A selective orexin receptor 2 antagonist
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TCS-OX2-29

Item No. 17419

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-1-(3,4-dihydro-6,7-dimethoxy-2(1H)-isoquinolinyl)-3,3-dimethyl-2-[(4-pyridinylmethyl)amino]-1-butanone, monohydrochloride
CAS Number
1610882-30-8
Molecular Formula
C23H31N3O3 • HCl
Formula Weight
434.0
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
286 nm
SMILES
COC1=C(OC)C=C(CN(C([C@H](C(C)(C)C)NCC2=CC=NC=C2)=O)CC3)C3=C1.Cl
InChi Code
InChI=1S/C23H31N3O3.ClH/c1-23(2,3)21(25-14-16-6-9-24-10-7-16)22(27)26-11-8-17-12-19(28-4)20(29-5)13-18(17)15-26;/h6-7,9-10,12-13,21,25H,8,11,14-15H2,1-5H3;1H/t21-;/m1./s1
InChi Key
NHKNHFJTMINMBP-ZMBIFBSDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

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    Product Description

    TCX-OX2-29 is an antagonist of OX2R (pKi = 7.5) that exhibits >250-fold selectivity for hOX2R compared with hOX1R (IC50s = 40 nM and >10,000 nM, respectively).1,2 It blocks the inhibitory action of orexin A on forskolin-induced cAMP formation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mould, R., Brown, J., Marshall, F.H., et al. Binding kinetics differentiates functional antagonism of orexin-2 receptor ligands. Br. J. Pharmacol. 171(2), 351-363 (2014).

    2. Hirose, M., Egashira, S.i., Goto, Y., et al. N-acyl 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline: The first orexin-2 receptor selective non-peptidic antagonist. Bioorg. Med. Chem. Lett. 13(24), 4497-4499 (2003).

    3. Urbanska, A., Sokolowska, P., Woldan-Tambor, A., et al. Orexins/hypocretins acting at Gi protein-coupled OX 2 receptors inhibit cyclic AMP synthesis in the primary neuronal cultures. J. Mol. Neurosci. 46(1), 10-17 (2012).