An NK3 receptor antagonist
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Osanetant (hydrate)

Item No. 33417

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[1-[3-[(3R)-1-benzoyl-3-(3,4-dichlorophenyl)-3-piperidinyl]propyl]-4-phenyl-4-piperidinyl]-N-methyl-acetamide, monohydrate
Synonyms
  • SR 142801
Molecular Formula
C35H41Cl2N3O2 • H2O
Formula Weight
624.7
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Soluble: ≥10 mg/mLDMSO: 15 mg/ml
SMILES
O=C(C1=CC=CC=C1)N(CCC2)C[C@]2(C3=CC(Cl)=C(C=C3)Cl)CCCN4CCC(C5=CC=CC=C5)(N(C)C(C)=O)CC4.O
InChi Code
InChI=1S/C35H41Cl2N3O2.H2O/c1-27(41)38(2)35(29-13-7-4-8-14-29)19-23-39(24-20-35)21-9-17-34(30-15-16-31(36)32(37)25-30)18-10-22-40(26-34)33(42)28-11-5-3-6-12-28;/h3-8,11-16,25H,9-10,17-24,26H2,1-2H3;1H2/t34-;/m0./s1
InChi Key
TZLATIVNEFZPKP-GXUZKUJRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Osanetant is a neurokinin-3 (NK3) receptor antagonist (Ki = 0.21 nM in CHO cells expressing the human receptor).1 It is selective for NK3 over NK1 and NK2 receptors (Kis = >100 and 0.02 µM, respectively).2 Osanetant inhibits contractions and acetylcholine release induced by neurokinin B (Item No. 24542) in isolated guinea pig ileal strips in a concentration-dependent manner.1 It inhibits ovalbumin-induced increases in bronchoalveolar lavage fluid (BALF) neutrophil, eosinophil, and lymphocyte infiltration in an ovalbumin-sensitized mouse model of allergic asthma.3 Osanetant (5 and 10 mg/kg) increases the duration of social interaction, as well as reduces immobility time in the tonic immobility test, indicating anxiolytic-like and antidepressant-like activities, respectively, in gerbils.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Emonds-Alt, X., Bichon, D., Ducoux, J.P., et al. SR 142801, the first potent non-peptide antagonist of the tachykinin NK3 receptor. Life Sci. 56(1), PL27-PL32 (1995).

    2. Griebel, G., and Beeské, S. Is there still a future for neurokinin 3 receptor antagonists as potential drugs for the treatment of psychiatric diseases? Pharmacol. Ther. 133(1), 116-123 (2012).

    3. Nénan, S., Germain, N., Lagente, V., et al. Inhibition of inflammatory cell recruitment by the tachykinin NK3-receptor antagonist, SR 142801, in a murine model of asthma. Eur. J. Pharmacol. 421(3), 201-205 (2001).

    4. Salomé, N., Stemmelin, J., Cohen, C., et al. Selective blockade of NK2 or NK3 receptors produces anxiolytic- and antidepressant-like effects in gerbils. Pharmacol. Biochem. Behav. 83(4), 533-539 (2006).