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A-836339

Item No. 13898

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[N(Z)]-N-[3-(2-methoxyethyl)-4,5-dimethyl-2(3H)-thiazolylidene]-2,2,3,3-tetramethyl-cyclopropanecarboxamide
CAS Number
959746-77-1
Molecular Formula
C16H26N2O2S
Formula Weight
310.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 5 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/mlMethanol: 1 mg/ml
λmax
205, 317 nm
SMILES
CC1=C(C)N(CCOC)/C(S1)=N/C(C2C(C)(C)C2(C)C)=O
InChi Code
InChI=1S/C16H26N2O2S/c1-10-11(2)21-14(18(10)8-9-20-7)17-13(19)12-15(3,4)16(12,5)6/h12H,8-9H2,1-7H3/b17-14-
InChi Key
JKGIMVBQKSRTGX-VKAVYKQESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    A-836339 (Item No. 13898) is a synthetic cannabinoid (CB) which has a higher affinity for the peripheral CB2 receptor (Ki = 0.64 nM) over the central CB1 receptor (Ki = 270 nM).1 It displays analgesic, anti-inflammatory, and anti-hyperalgesic effects in mice.1,2 At higher doses, A-836339 also decreases spontaneous locomotor activities, consistent with CB1 activation.1 This product is intended for forensic and research applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yao, B.B., Hsieh, G., Daza, A.V., et al. Characterization of a cannabinoid CB2 receptor-selective agonist, A-836339 [2,2,3,3-tetramethyl-cyclopropanecarboxylic acid [3-(2-methoxy-ethyl)-4,5-dimethyl-3H-thiazol-(2Z)-ylidene]-amide], using in vitro pharmacological assays, in vivo pain models, and pharmacological magnetic resonance imaging. J. Pharmacol. Exp. Ther. 328(1), 141-151 (2009).

    2. McGaraughty, S., Chu, K.L., Dart, M.J., et al. A CB2 receptor agonist, A-836339, modulates wide dynamic range neuronal activity in neuropathic rats: Contributions of spinal and peripheral CB2 receptors. Neuroscience 158(4), 1652-1661 (2009).