A δ-opioid receptor agonist
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ADL5859 (hydrochloride)

Item No. 27796

Technical Information
Formal Name
N,N-diethyl-4-(5-hydroxyspiro[2H-1-benzopyran-2,4'-piperidin]-4-yl)-benzamide, monohydrochloride
CAS Number
850173-95-4
Molecular Formula
C24H28N2O3 • HCl
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 3mg/mLDMSO: 10mg/mLDMSO:PBS (pH 7.2) (1:6): 0.14mg/mL
λmax
210, 252 nm
SMILES
O=C(N(CC)CC)C(C=C1)=CC=C1C2=CC3(CCNCC3)OC4=CC=CC(O)=C42.Cl
InChi Code
InChI=1S/C24H28N2O3.ClH/c1-3-26(4-2)23(28)18-10-8-17(9-11-18)19-16-24(12-14-25-15-13-24)29-21-7-5-6-20(27)22(19)21;/h5-11,16,25,27H,3-4,12-15H2,1-2H3;1H
InChi Key
ZFNLSWREIULTDO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    ADL5859 is a δ-opioid receptor agonist (Ki = 0.84 nM).1 It is selective for δ-opioid receptors over μ-opioid and κ-opioid receptors exhibiting 32 and 37% inhibition, respectively, in radioligand binding assays when used at a concentration of 10 μM. ADL5859 (3 mg/kg) completely reverses mechanical hyperalgesia induced by complete Freund’s adjuvant (CFA) in rats. It also decreases immobility time in the forced swim test in rats, indicating antidepressant-like activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Le Bourdonnec, B., Windh, R.T., Ajello, C.W., et alPotent, orally bioavailable delta opioid receptor agonists for the treatment of pain: Discovery of N,N-diethyl-4-(5-hydroxyspiro[chromene-2,4'-piperidine]-4-yl)benzamide (ADL5859). J. Med. Chem. 51(19), 5893-5896 (2008).