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)
Datasheet
Citations (4)
Reviews (1)
Literature (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 2.0 Max. 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
InChI Key GIUFQWFJHXXXEQ-PHSYAEQHSA-N
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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 59.12 100
DMSO 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 the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
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

References are publications that support the biological activity of the product.

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 oxyt. antagonist with potential util J.Med.Chem. 37 565 PMID: 8126695

Mann et al (2003) Attenuation of PGE release in ewes infused with the oxyt. 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 oxyt. receptor antagonist. J.Med.Chem. 48 7882 PMID: 16302826

Borthwick (2010) Oral oxyt. 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, L-368,899 hydrochloride supplier, Potent, non-peptide, oxytocin, receptor, antagonists, OT, Receptors, L368899, Oxytocin, 2641, Tocris Bioscience

4 Citations for L-368,899 hydrochloride

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

Xiao et al (2017) Biased OXTergic Modulation of Midbrain DA Systems. Neuron 95 368 PMID: 28669546

Xiao et al (2018) OXT functions as a spatiotemporal filter for excitatory synaptic inputs to VTA DA neurons. Elife 7 PMID: 29676731

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 oxyt. Nat Commun 30 8096 PMID: 20554860


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

Reviews for L-368,899 hydrochloride

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Works as expected..
By Anonymous on 05/26/2020
Assay Type: Ex Vivo
Species: Mouse

We performed ex-vivo slice physiology, and bath applied L-368,899 hydrochloride.

PMID: 32133707
review image

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