Quinaprilat (BioDeep_00000014098)

 

Secondary id: BioDeep_00000548496

human metabolite Endogenous Chemicals and Drugs


代谢物信息卡片


(3S)-2-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

化学式: C23H26N2O5 (410.18416260000004)
中文名称: 喹普利拉
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C(=O)N1CC2=CC=CC=C2CC1C(=O)O)NC(CCC3=CC=CC=C3)C(=O)O
InChI: InChI=1S/C23H26N2O5/c1-15(24-19(22(27)28)12-11-16-7-3-2-4-8-16)21(26)25-14-18-10-6-5-9-17(18)13-20(25)23(29)30/h2-10,15,19-20,24H,11-14H2,1H3,(H,27,28)(H,29,30)/t15-,19-,20-/m0/s1

描述信息

Quinaprilat is the active metabolite of quinapril. Quinapril is a prodrug and is a long-acting, non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor used in the treatment of arterial hypertension or chronic heart failure (PMID: 19761414). Prodrugs are compounds that must be metabolized in the gut or liver before they can become active. Quinaprilat functions through blocking the conversion of angiotensin I to the vasoconstrictor angiotensin II, thereby inhibiting bradykinin degradation which reduces vascular oxidative stress and endothelial activity (PMID: 15223904). It is eliminated mainly in urine. It has no teratogenic, mutagenic or carcinogenic effect. Quinaprilat is only found in individuals who have taken or consumed the drug quinapril.
D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D000806 - Angiotensin-Converting Enzyme Inhibitors
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
C471 - Enzyme Inhibitor > C783 - Protease Inhibitor > C247 - ACE Inhibitor
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents

同义名列表

13 个代谢物同义名

(3S)-2-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; 2-(2-((1-Carboxy-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid; Quinaprilat, (3S-(2(r*(r*)),3R*))-isomer; CI-928quinaprilat; Quinaprilic acid; SCHEMBL7421419; Quinaprilatum; Quinaprilate; Quinaprilat; CI-928; CL-928; CI 928; CI928



数据库引用编号

15 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

2 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(2)

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

  • Shuangjiao Sun, Yanfen Wei, Hao Wang, Yupin Cao, Biyang Deng. A novel electrochemiluminescence sensor coupled with capillary electrophoresis for simultaneous determination of quinapril hydrochloride and its metabolite quinaprilat hydrochloride in human plasma. Talanta. 2018 Mar; 179(?):213-220. doi: 10.1016/j.talanta.2017.10.050. [PMID: 29310224]
  • E Katriina Tarkiainen, Aleksi Tornio, Mikko T Holmberg, Terhi Launiainen, Pertti J Neuvonen, Janne T Backman, Mikko Niemi. Effect of carboxylesterase 1 c.428G > A single nucleotide variation on the pharmacokinetics of quinapril and enalapril. British journal of clinical pharmacology. 2015 Nov; 80(5):1131-8. doi: 10.1111/bcp.12667. [PMID: 25919042]
  • J L Davis, K Kruger, D H LaFevers, B M Barlow, J M Schirmer, B A Breuhaus. Effects of quinapril on angiotensin converting enzyme and plasma renin activity as well as pharmacokinetic parameters of quinapril and its active metabolite, quinaprilat, after intravenous and oral administration to mature horses. Equine veterinary journal. 2014 Nov; 46(6):729-33. doi: 10.1111/evj.12206. [PMID: 24175935]
  • Limeng Chen, Soo Mi Kim, Christoph Eisner, Mona Oppermann, Yuning Huang, Diane Mizel, Lingli Li, Min Chen, Maria Luisa Sequeira Lopez, Lee S Weinstein, Roberto A Gomez, Jurgen Schnermann, Josephine P Briggs. Stimulation of renin secretion by angiotensin II blockade is Gsalpha-dependent. Journal of the American Society of Nephrology : JASN. 2010 Jun; 21(6):986-92. doi: 10.1681/asn.2009030307. [PMID: 20395378]
  • Arne Georg Kieback, Stephan B Felix, Thorsten Reffelmann. Quinaprilat: a review of its pharmacokinetics, pharmacodynamics, toxicological data and clinical application. Expert opinion on drug metabolism & toxicology. 2009 Oct; 5(10):1337-47. doi: 10.1517/17425250903282773. [PMID: 19761414]
  • 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]
  • Haodan Yuan, Bo Feng, Ying Yu, Jonathan Chupka, Jenny Y Zheng, Timothy G Heath, Brian R Bond. Renal organic anion transporter-mediated drug-drug interaction between gemcabene and quinapril. The Journal of pharmacology and experimental therapeutics. 2009 Jul; 330(1):191-7. doi: 10.1124/jpet.108.149476. [PMID: 19349522]
  • Bhavesh Dasandi, Sanjay Shah. Determination of quinapril and quinaprilat in human plasma by ultraperformance liquid chromatography-electrospray ionization mass spectrometry. Biomedical chromatography : BMC. 2009 May; 23(5):492-8. doi: 10.1002/bmc.1143. [PMID: 19016233]
  • Iulia Sora, Elena Cristea, Florin Albu, Stefan Udrescu, Victor David, Andrei Medvedovici. LC-MS/MS assay of quinapril and its metabolite quinaprilat for drug bioequivalence evaluation: prospective, concurrential and retrospective method validation. Bioanalysis. 2009 Apr; 1(1):71-86. doi: 10.4155/bio.09.5. [PMID: 21083190]
  • Ilka Knütter, Claudia Wollesky, Gabor Kottra, Martin G Hahn, Wiebke Fischer, Katja Zebisch, Reinhard H H Neubert, Hannelore Daniel, Matthias Brandsch. Transport of angiotensin-converting enzyme inhibitors by H+/peptide transporters revisited. The Journal of pharmacology and experimental therapeutics. 2008 Nov; 327(2):432-41. doi: 10.1124/jpet.108.143339. [PMID: 18713951]
  • Sagar A Parekh, Ashutosh Pudage, Santosh S Joshi, Vikas V Vaidya, Noel A Gomes, Sudhir S Kamat. Simultaneous determination of hydrochlorothiazide, quinapril and quinaprilat in human plasma by liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Sep; 873(1):59-69. doi: 10.1016/j.jchromb.2008.07.046. [PMID: 18723407]
  • 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]
  • Noppamas Rojanasthien, Nayada Nasangiam, Boonyium Kumsorn, Sukit Roongapinun, Apiwat Jengjareon. Pharmacokinetics and bioequivalence study of the two 20-mg quinapril hydrochloride tablet formulations in healthy Thai male volunteers. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 2008 May; 91(5):739-46. doi: NULL. [PMID: 18672641]
  • Katja B Vallbracht-Israng, Ilkay Kazak, Peter L Schwimmbeck. Association of cytokines with endothelium dependent flow mediated vasodilation (FMD) of systemic arteries in patients with non-ischemic cardiomyopathy. Cardiovascular ultrasound. 2007 Dec; 5(?):49. doi: 10.1186/1476-7120-5-49. [PMID: 18070342]
  • Soo Mi Kim, Limeng Chen, Robert Faulhaber-Walter, Mona Oppermann, Yuning Huang, Diane Mizel, Josephine P Briggs, Jurgen Schnermann. Regulation of renin secretion and expression in mice deficient in beta1- and beta2-adrenergic receptors. Hypertension (Dallas, Tex. : 1979). 2007 Jul; 50(1):103-9. doi: 10.1161/hypertensionaha.107.087577. [PMID: 17515456]
  • Sinisa Stanisavljevic, Tatjana Ignjatovic, Peter A Deddish, Viktor Brovkovych, Kai Zhang, Ervin G Erdös, Randal A Skidgel. Angiotensin I-converting enzyme inhibitors block protein kinase C epsilon by activating bradykinin B1 receptors in human endothelial cells. The Journal of pharmacology and experimental therapeutics. 2006 Mar; 316(3):1153-8. doi: 10.1124/jpet.105.093849. [PMID: 16282523]
  • Joep H M van Esch, Beril Tom, Vincent Dive, Wendy W Batenburg, Dimitris Georgiadis, Athanasios Yiotakis, Jeanette M G van Gool, René J A de Bruijn, René de Vries, A H Jan Danser. Selective angiotensin-converting enzyme C-domain inhibition is sufficient to prevent angiotensin I-induced vasoconstriction. Hypertension (Dallas, Tex. : 1979). 2005 Jan; 45(1):120-5. doi: 10.1161/01.hyp.0000151323.93372.f5. [PMID: 15583077]
  • Michele Carraro, Cristina Zennaro, Mary Artero, Giovanni Candiano, Gian Marco Ghiggeri, Luca Musante, Cristina Sirch, Maurizio Bruschi, Luigi Faccini. The effect of proteinase inhibitors on glomerular albumin permeability induced in vitro by serum from patients with idiopathic focal segmental glomerulosclerosis. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2004 Aug; 19(8):1969-75. doi: 10.1093/ndt/gfh343. [PMID: 15187198]
  • Myron M Kwapisz, Matthias Müller, Ehrenfried Schindler, Selma Demir, Mirko Veit, Peter Roth, Gunter Hempelmann. The effect of intravenous quinaprilat on plasma cytokines and hemodynamic variables during cardiac surgery. Journal of cardiothoracic and vascular anesthesia. 2004 Feb; 18(1):53-8. doi: 10.1053/j.jvca.2003.10.011. [PMID: 14973800]
  • Rajko Igić, Sandra Garber, Marin Sekosan, Renata A Urbanska, Rahim Behnia. Localization of carboxypeptidase A-like enzyme in rat kidney. Peptides. 2003 Aug; 24(8):1237-40. doi: 10.1016/j.peptides.2003.07.007. [PMID: 14612196]
  • Shigeki Yamada, Isao Muraoka, Kana Kato, Yoko Hiromi, Rie Takasu, Hachiro Seno, Hirohisa Kawahara, Toshitaka Nabeshima. Elimination kinetics of quinaprilat and perindoprilat in hypertensive patients with renal failure on haemodialysis. Biological & pharmaceutical bulletin. 2003 Jun; 26(6):872-5. doi: 10.1248/bpb.26.872. [PMID: 12808303]
  • Dorothea Appenroth, Ralf Beutinger, Amelie Lupp, Christian Fleck. Effects of a therapy with losartan and quinaprilat on the progression of chronic renal failure in rats after a single dose of uranyl nitrate or 5/6 nephrectomy. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 2003 Jun; 54(5-6):359-66. doi: 10.1078/0940-2993-00271. [PMID: 12877346]
  • Jeffrey L Blumer, Stephen R Daniels, William J Dreyer, Donald Batisky, Philip D Walson, Doina Roman, Daniele Ouellet. Pharmacokinetics of quinapril in children: assessment during substitution for chronic angiotensin-converting enzyme inhibitor treatment. Journal of clinical pharmacology. 2003 Feb; 43(2):128-32. doi: 10.1177/0091270002239820. [PMID: 12616664]
  • Amos Pines, Enrique Z Fisman. ACE Inhibition with moexipril: a review of potential effects beyond blood pressure control. American journal of cardiovascular drugs : drugs, devices, and other interventions. 2003; 3(5):351-60. doi: 10.2165/00129784-200303050-00006. [PMID: 14728069]
  • Laurent Juillard, Marc F Janier, Denis Fouque, Luc Cinotti, Nora Maakel, Didier Le Bars, Paul Y Barthez, Nicole Pozet, Maurice Laville. Dynamic renal blood flow measurement by positron emission tomography in patients with CRF. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2002 Nov; 40(5):947-54. doi: 10.1053/ajkd.2002.36325. [PMID: 12407639]
  • Ch Abbara, G Aymard, S Hinh, B Diquet. Simultaneous determination of quinapril and its active metabolite quinaprilat in human plasma using high-performance liquid chromatography with ultraviolet detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Jan; 766(2):199-207. doi: 10.1016/s0378-4347(01)00474-1. [PMID: 11824807]
  • José Angel Prieto, Rosa María Alonso, Rosa María Jiménez. Determination of the angiotensin-converting enzyme inhibitor quinapril and its metabolite quinaprilat in pharmaceuticals and urine by capillary zone electrophoresis and solid-phase extraction. Electrophoresis. 2002 Jan; 23(1):102-9. doi: 10.1002/1522-2683(200201)23:1<102::aid-elps102>3.0.co;2-c. [PMID: 11824610]
  • Christine R Culy, Blair Jarvis. Quinapril: a further update of its pharmacology and therapeutic use in cardiovascular disorders. Drugs. 2002; 62(2):339-85. doi: 10.2165/00003495-200262020-00009. [PMID: 11817979]
  • B Fabris, R Candido, M Carraro, F Fior, M Artero, C Zennaro, M R Cattin, A Fiorotto, M Bortoletto, C Millevoi, M Bardelli, L Faccini, R Carretta. Modulation of incipient glomerular lesions in experimental diabetic nephropathy by hypotensive and subhypotensive dosages of an ACE inhibitor. Diabetes. 2001 Nov; 50(11):2619-24. doi: 10.2337/diabetes.50.11.2619. [PMID: 11679443]
  • T Ohta, N Hasebe, S Tsuji, Y T Jin, S Kido, S Natori, M Sato, K Kikuchi. Effects of angiotensin converting enzyme inhibitor and angiotensin II type 1 receptor blocker on cardiac dysfunction induced by isoproterenol in dogs. Journal of cardiovascular pharmacology. 2001 Oct; 38 Suppl 1(?):S63-7. doi: 10.1097/00005344-200110001-00014. [PMID: 11811362]
  • E J Begg, R A Robson, S J Gardiner, L J Hudson, P A Reece, S C Olson, E L Posvar, A J Sedman. Quinapril and its metabolite quinaprilat in human milk. British journal of clinical pharmacology. 2001 May; 51(5):478-81. doi: 10.1046/j.1365-2125.2001.01327.x. [PMID: 11422007]
  • J A Prieto, R M Alonso, R M Jiménez, A Blanco. Solid-phase extraction and high-performance liquid chromatography applied to the determination of quinapril and its metabolite quinaprilat in urine. Journal of chromatographic science. 2001 Apr; 39(4):153-9. doi: 10.1093/chromsci/39.4.153. [PMID: 11318067]
  • J E Fabre, A Rivard, M Magner, M Silver, J M Isner. Tissue inhibition of angiotensin-converting enzyme activity stimulates angiogenesis in vivo. Circulation. 1999 Jun; 99(23):3043-9. doi: 10.1161/01.cir.99.23.3043. [PMID: 10368123]
  • C J Lin, W Akarawut, D E Smith. Competitive inhibition of glycylsarcosine transport by enalapril in rabbit renal brush border membrane vesicles: interaction of ACE inhibitors with high-affinity H+/peptide symporter. Pharmaceutical research. 1999 May; 16(5):609-15. doi: 10.1023/a:1018847818766. [PMID: 10350000]
  • V Mitrovic, H Mudra, T Bonzel, W Schmidt, M Schlepper. [Hemodynamic and humoral effects of parenteral therapy with intravenously administered ACE inhibitor quinaprilat in patients with advanced heart failure]. Zeitschrift fur Kardiologie. 1996 Nov; 85(11):828-38. doi: NULL. [PMID: 9064945]
  • G M London, B Pannier, E Vicaut, A P Guérin, S J Marchais, M E Safar, J L Cuche. Antihypertensive effects and arterial haemodynamic alterations during angiotensin converting enzyme inhibition. Journal of hypertension. 1996 Sep; 14(9):1139-46. doi: 10.1097/00004872-199609000-00015. [PMID: 8986916]
  • A R Kugler, S C Olson, D E Smith. Tubular transport mechanisms of quinapril and quinaprilat in the isolated perfused rat kidney: effect of organic anions and cations. Journal of pharmacokinetics and biopharmaceutics. 1996 Aug; 24(4):349-68. doi: 10.1007/bf02353517. [PMID: 9044165]
  • V Mitrovic, H Mudra, T Bonzel, W Schmidt, J C Strand, R Bakovic-Alt, E L Posvar. Hemodynamic and hormonal effects of quinaprilat in patients with congestive heart failure. Clinical pharmacology and therapeutics. 1996 Jun; 59(6):686-98. doi: 10.1016/s0009-9236(96)90009-0. [PMID: 8681494]
  • E Breslin, E Posvar, M Neub, D Trenk, E Jahnchen. A pharmacodynamic and pharmacokinetic comparison of intravenous quinaprilat and oral quinapril. Journal of clinical pharmacology. 1996 May; 36(5):414-21. doi: 10.1002/j.1552-4604.1996.tb05028.x. [PMID: 8739020]
  • D E Smith, A R Kugler, J B Schnermann. Reabsorption and metabolism of quinapril and quinaprilat in rat kidney: in vivo micropuncture studies. Journal of pharmaceutical sciences. 1995 Oct; 84(10):1147-50. doi: 10.1002/jps.2600841002. [PMID: 8801325]
  • A R Kugler, S C Olson, D E Smith. Disposition of quinapril and quinaprilat in the isolated perfused rat kidney. Journal of pharmacokinetics and biopharmaceutics. 1995 Jun; 23(3):287-305. doi: 10.1007/bf02354286. [PMID: 8834197]
  • A R Kugler, S C Olson, D E Smith. Determination of quinapril and quinaprilat by high-performance liquid chromatography with radiochemical detection, coupled to liquid scintillation counting spectrometry. Journal of chromatography. B, Biomedical applications. 1995 Apr; 666(2):360-7. doi: 10.1016/0378-4347(94)00588-v. [PMID: 7633615]
  • D P Chan, A Clavell, J Keiser, J C Burnett. Effects of renin-angiotensin system in mediating endothelin-induced renal vasoconstriction: therapeutic implications. Journal of hypertension. Supplement : official journal of the International Society of Hypertension. 1994 Jul; 12(4):S43-9. doi: NULL. [PMID: 7965274]
  • E J Begg, R A Robson, H Ikram, A M Richards, J A Bammert-Adams, S C Olson, E L Posvar, P A Reece, A J Sedman. The pharmacokinetics of quinapril and quinaprilat in patients with congestive heart failure. British journal of clinical pharmacology. 1994 Mar; 37(3):302-4. doi: 10.1111/j.1365-2125.1994.tb04280.x. [PMID: 8198942]
  • R B Perich, B Jackson, C I Johnston. Structural constraints of inhibitors for binding at two active sites on somatic angiotensin converting enzyme. European journal of pharmacology. 1994 Feb; 266(3):201-11. doi: 10.1016/0922-4106(94)90128-7. [PMID: 8174603]
  • K Wolter, E Fritschka. Pharmacokinetics and pharmacodynamics of quinaprilat after low dose quinapril in patients with terminal renal failure. European journal of clinical pharmacology. 1993; 44 Suppl 1(?):S53-6. doi: 10.1007/bf01428395. [PMID: 8387427]
  • N Goto, T Kamata, K Ikegami. Trace analysis of quinapril and its active metabolite, quinaprilat, in human plasma and urine by gas chromatography-negative-ion chemical ionization mass spectrometry. Journal of chromatography. 1992 Jul; 578(2):195-201. doi: 10.1016/0378-4347(92)80416-n. [PMID: 1400797]
  • C E Halstenson, J A Opsahl, K Rachael, S C Olson, A M Horvath, P A Abraham, E L Posvar. The pharmacokinetics of quinapril and its active metabolite, quinaprilat, in patients with various degrees of renal function. Journal of clinical pharmacology. 1992 Apr; 32(4):344-50. doi: 10.1002/j.1552-4604.1992.tb03846.x. [PMID: 1569237]
  • H L Elliott, N J Macdonald, P A Meredith, J L Reid. Dose responses and pharmacokinetics for the angiotensin converting enzyme inhibitor quinapril. Clinical pharmacology and therapeutics. 1992 Mar; 51(3):260-5. doi: 10.1038/clpt.1992.20. [PMID: 1312002]
  • R D Swartz, B Starmann, A M Horvath, S C Olson, E L Posvar. Pharmacokinetics of quinapril and its active metabolite quinaprilat during continuous ambulatory peritoneal dialysis. Journal of clinical pharmacology. 1990 Dec; 30(12):1136-41. doi: 10.1002/j.1552-4604.1990.tb01857.x. [PMID: 2273086]
  • R A Blum, S C Olson, R K Kohli, A M Horvath, A J Sedman, E L Posvar. Pharmacokinetics of quinapril and its active metabolite, quinaprilat, in patients on chronic hemodialysis. Journal of clinical pharmacology. 1990 Oct; 30(10):938-42. doi: 10.1002/j.1552-4604.1990.tb03574.x. [PMID: 2229454]
  • E J Begg, R A Robson, R R Bailey, K L Lynn, G J Frank, S C Olson. The pharmacokinetics and pharmacodynamics of quinapril and quinaprilat in renal impairment. British journal of clinical pharmacology. 1990 Aug; 30(2):213-20. doi: 10.1111/j.1365-2125.1990.tb03767.x. [PMID: 2144994]
  • S C Olson, A M Horvath, B M Michniewicz, A J Sedman, W A Colburn, P G Welling. The clinical pharmacokinetics of quinapril. Angiology. 1989 Apr; 40(4 Pt 2):351-9. doi: 10.1177/000331978904000404. [PMID: 2705643]
  • J J Ferry, A B Cetnarowski, A J Sedman, R W Thomas, A M Horvath. Multiple-dose cimetidine administration does not influence the single-dose pharmacokinetics of quinapril and its active metabolite (CI-928). Journal of clinical pharmacology. 1988 Jan; 28(1):48-51. doi: 10.1002/j.1552-4604.1988.tb03100.x. [PMID: 3350992]
  • J J Ferry, A M Horvath, A J Sedman, J R Latts, W A Colburn. Influence of food on the pharmacokinetics of quinapril and its active diacid metabolite, CI-928. Journal of clinical pharmacology. 1987 May; 27(5):397-9. doi: 10.1002/j.1552-4604.1987.tb03037.x. [PMID: 3693584]
  • W H Roark, F J Tinney, D Cohen, A D Essenburg, H R Kaplan. Synthesis and biological activity of modified peptide inhibitors of angiotensin-converting enzyme. Journal of medicinal chemistry. 1985 Sep; 28(9):1291-5. doi: 10.1021/jm00147a030. [PMID: 2993618]