L-372662

Names

[ CAS No. ]:
162045-26-3

[ Name ]:
L-372662

[Synonym ]:
L-372662
2H-3,1-Benzoxazin-2-one, 1,4-dihydro-1-[1-[2-methoxy-4-[[1-[(2-methyl-1-oxido-3-pyridinyl)methyl]-4-piperidinyl]oxy]benzoyl]-4-piperidinyl]-
1-{1-[2-Methoxy-4-({1-[(2-methyl-1-oxido-3-pyridinyl)methyl]-4-piperidinyl}oxy)benzoyl]-4-piperidinyl}-1,4-dihydro-2H-3,1-benzoxazin-2-one
1-{1-[2-methoxy-4-({1-[(2-methyl-1-oxidopyridin-3-yl)methyl]piperidin-4-yl}oxy)benzoyl]piperidin-4-yl}-1,4-dihydro-2H-3,1-benzoxazin-2-one
MFCD00936338

Biological Activity

[Description]:

L-372662 is a potent and orally active non-peptide oxytocin antagonist with a Ki value of 4.8. The Kd value of L-372662 for wild-type hOTR and [A318G]OTR is 5.8 nM and 73 nM. L-372662 shows selectivity to OTR:V1aR[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> GPCR/G Protein >> Oxytocin Receptor

[Target]

Ki: 4.8 (oxytocin)[1][2]

[In Vivo]

L-372662 is an antagonist of oxytocin-induced uterine contractions in late gestation pregnant rhesus monkeys (AD50 = 36 micrograms/kg), oral bioavailability (F = 90% in dogs), and aqueous solubility (10 mg/mL).

[References]

[1]. Bell, I. M., Erb, J. M., Freidinger, R. M., Gallicchio, S. N., Guare, J. P., Guidotti, M. T., … Woyden, C. J. (1998). Development of Orally Active Oxytocin Antagonists: Studies on 1-(1-{4-[1-(2-Methyl-1-oxidopyridin-3-ylmethyl)piperidin-4-yloxy]-2- methoxybenzoyl}piperidin-4-yl)-1,4-dihydrobenz[d][1,3]oxazin-2-one (L-372,662) and Related Pyridines. Journal of Medicinal Chemistry, 41(12), 2146–2163.

[2]. Hawtin SR, et al. A Gly/Ala switch contributes to high affinity binding of benzoxazinone-based non-peptide oxytocin receptor antagonists. FEBS Lett. 2005;579(2):349-356.

[3]. Williams PD, et al. Progress in the development of oxytocin antagonists for use in preterm labor. Adv Exp Med Biol. 1998;449:473-479.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
810.8±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₃H₃₈N₄O₆

[ Molecular Weight ]:
586.68

[ Flash Point ]:
444.2±34.3 °C

[ Exact Mass ]:
586.279114

[ LogP ]:
2.07

[ Vapour Pressure ]:
0.0±2.9 mmHg at 25°C

[ Index of Refraction ]:
1.647

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.