N-[(3R)-2,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl]-N-(3-methylphenyl)urea (BioDeep_00001028557)

   

Volatile Flavor Compounds


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N-[(3R)-2,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl]-N-(3-methylphenyl)urea

化学式: C24H22N4O2 (398.1742672)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC(=CC=C1)NC(=O)NC2C(=O)N(C3=CC=CC=C3C(=N2)C4=CC=CC=C4)C
InChI: InChI=1S/C24H22N4O2/c1-16-9-8-12-18(15-16)25-24(30)27-22-23(29)28(2)20-14-7-6-13-19(20)21(26-22)17-10-4-3-5-11-17/h3-15,22H,1-2H3,(H2,25,27,30)/t22-/m0/s1

描述信息

L-365260 is an orally active and selective antagonist of non-peptide gastrin and brain cholecystokinin receptor (CCK-B), with Kis of 1.9 nM and 2.0 nM, respectively. L-365260 interacts in a stereoselective and competitive manner with guinea pig stomach gastrin and brain CCK receptors. L-365260 can enhance Morphine analgesia and prevents Morphine tolerance[1][2][3].

同义名列表

3 个代谢物同义名

N-[(3R)-2,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl]-N-(3-methylphenyl)urea; L-365260; L-365260



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文献列表

  • Wenda Wu, Hui-Ren Zhou, Kaiyu He, Xiao Pan, Yoshiko Sugita-Konishi, Maiko Watanabe, Haibin Zhang, James J Pestka. Role of cholecystokinin in anorexia induction following oral exposure to the 8-ketotrichothecenes deoxynivalenol, 15-acetyldeoxynivalenol, 3-acetyldeoxynivalenol, fusarenon X, and nivalenol. Toxicological sciences : an official journal of the Society of Toxicology. 2014 Apr; 138(2):278-89. doi: 10.1093/toxsci/kft335. [PMID: 24385417]
  • Tim Lubbers, Jacco-Juri De Haan, M'Hamed Hadfoune, Yiren Zhang, Misha D Luyer, David Grundy, Wim A Buurman, Jan Willem Greve. Lipid-enriched enteral nutrition controls the inflammatory response in murine Gram-negative sepsis. Critical care medicine. 2010 Oct; 38(10):1996-2002. doi: 10.1097/ccm.0b013e3181eb90d7. [PMID: 20639744]
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  • Chiu-Lung Wu, Ming-Luen Doong, Paulus S Wang. Involvement of cholecystokinin receptor in the inhibition of gastrointestinal motility by oxytocin in ovariectomized rats. European journal of pharmacology. 2008 Feb; 580(3):407-15. doi: 10.1016/j.ejphar.2007.11.024. [PMID: 18078924]
  • Vincent Vazquez, Séverine Farley, Bruno Giros, Valérie Daugé. Maternal deprivation increases behavioural reactivity to stressful situations in adulthood: suppression by the CCK2 antagonist L365,260. Psychopharmacology. 2005 Oct; 181(4):706-13. doi: 10.1007/s00213-005-0029-0. [PMID: 16032413]
  • Elodie Archer-Lahlou, Irina Tikhonova, Chantal Escrieut, Marlène Dufresne, Catherine Seva, Lucien Pradayrol, Luis Moroder, Bernard Maigret, Daniel Fourmy. Modeled structure of a G-protein-coupled receptor: the cholecystokinin-1 receptor. Journal of medicinal chemistry. 2005 Jan; 48(1):180-91. doi: 10.1021/jm049886y. [PMID: 15634012]
  • Ingo Damm, Ulrike Mikkat, Frank Kirchhoff, Sabine Böckmann, Ludwig Jonas. Inhibitory effect of the lectin wheat germ agglutinin on the binding of 125I-CCK-8s to the CCK-A and -B receptors of AR42J cells. Pancreas. 2004 Jan; 28(1):31-7. doi: 10.1097/00006676-200401000-00005. [PMID: 14707727]
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  • Chiu-Lung Wu, Chen-Road Hung, Full-Young Chang, Lie-Chwen Lin, K-Y Francis Pau, Paulus S Wang. Effects of evodiamine on gastrointestinal motility in male rats. European journal of pharmacology. 2002 Dec; 457(2-3):169-76. doi: 10.1016/s0014-2999(02)02687-0. [PMID: 12464363]
  • Chiu-Lung Wu, Chen-Road Hung, Full-Young Chang, K-Y Francis Pau, Jui-Ling Wang, Paulus S Wang. Involvement of cholecystokinin receptor in the inhibition of gastric emptying by oxytocin in male rats. Pflugers Archiv : European journal of physiology. 2002 Nov; 445(2):187-93. doi: 10.1007/s00424-002-0925-7. [PMID: 12457239]
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  • U Mikkat, I Damm, F Kirchhoff, E Albrecht, B Nebe, L Jonas. Effects of lectins on CCK-8-stimulated enzyme secretion and differentiation of the rat pancreatic cell line AR42J. Pancreas. 2001 Nov; 23(4):368-74. doi: 10.1097/00006676-200111000-00006. [PMID: 11668205]
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  • T von Schrenck, M Ahrens, A de Weerth, C Bobrowski, G Wolf, L Jonas, T Jocks, M Schulz, M Bläker, M Neumaier, R A Stahl. CCKB/gastrin receptors mediate changes in sodium and potassium absorption in the isolated perfused rat kidney. Kidney international. 2000 Sep; 58(3):995-1003. doi: 10.1046/j.1523-1755.2000.00257.x. [PMID: 10972664]
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  • M Ruiz-Gayo, M M Garrido, J A Fuentes. Inhibition of the hypothalamic-pituitary-adrenal axis in food-deprived rats by a CCK-A receptor antagonist. British journal of pharmacology. 2000 Mar; 129(5):839-42. doi: 10.1038/sj.bjp.0703117. [PMID: 10696079]
  • B Ohlsson, N Fredäng, J Axelson. The effect of bombesin, cholecystokinin, gastrin, and their antagonists on proliferation of pancreatic cancer cell lines. Scandinavian journal of gastroenterology. 1999 Dec; 34(12):1224-9. doi: 10.1080/003655299750024742. [PMID: 10636070]
  • A J Smith, R M McKernan. Proliferative effects of cholecystokinin in GH3 pituitary cells mediated by CCK2 receptors and potentiated by insulin. British journal of pharmacology. 1999 Jan; 126(1):79-86. doi: 10.1038/sj.bjp.0702271. [PMID: 10051123]
  • T von Schrenck, A de Weerth, S Bechtel, T Eschenhagen, J Weil, G Wolf, M Schulz, H Greten. Evidence for CCK(B) receptors in the guinea-pig kidney: localization and characterization by [125I]gastrin binding studies and by RT-PCR. Naunyn-Schmiedeberg's archives of pharmacology. 1998 Sep; 358(3):287-92. doi: 10.1007/pl00005255. [PMID: 9774214]
  • C Juanola, M Giralt, M Jiménez, M Mourelle, P Vergara. Mucosal mast cells are involved in CCK disruption of MMC in the rat intestine. The American journal of physiology. 1998 07; 275(1):G63-7. doi: 10.1152/ajpgi.1998.275.1.g63. [PMID: 9655685]
  • A de Weerth, L Jonas, R Schade, T Schöneberg, G Wolf, A Pace, F Kirchhoff, M Schulz, T Heinig, H Greten, T von Schrenck. Gastrin/cholecystokinin type B receptors in the kidney: molecular, pharmacological, functional characterization, and localization. European journal of clinical investigation. 1998 Jul; 28(7):592-601. doi: 10.1046/j.1365-2362.1998.00310.x. [PMID: 9726041]
  • T Haradahira, O Inoue, K Kobayashi, K Suzuki. Synthesis and evaluation of 11C-labeled nonpeptide antagonists for cholecystokinin receptors: [11C]L-365,260 and [11C]L-365,346. Nuclear medicine and biology. 1998 Apr; 25(3):203-8. doi: 10.1016/s0969-8051(97)00187-x. [PMID: 9620624]
  • Y Zavros, A Shulkes. Cholecystokinin (CCK) regulates somatostatin secretion through both the CCK-A and CCK-B/gastrin receptors in sheep. The Journal of physiology. 1997 Dec; 505 ( Pt 3)(?):811-21. doi: 10.1111/j.1469-7793.1997.811ba.x. [PMID: 9457654]
  • H Mönnikes, G Lauer, C Bauer, J Tebbe, T T Zittel, R Arnold. Pathways of Fos expression in locus ceruleus, dorsal vagal complex, and PVN in response to intestinal lipid. The American journal of physiology. 1997 12; 273(6):R2059-71. doi: 10.1152/ajpregu.1997.273.6.r2059. [PMID: 9435662]
  • K Shiratori, K Shimizu, M Ikeda, S Watanabe, N Hayashi. Evidence for a significant role of gastrin in cysteamine-induced hypersecretion of gastric acid. Journal of clinical gastroenterology. 1997; 25 Suppl 1(?):S84-8. doi: 10.1097/00004836-199700001-00014. [PMID: 9479631]
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  • F Hernando, J A Fuentes, M Ruiz-Gayo. Impairment of stress adaptive behaviours in rats by the CCKA receptor antagonist, devazepide. British journal of pharmacology. 1996 May; 118(2):400-6. doi: 10.1111/j.1476-5381.1996.tb15416.x. [PMID: 8735644]
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