N-[(3R)-2,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl]-N-(3-methylphenyl)urea (BioDeep_00001028557)
代谢物信息卡片
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 (398.1743)
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
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:79548
- PubChem: 5311201
- CAS: 118101-09-0
- medchemexpress: HY-106840
- KEGG: C15026
- PubChem: 17396023
- KNApSAcK: 79548
分类词条
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代谢反应
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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] - V Cano, B Merino, L Ezquerra, B Somoza, M Ruiz-Gayo. A cholecystokinin-1 receptor agonist (CCK-8) mediates increased permeability of brain barriers to leptin.
British journal of pharmacology.
2008 Jul; 154(5):1009-15. doi:
10.1038/bjp.2008.149. [PMID: 18587446] - 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] - Victoria Cano, Laura Ezquerra, M Pilar Ramos, Mariano Ruiz-Gayo. Regulation of leptin distribution between plasma and cerebrospinal fluid by cholecystokinin receptors.
British journal of pharmacology.
2003 Oct; 140(4):647-52. doi:
10.1038/sj.bjp.0705477. [PMID: 14534148] - Chiu-Lung Wu, Chen-Road Hung, Full-Young Chang, K-Y Francis Pau, Paulus S Wang. Pharmacological effects of oxytocin on gastric emptying and intestinal transit of a non-nutritive liquid meal in female rats.
Naunyn-Schmiedeberg's archives of pharmacology.
2003 Apr; 367(4):406-13. doi:
10.1007/s00210-003-0690-y. [PMID: 12690433] - 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] - Christiane Bierkamp, Aline Kowalski-Chauvel, Stephanie Dehez, Daniel Fourmy, Lucien Pradayrol, Catherine Seva. Gastrin mediated cholecystokinin-2 receptor activation induces loss of cell adhesion and scattering in epithelial MDCK cells.
Oncogene.
2002 Oct; 21(50):7656-70. doi:
10.1038/sj.onc.1205999. [PMID: 12400008] - C L Wu, C R Hung, F Y Chang, K Y F Pau, P S Wang. Involvement of cholecystokinin receptor in the inhibition of gastrointestinal motility by estradiol in ovariectomized rats.
Scandinavian journal of gastroenterology.
2002 Oct; 37(10):1133-9. doi:
10.1080/003655202760373326. [PMID: 12408516] - 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] - A Weller, L Tsitolovskya, I H Gispan, S Rabinovitz. Examining the role of cholecystokinin in appetitive learning in the infant rat.
Peptides.
2001 Aug; 22(8):1317-23. doi:
10.1016/s0196-9781(01)00458-2. [PMID: 11457527] - 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] - I Kissin, C A Bright, E L Bradley. Acute tolerance to continuously infused alfentanil: the role of cholecystokinin and N-methyl-D-aspartate-nitric oxide systems.
Anesthesia and analgesia.
2000 Jul; 91(1):110-6. doi:
10.1097/00000539-200007000-00021. [PMID: 10866896] - 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] - M O Urban, M C Jiang, G F Gebhart. Participation of central descending nociceptive facilitatory systems in secondary hyperalgesia produced by mustard oil.
Brain research.
1996 Oct; 737(1-2):83-91. doi:
10.1016/0006-8993(96)00631-2. [PMID: 8930354] - J P Smith, E A Stock, M G Wotring, P J McLaughlin, I S Zagon. Characterization of the CCK-B/gastrin-like receptor in human colon cancer.
The American journal of physiology.
1996 Sep; 271(3 Pt 2):R797-805. doi:
10.1152/ajpregu.1996.271.3.r797. [PMID: 8853405] - 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] - K Grasing, M G Murphy, J Lin, M Swigar, D Freedholm, L Clarke, J Zhang, O M Wolkowitz, H Weingartner, K Putnam, J R Seibold. Human pharmacokinetics and tolerability of L-365,260, a novel cholecystokinin-B antagonist.
Journal of clinical pharmacology.
1996 Apr; 36(4):292-300. doi:
10.1002/j.1552-4604.1996.tb04204.x. [PMID: 8728342] - K Grasing, D Freedholm, M G Murphy, M Swigar, T Russer, J Nosher, J Lin, V Frame, L Clarke, J R Seibold. Selective blockade of cholecystokinin type B receptors with L-365,260 does not impair gallbladder contraction in normal humans.
The American journal of gastroenterology.
1996 Mar; 91(3):569-73. doi:
. [PMID: 8633511] - X Q Ding, D Chen, E Rosengren, L Persson, R Hakanson. Comparison between activation of ornithine decarboxylase and histidine decarboxylase in rat stomach.
The American journal of physiology.
1996 Mar; 270(3 Pt 1):G476-86. doi:
10.1152/ajpgi.1996.270.3.g476. [PMID: 8638714] - M Kaise, A Muraoka, C Seva, H Takeda, C J Dickinson, T Yamada. Glycine-extended progastrin processing intermediates induce H+,K(+)-ATPase alpha-subunit gene expression through a novel receptor.
The Journal of biological chemistry.
1995 May; 270(19):11155-60. doi:
10.1074/jbc.270.19.11155. [PMID: 7744746] - T K Pradhan, J M Qian, V E Sutliff, S A Mantey, R T Jensen. Identification of CCK-A receptors on chief cells with use of a novel, highly selective ligand.
The American journal of physiology.
1995 Apr; 268(4 Pt 1):G605-12. doi:
10.1152/ajpgi.1995.268.4.g605. [PMID: 7733286] - J P Smith, A P Fantaskey, G Liu, I S Zagon. Identification of gastrin as a growth peptide in human pancreatic cancer.
The American journal of physiology.
1995 Jan; 268(1 Pt 2):R135-41. doi:
10.1152/ajpregu.1995.268.1.r135. [PMID: 7840313] - M Blackmore, E Doherty, J E Manning, B H Hirst. Autocrine growth stimulation of human renal Wilms' tumour G401 cells by a gastrin-like peptide.
International journal of cancer.
1994 May; 57(3):385-91. doi:
10.1002/ijc.2910570316. [PMID: 8169000] - P T Männistö, A Lang, J Harro, E Peuranen, J Bradwejn, E Vasar. Opposite effects mediated by CCKA and CCKB receptors in behavioural and hormonal studies in rats.
Naunyn-Schmiedeberg's archives of pharmacology.
1994 May; 349(5):478-84. doi:
10.1007/bf00169136. [PMID: 8065461] - M G Murphy, B Sytnik, T O Kovacs, H Mertz, D Ewanik, S Shingo, J H Lin, B J Gertz, J H Walsh. The gastrin-receptor antagonist L-365,260 inhibits stimulated acid secretion in humans.
Clinical pharmacology and therapeutics.
1993 Nov; 54(5):533-9. doi:
10.1038/clpt.1993.185. [PMID: 8222496] - S T Bhat, R Vinayek, R T Jensen, J D Gardner. A newly recognized action of cholecystokinin on pancreatic acini-release of lactate dehydrogenase.
Biochimica et biophysica acta.
1993 Jun; 1177(2):208-14. doi:
10.1016/0167-4889(93)90042-n. [PMID: 8499490] - N Remy-Heintz, S Perrier-Meissonnier, I Nonotte, M F Laliberté, C Chevillard, C Laboisse, J P Bali. Evidence for autocrine growth stimulation by a gastrin/CCK-like peptide of the gastric cancer HGT-1 cell line.
Molecular and cellular endocrinology.
1993 May; 93(1):23-9. doi:
10.1016/0303-7207(93)90135-7. [PMID: 8319831] - S J Konturek, J Tasler, J Bilski, M Cieszkowski, R Z Cai, A V Schally. Antagonism of receptors for gastrin, cholecystokinin and GRP/bombesin in postprandial stimulation of exocrine pancreas in dogs.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
1993 Mar; 44(1):43-53. doi:
. [PMID: 8390873] - D S Yuan, S A Wank, J D Gardner. Cibacron blue-induced enhancement of agonist binding to cholecystokinin (CCK) receptors in solubilized pancreatic membranes.
Biochimica et biophysica acta.
1993 Feb; 1146(1):52-8. doi:
10.1016/0005-2736(93)90337-y. [PMID: 8443227] - S J Konturek, J Bilski, M Cieszkowski. Role of cholecystokinin in the intestinal fat- and acid-induced inhibition of gastric secretion.
Regulatory peptides.
1992 Nov; 42(1-2):97-109. doi:
10.1016/0167-0115(92)90027-r. [PMID: 1475410] - R F Parrott, M L Forsling. CCK-A receptors mediate the effect of cholecystokinin on vasopressin but not on cortisol in pigs.
The American journal of physiology.
1992 Jun; 262(6 Pt 2):R1154-7. doi:
10.1152/ajpregu.1992.262.6.r1154. [PMID: 1621871] - I W Chen, J H Lin, J Dorley. Quantitation of a new cholecystokinin and gastrin receptor antagonist (L-365,260) in dog and rat plasma by high-performance liquid chromatography.
Journal of chromatography.
1992 May; 576(2):363-7. doi:
10.1016/0378-4347(92)80213-a. [PMID: 1400726] - I W Chen, J M Dorley, H G Ramjit, S M Pitzenberger, J H Lin. Physiological disposition and metabolism of L-365,260, a potent antagonist of brain cholecystokinin receptor, in laboratory animals.
Drug metabolism and disposition: the biological fate of chemicals.
1992 May; 20(3):390-5. doi:
. [PMID: 1355713] - J D Gilbert, E L Hand, A S Yuan, T V Olah, T R Covey. Determination of L-365,260, a new cholecystokinin receptor (CCK-B) antagonist, in plasma by liquid chromatography/atmospheric pressure chemical ionization mass spectrometry.
Biological mass spectrometry.
1992 Feb; 21(2):63-8. doi:
10.1002/bms.1200210202. [PMID: 1606183] - G Katsuura, N Ibii, A Matsushita. Activation of CCK-A receptors induces elevation of plasma corticosterone in rats.
Peptides.
1992 Jan; 13(1):203-5. doi:
10.1016/0196-9781(92)90163-w. [PMID: 1620654] - S Kanayama, R A Liddle. Regulation of intestinal cholecystokinin and somatostatin mRNA by bombesin in rats.
The American journal of physiology.
1991 Jul; 261(1 Pt 1):G71-7. doi:
10.1152/ajpgi.1991.261.1.g71. [PMID: 1677536] - J N Crawley, S M Fiske, C Durieux, M Derrien, B P Roques. Centrally administered cholecystokinin suppresses feeding through a peripheral-type receptor mechanism.
The Journal of pharmacology and experimental therapeutics.
1991 Jun; 257(3):1076-80. doi:
NULL. [PMID: 2046021] - T H Lin, J H Lin. Effects of protein binding and experimental disease states on brain uptake of benzodiazepines in rats.
The Journal of pharmacology and experimental therapeutics.
1990 Apr; 253(1):45-50. doi:
. [PMID: 1970363] - S C Huang, L Zhang, H C Chiang, S A Wank, P N Maton, J D Gardner, R T Jensen. Benzodiazepine analogues L365,260 and L364,718 as gastrin and pancreatic CCK receptor antagonists.
The American journal of physiology.
1989 Jul; 257(1 Pt 1):G169-74. doi:
10.1152/ajpgi.1989.257.1.g169. [PMID: 2473653]
