Chemistry:L-368,899

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Short description: Chemical compound
L-368,899
L-368,899.svg
Clinical data
ATC code
  • None
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
UNII
Chemical and physical data
FormulaC26H42N4O5S2
Molar mass554.77 g·mol−1
3D model (JSmol)
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L-368,899 is a drug used in scientific research which acts as a selective antagonist of the oxytocin receptor, with good selectivity over the related vasopressin receptors.[1] Unlike related drugs such as the peripherally selective L-371,257, the oral bioavailabity is high and the brain penetration of L-368,899 is rapid, with selective accumulation in areas of the limbic system. This makes it a useful tool for investigating the centrally mediated roles of oxytocin, such as in social behaviour and pair bonding, and studies in primates have shown L-368,899 to reduce a number of behaviours such as food sharing, sexual activity and caring for infants, demonstrating the importance of oxytocinergic signalling in mediating these important social behaviours.[2][3]

See also

References

  1. "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)piperaz ine (L-368,899): an orally bioavailable, non-peptide oxytocin antagonist with potential utility for managing preterm labor". Journal of Medicinal Chemistry 37 (5): 565–71. March 1994. doi:10.1021/jm00031a004. PMID 8126695. 
  2. "Peripherally administered non-peptide oxytocin antagonist, L368,899, accumulates in limbic brain areas: a new pharmacological tool for the study of social motivation in non-human primates". Hormones and Behavior 52 (3): 344–51. September 2007. doi:10.1016/j.yhbeh.2007.05.009. PMID 17583705. 
  3. "Manipulation of the oxytocin system alters social behavior and attraction in pair-bonding primates, Callithrix penicillata". Hormones and Behavior 57 (2): 255–62. February 2010. doi:10.1016/j.yhbeh.2009.12.004. PMID 20025881.