APICA (drug)

APICA

Clinical data
ATC code|

* none

Identifiers

IUPAC name

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

ChemSpider|

* 3881975 Y

ChEMBL|

* ChEMBL277961 Y

Chemical and physical data
Formula| C10H12NO5P
Molar mass| 257.182 g·mol−1
3D model (JSmol)|

* Interactive image

SMILES

* 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) Y

* Key:ZNQZXIHSJUDIKL-UHFFFAOYSA-N Y

(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. ↑ "Synthesis and biological activity of cyclic analogues of MPPG and MCPG as metabotropic glutamate receptor antagonists.". Bioorganic & Medicinal Chemistry Letters 7 (9): 1195–1198. May 1997. doi:10.1016/S0960-894X(97)00177-7.
2. ↑ "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. doi:10.1021/jo981297a. PMID 11674092.
3. ↑ "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. doi:10.1124/jpet.300.1.162. PMID 11752112.
4. ↑ "The origin and neuronal function of in vivo nonsynaptic glutamate". The Journal of Neuroscience 22 (20): 9134–41. October 2002. doi:10.1523/JNEUROSCI.22-20-09134.2002. PMID 12388621.
5. ↑ "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. doi:10.1002/jnr.20897. PMID 16752416.

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