L-365260 (BioDeep_00000010346)
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
10 个数据库交叉引用编号
- ChEBI: CHEBI:79548
- KEGG: C15026
- PubChem: 5311201
- Metlin: METLIN70520
- CAS: 118101-09-0
- PMhub: MS000024204
- PubChem: 17396023
- NIKKAJI: J258.436K
- medchemexpress: HY-106840
- KNApSAcK: 79548
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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
- 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]
