ACPD
Appearance
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Names | |
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Preferred IUPAC name
1-Aminocyclopentane-1,3-dicarboxylic acid[1] | |
Identifiers | |
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3D model (JSmol)
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Abbreviations | ACPD |
ChEMBL | |
ChemSpider | |
MeSH | 1-amino-1,3-dicarboxycyclopentane |
PubChem CID
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RTECS number |
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CompTox Dashboard (EPA)
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Properties | |
C7H11NO4 | |
Molar mass | 173.168 g·mol−1 |
Appearance | White crystals |
20 g dm−3 | |
Solubility in ethanol | 240 mg dm−3 |
log P | -0.709 |
Acidity (pKa) | 2.112 |
Basicity (pKb) | 11.885 |
Isoelectric point | 2.84 |
Hazards | |
GHS labelling: | |
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Warning | |
H302, H312, H315, H319, H332, H335 | |
P261, P280, P305+P351+P338 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1-Amino-1,3-dicarboxycyclopentane (ACPD) is a chemical compound that binds to the metabotropic glutamate receptor (mGluR),[2] acting as a mGluR agonist. ACPD is a rigid analogue of the neurotransmitter glutamate and does not activate ionotropic glutamate receptors.[3] However, it has been reported to be an agonist of the glycine site of the NMDA receptor.[citation needed] ACPD can induce convulsions in neonatal rats.[4]
References
[edit]- ^ "1-amino-1,3-dicarboxycyclopentane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. Retrieved 15 October 2011.
- ^ Schoepp DD, True RA (September 1992). "1S,3R-ACPD-sensitive (metabotropic) [3H]glutamate receptor binding in membranes". Neurosci. Lett. 145 (1): 100–4. doi:10.1016/0304-3940(92)90213-Q. PMID 1461560. S2CID 34921347.
- ^ Manzoni O, Fagni L, Pin JP, Rassendren F, Poulat F, Sladeczek F, Bockaert J (July 1990). "(trans)-1-amino-cyclopentyl-1,3-dicarboxylate stimulates quisqualate phosphoinositide-coupled receptors but not ionotropic glutamate receptors in striatal neurons and Xenopus oocytes". Mol. Pharmacol. 38 (1): 1–6. PMID 2164627.
- ^ McDonald JW, Fix AS, Tizzano JP, Schoepp DD (October 1993). "Seizures and brain injury in neonatal rats induced by 1S,3R-ACPD, a metabotropic glutamate receptor agonist". J. Neurosci. 13 (10): 4445–55. doi:10.1523/JNEUROSCI.13-10-04445.1993. PMC 6576384. PMID 8410197.