A partial agonist of CB1 and CB2 receptors
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BAY 59-3074

Item No. 21036

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,4,4-trifluoro-1-butanesulfonic acid, 3-[2-cyano-3-(trifluoromethyl)phenoxy]phenyl ester
CAS Number
406205-74-1
Molecular Formula
C18H13F6NO4S
Formula Weight
453.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mMEthanol: 100 mM
λmax
294 nm
SMILES
O=S(OC1=CC(OC2=CC=CC(C(F)(F)F)=C2C#N)=CC=C1)(CCCC(F)(F)F)=O
InChi Code
InChI=1S/C18H13F6NO4S/c19-17(20,21)8-3-9-30(26,27)29-13-5-1-4-12(10-13)28-16-7-2-6-15(14(16)11-25)18(22,23)24/h1-2,4-7,10H,3,8-9H2
InChi Key
LWUSZIVDPJPVBW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $44

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    5 mg

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    10 mg

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    50 mg

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    Product Description

    BAY 59-3074 is a partial agonist of the cannabinoid (CB) receptors CB1 and CB2 (Kis = 55.4, 48.3, and 45.5 nM for rat CB1, human CB1, and human CB2, respectively).1 BAY 59-3074 is orally active and exhibits anti-hyperalgesic and anti-allodynic properties in rat models of chronic neuropathic and inflammatory pain.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. De Vry, J., and Jentzsch, K.R. Discriminative stimulus effects of the structurally novel cannabinoid CB1/CB2 receptor partial agonist BAY 59-3074 in the rat. Eur. J. Pharmacol. 505(1-3), 127-133 (2004).

    2. Teng, H., Thakur, G.A., and Makriyannis, A. Conformationally constrained analogs of BAY 59-3074 as novel cannabinoid receptor ligands. Bioorg. Med. Chem. Lett. 21(19), 5999-6002 (2011).

    3. De Vry, J., Denzer, D., Reissmueller, E., et al. 3-[2-Cyano-3-(trifluoromethyl)phenoxy]phenyl-4,4,4-trifluoro-1-butanesulfonate (BAY 59-3074): A novel cannabinoid CB1/CB2 receptor partial agonist with antihyperalgesic and antiallodynic effects. J. Pharmacol. Exp. Ther. 310(2), 620-632 (2004).