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JWH 200-d5

Item No. 10903

Restricted Product (Schedule I)
Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl-2',4',5',6',7'-d5]-1-naphthalenyl-methanone
CAS Number
1651833-51-0
Molecular Formula
C25H19D5N2O2
Formula Weight
389.5
Purity
≥99% deuterated forms (d1-d5)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: 14 mg/mlDMF: 25 mg/mlDMF:PBS(pH 7.2)(1:6): 0.1 mg/mlDMSO: 20 mg/mlMethanol: 2 mg/mlMethyl Acetate: 5 mg/ml
λmax
219, 247, 314 nm
SMILES
O=C(C1=CC=CC2=C1C=CC=C2)C3=C([2H])N(CCN4CCOCC4)C5=C([2H])C([2H])=C([2H])C([2H])=C53
InChi Code
InChI=1S/C25H24N2O2/c28-25(22-10-5-7-19-6-1-2-8-20(19)22)23-18-27(24-11-4-3-9-21(23)24)13-12-26-14-16-29-17-15-26/h1-11,18H,12-17H2/i3D,4D,9D,11D,18D
InChi Key
SZWYXJHTNGJPKU-JXQMETBUSA-N
Regulatory Information
DEA Schedule
I
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    JWH 200-d5 (Item No. 10903) is intended for use as an internal standard for the quantification of JWH 200 (Item No. 10902) by GC- or LC-MS. JWH 200 is an aminoalkylindole that acts as a cannabinoid (CB) receptor ligand. It binds to the CB1 receptor with high-affinity (IC50 = 7.8-42 nM).1,2 The effects of JWH 200 in locomotor activity, tail-flick latency, hypothermia, and ring-immobility tests are comparable or superior to Δ9-THC or WIN 55,212.3 It potently inhibits the contraction of electrically-stimulated mouse vas deferens (IC50 = 3.7-6.0 nM).4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Eissenstat, M.A., Bell, M.R., D'Ambra, T.E., et al. Aminoalkylindoles: Structure-activity relationships of novel cannabinoid mimetics. J. Med. Chem. 38(16), 3094-3105 (1995).

    2. Huffman, J.W., Mabon, R., Wu, M.J., et al. 3-indolyl-1-naphthylmethanes: New cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB1 cannabinoid receptor. Bioorgan. Med. Chem. 11(4), 539-549 (2003).

    3. Compton, D.R., Gold, L.H., Ward, S.J., et al. Aminoalkylindole analogs: Cannabimimetic activity of a class of compounds structurally distinct from Δ9-tetrahydrocannabinol. J. Pharmacol. Exp. Ther. 263(3), 1118-1126 (1992).

    4. Pacheco, M., Childers, S.R., Arnold, R., et al. Aminoalkylindoles: Actions on specific G-protein-linked receptors. J. Pharmacol. Exp. Ther. 257(1), 170-183 (1991).

    5. Bell, M.R., D'Ambra, T.E., Kumar, V., et al. Antinociceptive (aminoalkyl) indoles. J. Med. Chem. 34(3), 1099-1110 (1991).

    Product Citations

    Giorgetti, A., Mogler, L., Halter, S., et al. Four cases of death involving the novel synthetic cannabinoid 5F-cumyl-PEGACLONE. Forensic Chem. (2019).