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Chemical Compound Review

AC1L52AT     (2S)-N-[(2S,3R)-2-amino-3- methyl...

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Disease relevance of L-365209

  • A new structural class of cyclic hexapeptide oxytocin antagonists derived from Streptomyces silvensis and typified by L-365,209 (cyclo-[L-prolyl1-D-phenylalanyl2-L- isoleucyl3-D-dehydropiperazyl4-L-dehydroperazyl5-D-(N- methyl)phenylalanyl6]) was recently reported [1].

High impact information on L-365209

  • L-365,209, given iv to anesthetized rats, antagonized the action of exogenous OT on the uterus (ID50, 460 micrograms/kg) with a relatively long duration of action [2].

Gene context of L-365209

  • L-365,209, a novel potent and selective OT antagonist, inhibited OT-stimulated PI turnover in both tissues with similar potencies [3].


  1. Development of a novel class of cyclic hexapeptide oxytocin antagonists based on a natural product. Williams, P.D., Bock, M.G., Tung, R.D., Garsky, V.M., Perlow, D.S., Erb, J.M., Lundell, G.F., Gould, N.P., Whitter, W.L., Hoffman, J.B. J. Med. Chem. (1992) [Pubmed]
  2. A structurally unique, potent, and selective oxytocin antagonist derived from Streptomyces silvensis. Pettibone, D.J., Clineschmidt, B.V., Anderson, P.S., Freidinger, R.M., Lundell, G.F., Koupal, L.R., Schwartz, C.D., Williamson, J.M., Goetz, M.A., Hensens, O.D. Endocrinology (1989) [Pubmed]
  3. Identification of functional oxytocin receptors in lactating rat mammary gland in vitro. Pettibone, D.J., Woyden, C.J., Totaro, J.A. Eur. J. Pharmacol. (1990) [Pubmed]
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