2-(Furan-2-yl)-7-(3-(4-methoxyphenyl)propyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine (BioDeep_00000174143)

   

human metabolite blood metabolite


代谢物信息卡片


4-(furan-2-yl)-10-[3-(4-methoxyphenyl)propyl]-3,5,6,8,10,11-hexaazatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2,4,7,11-pentaen-7-amine

化学式: C20H19N7O2 (389.1600154)
中文名称: 2-(2-呋喃基)-7-[3-(4-甲氧基苯基)丙基]-7H-吡唑并[4,3-e][1,2,4]噻唑并[1,5-c]嘧啶-5-胺
谱图信息: 最多检出来源 Homo sapiens(blood) 98.77%

分子结构信息

SMILES: COC1=CC=C(C=C1)CCCN2C3=C(C=N2)C4=NC(=NN4C(=N3)N)C5=CC=CO5
InChI: InChI=1S/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24)

描述信息

D018377 - Neurotransmitter Agents > D058905 - Purinergic Agents > D058914 - Purinergic Antagonists
SCH442416 is a potent, selective and brain-penetrant antagonist of adenosine A2A receptor (A2AR), with Kis of 0.048 and 0.5 nM for human and rat A2AR respectively. SCH442416 displays more than 23000-fold selectivity over A1R, A2BR, and A3R (Ki=1111, 10000, and 10000 nM, respectively). SCH442416 can be used for imaging of adenosine A2A receptors in rat and primate brain[1][2].

同义名列表

5 个代谢物同义名

4-(furan-2-yl)-10-[3-(4-methoxyphenyl)propyl]-3,5,6,8,10,11-hexaazatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2,4,7,11-pentaen-7-amine; 2-(Furan-2-yl)-7-(3-(4-methoxyphenyl)propyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine; 5-Amino-7-(3-(4-methoxyphenyl)propyl)-2-(2-furyl)pyrazolo(4,3-e)-1,2,4-triazolo(1,5-c)pyrimidine; SCH 442416; SCH442416



数据库引用编号

7 个数据库交叉引用编号

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)

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

  • Zhan-Guo Gao, Kiran S Toti, Ryan Campbell, R Rama Suresh, Huijun Yang, Kenneth A Jacobson. Allosteric Antagonism of the A2A Adenosine Receptor by a Series of Bitopic Ligands. Cells. 2020 05; 9(5):. doi: 10.3390/cells9051200. [PMID: 32408534]
  • Romain Duroux, Antonella Ciancetta, Philip Mannes, Jinha Yu, Shireesha Boyapati, Elizabeth Gizewski, Said Yous, Francisco Ciruela, John A Auchampach, Zhan-Guo Gao, Kenneth A Jacobson. Bitopic fluorescent antagonists of the A2A adenosine receptor based on pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine functionalized congeners. MedChemComm. 2017 Aug; 8(8):1659-1667. doi: 10.1039/c7md00247e. [PMID: 29250307]
  • Eszter Kozma, P Suresh Jayasekara, Lucia Squarcialupi, Silvia Paoletta, Stefano Moro, Stephanie Federico, Giampiero Spalluto, Kenneth A Jacobson. Fluorescent ligands for adenosine receptors. Bioorganic & medicinal chemistry letters. 2013 Jan; 23(1):26-36. doi: 10.1016/j.bmcl.2012.10.112. [PMID: 23200243]
  • T Santhosh Kumar, Shilpi Mishra, Francesca Deflorian, Lena S Yoo, Khai Phan, Miklos Kecskés, Angela Szabo, Bidhan Shinkre, Zhan-Guo Gao, William Trenkle, Kenneth A Jacobson. Molecular probes for the A2A adenosine receptor based on a pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine scaffold. Bioorganic & medicinal chemistry letters. 2011 May; 21(9):2740-5. doi: 10.1016/j.bmcl.2010.11.082. [PMID: 21185184]
  • Reza Rahimian, Gohar Fakhfouri, Ali Daneshmand, Hamed Mohammadi, Arash Bahremand, Mohammad Reza Rasouli, Kazem Mousavizadeh, Ahmad Reza Dehpour. Adenosine A2A receptors and uric acid mediate protective effects of inosine against TNBS-induced colitis in rats. European journal of pharmacology. 2010 Dec; 649(1-3):376-81. doi: 10.1016/j.ejphar.2010.09.044. [PMID: 20868668]
  • Bidhan A Shinkre, T Santhosh Kumar, Zhan-Guo Gao, Francesca Deflorian, Kenneth A Jacobson, William C Trenkle. Synthesis and evaluation of 1,2,4-triazolo[1,5-c]pyrimidine derivatives as A2A receptor-selective antagonists. Bioorganic & medicinal chemistry letters. 2010 Oct; 20(19):5690-4. doi: 10.1016/j.bmcl.2010.08.021. [PMID: 20801028]
  • Madhumitha Rajagopal, Alan C Pao. Adenosine activates a2b receptors and enhances chloride secretion in kidney inner medullary collecting duct cells. Hypertension (Dallas, Tex. : 1979). 2010 May; 55(5):1123-8. doi: 10.1161/hypertensionaha.109.143404. [PMID: 20308611]
  • David J Brooks, Spyridon Papapetropoulos, Francois Vandenhende, Davorka Tomic, Ping He, Alex Coppell, Gilmore O'Neill. An open-label, positron emission tomography study to assess adenosine A2A brain receptor occupancy of vipadenant (BIIB014) at steady-state levels in healthy male volunteers. Clinical neuropharmacology. 2010 Mar; 33(2):55-60. doi: 10.1097/wnf.0b013e3181d137d2. [PMID: 20375654]
  • Takuma Mihara, Akihiro Noda, Hiroshi Arai, Kayoko Mihara, Akinori Iwashita, Yoshihiro Murakami, Takahiro Matsuya, Sosuke Miyoshi, Shintaro Nishimura, Nobuya Matsuoka. Brain adenosine A2A receptor occupancy by a novel A1/A2A receptor antagonist, ASP5854, in rhesus monkeys: relationship to anticataleptic effect. Journal of nuclear medicine : official publication, Society of Nuclear Medicine. 2008 Jul; 49(7):1183-8. doi: 10.2967/jnumed.108.051474. [PMID: 18552135]
  • Kenneth A Jacobson, Zhan-Guo Gao. Adenosine receptors as therapeutic targets. Nature reviews. Drug discovery. 2006 Mar; 5(3):247-64. doi: 10.1038/nrd1983. [PMID: 16518376]
  • R M Moresco, S Todde, S Belloli, P Simonelli, A Panzacchi, M Rigamonti, M Galli-Kienle, F Fazio. In vivo imaging of adenosine A2A receptors in rat and primate brain using [11C]SCH442416. European journal of nuclear medicine and molecular imaging. 2005 Apr; 32(4):405-13. doi: 10.1007/s00259-004-1688-5. [PMID: 15549298]