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

Chemical compound used in neuroscience research
  • none
Identifiers
  • 1-Amino-5-phosphonoindan-1-carboxylic acid
ChemSpider
  • 3881975 checkY
ChEMBL
  • ChEMBL277961 checkY
Chemical and physical dataFormulaC10H12NO5PMolar mass257.182 g·mol−13D model (JSmol)
  • Interactive image
  • O=P(O)(O)c(c2)ccc1c2CCC1(N)C(O)=O
InChI
  • InChI=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) checkY
  • Key:ZNQZXIHSJUDIKL-UHFFFAOYSA-N checkY
  (verify)

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.[1][2][3][4][5]

References

  1. ^ Ma D, Tian H, Sun H, Kozikowski AP, Pshenichkin S, Wroblewski JT (May 1997). "Synthesis and biological activity of cyclic analogues of MPPG and MCPG as metabotropic glutamate receptor antagonists". Bioorganic & Medicinal Chemistry Letters. 7 (9): 1195–1198. doi:10.1016/S0960-894X(97)00177-7.
  2. ^ Ma D, Tian H, Zou G (January 1999). "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. doi:10.1021/jo981297a. PMID 11674092.
  3. ^ Xi ZX, Baker DA, Shen H, Carson DS, Kalivas PW (January 2002). "Group II metabotropic glutamate receptors modulate extracellular glutamate in the nucleus accumbens". The Journal of Pharmacology and Experimental Therapeutics. 300 (1): 162–71. doi:10.1124/jpet.300.1.162. PMID 11752112.
  4. ^ Baker DA, Xi ZX, Shen H, Swanson CJ, Kalivas PW (October 2002). "The origin and neuronal function of in vivo nonsynaptic glutamate". The Journal of Neuroscience. 22 (20): 9134–41. doi:10.1523/JNEUROSCI.22-20-09134.2002. PMC 6757683. PMID 12388621.
  5. ^ Zhou F, Yao HH, Wu JY, Yang YJ, Ding JH, Zhang J, Hu G (August 2006). "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. doi:10.1002/jnr.20897. PMID 16752416. S2CID 44863411.
  • v
  • t
  • e
Metabotropic glutamate receptor modulators
Group I
mGluR1Tooltip Metabotropic glutamate receptor 1
mGluR5Tooltip Metabotropic glutamate receptor 5
Group II
mGluR2Tooltip Metabotropic glutamate receptor 2
mGluR3Tooltip Metabotropic glutamate receptor 3
Group III
mGluR4Tooltip Metabotropic glutamate receptor 4
  • Antagonists: CPPG
  • MAP4
  • MPPG
  • MSOP
  • MTPG
  • UBP-1112
mGluR6Tooltip Metabotropic glutamate receptor 6
  • Antagonists: CPPG
  • MAP4
  • MPPG
  • MSOP
  • MTPG
  • UBP-1112
mGluR7Tooltip Metabotropic glutamate receptor 7
  • Antagonists: CPPG
  • MAP4
  • MMPIP
  • MPPG
  • MSOP
  • MTPG
  • UBP-1112
  • XAP044; Negative allosteric modulators: ADX71743
mGluR8Tooltip Metabotropic glutamate receptor 8
  • Antagonists: CPPG
  • MAP4
  • MPPG
  • MSOP
  • MTPG
  • UBP-1112
See also: Receptor/signaling modulators • Ionotropic glutamate receptor modulators • Glutamate metabolism/transport modulators
Stub icon

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

  • v
  • t
  • e