Lafutidine (BioDeep_00000169695)

   

human metabolite


代谢物信息卡片


2-[(furan-2-yl)methanesulfinyl]-N-[(2Z)-4-({4-[(piperidin-1-yl)methyl]pyridin-2-yl}oxy)but-2-en-1-yl]acetamide

化学式: C22H29N3O4S (431.1878674000001)
中文名称: 拉呋替丁
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CCN(CC1)CC2=CC(=NC=C2)OCC=CCNC(=O)CS(=O)CC3=CC=CO3
InChI: InChI=1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-

描述信息

Lafutidine is a histamine H2-receptor antagonist that inhibits histamine-stimulated gastric acid secretion. Due to the resulting reduction in gastric volume and acidity, lafutidine can be used to treat ulcers and reflux.
A - Alimentary tract and metabolism > A02 - Drugs for acid related disorders > A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord) > A02BA - H2-receptor antagonists
C78276 - Agent Affecting Digestive System or Metabolism > C29701 - Anti-ulcer Agent > C29702 - Histamine-2 Receptor Antagonist
D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists
D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents
Lafutidine (FRG-8813) is a histamine H2-receptor antagonist (H2RA), with proven gastric mucosal protective effects. Lafutidine can be used for the research of gastroesophageal reflux disease[1].

同义名列表

16 个代谢物同义名

2-[(furan-2-yl)methanesulfinyl]-N-[(2Z)-4-({4-[(piperidin-1-yl)methyl]pyridin-2-yl}oxy)but-2-en-1-yl]acetamide; (+)-2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]acetamide; (+)-2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-acetamide; (Z)-(+)-2-[(2-Furanylmethyl)sulfinyl]-N-[4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-acetamide; 2-(Furan-2-ylmethylsulphinyl)-N-[(Z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide; (+)-2-(Furfurylsulfinyl)-N-[(Z)-4-[[4-(piperidinomethyl)-2-pyridyl]oxy]-2-butenyl]acetamide; N-(4-(4-Piperidinylmethyl)pyridyl-2-oxy)-(Z)-butenyl-2-(furfurylsulfinyl)acetamide; N-(4-(4-Piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide; (+)-Lafutidine; Laflutidine; Protecadin; Lafutidine; FRG 8813; Lafukem; Stogar; FRG-8813



数据库引用编号

10 个数据库交叉引用编号

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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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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

  • Takahiro Suzuki, Takuma Kagami, Takahiro Uotani, Mihoko Yamade, Yasushi Hamaya, Moriya Iwaizumi, Satoshi Osawa, Ken Sugimoto, Hiroaki Miyajima, Takahisa Furuta. Comparison of effect of an increased dosage of vonoprazan versus vonoprazan plus lafutidine on gastric acid inhibition and serum gastrin. European journal of clinical pharmacology. 2018 Jan; 74(1):45-52. doi: 10.1007/s00228-017-2324-1. [PMID: 28986609]
  • N S Oh, J Y Lee, J M Lee, K W Lee, Y Kim. Mulberry leaf extract fermented with Lactobacillus acidophilus A4 ameliorates 5-fluorouracil-induced intestinal mucositis in rats. Letters in applied microbiology. 2017 Jun; 64(6):459-468. doi: 10.1111/lam.12741. [PMID: 28378512]
  • Shihong Li, Mingzhen Xu, Huqun Li, Juan Du, Weiyong Li. Pharmacokinetic Properties of Oral Lafutidine Tablets and the Effect of Food on its Pharmacokinetics in Healthy Chinese Subjects. Advances in therapy. 2016 10; 33(10):1704-1714. doi: 10.1007/s12325-016-0383-9. [PMID: 27444313]
  • Hongqin Yang, Yanmei Huang, Jiawei He, Shanshan Li, Bin Tang, Hui Li. Interaction of lafutidine in binding to human serum albumin in gastric ulcer therapy: STD-NMR, WaterLOGSY-NMR, NMR relaxation times, Tr-NOESY, molecule docking, and spectroscopic studies. Archives of biochemistry and biophysics. 2016 09; 606(?):81-9. doi: 10.1016/j.abb.2016.07.016. [PMID: 27457418]
  • Yasuto Kido, Pär Matsson, Kathleen M Giacomini. Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. Journal of medicinal chemistry. 2011 Jul; 54(13):4548-58. doi: 10.1021/jm2001629. [PMID: 21599003]
  • Hiroshi Iida, Masahiko Inamori, Tahashi Uchiyama, Hiroki Endo, Kunihiro Hosono, Tomoyuki Akiyama, Yasunari Sakamoto, Koji Fujita, Hirokazu Takahashi, Masato Yoneda, Tomoko Koide, Chikako Tokoro, Ayumu Goto, Yasunobu Abe, Noritoshi Kobayashi, Hiroyuki Kirikoshi, Kensuke Kubota, Satoru Saito, Atsushi Nakajima. Early effects of oral administration of lafutidine with peppermint oil, compared with lafutidine alone, on intragastric pH values. Hepato-gastroenterology. 2011 Jan; 58(105):235-8. doi: ". [PMID: 21510321]
  • Xiuhong Sun, Yuan Tian, Zunjian Zhang, Yun Chen. A single LC-tandem mass spectrometry method for the simultaneous determination of four H2 antagonists in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Dec; 877(31):3953-9. doi: 10.1016/j.jchromb.2009.10.003. [PMID: 19853541]
  • Hatsushi Yamagishi, Tomoyuki Koike, Shuichi Ohara, Toru Horii, Ryousuke Kikuchi, Shigeyuki Kobayashi, Yasuhiko Abe, Katsunori Iijima, Akira Imatani, Kaori Suzuki, Takanori Hishinuma, Junichi Goto, Tooru Shimosegawa. Stronger inhibition of gastric acid secretion by lafutidine, a novel H2 receptor antagonist, than by the proton pump inhibitor lansoprazole. World journal of gastroenterology. 2008 Apr; 14(15):2406-10. doi: 10.3748/wjg.14.2406. [PMID: 18416470]
  • Kazuro Ikawa, Tomohiko Shimatani, Seiichi Hayato, Norifumi Morikawa, Susumu Tazuma. Pharmacokinetic and pharmacodynamic properties of lafutidine after postprandial oral administration in healthy subjects: comparison with famotidine. Biological & pharmaceutical bulletin. 2007 May; 30(5):1003-6. doi: 10.1248/bpb.30.1003. [PMID: 17473452]
  • K Ikawa, T Shimatani, Y Azuma, M Inoue, N Morikawa. Calcitonin gene-related peptide and somatostatin releases correlated with the area under the lafutidine concentration-time curve in human plasma. Journal of clinical pharmacy and therapeutics. 2006 Aug; 31(4):351-6. doi: 10.1111/j.1365-2710.2006.00749.x. [PMID: 16882104]
  • Wei-Dong Chen, Yan Liang, Hao Li, Ye Xiong, Xiao-Dong Liu, Guang-Ji Wang, Lin Xie. Simple, sensitive and rapid LC-ESI-MS method for the quantitation of lafutidine in human plasma--application to pharmacokinetic studies. Journal of pharmaceutical and biomedical analysis. 2006 Apr; 41(1):256-60. doi: 10.1016/j.jpba.2005.10.008. [PMID: 16298507]
  • Tomohiko Shimatani, Masaki Inoue, Tomoko Kuroiwa, Jing Xu, Masuo Nakamura, Susumu Tazuma, Kazuro Ikawa, Norifumi Morikawa. Lafutidine, a newly developed antiulcer drug, elevates postprandial intragastric pH and increases plasma calcitonin gene-related peptide and somatostatin concentrations in humans: comparisons with famotidine. Digestive diseases and sciences. 2006 Jan; 51(1):114-20. doi: 10.1007/s10620-006-3094-2. [PMID: 16416222]
  • Lili Wu, Zunjian Zhang, Yuan Tian, Wei Li, Fengguo Xu, Yun Chen, Huilin Wei. Determination of lafutidine in human plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry: application to a bioequivalence study. Journal of mass spectrometry : JMS. 2005 Dec; 40(12):1637-43. doi: 10.1002/jms.942. [PMID: 16287036]
  • Hiroshi Sato, Kousaku Kawashima, Mika Yuki, Hideaki Kazumori, Mohammad Azharul Karim Rumi, Cesar Francisco Ortega-Cava, Shunji Ishihara, Yoshikazu Kinoshita. Lafutidine, a novel histamine H2-receptor antagonist, increases serum calcitonin gene-related peptide in rats after water immersion-restraint stress. The Journal of laboratory and clinical medicine. 2003 Feb; 141(2):102-5. doi: 10.1067/mlc.2003.12. [PMID: 12577045]
  • Hiroki Itoh, Takafumi Naito, Masaharu Takeyama. Lafutidine changes levels of somatostatin, calcitonin gene-related peptide, and secretin in human plasma. Biological & pharmaceutical bulletin. 2002 Mar; 25(3):379-82. doi: 10.1248/bpb.25.379. [PMID: 11913538]