiia. 1989 Nov; ?(6):40-4. doi: NULL. [PMID: 2628881]
  • K Selinger, H M Hill, D Matheou, L Dehelean. Determination of free and total metaproterenol in human plasma by high-performance liquid chromatography with fluorimetric detection. Journal of chromatography. 1989 Aug; 493(1):230-8. doi: 10.1016/s0378-4347(00)82729-2. [PMID: 2778017]
  • D Appel, J P Karpel, M Sherman. Epinephrine improves expiratory flow rates in patients with asthma who do not respond to inhaled metaproterenol sulfate. The Journal of allergy and clinical immunology. 1989 Jul; 84(1):90-8. doi: 10.1016/0091-6749(89)90182-6. [PMID: 2754149]
  • A Pettenazzo, A Jobe, M Ikegami, R Abra, E Hogue, P Mihalko. Clearance of phosphatidylcholine and cholesterol from liposomes, liposomes loaded with metaproterenol, and rabbit surfactant from adult rabbit lungs. The American review of respiratory disease. 1989 Mar; 139(3):752-8. doi: 10.1164/ajrccm/139.3.752. [PMID: 2923375]
  • D M Gelmont, J R Balmes, A Yee. Hypokalemia induced by inhaled bronchodilators. Chest. 1988 Oct; 94(4):763-6. doi: 10.1378/chest.94.4.763. [PMID: 3168573]
  • H Iida, A Kast, Y Tsunenari, M Asakura. Corticosterone induction of cleft palate in mice dosed with orciprenaline sulfate. Teratology. 1988 Jul; 38(1):15-27. doi: 10.1002/tera.1420380104. [PMID: 2972086]
  • R J Hageman, R A de Zeeuw, J E Greving, J J Krann, G H Koëter. Plasma levels, heart rate, and blood pressure after intravenous, oral, and aerosol administration of reproterol in man. Biopharmaceutics & drug disposition. 1988 May; 9(3):301-14. doi: 10.1002/bod.2510090308. [PMID: 3395671]
  • J R Turner, K J Corkery, D Eckman, A M Gelb, A Lipavsky, D Sheppard. Equivalence of continuous flow nebulizer and metered-dose inhaler with reservoir bag for treatment of acute airflow obstruction. Chest. 1988 Mar; 93(3):476-81. doi: 10.1378/chest.93.3.476. [PMID: 3342656]
  • R Möricke. Interaction between glucose utilization and left ventricular heart function in type I-diabetics. Acta physiologica Hungarica. 1988; 71(2):233-41. doi: . [PMID: 3389168]
  • S B Schwartzberg, S P Shelov, D Van Praag. Blood leukotriene levels during the acute asthma attack in children. Prostaglandins, leukotrienes, and medicine. 1987 Feb; 26(2):143-55. doi: 10.1016/0262-1746(87)90109-0. [PMID: 3031694]
  • F Hatch, K McKellop, G Hansen, T MacGregor. Relative bioavailability of metaproterenol in humans utilizing a single dose, stable isotope approach. Journal of pharmaceutical sciences. 1986 Sep; 75(9):886-90. doi: 10.1002/jps.2600750913. [PMID: 3783458]
  • J Farnam, J A Grant, M A Lett-Brown, R A Lord, W L Russell, D P Henry. Combined cold- and heat-induced cholinergic urticaria. The Journal of allergy and clinical immunology. 1986 Aug; 78(2):353-7. doi: 10.1016/s0091-6749(86)80089-6. [PMID: 3734288]
  • R H Kerr-Wilson, J W Orr, H M Shingleton, K D Hatch, M W Trammel. The effect of beta-adrenergic stimulation on the bladder and urethra following radical hysterectomy. Gynecologic oncology. 1986 Mar; 23(3):267-74. doi: 10.1016/0090-8258(86)90126-5. [PMID: 2870010]
  • D Dullinger, R Kronenberg, D E Niewoehner. Efficacy of inhaled metaproterenol and orally-administered theophylline in patients with chronic airflow obstruction. Chest. 1986 Feb; 89(2):171-3. doi: 10.1378/chest.89.2.171. [PMID: 3510820]
  • O Eliasson, M Longo, P Dore-Duffy, M J Densmore, A C DeGraff. Serum 13-14-diOH-15-keto-prostaglandin F2 alpha and airway response to meclofenamate and metaproterenol in relation to the menstrual cycle. The Journal of asthma : official journal of the Association for the Care of Asthma. 1986; 23(6):309-19. doi: 10.3109/02770908609073178. [PMID: 3546255]
  • A Martinsson, S Bevegård, P Hjemdahl. Analysis of phenylephrine in plasma: initial data about the concentration-effect relationship. European journal of clinical pharmacology. 1986; 30(4):427-31. doi: 10.1007/bf00607955. [PMID: 3743618]
  • R Singleton, D I Moel, R A Cohn. Preliminary observation of impaired water excretion in treated status asthmaticus. American journal of diseases of children (1960). 1986 Jan; 140(1):59-61. doi: 10.1001/archpedi.1986.02140150061036. [PMID: 3942108]
  • J Brès, A M Clauzel, M C Pistre, H Rachmat, F Bressolle. [Metabolism of beta-adrenergic substances. Therapeutic implications]. Bulletin europeen de physiopathologie respiratoire. 1985 Sep; 21(5):19s-34s. doi: . [PMID: 2865990]
  • M Wicklmayr, G Dietze, K Rett, H Mehnert. Evidence for a substrate regulation of triglyceride lipolysis in human skeletal muscle. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 1985 Sep; 17(9):471-5. doi: 10.1055/s-2007-1013579. [PMID: 3899892]
  • D Siegel, D Sheppard, A Gelb, P F Weinberg. Aminophylline increases the toxicity but not the efficacy of an inhaled beta-adrenergic agonist in the treatment of acute exacerbations of asthma. The American review of respiratory disease. 1985 Aug; 132(2):283-6. doi: 10.1164/arrd.1985.132.2.283. [PMID: 2862819]
  • N P Cummings, R C Strunk. Combination drug therapy in children with exercise-induced bronchospasm. Annals of allergy. 1984 Nov; 53(5):395-400. doi: NULL. [PMID: 6437295]
  • M Kanisawa. [Pathogenesis of human cancer development due to environmental factors]. Gan no rinsho. Japan journal of cancer clinics. 1984 Sep; 30(12 Suppl):1445-56. doi: NULL. [PMID: 6096589]
  • P M Passamonte, A J Martinez. Effect of inhaled atropine or metaproterenol in patients with chronic airway obstruction and therapeutic serum theophylline levels. Chest. 1984 May; 85(5):610-5. doi: 10.1378/chest.85.5.610. [PMID: 6370619]
  • J J Seidenfeld, W N Jones, R E Moss, J Tremper. Intravenous aminophylline in the treatment of acute bronchospastic exacerbations of chronic obstructive pulmonary disease. Annals of emergency medicine. 1984 Apr; 13(4):248-52. doi: 10.1016/s0196-0644(84)80472-2. [PMID: 6367554]
  • T R MacGregor, L Nastasi, P R Farina, J J Keirns. Isolation and characterization of metaproterenol-3-O-sulfate: a conjugate of metaproterenol in human urine. Drug metabolism and disposition: the biological fate of chemicals. 1983 Nov; 11(6):568-73. doi: . [PMID: 6140141]
  • G H Meuret, H G Lenders, K L Scholler. [Are beta-sympathomimetic substances in resuscitation useful? Experimental studies]. Schweizerische medizinische Wochenschrift. 1983 Aug; 113(33):1148-52. doi: . [PMID: 6623037]
  • G H Meuret, H G Lenders, H F Schindler, K L Scholler. [Orciprenaline (Alupent) in resuscitation for circulatory arrest? Experimental comparison between orciprenaline and adrenaline in dogs]. Der Anaesthesist. 1983 Jul; 32(7):352-8. doi: . [PMID: 6614423]
  • R J Hageman, J E Greving, J H Jonkman, R A De Zeeuw. High-performance liquid chromatographic determination of reproterol in plasma using on-line trace enrichment and amperometric detection with a rotating working electrode. Journal of chromatography. 1983 May; 274(?):239-53. doi: 10.1016/s0378-4347(00)84427-8. [PMID: 6874825]
  • G P Berezuk, S W Schondelmeyer, J J Seidenfeld, W N Jones, J L Bootman. Clinical comparison of albuterol, isoetharine, and metaproterenol given by aerosol inhalation. Clinical pharmacy. 1983 Mar; 2(2):129-34. doi: . [PMID: 6349905]
  • M Weinberger, L Hendeles. Theophylline for chronic asthma: rationale for treatment, product selection, and dosage schedule. Pediatric pharmacology (New York, N.Y.). 1983; 3(3-4):273-85. doi: NULL. [PMID: 6429620]
  • M B Abdurrahman, A M Taqi. Childhood bronchial asthma in northern Nigeria. Clinical allergy. 1982 Jul; 12(4):379-84. doi: 10.1111/j.1365-2222.1982.tb02542.x. [PMID: 7116614]
  • W Kreusser, H O Vetter, U Mittmann, W H Hörl, E Ritz. Haemodynamics and myocardial metabolism of phosphorus depleted dogs: effects of catecholamines and angiotensin II. European journal of clinical investigation. 1982 Jun; 12(3):219-28. doi: 10.1111/j.1365-2362.1982.tb00996.x. [PMID: 6286315]
  • . [Effect of the beta-receptor blockers propranolol and tilinolol on glucose- orciprenaline-induced insulin secretion, glucose tolerance and the behavior of non-esterified free fatty acids in metabolically healthy subjects]. Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete. 1982 Mar; 37(6):186-90. doi: . [PMID: 6124065]
  • H W Kelly, R Menendez, S Murphy, W Tuttle. Metaproterenol sulfate for asthmatic children with therapeutic serum theophylline concentrations. Clinical pharmacy. 1982 Jan; 1(1):49-54. doi: NULL. [PMID: 6764162]
  • E G Nassif, M Weinberger, R Thompson, W Huntley. The value of maintenance theophylline in steroid-dependent asthma. The New England journal of medicine. 1981 Jan; 304(2):71-5. doi: 10.1056/nejm198101083040202. [PMID: 7003383]
  • N Kucharczyk, J T Yang, R D Sofia. Biotransformation of reproterol in the intestinal tract of the rat. Arzneimittel-Forschung. 1981; 31(12):2085-8. doi: NULL. [PMID: 7199302]
  • D E Potter, L C Woodson, R R Kempen, S Ellis. Comparative metabolic and cardiovascular effects of carbuterol, isoproterenol, metaproterenol and salbutamol in the baboon. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 1980 Jul; 12(7):323-7. doi: 10.1055/s-2007-996280. [PMID: 6105120]
  • E H Bontekoe, J F Blacquière, C Naaktogeboren, S J Dieleman. On the influence of orciprenaline on uterine motility and on plasma levels of estradiol-17 beta in pregnant and parturient sheep. European journal of obstetrics, gynecology, and reproductive biology. 1980 Jan; 10(1):55-67. doi: 10.1016/0028-2243(80)90037-4. [PMID: 7189160]
  • W Chowanetz, K Müller, W Gross. [Effects of propranolol and metoprolol on beta-adrenergic metabolic responses (author's transl)]. Medizinische Klinik. 1979 Sep; 74(36):1286-90. doi: NULL. [PMID: 492050]
  • R Marquardt. [Effect of dopamine and metaproterenol on serum free fatty acids with regard to the induction of cardiac arrhythmia]. Die Medizinische Welt. 1979 May; 30(18):707-8. doi: NULL. [PMID: 440064]
  • J Cortada-Macías, R Monfort, J Martín-Comin, P Pujol-Amat. [Action of repeated doses of a beta-adrenergic in the response of plasma cyclic AMP in asthmatic patients]. Allergologia et immunopathologia. 1979 Mar; 7(2):105-10. doi: NULL. [PMID: 223425]
  • H J Gilfrich, K F Ober, H J Förster, K L Rominger. [Plasma levels, renal excretion and metabolism of orciprenaline after administration in sustained-release form (author's transl)]. Arzneimittel-Forschung. 1979; 29(6):967-70. doi: NULL. [PMID: 582794]
  • H J Peters, N Parekh, G Popa. Effects of adrenergic and cholinergic agents on ureteral functions in dogs. Urologia internationalis. 1979; 34(2):137-46. doi: 10.1159/000280258. [PMID: 442284]
  • D Castello, T Bignante, F De Candussio, D Franchi, A Martini. [Comparative studies of the metabolic and cardiovascular effects of 3 current bronchodilator agents (trimethoquinol, terbutaline and Th 1165a)]. Minerva pediatrica. 1977 Dec; 29(38):2293-309. doi: ". [PMID: 342900]
  • J P Sanders, D E Potter, S Ellis, D E Bee, J A Grant. Metabolic and cardiovascular effects of carbuterol and metaproterenol. The Journal of allergy and clinical immunology. 1977 Sep; 60(3):174-9. doi: 10.1016/0091-6749(77)90121-x. [PMID: 19514]
  • J Rosenthal, F Escobar-Jimenez, S Raptis. Prevention by somatostatin of rise in blood pressure and plasma renin mediated by beta-receptor stimulation. Clinical endocrinology. 1977 Jun; 6(6):455-62. doi: 10.1111/j.1365-2265.1977.tb03329.x. [PMID: 884878]
  • J Borbola, K Süsskand, M Siess, L Szekeres. The effects of arachidonic acid in isolated atria of guinea pigs. European journal of pharmacology. 1977 Jan; 41(1):27-36. doi: 10.1016/0014-2999(77)90367-3. [PMID: 832663]
  • M Marvola. Metabolic actions of some sympathomimetic amines and their acetyl derivatives in the rabbit. Acta pharmacologica et toxicologica. 1977 Jan; 40(1):22-32. doi: 10.1111/j.1600-0773.1977.tb02050.x. [PMID: 576360]
  • H Börner, D Falkenhagen, H Rohmann, M Krüger. [Behavior of plasms renin activity, hemodynamic parameters and clearance values as influenced by orciprenaline and propranolol in patients with limited kidney function]. Zeitschrift fur Urologie und Nephrologie. 1976 Dec; 69(12):877-84. doi: . [PMID: 1014930]
  • H G Dengler, J H Hengstmann. Metabolism and pharmacokinetics of orciprenaline in various animal species and man. Archives internationales de pharmacodynamie et de therapie. 1976 Sep; 223(1):71-87. doi: NULL. [PMID: 999404]
  • A Ritter. [Effect of alupent on plasma and erythrocyte cations in asthma and some heart diseases in children]. Pediatria polska. 1976 Mar; 51(3):255-65. doi: NULL. [PMID: 1256930]
  • W Napiórkowska, S Bromberg-Sznek, B Vertun, A Wolańska, S Tylewska. [Effect of sympathomimetics (isoprenaline, alupent, salbutamol) on the level of free and esterified fatty acids in blood serum of patients with chronic pulmonary diseases]. Pneumonologia polska. 1976 Feb; 44(2):107-12. doi: NULL. [PMID: 940783]
  • R C Foster. Renal hydromineral metabolism in starry flounder, Platichthys stellatus. Comparative biochemistry and physiology. A, Comparative physiology. 1976; 55(2a):135-40. doi: 10.1016/0300-9629(76)90081-5. [PMID: 7410]
  • F W Schmahl, F Buchholz, H Heckers, K Huth. [Effect of alpha and beta receptor stimulating drugs on lipid metabolism and the lethality of endotoxic shock]. Verhandlungen der Deutschen Gesellschaft fur Innere Medizin. 1976; 82 Pt 1(?):862-4. doi: ". [PMID: 1029301]
  • M H Nadjmabadi, R Purschke, S Tarbiat, H Lennartz, W Bircks. [Comparing studies on the influence of dopamine and orciprenaline on cardiac and renal function of patients after cardiac surgery (author's transl)]. Thoraxchirurgie, vaskulare Chirurgie. 1975 Dec; 23(6):552-9. doi: 10.1055/s-0028-1097027. [PMID: 1082662]
  • W Wiest. [Current viewpoints on the relaxation of the uterus. An international symposium on the use of betamimetics]. Fortschritte der Medizin. 1975 Sep; 93(27):1262-5. doi: ". [PMID: 4367]
  • G Schmid, K Hempel, L Fricke, H Wernze, A Heidland. [Increased cAMP concentration in parotid secretion in arterial hypertension: relationship to plasma-renin activity (author's transl)]. Deutsche medizinische Wochenschrift (1946). 1975 Jun; 100(26):1435-7. doi: NULL. [PMID: 168050]
  • M A Weber, H F Oates, G S Stokes. beta-Adrenergic receptors and renin release: studies with beta-adrenoreceptor-blocking agents in the conscious rabbit. Clinical science and molecular medicine. Supplement. 1975 Jun; 2(?):89s-91s. doi: 10.1042/cs048089s. [PMID: 28880]
  • S Mue, T Ise, Y Ono, K Akasaka. A study of western red cedar-induced asthma. Annals of allergy. 1975 May; 34(5):296-304. doi: ". [PMID: 1124866]
  • M H Nadjmadadi, H Lennartz, R Purschke, W Bircks, H Baum, S Tarbiat. [Effect of dopamine, resp. orciprenaline, on heart and kidney function following cardiac surgery]. Die Medizinische Welt. 1975 Mar; 26(12):554-8. doi: NULL. [PMID: 1134294]
  • H Bauer. [Medical measures in cardiopulmonary resuscitation: extended ABC of first aid. Experience of the Emergency Medical Service of Professional Fire-brigade in Munich]. Medizinische Klinik. 1975 Jan; 70(3-2):106-13. doi: NULL. [PMID: 1128428]
  • A P Flint, A B Anderson, A C Turnbull. Control of utero-ovarian and peripheral venous plasma progesterone by beta-sympathomimetic drugs in pregnant sheep. The Journal of endocrinology. 1974 Oct; 63(1):253-4. doi: 10.1677/joe.0.0630253. [PMID: 4153996]
  • I Shudo. Time course observation on metaproterenol distribution in rats. Japanese journal of pharmacology. 1974 Oct; 24(5):729-35. doi: 10.1254/jjp.24.729. [PMID: 4455982]
  • A A Schoenberg, U Mennicken, R Simon, P Brambring, P H Heintzen. Stroke volume estimation from aortic pressure with correction for arrhythmias. European journal of cardiology. 1974 Aug; 2(1):55-65. doi: NULL. [PMID: 4278289]
  • J Meissner, P Preil. [Studies on distribution and passage of tritium labelled fenoterol-hydrobromide (Th 1165a) in gravid and lactating rabbits]. Arzneimittel-Forschung. 1974 Aug; 24(8):1213-7. doi: NULL. [PMID: 4153682]
  • I Kramer, H J Klingspohr. [Whole-body autoradiographic studies on the distribution and the placental transfer of fenoterol-hydrobromide (Th 1165a) in rats]. Arzneimittel-Forschung. 1974 Aug; 24(8):1210-3. doi: NULL. [PMID: 4153844]
  • V Unbehaun, A Conradt, C M Schlotter, V Schneider. [Changes in metabolism during infusion of Th 1165 a (author's transl)]. Zeitschrift fur Geburtshilfe und Perinatologie. 1974 Apr; 178(2):118-27. doi: ". [PMID: 4422374]
  • D Mathey, W Bleifeld, S Effert, K W Heinrich, W Merx. [Recurrent ventricular fibrillation due to renal potassium loss (author's transl)]. Deutsche medizinische Wochenschrift (1946). 1973 Nov; 98(45):2132-5. doi: 10.1055/s-0028-1107208. [PMID: 4127983]