Piretanide (BioDeep_00000182465)

   

human metabolite blood metabolite


代谢物信息卡片


4-phenoxy-3-(pyrrolidin-1-yl)-5-sulfamoylbenzoic acid

化学式: C17H18N2O5S (362.0936378)
中文名称: 吡咯他尼
谱图信息: 最多检出来源 Homo sapiens(blood) 1.27%

分子结构信息

SMILES: C1CCN(C1)C2=C(C(=CC(=C2)C(=O)O)S(=O)(=O)N)OC3=CC=CC=C3
InChI: InChI=1S/C17H18N2O5S/c18-25(22,23)15-11-12(17(20)21)10-14(19-8-4-5-9-19)16(15)24-13-6-2-1-3-7-13/h1-3,6-7,10-11H,4-5,8-9H2,(H,20,21)(H2,18,22,23)

描述信息

D045283 - Natriuretic Agents > D004232 - Diuretics > D049994 - Sodium Potassium Chloride Symporter Inhibitors
C - Cardiovascular system > C03 - Diuretics > C03C - High-ceiling diuretics > C03CA - Sulfonamides, plain
C78275 - Agent Affecting Blood or Body Fluid > C448 - Diuretic > C49184 - Loop Diuretic
D002317 - Cardiovascular Agents > D045283 - Natriuretic Agents
D049990 - Membrane Transport Modulators

同义名列表

5 个代谢物同义名

4-phenoxy-3-(pyrrolidin-1-yl)-5-sulfamoylbenzoic acid; 4-Phenoxy-3-pyrrolidin-1-yl-5-sulfamoylbenzoic acid; Piretanide; HOE 118; Arelix



数据库引用编号

8 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。



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]
  • Vijaya M Musini, Pouria Rezapour, James M Wright, Ken Bassett, Ciprian D Jauca. Blood pressure-lowering efficacy of loop diuretics for primary hypertension. The Cochrane database of systematic reviews. 2015 May; ?(5):CD003825. doi: 10.1002/14651858.cd003825.pub4. [PMID: 26000442]
  • 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]
  • Vijaya M Musini, Pouria Rezapour, James M Wright, Ken Bassett, Ciprian D Jauca. Blood pressure lowering efficacy of loop diuretics for primary hypertension. The Cochrane database of systematic reviews. 2012 Aug; ?(8):CD003825. doi: 10.1002/14651858.cd003825.pub3. [PMID: 22895937]
  • Vijaya M Musini, James M Wright, Ken Bassett, Ciprian D Jauca. Blood pressure lowering efficacy of loop diuretics for primary hypertension. The Cochrane database of systematic reviews. 2009 Oct; ?(4):CD003825. doi: 10.1002/14651858.cd003825.pub2. [PMID: 19821314]
  • Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance. Journal of medicinal chemistry. 2009 Aug; 52(15):4844-52. doi: 10.1021/jm900403j. [PMID: 19445515]
  • 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: 10.1124/dmd.108.020479. [PMID: 18426954]
  • G Splendiani, S Condò. [Diuretic therapy in heart failure]. Giornale italiano di nefrologia : organo ufficiale della Societa italiana di nefrologia. 2006 Jan; 23 Suppl 34(?):S74-6. doi: . [PMID: 16634001]
  • Jochen Beyer, Anabelle Bierl, Frank T Peters, Hans H Maurer. Screening procedure for detection of diuretics and uricosurics and/or their metabolites in human urine using gas chromatography-mass spectrometry after extractive methylation. Therapeutic drug monitoring. 2005 Aug; 27(4):509-20. doi: 10.1097/01.ftd.0000160719.96445.91. [PMID: 16044110]
  • Hua-Wen Xin, Christine Fischer, Matthias Schwab, Ulrich Klotz. Thiopurine S-methyltransferase as a target for drug interactions. European journal of clinical pharmacology. 2005 Jul; 61(5-6):395-8. doi: 10.1007/s00228-005-0950-5. [PMID: 15952020]
  • Bénédicte Buffin-Meyer, Mauricio Younes-Ibrahim, Ghazi El Mernissi, Lydie Cheval, Sophie Marsy, Michèle Grima, Jean-Pierre Girolami, Alain Doucet. Differential regulation of collecting duct Na+, K+-ATPase and K+ excretion by furosemide and piretanide: role of bradykinin. Journal of the American Society of Nephrology : JASN. 2004 Apr; 15(4):876-84. doi: 10.1097/01.asn.0000117773.22969.b3. [PMID: 15034089]
  • P Marquet, F Saint-Marcoux, T N Gamble, J C Y Leblanc. Comparison of a preliminary procedure for the general unknown screening of drugs and toxic compounds using a quadrupole-linear ion-trap mass spectrometer with a liquid chromatography-mass spectrometry reference technique. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Jun; 789(1):9-18. doi: 10.1016/s1570-0232(03)00071-0. [PMID: 12726839]
  • R A Brown, A R Chipperfield, J P Davis, A A Harper. Increased (Na+K+Cl) cotransport in rat arterial smooth muscle in deoxycorticosterone (DOCA)/salt-induced hypertension. Journal of vascular research. 1999 Nov; 36(6):492-501. doi: 10.1159/000025692. [PMID: 10629425]
  • R Prestel, M Storck, C Hammer, D Abendroth. [Prevention of ischemia before cold ischemia by pharmcologic donor conditioning--experimental findings]. Langenbecks Archiv fur Chirurgie. Supplement. Kongressband. Deutsche Gesellschaft fur Chirurgie. Kongress. 1998; 115(Suppl I):659-63. doi: NULL. [PMID: 14518337]
  • O L Charansonney, M Lièvre, M Laville, L Lion, E Derobert, N Visèle, S Decourt, M P de Rusunan, J Luciani, D Vasmant, J P Boissel, J P Grünfeld. The Eurevie Study: contrasting effect of piretanide and thiazides in mild to moderate hypertension. Therapie. 1997 May; 52(3):169-77. doi: NULL. [PMID: 9366100]
  • S P Lalljie, M B Barroso, D Steenackers, R M Alonso, R M Jiménez, P Sandra. Micellar electrokinetic chromatography as a fast screening method for the determination of the doping agents furosemide and piretanide in urine. Journal of chromatography. B, Biomedical sciences and applications. 1997 Jan; 688(1):71-8. doi: 10.1016/s0378-4347(97)88057-7. [PMID: 9029315]
  • N Takamura, A Haruta, H Kodama, M Tsuruoka, K Yamasaki, A Suenaga, M Otagiri. Mode of interaction of loop diuretics with human serum albumin and characterization of binding site. Pharmaceutical research. 1996 Jul; 13(7):1015-9. doi: 10.1023/a:1016098305796. [PMID: 8842038]
  • D Abendroth, R Prestel, M Storck, G Steinbach, R Pooth, C Hammer. Effect of Na/K/2Cl transporter inhibition with piretanide on postischemic kidney function. Transplantation proceedings. 1996 Feb; 28(1):83-4. doi: NULL. [PMID: 8644349]
  • M B Barroso, R M Jiménez, R M Alonso, E Ortiz. Determination of piretanide and furosemide in pharmaceuticals and human urine by high-performance liquid chromatography with amperometric detection. Journal of chromatography. B, Biomedical applications. 1996 Jan; 675(2):303-12. doi: 10.1016/0378-4347(95)00349-5. [PMID: 8852719]
  • R Prestel, M Storck, R Pooth, G Steinbach, C Hammer, D Abendroth. Na-K/2Cl transporter inhibition for reduction of postischemic kidney failure tested in autologous reperfusion. Transplant international : official journal of the European Society for Organ Transplantation. 1996; 9 Suppl 1(?):S437-41. doi: 10.1007/978-3-662-00818-8_105. [PMID: 8959881]
  • L Thijs, H Celis, W Kiowski, K Löffler, M Middeke, W Schulz, J Staessen, A Amery. Double-blind comparison of antihypertensive treatment with ramipril and piretanide, given alone or in combination. Journal of cardiovascular pharmacology. 1995 Jul; 26(1):33-8. doi: 10.1097/00005344-199507000-00006. [PMID: 7564362]
  • R Genthon, D Chassard, E Derobert, M Kabir, P Lendresse. [Comparative study, using a placebo, of the frequency of micturition after repeated administration of piretanide SR 6 mg/day (Eurelix) to healthy volunteers]. Therapie. 1995 Jan; 50(1):47-51. doi: NULL. [PMID: 7754477]
  • G Ruf, S Gera, H G Luus, D Trenk, N de la Rey, K Löffler, W Schulz, E Jähnchen. Pharmacokinetics and pharmacodynamics of ramipril and piretanide administered alone and in combination. European journal of clinical pharmacology. 1994; 46(6):545-50. doi: 10.1007/bf00196113. [PMID: 7995323]
  • D Abendroth, R Pooth, H Schneeberger, W Land. Effects of piretanide on early graft function in kidney transplantation: a pilot study. Transplantation proceedings. 1993 Aug; 25(4):2616-7. doi: NULL. [PMID: 8356694]
  • E Schlatter. Effect of various diuretics on membrane voltage of macula densa cells. Whole-cell patch-clamp experiments. Pflugers Archiv : European journal of physiology. 1993 Apr; 423(1-2):74-7. doi: 10.1007/bf00374963. [PMID: 8387670]
  • B Silke. Central hemodynamic effects of diuretic therapy in chronic heart failure. Cardiovascular drugs and therapy. 1993 Jan; 7 Suppl 1(?):45-53. doi: 10.1007/bf00877957. [PMID: 8435376]
  • D Abendroth, R Pooth, H Schneeberger, W Land. [Effect of piretanide on disorders of kidney function in kidney transplantation. A pilot project]. Der Internist. 1992 Aug; 33 Suppl 1(?):S6-9. doi: NULL. [PMID: 1428700]
  • E Keller, P Reetze-Bonorden, M Rambauseck, R Pooth. [Pharmacodynamics of piretanide in compromised kidney function. Dose response relationship and equipotency with furosemide]. Der Internist. 1992 Aug; 33 Suppl 1(?):S36-8. doi: NULL. [PMID: 1428696]
  • NULL. [Borderline Kidney Function. Results with Piretanide and Ramipril. Symposium. Vienna, 14 December 1991]. Der Internist. 1992 Aug; 33 Suppl 1(?):S1-56. doi: NULL. [PMID: 1358856]
  • H Knauf, R Paliege, E Mutschler, K Thurau. [Diuretics and tubuloglomerular feedback]. Der Internist. 1992 Aug; 33 Suppl 1(?):S10-5. doi: NULL. [PMID: 1428689]
  • T Risler, M Schweicker, U Braun, E Erley. [Piretanide. Effect on renal hemodynamics, its hormonal regulation and renal prostaglandin metabolism in pre-terminal renal failure]. Der Internist. 1992 Aug; 33 Suppl 1(?):S35. doi: NULL. [PMID: 1428695]
  • H Knauf, E Mutschler. [Profile of the action of diuretics. Piretanide in comparison with thiazides and anti-kaliuretic drugs]. Der Internist. 1992 Aug; 33 Suppl 1(?):S16-22. doi: NULL. [PMID: 1428690]
  • R Greger. [Renal effects of piretanide]. Der Internist. 1992 Aug; 33 Suppl 1(?):S2-5. doi: NULL. [PMID: 1428691]
  • G Stein. [Diuretic therapy in moderate and advanced renal failure]. Der Internist. 1992 Aug; 33 Suppl 1(?):S31-4. doi: NULL. [PMID: 1428694]
  • J Plum, F Plum, R Pooth, B Grabensee. [Clinical and pathophysiologic effects of piretanide in nephrotic syndrome]. Der Internist. 1992 Aug; 33 Suppl 1(?):S39-45. doi: NULL. [PMID: 1428697]
  • H Knauf, E Mutschler. Constant K+/Na+ excretion ratio during peak diuresis after piretanide but insignificant K+ loss during 24 hours. European journal of clinical pharmacology. 1992; 43(1):23-7. doi: 10.1007/bf02280749. [PMID: 1505604]
  • J Plum, F Plum, R Pooth, B Grabensee. Clinical and pathophysiological effects of piretanide treatment in the nephrotic syndrome. International journal of clinical pharmacology, therapy, and toxicology. 1991 Oct; 29(10):400-6. doi: NULL. [PMID: 1836204]
  • H Spahn-Langguth, G Hahn, E Mutschler. Rapid assay for the quantification of piretanide in biological fluids. Archiv der Pharmazie. 1991 Jul; 324(7):445-7. doi: 10.1002/ardp.19913240708. [PMID: 1763953]
  • F H Noormohamed, A F Lant. Analysis of the natriuretic action of a loop diuretic, piretanide, in man. British journal of clinical pharmacology. 1991 Apr; 31(4):463-9. doi: 10.1111/j.1365-2125.1991.tb05563.x. [PMID: 2049256]
  • L P Rybak, C Whitworth, V Scott. Comparative acute ototoxicity of loop diuretic compounds. European archives of oto-rhino-laryngology : official journal of the European Federation of Oto-Rhino-Laryngological Societies (EUFOS) : affiliated with the German Society for Oto-Rhino-Laryngology - Head and Neck Surgery. 1991; 248(6):353-7. doi: 10.1007/bf00169028. [PMID: 1930985]
  • F H Noormohamed, W R McNabb, J J Dixey, A F Lant. Renal responses and pharmacokinetics of piretanide in humans: effect of route of administration, state of hydration and probenecid pretreatment. The Journal of pharmacology and experimental therapeutics. 1990 Sep; 254(3):992-9. doi: NULL. [PMID: 2395126]
  • M Grima, B Michel, M Barthelmebs, J L Imbs. [Mechanism of action of the diuretic effect of muzolimine]. Archives des maladies du coeur et des vaisseaux. 1990 Jul; 83(8):1205-8. doi: NULL. [PMID: 2124457]
  • A Bayati, K Nygren, O Källskog, M Wolgast. The effect of loop diuretics on the long-term outcome of post-ischaemic acute renal failure in the rat. Acta physiologica Scandinavica. 1990 Jun; 139(2):271-9. doi: 10.1111/j.1748-1716.1990.tb08924.x. [PMID: 2368616]
  • S L Greenwood, S J White, R Green. The effect of loop diuretics on fluid reabsorption from the rat proximal convoluted tubule. Experimental physiology. 1990 May; 75(3):375-82. doi: 10.1113/expphysiol.1990.sp003412. [PMID: 2350515]
  • W Haerer, U Bauer, N Sultan, K Cernoch, N Mouselimis, K J Fehske, M Hetzel, M Stauch, V Hombach. Acute and chronic effects of a diuretic monotherapy with piretanide in congestive heart failure--a placebo-controlled trial. Cardiovascular drugs and therapy. 1990 Apr; 4(2):515-21. doi: 10.1007/bf01857763. [PMID: 2285635]
  • T Tsujiyama, N Suzuki, T Kuriki, M Kawata, S Goto. Pharmacological evaluation of hydroxypropylcellulose-ethylcellulose microcapsules containing piretanide. Journal of pharmacobio-dynamics. 1990 Jan; 13(1):1-9. doi: 10.1248/bpb1978.13.1. [PMID: 2187973]
  • J Hegbrant, K Skogström, J Månsby. Comparison of slow-release piretanide and bendroflumethiazide in the treatment of mild to moderate hypertension. The Journal of international medical research. 1989 Sep; 17(5):426-34. doi: 10.1177/030006058901700504. [PMID: 2680677]
  • C Marone, B Rivera, H Zwahlen, W Lahn, F Frey. Efficacy and pharmacokinetics of piretanide in patients with congestive heart failure. European journal of clinical investigation. 1989 Aug; 19(4):378-83. doi: 10.1111/j.1365-2362.1989.tb00245.x. [PMID: 2506054]
  • H Sievert, R Hopf, F Vens-Cappell, R Kirsten, K Nelson, R Pooth, M Kaltenbach. [Piretanide in chronic and acute decompensated heart failure. Effect on hemodynamics and vasoactive hormones]. Medizinische Klinik (Munich, Germany : 1983). 1989 Jun; 84(6):282-5. doi: NULL. [PMID: 2755412]
  • T Tsujiyama, N Suzuki, M Kawata, T Uchida, S Goto. Preparation and pharmacokinetic and pharmacodynamic evaluation of hydroxy propyl cellulose-ethyl cellulose microcapsules containing piretanide. Journal of pharmacobio-dynamics. 1989 Jun; 12(6):311-23. doi: 10.1248/bpb1978.12.311. [PMID: 2778624]
  • R H Becker, L Baldes, M Treudler. Loop diuretics combined with an ACE inhibitor for treatment of hypertension: a study with furosemide, piretanide, and ramipril in spontaneously hypertensive rats. Journal of cardiovascular pharmacology. 1989; 13 Suppl 3(?):S35-9. doi: 10.1097/00005344-198900133-00009. [PMID: 2474099]
  • W Mühlberg, H Spahn, D Platt, E Mutschler, R Jung. Pharmacokinetics of triamterene in geriatric patients--influence of piretanide and hydrochlorothiazide. Archives of gerontology and geriatrics. 1989 Jan; 8(1):73-85. doi: 10.1016/0167-4943(89)90072-1. [PMID: 2712651]
  • K Kawashima, T Hayakawa, H Oohata, K Fujimoto, T Suzuki. Reduction in blood pressure and vascular reactivities to pressor substances by chronic treatment with piretanide in spontaneously hypertensive rats. General pharmacology. 1989; 20(2):213-7. doi: 10.1016/0306-3623(89)90018-9. [PMID: 2653950]
  • W Lu, M Kakemi, T Koizumi. Pharmacokinetic and pharmacodynamic studies of piretanide in rabbits. IV. Effect of piretanide on the proximal tubules and the loop of Henle under a hydrated condition. Journal of pharmacobio-dynamics. 1988 Dec; 11(12):794-800. doi: 10.1248/bpb1978.11.794. [PMID: 3254977]
  • J J Dixey, F H Noormohamed, J S Pawa, A F Lant, D A Brewerton. The influence of nonsteroidal anti-inflammatory drugs and probenecid on the renal response to and kinetics of piretanide in man. Clinical pharmacology and therapeutics. 1988 Nov; 44(5):531-9. doi: 10.1038/clpt.1988.190. [PMID: 3180634]
  • W R McNabb, F H Noormohamed, A F Lant. Acute and long-term renal and metabolic effects of piretanide in congestive cardiac failure. British journal of clinical pharmacology. 1988 Aug; 26(2):143-54. doi: 10.1111/j.1365-2125.1988.tb03380.x. [PMID: 3207551]
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  • W Lu, M Endoh, K Katayama, M Kakemi, T Koizumi. Pharmacokinetic and pharmacodynamic studies of piretanide in rabbits. II: Effects on the proximal tubules and the loop of Henle. Journal of pharmacobio-dynamics. 1988 Feb; 11(2):95-105. doi: 10.1248/bpb1978.11.95. [PMID: 3379569]
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  • P Sjöström, B Beermann, B Odlind. Pharmacokinetic-pharmacodynamic relationship of piretanide in healthy and uremic subjects. Determinants of the diuretic effect of a loop diuretic. Scandinavian journal of urology and nephrology. 1987; 21(1):55-64. doi: 10.3109/00365598709180292. [PMID: 3589526]
  • M Verho, R Irmisch, S de Looze, B Rangoonwala. Lack of effect of piretanide (a potassium-stable diuretic) on serum magnesium. International journal of clinical pharmacology research. 1987; 7(6):433-42. doi: NULL. [PMID: 3440634]
  • M Verho, W Bossaller, B Heinen. Serum trace-element levels in piretanide-treated hypertensives: a double-blind trial against hydrochlorothiazide plus amiloride. International journal of clinical pharmacology research. 1987; 7(1):5-11. doi: NULL. [PMID: 3294616]
  • R H Becker, L Baldes, M Treudler. CE inhibition and natriuresis with ramipril in conscious SHR: different modes of action of loop and thiazide diuretics. Journal of cardiovascular pharmacology. 1987; 10 Suppl 7(?):S141-4. doi: 10.1097/00005344-198706107-00030. [PMID: 2485050]
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