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Description: Potent and selective oxytocin receptor antagonist
Chemical Name: 1-[4-[(1-Acetyl-4-piperidinyl)oxy]-2-methoxybenzoyl]-4-(2-oxo-2H-3,1-benzoxazin-1(4H)-yl)piperidine
Purity: ≥99% (HPLC)
Citations (3)

Biological Activity for L-371,257

L-371,257 is a potent, high affinity human oxytocin (OT) receptor antagonist (Ki = 4.6 nM) that displays > 800-fold selectivity over human arginine vasopressin receptors V1a and V2. Antagonizes oxytocin-induced contractions in isolated rat uterine tissue (pA2 = 8.44) and in anesthetised rats following intravenous and intraduodenal administration. Decreases length of U-87MG cell projections induced by retinoic acid (Cat.No.0695). Orally active.

Technical Data for L-371,257

M. Wt 507.59
Formula C28H33N3O6
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 162042-44-6
PubChem ID 6918320
Smiles CC(N(CC3)CCC3OC(C=C2)=CC(OC)=C2C(N1CCC(N4C(OCC5=C4C=CC=C5)=O)CC1)=O)=O

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 for L-371,257

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 2.54 5 with gentle warming with sonication

Preparing Stock Solutions for L-371,257

The following data is based on the product molecular weight 507.59. 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
0.05 mM 39.4 mL 197.01 mL 394.02 mL
0.25 mM 7.88 mL 39.4 mL 78.8 mL
0.5 mM 3.94 mL 19.7 mL 39.4 mL
2.5 mM 0.79 mL 3.94 mL 7.88 mL

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Product Datasheets for L-371,257

Certificate of Analysis / Product Datasheet
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References for L-371,257

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

Williams et al (1995) 1-{1-[4-[N-acetyl-4-piperidinyl)oxy]-2-methoxybenzoyl]piperidin-4-yl}-4H-3,1-benzoxazin-2(1H)-one (L-371,257): a new, orally bioavailable, non-peptide oxyt. antagonist. J.Med.Chem. 38 4634 PMID: 7473590

Tahara et al (1999) Comparison of vasopressin binding sites in human uterine and vascular smooth muscle cells. Eur.J.Pharmacol. 378 137 PMID: 10478574

Tahara et al (2000) Pharmacologic characterization of the oxyt. receptor in human uterine smooth muscle cells. Br.J.Pharmacol. 129 131 PMID: 10694212

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Keywords: L-371,257, L-371,257 supplier, Potent, selective, oxytocin, receptors, antagonists, OT, Receptors, L371257, Oxytocin, 2410, Tocris Bioscience

3 Citations for L-371,257

Citations are publications that use Tocris products. Selected citations for L-371,257 include:

Li et al (2021) Oxytocin in the anterior cingulate cortex attenuates neuropathic pain and emotional anxiety by inhibiting presynaptic long-term potentiation Cell Rep 36 109411 PMID: 34289348

Lestanova et al (2017) Downregulation of oxyt. receptor decreases the length of projections stimulated by retinoic acid in the U-87MG cells. Neurochem.Res. 42 1006 PMID: 27995495

Ataka et al (2012) Alteration of antral and proximal colonic motility induced by chronic psychological stress involves central urocortin 3 and vasopressin in rats. Am J Physiol Gastrointest Liver Physiol 303 G519 PMID: 22651925

Do you know of a great paper that uses L-371,257 from Tocris? Please let us know.

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