urapidil (BioDeep_00000271120)
代谢物信息卡片
urapidil
化学式: C20H29N5O3 (387.2270284)
中文名称: 乌拉地尔
谱图信息:
最多检出来源 Viridiplantae(plant) 10%
分子结构信息
SMILES: CN1C(=CC(=O)N(C1=O)C)NCCCN2CCN(CC2)C3=CC=CC=C3OC
InChI: InChI=1S/C20H29N5O3/c1-22-18(15-19(26)23(2)20(22)27)21-9-6-10-24-11-13-25(14-12-24)16-7-4-5-8-17(16)28-3/h4-5,7-8,15,21H,6,9-14H2,1-3H3
描述信息
C - Cardiovascular system > C02 - Antihypertensives > C02C - Antiadrenergic agents, peripherally acting > C02CA - Alpha-adrenoreceptor antagonists
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D017366 - Serotonin Receptor Agonists
C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C72900 - Adrenergic Antagonist
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents
D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents
Urapidil is an α1 adrenoreceptor antagonist and a 5-HT1A receptor agonist.
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:32278
- KEGGdrug: D01333
- PubChem: 5639
- Metlin: METLIN44217
- DrugBank: DB12661
- ChEMBL: CHEMBL279229
- CAS: 34661-75-1
- MoNA: FiehnHILIC003035
- MoNA: FiehnHILIC002400
- MoNA: FiehnHILIC001557
- MoNA: FiehnHILIC000833
- PMhub: MS000001519
- medchemexpress: HY-B0716
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
- 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] - 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] - Yan-Zhong Xie, Jian-Ming Ni, Shan-Jing Zhang, Guo-Rong Ding, Jun-Fei Feng. Efficacy of urapidil for the treatment of patients with senile hypertension and acute heart failure.
Medicine.
2019 Oct; 98(41):e17352. doi:
10.1097/md.0000000000017352. [PMID: 31593086] - Jiaxiao Shi, Yulin Li, Cong Xing, Peng Peng, Hongyu Shi, Han Ding, Pengyuan Zheng, Guangzhi Ning, Shiqing Feng. Urapidil, compared to nitroglycerin, has better clinical safety in the treatment of hypertensive patients with acute heart failure: a meta-analysis.
Drug design, development and therapy.
2019; 13(?):161-172. doi:
10.2147/dddt.s185972. [PMID: 30643384] - Lubica Cibickova, Tomas Caran, Martin Dobias, Peter Ondra, Viktor Vorisek, Norbert Cibicek. Multi-drug intoxication fatality involving atorvastatin: A case report.
Forensic science international.
2015 Dec; 257(?):e26-e31. doi:
10.1016/j.forsciint.2015.09.020. [PMID: 26508377] - Shuangjiao Sun, Yanfen Wei, Chanjuan Long, Biyang Deng. Capillary electrophoresis with end-column electrochemiluminescence for ultrasensitive determination of urapidil hydrochloride in rat plasma and its application to pharmacokinetics study.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2015 Dec; 1006(?):146-150. doi:
10.1016/j.jchromb.2015.10.011. [PMID: 26551206] - Wei Yang, Yu-Jie Zhou, Yan Fu, Jian Qin, Shu Qin, Xiao-Min Chen, Jin-Cheng Guo, Qi Hua. A multicenter, randomized, trial comparing urapidil and nitroglycerin in multifactor heart failure in the elderly.
The American journal of the medical sciences.
2015 Aug; 350(2):109-15. doi:
10.1097/maj.0000000000000522. [PMID: 26164864] - Fangjun Wang, Bin Chen, Yang Liu, Faping Tu. [Effect of urapidil combined with phentolamine on hypertension during extracorporeal circulation].
Nan fang yi ke da xue xue bao = Journal of Southern Medical University.
2014 Aug; 34(9):1342-6. doi:
NULL. [PMID: 25263372] - Vijaya Bhaskar Reddy Ambavaram, Venugopal Nandigam, Madhavi Vemula, Gangadhara Reddy Kalluru, Madhavi Gajulapalle. Liquid chromatography-tandem mass spectrometry method for simultaneous quantification of urapidil and aripiprazole in human plasma and its application to human pharmacokinetic study.
Biomedical chromatography : BMC.
2013 Jul; 27(7):916-23. doi:
10.1002/bmc.2882. [PMID: 23463771] - 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] - R I Semenova, N S Musina. [Experience with ebrantil used in patients with resistant arterial hypertension in chronic kidney disease].
Terapevticheskii arkhiv.
2012; 84(8):72-4. doi:
NULL. [PMID: 22994094] - Ramakrishna Nirogi, Vishwottam Kandikere, Prashanth Komarneni, Raghupathi Aleti, Rajesh Boggavarapu, Pavankumar Madala. Quantification of urapidil, α-1-adrenoreceptor antagonist, in plasma by LC-MS/MS: validation and application to pharmacokinetic studies.
Biomedical chromatography : BMC.
2011 Dec; 25(12):1319-26. doi:
10.1002/bmc.1604. [PMID: 21308707] - Guoheng Zhou, Lei Wang, Yudao Ma, Liping Wang, Youyi Zhang, Wei Jiang. Synthesis of a quinazoline derivative: a new α₁-adrenoceptor ligand for conjugation to quantum dots to study α₁-adrenoceptors in living cells.
Bioorganic & medicinal chemistry letters.
2011 Oct; 21(19):5905-9. doi:
10.1016/j.bmcl.2011.07.122. [PMID: 21875797] - Haibing He, Hui Li, Xing Tang. Preparation of pH-dependent modified-release pellets of urapidil to improve its bioavailability.
Pharmaceutical development and technology.
2011 Jun; 16(3):212-8. doi:
10.3109/10837451003592191. [PMID: 20151942] - Kenji Ohgaki, Kazutaka Horiuchi, Norio Hikima, Yukihiro Kondo. Facilitation of expulsion of ureteral stones by addition of α1-blockers to conservative therapy.
Scandinavian journal of urology and nephrology.
2010 Dec; 44(6):420-4. doi:
10.3109/00365599.2010.497769. [PMID: 20604720] - Jan Buch. Urapidil, a dual-acting antihypertensive agent: Current usage considerations.
Advances in therapy.
2010 Jul; 27(7):426-43. doi:
10.1007/s12325-010-0039-0. [PMID: 20652659] - Subramanian Vaidyanathan, Paul Mansour, Bakul M Soni, Peter L Hughes, Gurpreet Singh, Tun Oo. Marked hydronephrosis and hydroureter after distigmine therapy in an adult male patient with paraplegia due to spinal cord injury: a case report.
Cases journal.
2009 Aug; 2(?):7333. doi:
10.4076/1757-1626-2-7333. [PMID: 19918519] - Sophie Vanhaesebrouck, Myriam Hanssens, Karel Allegaert. Neonatal transient respiratory depression after maternal urapidil infusion for hypertension.
European journal of pediatrics.
2009 Feb; 168(2):221-3. doi:
10.1007/s00431-008-0728-8. [PMID: 18461359] - R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
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Minerva anestesiologica.
2007 Sep; 73(9):471-3. doi:
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Minerva anestesiologica.
2007 Apr; 73(4):245-8. doi:
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Critical care (London, England).
2007; 11(1):R29. doi:
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Di 1 jun yi da xue xue bao = Academic journal of the first medical college of PLA.
2004 Dec; 24(12):1395-7. doi:
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Zentralblatt fur Gynakologie.
2004 Oct; 126(5):293-8. doi:
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Nuclear medicine and biology.
2004 May; 31(4):511-22. doi:
10.1016/j.nucmedbio.2003.12.007. [PMID: 15093822] - P Tauzin-Fin, M Sesay, P Gosse, P Ballanger. Effects of perioperative alpha1 block on haemodynamic control during laparoscopic surgery for phaeochromocytoma.
British journal of anaesthesia.
2004 Apr; 92(4):512-7. doi:
10.1093/bja/aeh083. [PMID: 14766711] - Pekka Suomalainen, Christoffer Johans, Tim Söderlund, Paavo K J Kinnunen. Surface activity profiling of drugs applied to the prediction of blood-brain barrier permeability.
Journal of medicinal chemistry.
2004 Mar; 47(7):1783-8. doi:
10.1021/jm0309001. [PMID: 15027870] - Salvatore Sia. Plasma concentrations of epinephrine need to be monitored in study of incidence of hypotensive/bradycardic events.
Anesthesia and analgesia.
2004 Feb; 98(2):556-557. doi:
10.1213/01.ane.0000077719.21575.bf. [PMID: 14742415] - Tomonori Yamanishi, Kosaku Yasuda, Takao Kamai, Toshihiko Tsujii, Ryuji Sakakibara, Tomoyuki Uchiyama, Ken-ichiro Yoshida. Combination of a cholinergic drug and an alpha-blocker is more effective than monotherapy for the treatment of voiding difficulty in patients with underactive detrusor.
International journal of urology : official journal of the Japanese Urological Association.
2004 Feb; 11(2):88-96. doi:
10.1111/j.1442-2042.2004.00753.x. [PMID: 14706012] - M J Soler, J Parrilla, S Vázquez González, A Orfila, J Lloveras. [Accelerated arterial hypertension in a young male].
Nefrologia : publicacion oficial de la Sociedad Espanola Nefrologia.
2004; 24 Suppl 3(?):81-4. doi:
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Wiener klinische Wochenschrift.
2003 Jul; 115(12):429-31. doi:
10.1007/bf03040436. [PMID: 12918187] - Richard C King, Richard Gundersdorf, Carmen L Fernández-Metzler. Collection of selected reaction monitoring and full scan data on a time scale suitable for target compound quantitative analysis by liquid chromatography/tandem mass spectrometry.
Rapid communications in mass spectrometry : RCM.
2003; 17(21):2413-22. doi:
10.1002/rcm.1214. [PMID: 14587088] - P Tauzin-Fin, M C Krol-Houdek, P Gosse, P Ballanger. [Laparoscopic adrenalectomy for pheochromocytoma. Perioperative blockade with urapidil].
Annales francaises d'anesthesie et de reanimation.
2002 Jun; 21(6):464-70. doi:
10.1016/s0750-7658(02)00657-3. [PMID: 12134591] - M Flechtner-Mors, C P Jenkinson, A Alt, G Adler, H H Ditschuneit. In vivo alpha(1)-adrenergic lipolytic activity in subcutaneous adipose tissue of obese subjects.
The Journal of pharmacology and experimental therapeutics.
2002 Apr; 301(1):229-33. doi:
10.1124/jpet.301.1.229. [PMID: 11907178] - M Schulz, J Wacker, G Bastert. [Effect of Urapidil in antihypertensive therapy of preeclampsia on newborns].
Zentralblatt fur Gynakologie.
2001 Sep; 123(9):529-33. doi:
10.1055/s-2001-18226. [PMID: 11709746] - J B Corcuff, B Gatta, D Ducassou, G Simonnet. Antihypertensive drug urapidil metabolites interfere with metanephrines assays.
Clinical endocrinology.
2001 Aug; 55(2):280. doi:
10.1046/j.1365-2265.2001.1225b.x. [PMID: 11531939] - K Stangl, T Dschietzig, C Richter, M Laule, V Stangl, E Tanis, G Baumann, S B Felix. Pulmonary release and coronary and peripheral consumption of big endothelin and endothelin-1 in severe heart failure: acute effects of vasodilator therapy.
Circulation.
2000 Sep; 102(10):1132-8. doi:
10.1161/01.cir.102.10.1132. [PMID: 10973842] - A T Lavrijssen, A A Kroon, M Fuss-Lejeune, P M Schiffers, P W de Leeuw. Renal haemodynamics and sodium excretory capacity during urapidil treatment in patients with essential hypertension.
Journal of hypertension.
2000 Jul; 18(7):963-9. doi:
10.1097/00004872-200018070-00019. [PMID: 10930195] - R E Eckert, A J Karsten, J Utz, M Ziegler. Regulation of renal artery smooth muscle tone by alpha1-adrenoceptors: role of voltage-gated calcium channels and intracellular calcium stores.
Urological research.
2000 Apr; 28(2):122-7. doi:
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American journal of hypertension.
2000 Jan; 13(1 Pt 1):29-34. doi:
10.1016/s0895-7061(99)00150-8. [PMID: 10678268] - P P Golikov, B V Davydov, V V Marchenko, N Iu Nikolaeva, A P Golikov, V A Riabinin, E V Semenova, V Iu Polumiskov. [Urapidil effects on oxidative stress in hypertensive crises].
Klinicheskaia meditsina.
2000; 78(7):42-5. doi:
". [PMID: 10979642] - T Yamanishi, K Yasuda, Y Homma, K Kawabe, T Morita. A multicenter placebo-controlled, double-blind trial of urapidil, an alpha-blocker, on neurogenic bladder dysfunction.
European urology.
1999 Jan; 35(1):45-51. doi:
10.1159/000019818. [PMID: 9933794] - M Dooley, K L Goa. Urapidil. A reappraisal of its use in the management of hypertension.
Drugs.
1998 Nov; 56(5):929-55. doi:
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Xenobiotica; the fate of foreign compounds in biological systems.
1998 Sep; 28(9):815-25. doi:
10.1080/004982598239074. [PMID: 9764925] - W Schreiber, C Woisetschläger, M Binder, A Kaff, H Raab, M M Hirschl. The nitura study--effect of nitroglycerin or urapidil on hemodynamic, metabolic and respiratory parameters in hypertensive patients with pulmonary edema.
Intensive care medicine.
1998 Jun; 24(6):557-63. doi:
10.1007/s001340050615. [PMID: 9681776] - B Plećas, A Glavaski, T Solarović. Propranolol treatment affects ventral prostate blood vessels and serum testosterone concentrations in adult rats.
Andrologia.
1997 Mar; 29(2):109-14. doi:
10.1111/j.1439-0272.1997.tb00472.x. [PMID: 9111884] - A Haenni, H Lithell. Urapidil treatment decreases plasma fibrinogen concentration in essential hypertension.
Metabolism: clinical and experimental.
1996 Oct; 45(10):1221-9. doi:
10.1016/s0026-0495(96)90239-5. [PMID: 8843176] - K Yasuda, T Yamanishi, K Kawabe, H Ohshima, T Morita. The effect of urapidil on neurogenic bladder: a placebo controlled double-blind study.
The Journal of urology.
1996 Sep; 156(3):1125-30. doi:
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Clinical and experimental hypertension (New York, N.Y. : 1993).
1996 Apr; 18(3-4):291-303. doi:
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Journal of human hypertension.
1996 Feb; 10(2):123-7. doi:
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European journal of clinical pharmacology.
1996; 49(5):371-5. doi:
10.1007/s002280050034. [PMID: 8866631] - A F Sanjuliani, V G Fagundes, E A Francischetti. [The effect of urapidil on blood pressure, renal hemodynamics, lipid and glucose metabolism].
Arquivos brasileiros de cardiologia.
1995 Jul; 65(1):59-63. doi:
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Anaesthesia.
1995 Apr; 50(4):312-6. doi:
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Life sciences.
1995 Feb; 56(13):1127-34. doi:
10.1016/0024-3205(95)00050-g. [PMID: 9001447] - A Zanchetti. Addition of urapidil or metoprolol to the treatment of hypertensive non-responders to nifedipine monotherapy: efficacy and metabolic effects. Italian Urapidil Study Group.
Blood pressure. Supplement.
1995; 3(?):38-46. doi:
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Blood pressure. Supplement.
1995; 3(?):26-30. doi:
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Blood pressure. Supplement.
1995; 3(?):62-7. doi:
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Blood pressure. Supplement.
1995; 3(?):21-5. doi:
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Klinicheskaia meditsina.
1995; 73(1):17-20. doi:
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Paraplegia.
1994 Apr; 32(4):271-6. doi:
10.1038/sc.1994.47. [PMID: 7912822] - G Castor, U Schmidt. Urapidil permeates the intact blood-brain barrier.
Intensive care medicine.
1994; 20(4):278-81. doi:
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Blood pressure. Supplement.
1994; 4(?):53-6. doi:
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Blood pressure. Supplement.
1994; 4(?):39-44. doi:
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Blood pressure. Supplement.
1994; 4(?):7-12. doi:
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The Journal of steroid biochemistry and molecular biology.
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Annales francaises d'anesthesie et de reanimation.
1993; 12(5):457-61. doi:
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Urologia internationalis.
1993; 50(1):27-32. doi:
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European heart journal.
1992 Jun; 13 Suppl A(?):65-9. doi:
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International journal of clinical pharmacology, therapy, and toxicology.
1991 May; 29(5):204-8. doi:
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British journal of pharmacology.
1991 Apr; 102(4):998-1002. doi:
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American heart journal.
1990 Sep; 120(3):619-24. doi:
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Wiadomosci lekarskie (Warsaw, Poland : 1960).
1990 Jun; 43(11):501-5. doi:
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1990 Mar; 39(3):158-65. doi:
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1990; 32(4):274-81. doi:
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1990; 40 Suppl 4(?):67-8. doi:
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1989 Dec; 38(6):900-40. doi:
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The American journal of cardiology.
1989 Aug; 64(7):22D-24D. doi:
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The American journal of cardiology.
1989 Aug; 64(7):11D-15D. doi:
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International journal of clinical pharmacology, therapy, and toxicology.
1989 Jul; 27(7):338-41. doi:
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International journal of clinical pharmacology, therapy, and toxicology.
1989 Jun; 27(6):298-301. doi:
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Fortschritte der Medizin.
1989 Jan; 107(1):54-7. doi:
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European journal of clinical pharmacology.
1989; 36(4):351-5. doi:
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European journal of clinical pharmacology.
1989; 37(2):193-4. doi:
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1988 Dec; 6(2):S25-9. doi:
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1988 Dec; 6(2):S63-4. doi:
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Farmakologiia i toksikologiia.
1988 Jul; 51(4):53-6. doi:
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1988 Mar; 14(3):129-40. doi:
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1988; 35 Suppl 6(?):74-7. doi:
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1988; 35 Suppl 6(?):34-9. doi:
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1988; 35 Suppl 6(?):104-10. doi:
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1988; 35 Suppl 6(?):173-81. doi:
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Arzneimittel-Forschung.
1987 Aug; 37(8):960-4. doi:
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1987 Aug; 5(4):407-12. doi:
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European journal of clinical pharmacology.
1987; 32(1):61-5. doi:
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Arzneimittel-Forschung.
1986 Oct; 36(10):1477-80. doi:
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1986 Feb; 353(?):351-60. doi:
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European journal of clinical pharmacology.
1986; 31(2):149-54. doi:
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European journal of clinical pharmacology.
1986; 30(5):549-52. doi:
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