Imidapril (BioDeep_00000036546)

   

human metabolite Chemicals and Drugs


代谢物信息卡片


(4S)-1-Methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylic acid

化学式: C20H27N3O6 (405.18997620000005)
中文名称: 盐酸咪达普利
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2C(CN(C2=O)C)C(=O)O
InChI: InChI=1S/C20H27N3O6/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26)/t13-,15-,16-/m0/s1

描述信息

Imidapril, also known as Tanatril (trade name), belongs to a class of long-acting, non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitors (PMID: 12177688). It is a prodrug that is widely used in the treatment of mild to moderate essential hypertension (PMID: 17547476). A prodrug is a drug that must be metabolized in the body (via the gut or the liver) to become active. Imidapril is also prescribed to treat chronic congestive heart failure (CHF), acute myocardial infarction (AMI), and diabetic nephropathy (PMID: 12177688, 17094051). It functions through preventing angiotensin II formation, via inhibition of the angiotensin-converting enzyme (ACE), that results in reduction of peripheral resistance and a reduction in systemic blood pressure (BP) (PMID: 17547476). Imidapril is only found in individuals that have used or taken this drug.
C - Cardiovascular system > C09 - Agents acting on the renin-angiotensin system > C09A - Ace inhibitors, plain > C09AA - Ace inhibitors, plain
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

12 个代谢物同义名

(4S)-1-Methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylic acid; (4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid; (4S)-1-Methyl-3-[(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl]-2-oxo-imidazolidine-4-carboxylate; 1-Methyl-3-(2-(N-(1-ethoxycarbonyl-3-phenylpropyl)amino)propionyl)-2-oxoimidazolidine-4-carboxylic acid; (S)-3-(N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl)-1-methyl-2-oxoimidazoline-4-carboxylic acid; (S)-3-(N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl)-1-methyl-2-oxoimidazoline-4-carboxylate; Imidapril hydrochloride; Imidapril HCL; Imidaprilum; Imidapril; Hipertene; Tanatril



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

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代谢反应

0 个相关的代谢反应过程信息。

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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

  • Kyoko Nitta, Sen Shi, Takako Nagai, Megumi Kanasaki, Munehiro Kitada, Swayam Prakash Srivastava, Masakazu Haneda, Keizo Kanasaki, Daisuke Koya. Oral Administration of N-Acetyl-seryl-aspartyl-lysyl-proline Ameliorates Kidney Disease in Both Type 1 and Type 2 Diabetic Mice via a Therapeutic Regimen. BioMed research international. 2016; 2016(?):9172157. doi: 10.1155/2016/9172157. [PMID: 27088094]
  • Takashi Yokota, Hirofumi Tomita, Yasuhiro Mori, Takeshi Kudo, Hitoshi Hiraga, Naoyuki Suto, Takumi Higuma, Naoki Abe, Hiroyuki Hanada, Tomohiro Osanai, Ken Okumura. Imidapril and enalapril similarly inhibit plasma matrix metalloproteinase activities and attenuate left ventricular remodeling in patients with acute myocardial infarction. Journal of cardiovascular pharmacology. 2014 Jun; 63(6):528-32. doi: 10.1097/fjc.0000000000000077. [PMID: 24709636]
  • Jochen Springer, Anika Tschirner, Arash Haghikia, Stephan von Haehling, Hind Lal, Aleksandra Grzesiak, Elena Kaschina, Sandra Palus, Mareike Pötsch, Karoline von Websky, Berthold Hocher, Celine Latouche, Frederic Jaisser, Lars Morawietz, Andrew J S Coats, John Beadle, Josep M Argiles, Thomas Thum, Gabor Földes, Wolfram Doehner, Denise Hilfiker-Kleiner, Thomas Force, Stefan D Anker. Prevention of liver cancer cachexia-induced cardiac wasting and heart failure. European heart journal. 2014 Apr; 35(14):932-41. doi: 10.1093/eurheartj/eht302. [PMID: 23990596]
  • Hikaru Yoneda, Kiichiro Ueta, Masaaki Nagasaki, Kenji Arakawa. Involvement of heparan sulfate in the renoprotective effects of imidapril, an angiotensin-converting enzyme inhibitor, in diabetic db/db mice. Journal of receptor and signal transduction research. 2014 Feb; 34(1):21-5. doi: 10.3109/10799893.2013.845788. [PMID: 24094140]
  • Roberto Fogari, Amedeo Mugellini, Annalisa Zoppi, Roberta Gualtierotti, Pierangelo Lazzari, Giuseppe Derosa, Angela D'Angelo. Effect of imidapril versus ramipril on urinary albumin excretion in hypertensive patients with type 2 diabetes and microalbuminuria. Expert opinion on pharmacotherapy. 2013 Dec; 14(18):2463-73. doi: 10.1517/14656566.2013.848195. [PMID: 24195786]
  • Hong Li, Yu-sheng Wang. An angiotensin-converting enzyme inhibitor modulates stromal-derived factor-1 through CD26/dipeptidyl peptidase IV to inhibit laser-induced choroidal neovascularization. Molecular vision. 2013; 19(?):1107-21. doi: NULL. [PMID: 23734079]
  • Sayaka Nagata, Johji Kato, Kenji Kuwasako, Maki Asami, Kazuo Kitamura. Plasma and tissue concentrations of proangiotensin-12 in rats treated with inhibitors of the renin-angiotensin system. Hypertension research : official journal of the Japanese Society of Hypertension. 2012 Feb; 35(2):234-8. doi: 10.1038/hr.2011.165. [PMID: 21993212]
  • Kouichi Utsumi, Fumihiko Yasuda, Yoko Watanabe, Seiichiro Higo, Akio Hirama, Emiko Fujita, Kae Ueda, Akiko Mii, Tomohiro Kaneko, Masahiro Mishina, Yasuhiko Iino, Yasuo Katayama. Effects of olmesartan and imidapril on the plasma adiponectin, P-selectin, and MDA-LDL levels of diabetic nephropathy patients. Clinica chimica acta; international journal of clinical chemistry. 2012 Jan; 413(1-2):348-9. doi: 10.1016/j.cca.2011.09.024. [PMID: 21983097]
  • Roberto Fogari, Annalisa Zoppi, Amedeo Mugellini, Pamela Maffioli, Pierangelo Lazzari, Giuseppe Derosa. Role of angiotensin II in plasma PAI-1 changes induced by imidapril or candesartan in hypertensive patients with metabolic syndrome. Hypertension research : official journal of the Japanese Society of Hypertension. 2011 Dec; 34(12):1321-6. doi: 10.1038/hr.2011.137. [PMID: 21814211]
  • Taku Nakashima, Noboru Hattori, Mafumi Okimoto, Jitsuro Yanagida, Nobuoki Kohno. Nicergoline improves dysphagia by upregulating substance P in the elderly. Medicine. 2011 Jul; 90(4):279-283. doi: 10.1097/md.0b013e318224413b. [PMID: 21694649]
  • Roberto Fogari, Annalisa Zoppi, Sibilla A T Salvadeo, Amedeo Mugellini, Pierangelo Lazzari, Tara Santoro, Giuseppe Derosa. Fibrinolysis and insulin sensitivity in imidapril and candesartan (FISIC study) recipients with hypertension. Hypertension research : official journal of the Japanese Society of Hypertension. 2011 Apr; 34(4):509-15. doi: 10.1038/hr.2010.260. [PMID: 21179101]
  • Fen Wei, Xiu-Jie Jia, Su-Qin Yu, Ye Gu, Li Wang, Xiao-Mei Guo, Min Wang, Feng Zhu, Xiang Cheng, Yu-Miao Wei, Zi-Hua Zhou, Micheal Fu, Yu-Hua Liao. Candesartan versus imidapril in hypertension: a randomised study to assess effects of anti-AT1 receptor autoantibodies. Heart (British Cardiac Society). 2011 Mar; 97(6):479-84. doi: 10.1136/hrt.2009.192104. [PMID: 21296780]
  • Kazuhide Ogino, Masahiko Kato, Yoshiyuki Furuse, Yoshiharu Kinugasa, Yasuhiro Kaetsu, Einosuke Mizuta, Shinobu Sugihara, Katsunori Ishida, Kiyotaka Yanagihara, Ichiro Hisatome, Chiaki Shigemasa. Addition of losartan to angiotensin-converting enzyme inhibitors improves insulin resistance in patients with chronic heart failure treated without β-blockers. Circulation journal : official journal of the Japanese Circulation Society. 2010 Nov; 74(11):2346-52. doi: 10.1253/circj.cj-10-0395. [PMID: 20827028]
  • Mitsuru Ohishi, Yasushi Takeya, Yuji Tatara, Koichi Yamamoto, Miyuki Onishi, Yoshihiro Maekawa, Kei Kamide, Hiromi Rakugi. Strong suppression of the renin-angiotensin system has a renal-protective effect in hypertensive patients: high-dose ARB with ACE inhibitor (Hawaii) study. Hypertension research : official journal of the Japanese Society of Hypertension. 2010 Nov; 33(11):1150-4. doi: 10.1038/hr.2010.145. [PMID: 20703230]
  • Koji Yamada, Shinichi Uchida, Syusuke Takahashi, Makoto Takayama, Yoshinori Nagata, Nobuyuki Suzuki, Shiro Shirakura, Tomoyuki Kanda. Effect of a centrally active angiotensin-converting enzyme inhibitor, perindopril, on cognitive performance in a mouse model of Alzheimer's disease. Brain research. 2010 Sep; 1352(?):176-86. doi: 10.1016/j.brainres.2010.07.006. [PMID: 20627092]
  • Tetsuya Matsumoto, Hiroyuki Takashima, Ichiro Nakae, Tetsunobu Yamane, Hideki Hayashi, Minoru Horie. Angiotensin-converting enzyme inhibition augments coronary release of tissue plasminogen activator in women but not in men. Hypertension (Dallas, Tex. : 1979). 2010 Sep; 56(3):364-8. doi: 10.1161/hypertensionaha.110.154278. [PMID: 20606106]
  • Yosuke Takeda, Toshio Nishikimi, Kazumi Akimoto, Hiroaki Matsuoka, Toshihiko Ishimitsu. Beneficial effects of a combination of Rho-kinase inhibitor and ACE inhibitor on tubulointerstitial fibrosis induced by unilateral ureteral obstruction. Hypertension research : official journal of the Japanese Society of Hypertension. 2010 Sep; 33(9):965-73. doi: 10.1038/hr.2010.112. [PMID: 20664550]
  • Hideki Shimazu, Koji Kinoshita, Shoichi Hino, Tomohiro Yano, Kazuya Kishimoto, Yasuaki Nagare, Yuji Nozaki, Masafumi Sugiyama, Shinya Ikoma, Masanori Funauchi. Effect of combining ACE inhibitor and statin in lupus-prone mice. Clinical immunology (Orlando, Fla.). 2010 Aug; 136(2):188-96. doi: 10.1016/j.clim.2010.03.008. [PMID: 20403731]
  • J Krupicka, M Soucek, K Chroust. [Combination therapy of hypertension in general clinical practice. The results of the KOHYBA study]. Vnitrni lekarstvi. 2010 Mar; 56(3):210-6. doi: . [PMID: 20394206]
  • Daiju Fukuda, Soichiro Enomoto, Ryozo Nagai, Masataka Sata. Inhibition of renin-angiotensin system attenuates periadventitial inflammation and reduces atherosclerotic lesion formation. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2009 Dec; 63(10):754-61. doi: 10.1016/j.biopha.2009.02.006. [PMID: 19304450]
  • Naohito Ide, Seiichi Gotou, Masami Mori. [Hospital pharmacists prevented advance of lithium intoxication through pharmaceutical interventions]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2009 Aug; 129(8):1007-11. doi: 10.1248/yakushi.129.1007. [PMID: 19652508]
  • Naruya Tomita, Keita Yamasaki, Keiko Izawa, Yasuo Kunugiza, Mariana K Osako, Toshio Ogihara, Ryuichi Morishita. Improvement of organ damage by a non-depressor dose of imidapril in diabetic spontaneously hypertensive rats. International journal of molecular medicine. 2007 Apr; 19(4):571-9. doi: 10.3892/ijmm.19.4.571. [PMID: 17334632]
  • Tomas Dolezal. Imidapril in heart failure. Journal of the renin-angiotensin-aldosterone system : JRAAS. 2006 Sep; 7(3):146-54. doi: 10.3317/jraas.2006.024. [PMID: 17094051]
  • Atsuhiro Ichihara, Fumiaki Suzuki, Tsutomu Nakagawa, Yuki Kaneshiro, Tomoko Takemitsu, Mariyo Sakoda, A H M Nurun Nabi, Akira Nishiyama, Takeshi Sugaya, Matsuhiko Hayashi, Tadashi Inagami. Prorenin receptor blockade inhibits development of glomerulosclerosis in diabetic angiotensin II type 1a receptor-deficient mice. Journal of the American Society of Nephrology : JASN. 2006 Jul; 17(7):1950-61. doi: 10.1681/asn.2006010029. [PMID: 16738017]
  • Osamu Suda, Masato Tsutsui, Tsuyoshi Morishita, Masataka Horiuchi, Sei Nakata, Ryouji Kouzuma, Masahiro Okazaki, Akiko Sumiyama-Fujinishi, Tsunetaka Mizuki, Nobuyuki Yanagihara, Hiromi Tasaki, Yasuhide Nakashima. Long-term treatment with imidapril but not with nifedipine enhances plasma NOx concentration in patients with essential hypertension. Journal of pharmacological sciences. 2006 Jun; 101(2):159-65. doi: 10.1254/jphs.fp0060031. [PMID: 16766855]
  • Susumu Ogawa, Kazuhisa Takeuchi, Takefumi Mori, Kazuhiro Nako, Sadayoshi Ito. Spironolactone further reduces urinary albumin excretion and plasma B-type natriuretic peptide levels in hypertensive type II diabetes treated with angiotensin-converting enzyme inhibitor. Clinical and experimental pharmacology & physiology. 2006 May; 33(5-6):477-9. doi: 10.1111/j.1440-1681.2006.04390.x. [PMID: 16700881]
  • Nobuko Matsumoto, Toshihiko Ishimitsu, Atsushi Okamura, Hitoshi Seta, Masaki Takahashi, Hiroaki Matsuoka. Effects of imidapril on left ventricular mass in chronic hemodialysis patients. Hypertension research : official journal of the Japanese Society of Hypertension. 2006 Apr; 29(4):253-60. doi: 10.1291/hypres.29.253. [PMID: 16778332]
  • Guo-ping Wang, Rong-hui Cao, Yong-gang Du, Zi-yan Zhang, Ji-yuan Lü, Shu-lan Chen, Zhong-dong Qiao. [Study of effects of drugs on myocardial hypertrophy due to overload]. Zhongguo wei zhong bing ji jiu yi xue = Chinese critical care medicine = Zhongguo weizhongbing jijiuyixue. 2005 Nov; 17(11):670-2. doi: NULL. [PMID: 16297322]
  • Hiroshi Satonaka, Etsu Suzuki, Hiroshi Hayakawa, Hiroaki Nishimatsu, Daisuke Nagata, Shigeyoshi Oba, Atsuko Kamijo, Ryo Takeda, Masao Takahashi, Yuji Yamamoto, Kenjiro Kimura, Yasunobu Hirata. Long-term effect of imidapril hydrochloride compared with dilazep hydrochloride administration on blood pressure and renal function in patients with chronic glomerulonephritis. International heart journal. 2005 Jul; 46(4):701-10. doi: 10.1536/ihj.46.701. [PMID: 16157961]
  • Ji Hye Yun, Ja Hye Myung, Hye Jin Kim, Sibeum Lee, Jong-Sei Park, Won Kim, Eun-Hee Lee, Cheol Jin Moon, Sung-Joo Hwang. LC-MS determination and bioavailability study of imidapril hydrochloride after the oral administration of imidapril tablets in human volunteers. Archives of pharmacal research. 2005 Apr; 28(4):463-8. doi: 10.1007/bf02977677. [PMID: 15918521]
  • Tomomi Fujisawa, Hiroshi Ikegami, Masaya Ono, Masanori Nishino, Shinsuke Noso, Yumiko Kawabata, Toshio Ogihara. Combination of half doses of angiotensin type 1 receptor antagonist and angiotensin-converting enzyme inhibitor in diabetic nephropathy. American journal of hypertension. 2005 Jan; 18(1):13-7. doi: 10.1016/j.amjhyper.2004.08.001. [PMID: 15691611]
  • Hidehiko Ono, Mayumi Saitoh, Yuko Ono, Toshihiko Ishimitu, Hiroaki Matsuoka. Imidapril improves L-NAME-exacerbated nephrosclerosis with TGF-beta 1 inhibition in spontaneously hypertensive rats. Journal of hypertension. 2004 Jul; 22(7):1389-95. doi: 10.1097/01.hjh.0000125458.28861.49. [PMID: 15201556]
  • Zhong-Sheng Zhu, Jin-Ming Wang, Shao-Liang Chen. Mesenteric artery remodeling and effects of imidapril and irbesartan on it in spontaneously hypertensive rats. World journal of gastroenterology. 2004 May; 10(10):1471-5. doi: 10.3748/wjg.v10.i10.1471. [PMID: 15133856]
  • A Y I Viana, Y Oshida, Y-Q Han, K Koshinaka, Y Sato. Effects of imidapril, an angiotensin-converting enzyme inhibitor, on insulin sensitivity and responsiveness in streptozotocin-induced diabetic rats. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2004 Jan; 36(1):34-8. doi: 10.1055/s-2004-814100. [PMID: 14983404]
  • Tadashi Arai, Naoki Yoshimi, Hisayoshi Fujiwara, Kiyoshisa Sekizawa. Serum substance P concentrations and silent aspiration in elderly patients with stroke. Neurology. 2003 Dec; 61(11):1625-6. doi: 10.1212/01.wnl.0000096395.80826.23. [PMID: 14663061]
  • Akihiro Tojo, Maristela Lika Onozato, Naohiko Kobayashi, Atsuo Goto, Hiroaki Matsuoka, Toshiro Fujita. Angiotensin II and oxidative stress in Dahl Salt-sensitive rat with heart failure. Hypertension (Dallas, Tex. : 1979). 2002 Dec; 40(6):834-9. doi: 10.1161/01.hyp.0000039506.43589.d5. [PMID: 12468566]
  • Yukie Kurosawa, Makoto Katoh, Hisayoshi Doi, Hiroshi Narita. Tissue Angiotensin-converting enzyme activity plays an important role in pressure overload-induced cardiac fibrosis in rats. Journal of cardiovascular pharmacology. 2002 Apr; 39(4):600-9. doi: 10.1097/00005344-200204000-00016. [PMID: 11904534]
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