A CB1 receptor inverse agonist
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Taranabant

Item No. 10009795

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S,2S)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl]-2-methyl-2-[[5-(trifluoromethyl)-2-pyridinyl]oxy]-propanamide
CAS Number
701977-09-5
Synonyms
  • MK-0364
Molecular Formula
C27H25ClF3N3O2
Formula Weight
516.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 50 mM
λmax
220, 270, 311 nm
SMILES
O=C(C(C)(C)OC1=CC=C(C(F)(F)F)C=N1)N[C@@H](C)[C@@H](CC2=CC=C(Cl)C=C2)C3=CC(C#N)=CC=C3
InChi Code
InChI=1S/C27H25ClF3N3O2/c1-17(34-25(35)26(2,3)36-24-12-9-21(16-33-24)27(29,30)31)23(14-18-7-10-22(28)11-8-18)20-6-4-5-19(13-20)15-32/h4-13,16-17,23H,14H2,1-3H3,(H,34,35)/t17-,23+/m0/s1
InChi Key
QLYKJCMUNUWAGO-GAJHUEQPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $54

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    1 mg

    $102

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    5 mg

    $418

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    10 mg

    $732

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    Product Description

    Taranabant is a cannabinoid (CB) receptor 1 inverse agonist (Ki = 0.13 nM).1 It is selective for CB1 over CB2 receptors (Ki = 170 nM), as well as a panel of 170 receptors, enzymes, ion channels, and transporters at 1 µM. Taranabant increases forskolin-induced cAMP production in CHO cell membranes expressing human CB1 (EC50 = 2 nM). In vivo, taranabant (3 mg/kg) reverses hypothermia induced by the CB receptor agonist CP 55,940 in rats. Taranabant (1 and 3 mg/kg) reduces two-hour and overnight food intake, as well as overnight weight gain in wild-type, but not CB1 receptor-deficient, mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fong, T.M., Guan, X.-M., Marsh, D.J., et al. Antiobesity efficacy of a novel cannabinoid-1 receptor inverse agonist, N-[(1S,2S)-3-(4-chlorophenyl)-2-(3-cyanophenyl)-1-methylpropyl]-2-methyl-2-[[5-(trifluoromethyl)pyridin-2-yl]oxy]propanamide (MK-0364), in rodents. J. Pharmacol. Exp. Ther. 321(3), 1013-1022 (2007).