1-Amino-5-phosphonoindan-1-carboxylic acid

Chemical compound used in neuroscience research APICA 477236353 1-Amino-5-phosphonoindan-1-carboxylic acid APICA (mGluR antagonist).svg skin-invert-image correct CAS 170847-18-4 correct FDA XU3SFK6GGN none 4694355 correct drugbank correct chemspider 3881975 correct EBI 277961 10 12 1 5 1 O=P(O)(O)c(c2)ccc1c2CCC1(N)C(O)=O correct chemspider 1S/C10H12NO5P/c11-10(9(12)13)4-3-6-5-7(17(14,15)16)1-2-8(6)10/h1-2,5H,3-4,11H2,(H,12,13)(H2,14,15,16) correct chemspider ZNQZXIHSJUDIKL-UHFFFAOYSA-N 1-Amino-5-phosphonoindan-1-carboxylic acid (APICA) is a drug that is used in neuroscience research. It is a selective antagonist for the group II metabotropic glutamate receptors (mGluR2/3), and has been useful in the study of this receptor subfamily. Ma D, Tian H, Sun H, Kozikowski AP, Pshenichkin S, Wroblewski JT Synthesis and biological activity of cyclic analogues of MPPG and MCPG as metabotropic glutamate receptor antagonists. Bioorganic & Medicinal Chemistry Letters May 1997 7 9 1195–1198 10.1016/S0960-894X(97)00177-7 free Ma D, Tian H, Zou G Asymmetric Strecker-Type Reaction of alpha-Aryl Ketones. Synthesis of (S)-alphaM4CPG, (S)-MPPG, (S)-AIDA, and (S)-APICA, the Antagonists of Metabotropic Glutamate Receptors The Journal of Organic Chemistry 64 1 120–125 January 1999 11674092 10.1021/jo981297a Xi ZX, Baker DA, Shen H, Carson DS, Kalivas PW Group II metabotropic glutamate receptors modulate extracellular glutamate in the nucleus accumbens The Journal of Pharmacology and Experimental Therapeutics 300 1 162–71 January 2002 11752112 10.1124/jpet.300.1.162 Baker DA, Xi ZX, Shen H, Swanson CJ, Kalivas PW The origin and neuronal function of in vivo nonsynaptic glutamate The Journal of Neuroscience 22 20 9134–41 October 2002 12388621 6757683 10.1523/JNEUROSCI.22-20-09134.2002 Zhou F, Yao HH, Wu JY, Yang YJ, Ding JH, Zhang J, Hu G Activation of Group II/III metabotropic glutamate receptors attenuates LPS-induced astroglial neurotoxicity via promoting glutamate uptake Journal of Neuroscience Research 84 2 268–77 August 2006 16752416 10.1002/jnr.20897 44863411 References Category:1-Aminoindanes Category:MGlu2 receptor antagonists Category:MGlu3 receptor antagonists Category:Phosphonic acids Category:Carboxylic acids