3-APPA

3-APPA
Identifiers
	IUPAC name 3-aminopropylphosphinic acid;
CAS Number	103680-47-3 ;
PubChem CID	121956;
IUPHAR/BPS	1081;
ChemSpider	10462431;
UNII	QMT5SS3QRE;
ChEMBL	ChEMBL112203;
Chemical and physical data
Formula	C3H10NO2P
Molar mass	123.092 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C(CN)CP(=O)O;
	InChI InChI=1S/C3H10NO2P/c4-2-1-3-7(5)6/h7H,1-4H2,(H,5,6); Key:ZTHNRNOOZGJLRR-UHFFFAOYSA-N;

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 GABA_B receptor. It is part of a class of phosphinic acid GABA_B agonists,[2] which also includes SKF-97,541. It has a binding affinity (pK_i) to the GABA_B receptor of 8.30 (i.e. ~3nM).[3]

References

"3-APPA". IUPHAR/BPS Guide to Pharmacology. Retrieved March 23, 2021.
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.
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 GABA_B antagonists". Journal of Medicinal Chemistry. 38 (17): 3313–31. doi:10.1021/jm00017a016. PMID 7650685.

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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 GABA_B antagonists". Journal of Medicinal Chemistry. 38 (17): 3313–31. doi:10.1021/jm00017a016. PMID 7650685.