ACPD

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ACPD
Stereo, skeletal formula of ACPD ((1S,3S)-1-amino,-1,3-dicarboxylic acid)
Identifiers
Abbreviations ACPD
CAS number 39026-63-6 N, 56827-69-1 (1R,3S), 111900-32-4 (1S,3R)
PubChem 1310, 44381972 (1S), 231345 (1R,3R), 73537 (1R,3S), 104766 (1S,3R), 6604704 (1S,3S)
ChemSpider 1270 N, 201559 (1R,3R) YesY, 66220 (1R,3S) YesY, 94574 (1S,3R) YesY, 5036967 (1S,3S) YesY
MeSH 1-amino-1,3-dicarboxycyclopentane
ChEMBL CHEMBL168278 N
RTECS number GY4060000 (1S,3R)
Jmol-3D images Image 1
Properties
Molecular formula C7H11NO4
Molar mass 173.17 g mol−1
Appearance White crystals
Solubility in water 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 pictograms The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word Warning
GHS hazard statements H302, H312, H315, H319, H332, H335
GHS precautionary statements P261, P280, P305+351+338
EU classification Harmful Xn
R-phrases R20/21/22, R36/37/38
S-phrases S26, S36/37
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

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] ACPD can induce convulsions in neonatal rats.[4]

References[edit]

  1. ^ "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. 
  2. ^ 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. 
  3. ^ 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. 
  4. ^ 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. PMID 8410197.