3-Aminopropylphosphinic acid, also known in the literature as 3-APPA or CGP 27492,[1] is a compound used in scientific research which acts as an agonist at the GABAB receptor. It is part of a class of phosphinic acid GABAB agonists,[2] which also includes SKF-97,541. It has a binding affinity (pKi) to the GABAB receptor of 8.30 (i.e., ~3 nM).[3]

3-APPA
Identifiers
  • 3-aminopropylphosphinic acid
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC3H10NO2P
Molar mass123.092 g·mol−1
3D model (JSmol)
  • C(CN)CP(=O)O
  • InChI=1S/C3H10NO2P/c4-2-1-3-7(5)6/h7H,1-4H2,(H,5,6)
  • Key:ZTHNRNOOZGJLRR-UHFFFAOYSA-N

References

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  1. ^ "3-APPA". IUPHAR/BPS Guide to Pharmacology. Retrieved March 23, 2021.
  2. ^ Lacey G, Curtis DR (1994). "Phosphinic acid derivatives as baclofen agonists and antagonists in the mammalian spinal cord: an in vivo study". Experimental Brain Research. 101 (1): 59–72. doi:10.1007/BF00243217. PMID 7843303. S2CID 19055950.
  3. ^ Froestl W, Mickel SJ, von Sprecher G, Diel PJ, Hall RG, Maier L, et al. (August 1995). "Phosphinic acid analogues of GABA. 2. Selective, orally active GABAB antagonists". Journal of Medicinal Chemistry. 38 (17): 3313–31. doi:10.1021/jm00017a016. PMID 7650685.