A partial agonist of GABAB receptors
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3-Aminopropylphosphonic Acid

Item No. 23556

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
P-(3-aminopropyl)-phosphonic acid
CAS Number
13138-33-5
Synonyms
  • β-Aminopropylphosphonic Acid
  • 3-APPA
  • NSC 133832
Molecular Formula
C3H10NO3P
Formula Weight
139.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
SMILES
NCCCP(O)(O)=O
InChi Code
InChI=1S/C3H10NO3P/c4-2-1-3-8(5,6)7/h1-4H2,(H2,5,6,7)
InChi Key
GSZQTIFGANBTNF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $69

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    250 mg

    $132

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    500 mg

    $214

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    Product Description

    3-Aminopropylphosphonic acid (3-APPA) is a phosphonic analog of GABA that acts as a partial agonist of GABAB receptors (IC50 = 1.5 μM in a radioligand binding assay).1,2 It induces relaxation in unstimulated isolated guinea pig ileum longitudinal muscle and reverses GABA- and baclofen-induced inhibition of twitch responses in isolated guinea pig ileum longitudinal muscle.1 3-APPA (5 mg/kg) completely inhibits GABA- and baclofen-induced inhibition of vagally stimulated bronchospasms in guinea pigs.3 It also reverses the antitussive effect of baclofen in cats when administered at a dose of 3 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Luzzi, S., Franchi-Micheli, S., Ciuffi, M., et al. GABA-related activities of amino phosphonic acids on guinea-pig ileum longitudinal muscle. J. Auton. Pharmacol. 6(3), 163-169 (1986).

    2. Ling, Q., Xu, X., Wei, X., et al. Oxymatrine induces human pancreatic cancer PANC-1 cells apoptosis via regulating expression of Bcl-2 and IAP families, and releasing of cytochrome c. J. Exp. Clin. Cancer Res. 30, 66 (2011).

    3. Chapman, R.W., Danko, G., Rizzo, C., et al. Prejunctional GABA-B inhibition of cholinergic, neurally-mediated airway contractions in guinea-pigs. Pulm. Pharmacol. 4(4), 218-224 (1991).

    4. Bolser, D.C., Aziz, S.M., DeGennaro, F.C., et al. Antitussive effects of GABAB agonists in the cat and guinea-pig. Br. J. Pharmacol. 110(1), 491-495 (1993).