N-(2,5-Dimethoxybenzyl)-N-(5-fluoro-2-phenoxyphenyl)acetamide (BioDeep_00000177918)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


N-[(2,5-dimethoxyphenyl)methyl]-N-(5-fluoro-2-phenoxyphenyl)acetamide

  化学式: C23H22FNO4 (395.1533)
中文名称: DAA-1106
  谱图信息: 最多检出来源 Homo sapiens(blood) 98.55%

分子结构信息

SMILES: CC(=O)N(CC1=C(C=CC(=C1)OC)OC)C2=C(C=CC(=C2)F)OC3=CC=CC=C3
InChI: InChI=1S/C23H22FNO4/c1-16(26)25(15-17-13-20(27-2)10-12-22(17)28-3)21-14-18(24)9-11-23(21)29-19-7-5-4-6-8-19/h4-14H,15H2,1-3H3


描述信息

DAA1106 is a potent and selective ligand for peripheral benzodiazepine receptor (PBR), as a potent and selective agonist at the peripheral benzodiazepine receptor. Target:PBR in vitro: DAA1106 binding to PBR was significantly increased in widespread areas in MCI subjects when compared to healthy controls.[1] DAA-1106 is a drug which acts as a potent and selective agonist at the peripheral benzodiazepine receptor, also known as the mitochondrial 18 kDa translocator protein or TSPO, but with no affinity at the GABAA receptor. [2] in vivo: DAA-1106 has anxiolytic effects in animal studies. DAA-1106 has a sub-nanomolar binding affinity (Ki) of 0.28nM, and has been used extensively in its 3H or 11C radiolabelled form to map TSPO in the body and brain, which has proved especially helpful in monitoring the progress of neurodegenerative diseases such as Alzheimer's disease. [2]

同义名列表

4 个代谢物同义名

N-[(2,5-dimethoxyphenyl)methyl]-N-(5-fluoro-2-phenoxyphenyl)acetamide; N-(2,5-Dimethoxybenzyl)-N-(5-fluoro-2-isophenoxyphenyl)acetamide; N-(2,5-Dimethoxybenzyl)-N-(5-fluoro-2-phenoxyphenyl)acetamide; DAA-1106



数据库引用编号

6 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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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：

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亚细胞结构定位 关联基因列表


文献列表

  • Arthur L Brody, Robert Hubert, Ryutaro Enoki, Lizette Y Garcia, Michael S Mamoun, Kyoji Okita, Edythe D London, Erika L Nurmi, Lauren C Seaman, Mark A Mandelkern. Effect of Cigarette Smoking on a Marker for Neuroinflammation: A [11C]DAA1106 Positron Emission Tomography Study. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2017 Jul; 42(8):1630-1639. doi: 10.1038/npp.2017.48. [PMID: 28262740]
  • Samuel D Banister, Corinne Beinat, Shane M Wilkinson, Bin Shen, Cecilia Bartoli, Silvia Selleri, Eleonora Da Pozzo, Claudia Martini, Frederick T Chin, Michael Kassiou. Ether analogues of DPA-714 with subnanomolar affinity for the translocator protein (TSPO). European journal of medicinal chemistry. 2015 Mar; 93(?):392-400. doi: 10.1016/j.ejmech.2015.02.004. [PMID: 25725375]
  • Arthur L Brody, Kyoji Okita, Jennifer Shieh, Lidia Liang, Robert Hubert, Michael Mamoun, Judah Farahi, Mark A Mandelkern. Radiation dosimetry and biodistribution of the translocator protein radiotracer [(11)C]DAA1106 determined with PET/CT in healthy human volunteers. Nuclear medicine and biology. 2014 Nov; 41(10):871-5. doi: 10.1016/j.nucmedbio.2014.07.004. [PMID: 25156039]
  • Akihiro Takano, Ryosuke Arakawa, Hiroshi Ito, Amane Tateno, Hidehiko Takahashi, Ryohei Matsumoto, Yoshiro Okubo, Tetsuya Suhara. Peripheral benzodiazepine receptors in patients with chronic schizophrenia: a PET study with [11C]DAA1106. The international journal of neuropsychopharmacology. 2010 Aug; 13(7):943-50. doi: 10.1017/s1461145710000313. [PMID: 20350336]
  • Janine Doorduin, Hans C Klein, Johan R de Jong, Rudi A Dierckx, Erik F J de Vries. Evaluation of [11C]-DAA1106 for imaging and quantification of neuroinflammation in a rat model of herpes encephalitis. Nuclear medicine and biology. 2010 Jan; 37(1):9-15. doi: 10.1016/j.nucmedbio.2009.09.002. [PMID: 20122662]
  • Fumihiko Yasuno, Miho Ota, Jun Kosaka, Hiroshi Ito, Makoto Higuchi, Talant K Doronbekov, Shoko Nozaki, Yota Fujimura, Michihiko Koeda, Takashi Asada, Tetsuya Suhara. Increased binding of peripheral benzodiazepine receptor in Alzheimer's disease measured by positron emission tomography with [11C]DAA1106. Biological psychiatry. 2008 Nov; 64(10):835-41. doi: 10.1016/j.biopsych.2008.04.021. [PMID: 18514164]
  • Katrin C Probst, David Izquierdo, Joseph L E Bird, Laurent Brichard, Dominic Franck, John R Davies, Tim D Fryer, Hugh K Richards, John C Clark, Anthony P Davenport, Peter L Weissberg, Elizabeth A Warburton. Strategy for improved [(11)C]DAA1106 radiosynthesis and in vivo peripheral benzodiazepine receptor imaging using microPET, evaluation of [(11)C]DAA1106. Nuclear medicine and biology. 2007 May; 34(4):439-46. doi: 10.1016/j.nucmedbio.2007.02.009. [PMID: 17499734]
  • Ming-Rong Zhang, Masanao Ogawa, Jun Maeda, Takehito Ito, Junko Noguchi, Katsushi Kumata, Takashi Okauchi, Tetsuya Suhara, Kazutoshi Suzuki. [2-11C]isopropyl-, [1-11C]ethyl-, and [11C]methyl-labeled phenoxyphenyl acetamide derivatives as positron emission tomography ligands for the peripheral benzodiazepine receptor: radiosynthesis, uptake, and in vivo binding in brain. Journal of medicinal chemistry. 2006 May; 49(9):2735-42. doi: 10.1021/jm060006k. [PMID: 16640334]
  • Ming-Rong Zhang, Jun Maeda, Masanao Ogawa, Junko Noguchi, Takehito Ito, Yuichiro Yoshida, Takashi Okauchi, Shigeru Obayashi, Tetsuya Suhara, Kazutoshi Suzuki. Development of a new radioligand, N-(5-fluoro-2-phenoxyphenyl)-N-(2-[18F]fluoroethyl-5-methoxybenzyl)acetamide, for pet imaging of peripheral benzodiazepine receptor in primate brain. Journal of medicinal chemistry. 2004 Apr; 47(9):2228-35. doi: 10.1021/jm0304919. [PMID: 15084121]
  • Taketoshi Okubo, Ryoko Yoshikawa, Shigeyuki Chaki, Shigeru Okuyama, Atsuro Nakazato. Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands. Bioorganic & medicinal chemistry. 2004 Jan; 12(2):423-38. doi: 10.1016/j.bmc.2003.10.050. [PMID: 14723961]
  • Ming-Rong Zhang, Takayo Kida, Junko Noguchi, Kenji Furutsuka, Jun Maeda, Tetsuya Suhara, Kazutoshi Suzuki. [(11)C]DAA1106: radiosynthesis and in vivo binding to peripheral benzodiazepine receptors in mouse brain. Nuclear medicine and biology. 2003 Jul; 30(5):513-9. doi: 10.1016/s0969-8051(03)00016-7. [PMID: 12831989]
  • T Kato, R Nemoto, I Kumagai, T Nishimoto, H Mori. [Studies on microencapsulated anticancer drugs. 2. Intra-arterial infusion of microencapsulated mitomycin C into the dog kidney (author's transl)]. Nihon Gan Chiryo Gakkai shi. 1979 Apr; 14(2):157-63. doi: NULL. [PMID: 448223]