Gliquidone (BioDeep_00000027106)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


N-cyclohexyl-N-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulphonyl}carbamimidic acid

化学式: C27H33N3O6S (527.2089958)
中文名称: 格列喹酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1(C2=C(C=C(C=C2)OC)C(=O)N(C1=O)CCC3=CC=C(C=C3)S(=O)(=O)NC(=O)NC4CCCCC4)C
InChI: InChI=1S/C27H33N3O6S/c1-27(2)23-14-11-20(36-3)17-22(23)24(31)30(25(27)32)16-15-18-9-12-21(13-10-18)37(34,35)29-26(33)28-19-7-5-4-6-8-19/h9-14,17,19H,4-8,15-16H2,1-3H3,(H2,28,29,33)

描述信息

Gliquidone is an anti-diabetic drug in the sulfonylurea class. It is used in the treatment of diabetes mellitus type 2. It is an ATP-dependent K+ (KATP) channel blocker. This block causes a depolarization which leads to activation of voltage-dependent Ca channels and Ca2+ influx, and eventually increases insulin release.
A - Alimentary tract and metabolism > A10 - Drugs used in diabetes > A10B - Blood glucose lowering drugs, excl. insulins > A10BB - Sulfonylureas
C78276 - Agent Affecting Digestive System or Metabolism > C29711 - Anti-diabetic Agent > C97936 - Sulfonylurea Antidiabetic Agent
D007004 - Hypoglycemic Agents

同义名列表

16 个代谢物同义名

N-cyclohexyl-N-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulphonyl}carbamimidic acid; N-cyclohexyl-N-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulphonyl}carbamimidate; N-cyclohexyl-N-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulfonyl}carbamimidate; 1-cyclohexyl-3-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulfonyl}urea; Sanofi synthelabo brand OF gliquidone; Yamanouchi brand OF gliquidone; Gliquidone, monosodium salt; Gliquidone, calcium salt; Gliquidone; Glikvidon; Beglynora; Glurenorm; Glycvidon; Beglynor; AR-DF 26; Glurenor



数据库引用编号

9 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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INOH(0)

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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

  • Mengying Li, Dengke Yin, Jiachen Li, Fuping Shao, Qingqing Zhang, Qianqian Jiang, Mengmeng Zhang, Ye Yang. Rosmarinic acid, the active component of Salvia miltiorrhizae, improves gliquidone transport by regulating the expression and function of P-gp and BCRP in Caco-2 cells. Die Pharmazie. 2020 01; 75(1):18-22. doi: 10.1691/ph.2020.9754. [PMID: 32033628]
  • Hengyu Tian, Junbo Yang, Zhuochao Xie, Jialin Liu. Gliquidone Alleviates Diabetic Nephropathy by Inhibiting Notch/Snail Signaling Pathway. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology. 2018; 51(5):2085-2097. doi: 10.1159/000495827. [PMID: 30522115]
  • Fan Zhang, Yuhui Wei, Yan Zhou, Dan Wang, Liting Zhou, Jianping Zhang, Xinan Wu. Pharmacokinetics and hepatic uptake of gliquidone affected by Huangqi injection. European journal of drug metabolism and pharmacokinetics. 2014 Dec; 39(4):255-61. doi: 10.1007/s13318-013-0154-9. [PMID: 24085486]
  • Jian-Ting Ke, Mi Li, Shi-Qing Xu, Wen-Jian Zhang, Yong-Wei Jiang, Lan-yun Cheng, Li Chen, Jin-Ning Lou, Wei Wu. Gliquidone decreases urinary protein by promoting tubular reabsorption in diabetic Goto-Kakizaki rats. The Journal of endocrinology. 2014 Feb; 220(2):129-41. doi: 10.1530/joe-13-0199. [PMID: 24254365]
  • Zhongju Tan, Zherong Xu, Qifeng Gui, Weizhen Wu, Yunmei Yang. Gliquidone versus metformin: differential effects on aorta in streptozotocin induced diabetic rats. Chinese medical journal. 2014; 127(7):1298-303. doi: NULL. [PMID: 24709184]
  • Muhammad Saeed Arayne, Najma Sultana, Arman Tabassum. RP-LC simultaneous quantitation of co-administered drugs for (non-insulin dependent) diabetic mellitus induced dyslipidemia in active pharmaceutical ingredient, pharmaceutical formulations and human serum with UV-detector. Clinica chimica acta; international journal of clinical chemistry. 2013 Oct; 425(?):54-61. doi: 10.1016/j.cca.2013.06.020. [PMID: 23838368]
  • Agha Zeeshan Mirza, M Saeed Arayne, Najma Sultana. RP-LC method for the simultaneous determination of gliquidone, pioglitazone hydrochloride, and atorvastatin in formulations and human serum. Journal of AOAC International. 2013 Jan; 96(1):56-9. doi: 10.5740/jaoacint.10-441. [PMID: 23513958]
  • Tina M Binz, Nicholas Villani, Hugo Neels, Serge Schneider. Rapid extraction, identification and quantification of oral hypoglycaemic drugs in serum and hair using LC-MS/MS. Forensic science international. 2012 Nov; 223(1-3):119-24. doi: 10.1016/j.forsciint.2012.08.014. [PMID: 22940189]
  • Cornelius Hess, Frank Musshoff, Burkhard Madea. Simultaneous identification and validated quantification of 11 oral hypoglycaemic drugs in plasma by electrospray ionisation liquid chromatography-mass spectrometry. Analytical and bioanalytical chemistry. 2011 Apr; 400(1):33-41. doi: 10.1007/s00216-011-4698-8. [PMID: 21327875]
  • M Saeed Arayne, Najma Sultana, Agha Zeeshan Mirza. Simultaneous determination of gliquidone, pioglitazone hydrochloride, and verapamil in formulation and human serum by RP-HPLC. Journal of chromatographic science. 2011 Feb; 49(2):114-7. doi: 10.1093/chrsci/49.2.114. [PMID: 21223635]
  • Andreas Holstein, Claude Hammer, Michael Hahn, Nidhi-Su-Ann Kulamadayil, Peter Kovacs. Severe sulfonylurea-induced hypoglycemia: a problem of uncritical prescription and deficiencies of diabetes care in geriatric patients. Expert opinion on drug safety. 2010 Sep; 9(5):675-81. doi: 10.1517/14740338.2010.492777. [PMID: 20553106]
  • Bertram Hartmann, David Czock, Frieder Keller. Drug therapy in patients with chronic renal failure. Deutsches Arzteblatt international. 2010 Sep; 107(37):647-55; quiz 655. doi: 10.3238/arztebl.2010.0647. [PMID: 20959896]
  • M Saeed Arayne, Najma Sultana, Agha Zeeshan Mirza, Farhan Ahmed Siddiqui. Simultaneous determination of gliquidone, fexofenadine, buclizine, and levocetirizine in dosage formulation and human serum by RP-HPLC. Journal of chromatographic science. 2010 May; 48(5):382-5. doi: 10.1093/chromsci/48.5.382. [PMID: 20515533]
  • Weichao Ren, Yang Lu, Jing Jing, Jing Zhu, Di Wan, Di Zhao, Jianheng Zheng, Fang Fang, Yan He, Xijing Chen. Determination of glycyrrhizin in dog plasma by liquid chromatography-mass spectrometry and its application in pharmacokinetic studies. European journal of mass spectrometry (Chichester, England). 2010; 16(6):673-8. doi: 10.1255/ejms.1101. [PMID: 21173464]
  • Xiaofan Sui, Jin Sun, Haiyan Li, Yongjun Wang, Jianfang Liu, Xiaohong Liu, Wenping Zhang, Lijiang Chen, Zhonggui He. Prediction of volume of distribution values in human using immobilized artificial membrane partitioning coefficients, the fraction of compound ionized and plasma protein binding data. European journal of medicinal chemistry. 2009 Nov; 44(11):4455-60. doi: 10.1016/j.ejmech.2009.06.004. [PMID: 19586686]
  • Sebastian Oliver Decker, Frieder Keller, Jens Mayer, Sylvia Stracke. Twice daily fractionated dose administration of prednisolone compared to standard once daily administration to patients with glomerulonephritis or with kidney transplants. Medizinische Klinik (Munich, Germany : 1983). 2009 Jun; 104(6):429-33. doi: 10.1007/s00063-009-1091-x. [PMID: 19533049]
  • Fengguo Xu, Ying Liu, Zunjian Zhang, Rui Song, Haijuan Dong, Yuan Tian. Rapid simultaneous quantification of five active constituents in rat plasma by high-performance liquid chromatography/tandem mass spectrometry after oral administration of Da-Cheng-Qi decoction. Journal of pharmaceutical and biomedical analysis. 2008 Jul; 47(3):586-95. doi: 10.1016/j.jpba.2008.02.005. [PMID: 18358661]
  • T R Tuerk, S Bandur, J Nuernberger, A Kribben, K Mann, T Philipp, U Heemann, O Viklicky, O Witzke. Gliquidone therapy of new-onset diabetes mellitus after kidney transplantation. Clinical nephrology. 2008 Jul; 70(1):26-32. doi: 10.5414/cnp70026. [PMID: 18793545]
  • Kyung Ae Chae, Hee Jung Cho, Ji Min Sung, Hee Lee, Dong Cheol Seo, Jin Suk Kim, Ho Chul Shin. Bioavailability of the amino acid-attached prodrug as a new anti-HIV agent in rats. Journal of veterinary science. 2007 Sep; 8(3):263-7. doi: 10.4142/jvs.2007.8.3.263. [PMID: 17679773]
  • Cristina Georgita, Florin Albu, Victor David, Andrei Medvedovici. Simultaneous assay of metformin and glibenclamide in human plasma based on extraction-less sample preparation procedure and LC/(APCI)MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Jul; 854(1-2):211-8. doi: 10.1016/j.jchromb.2007.04.032. [PMID: 17500048]
  • Florin Albu, Cristina Georgiţă, Victor David, Andrei Medvedovici. Determination of glibenclamide in human plasma by liquid chromatography and atmospheric pressure chemical ionization/MS-MS detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Feb; 846(1-2):222-9. doi: 10.1016/j.jchromb.2006.09.005. [PMID: 17011248]
  • M Saeed Arayne, Najma Sultana, Agha Zeeshan Mirza. Spectrophotometric method for quantitative determination of gliquidone in bulk drug, pharmaceutical formulations and human serum. Pakistan journal of pharmaceutical sciences. 2006 Jul; 19(3):185-9. doi: NULL. [PMID: 16935824]
  • Willy J Malaisse. Gliquidone contributes to improvement of type 2 diabetes mellitus management: a review of pharmacokinetic and clinical trial data. Drugs in R&D. 2006; 7(6):331-7. doi: 10.2165/00126839-200607060-00002. [PMID: 17073516]
  • Refiye Yanardag, Ozlem Ozsoy-Sacan, Haci Orak, Yasemin Ozgey. Protective effects of glurenorm (gliquidone) treatment on the liver injury of experimental diabetes. Drug and chemical toxicology. 2005; 28(4):483-97. doi: 10.1080/01480540500262961. [PMID: 16298877]
  • Xiao-Yan Song, Qiang Chen, Xiao-Yan Qi. [Effect of liuwei dihuang pill on erythrocyte aldose reductase activity in early diabetic nephropathy patients]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2004 Dec; 24(12):1087-90. doi: ". [PMID: 15658651]
  • A Miro, F Quaglia, U Sorrentino, M I La Rotonda, R D'Emmanuele Di Villa Bianca, R Sorrentino. Improvement of gliquidone hypoglycaemic effect in rats by cyclodextrin formulations. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2004 Sep; 23(1):57-64. doi: 10.1016/j.ejps.2004.05.008. [PMID: 15324923]
  • C Hasslacher, W Wittmann. [Severe hypoglycemia in diabetics with impaired renal function]. Deutsche medizinische Wochenschrift (1946). 2003 Feb; 128(6):253-6. doi: 10.1055/s-2003-37077. [PMID: 12571792]
  • Hans H Maurer, Carsten Kratzsch, Thomas Kraemer, Frank T Peters, Armin A Weber. Screening, library-assisted identification and validated quantification of oral antidiabetics of the sulfonylurea-type in plasma by atmospheric pressure chemical ionization liquid chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Jun; 773(1):63-73. doi: 10.1016/s1570-0232(01)00618-3. [PMID: 12015271]
  • A Yarat, T Tunali, R Yanardag, F O Gürsoy, O O Sacan, N Emekli, A Utüner, G Ergenekon. The effect of Glurenorm (gliquidone) on lenses and skin in experimental diabetes. Free radical biology & medicine. 2001 Nov; 31(9):1038-42. doi: 10.1016/s0891-5849(01)00693-1. [PMID: 11677036]
  • O L Kulagin. [Effect of oral antidiabetic agents on fructose biosynthesis]. Eksperimental'naia i klinicheskaia farmakologiia. 2000 Sep; 63(5):44-6. doi: NULL. [PMID: 11109526]
  • S C Chou, K W Chen, C C Huang, K D Lin, J S Hwang, J D Lin. The effects of glurenorm on plasma glucose and lipids in patients with type 2 diabetes mellitus. Chang Gung medical journal. 2000 Aug; 23(8):480-4. doi: NULL. [PMID: 11039250]
  • P Courtois, A Sener, C Herbaut, A Turc, W J Malaisse. Pharmacokinetics of gliquidone, glibenclamide, gliclazide and glipizide in middle-aged and aged subjects. Research communications in molecular pathology and pharmacology. 1999 Feb; 103(2):211-22. doi: NULL. [PMID: 10461687]
  • V I Mazurov, A A Novik, O A Nagibovich, B V Romashevskiĭ, I V Guliaeva, T A Kurganova. [Effect of sugar-reducing therapy on renal function in patients with type II diabetes mellitus]. Klinicheskaia meditsina. 1998; 76(6):38-41. doi: NULL. [PMID: 9693499]
  • W Nitiyanant, S Sriussadaporn, C Deerochanawong, S Ngawngamrat, Y Benjasuratwong, S Patanaungkul. The efficacy and safety of gliquidone in Thai diabetics. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 1997 Dec; 80(12):771-7. doi: NULL. [PMID: 9470330]
  • J A García-Martínez, M L Villanueva-Peñacarrillo, I Valverde, F Björkling, W J Malaisse. Stimulation of insulin release and potentiation of the insulinotropic action of antidiabetic agents by 1,2,3-tri(methylsuccinyl)glycerol ester in anaesthetized rats. Pharmacological research. 1997 Nov; 36(5):369-72. doi: 10.1006/phrs.1997.0241. [PMID: 9441727]
  • H von Nicolai, R Brickl, H Eschey, A Greischel, G Heinzel, E König, J Limmer, E Rupprecht. Duration of action and pharmacokinetics of the oral antidiabetic drug gliquidone in patients with non-insulin-dependent (type 2) diabetes mellitus. Arzneimittel-Forschung. 1997 Mar; 47(3):247-52. doi: NULL. [PMID: 9105542]
  • A Sener, A G Akkan, W J Malaisse. Standardized procedure for the assay and identification of hypoglycemic sulfonylureas in human plasma. Acta diabetologica. 1995 Mar; 32(1):64-8. doi: 10.1007/bf00581049. [PMID: 7612921]
  • J Somogyi, A Vér, G Trója, E Végh, T Bányász, P Csermely, S Popović, T Kovács. Interference of sulphonylurea antidiabetica with mitochondrial bioenergetics under in vivo conditions. Acta physiologica Hungarica. 1995; 83(4):313-21. doi: NULL. [PMID: 8863894]
  • P Guo, Z W Li, C H Chen, S P Deng, S G Tang. [Direct injection of plasma to determine gliquidone in plasma using HPLC column switching technique]. Yao xue xue bao = Acta pharmaceutica Sinica. 1992; 27(6):452-5. doi: NULL. [PMID: 1442073]
  • E Bonora, P Moghetti, M Querena, M Zenere, V Cacciatori, F Tosi, D Travia, G Zoppini, M Muggeo. Studies on the mechanism of action of sulphonylureas in type II diabetic subjects: gliquidone. Journal of endocrinological investigation. 1992 Jan; 15(1):1-11. doi: 10.1007/bf03348644. [PMID: 1560186]
  • I Iori, E Bosi, E Manicardi, G Del Din, F L Dini, I Portioli. [Evaluation of the effectiveness and tolerability of gliquidone in the treatment of diabetes mellitus type II]. Rivista europea per le scienze mediche e farmacologiche = European review for medical and pharmacological sciences = Revue europeenne pour les sciences medicales et pharmacologiques. 1989 Jun; 11(3):277-83. doi: NULL. [PMID: 2640049]
  • L Lepsanović, M Savić. [Multicenter study of the therapeutic efficiency of glycvidone (Beglynor)]. Medicinski pregled. 1989; 42(11-12):434-7. doi: NULL. [PMID: 2701890]
  • J Rybka, A Gregorová, A Zmydlená. [Clinical experience with Glurenorm in type 2 diabetics with renal insufficiency]. Vnitrni lekarstvi. 1988 Aug; 34(8):786-92. doi: NULL. [PMID: 3176368]
  • C Hasslacher, E Ritz. [Therapy of diabetic nephropathy]. Deutsche medizinische Wochenschrift (1946). 1985 Oct; 110(43):1664-5. doi: 10.1055/s-2008-1069066. [PMID: 3899573]
  • M Deleers, W J Malaisse. Binding of hypoglycaemic sulphonylureas to an artificial phospholipid bilayer. Diabetologia. 1984 Jan; 26(1):55-9. doi: 10.1007/bf00252264. [PMID: 6423434]
  • M de Gasparo, G Hostetter, P A Desaulles. Effect of gliquidone on insulin binding to rabbit erythrocytes. The Journal of endocrinology. 1983 Apr; 97(1):97-103. doi: 10.1677/joe.0.0970097. [PMID: 6341498]
  • K Nikkilä, L Groop. Glibenclamide and gliquidone in the treatment of non-insulin-dependent diabetes mellitus. Acta medica Scandinavica. 1982; 211(1-2):13-7. doi: 10.1111/j.0954-6820.1982.tb01894.x. [PMID: 6803519]
  • W Bachmann, I Böttger, M Haslbeck, H Mehnert. Extrapancreatic action of sulphonylureas: effect of gliquidone on insulin and glucagon binding to rat liver plasma membranes. European journal of clinical investigation. 1979 Dec; 9(6):411-5. doi: 10.1111/j.1365-2362.1979.tb00905.x. [PMID: 119639]