L-368,899 hydrochloride

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Cat.No. 2641 - L-368,899 hydrochloride | C26H42N4O5S2.HCl | CAS No. 160312-62-9
Description: Potent, non-peptide oxytocin receptor antagonist
Chemical Name: (2S)-2-Amino-N-[(1S,2S,4R)-7,7-dimethyl-1-[[[4-(2-methylphenyl)-1-piperazinyl]sulfonyl]methyl]bicyclo[2.2.1]hept-2-yl]-4-(methylsulfonyl)butanamide
Purity: ≥97% (HPLC)
Citations (2)

Biological Activity

Potent, non-peptide and orally active oxytocin receptor antagonist (IC50 = 8.9 nM) that displays > 40-fold selectivity over vasopressin V1a and V2 receptors (IC50 values are 370 and 570 nM respectively). Antagonizes oxytocin-induced uterine contractions in vitro and in vivo.

Compound Libraries

L-368,899 hydrochloride is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 591.23
Formula C26H42N4O5S2.HCl
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 160312-62-9
PubChem ID 90488775
Smiles CC(C=CC=C2)=C2N1CCN(S(CC34CCC(C(C)4C)C[C@@H]3NC([C@@H](N)CCS(C)(=O)=O)=O)(=O)=O)CC1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 59.12 100
water 59.12 100

Preparing Stock Solutions

The following data is based on the product molecular weight 591.23. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.69 mL 8.46 mL 16.91 mL
5 mM 0.34 mL 1.69 mL 3.38 mL
10 mM 0.17 mL 0.85 mL 1.69 mL
50 mM 0.03 mL 0.17 mL 0.34 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References are publications that support the products' biological activity.

Williams et al (1994) 1-(((7,7-dimethyl-2(S)-(2(S)-amino-4-(methylsulfonyl)butyramido)bicyclo[2.2.1]-heptan-1(S)-yl)methyl)sulfonyl)-4-(2-methylphenyl)piperazine (L-368,899): an orally bioavailable, non-peptide oxytocin antagonist with potential util J.Med.Chem. 37 565 PMID: 8126695

Mann et al (2003) Attenuation of PGE release in ewes infused with the oxytocin antagonist L-368,899. Domest.Anim.Endocrinol. 25 255 PMID: 14550509

Quattropani et al (2005) Discovery and development of a new class of potent, selective, orally active oxytocin receptor antagonist. J.Med.Chem. 48 7882 PMID: 16302826

Borthwick (2010) Oral oxytocin antagonists. J.Med.Chem. 53 6525 PMID: 20550119

If you know of a relevant reference for L-368,899 hydrochloride, please let us know.

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Keywords: L-368,899 hydrochloride, supplier, Potent, non-peptide, oxytocin, receptor, antagonists, OT, Receptors, L368899, Oxytocin, Receptors, Oxytocin, Receptors, Tocris Bioscience

2 Citations for L-368,899 hydrochloride

Citations are publications that use Tocris products. Selected citations for L-368,899 hydrochloride include:

Pont et al (2012) Oxytocin-stimulated NFAT transcriptional activation in human myometrial cells. Mol.Endocrinol. 26 1743 PMID: 22902539

Gaetani et al (2010) The fat-induced satiety factor oleoylethanolamide suppresses feeding through central release of oxytocin. Nat Commun 30 8096 PMID: 20554860

Do you know of a great paper that uses L-368,899 hydrochloride from Tocris? If so please let us know.

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