WAY-267,464

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WAY-267,464
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Systematic (IUPAC) name
4-(3,5-Dihydroxybenzyl)-N-(2-methyl-4-[(1-methyl-4,10-dihydropyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]benzyl)piperazine-1-carboxamide
Clinical data
Legal status
  • Uncontrolled
Routes of
administration
?
Identifiers
CAS Number 847375-16-0 YesY
ATC code none
PubChem CID: 9938214
ChemSpider 31047382 N
Chemical data
Formula C32H35N7O4
Molecular mass 581.677 g/mol
  • OC1=CC(O)=CC(CN2CCN(C(NCC3=C(C)C=C(C(N4C5=CC=CC=C5NC6=C(C=NN6C)C4)=O)C=C3)=O)CC2)=C1
  • InChI=1S/C32H35N7O4/c1-21-13-23(31(42)39-20-25-18-34-36(2)30(25)35-28-5-3-4-6-29(28)39)7-8-24(21)17-33-32(43)38-11-9-37(10-12-38)19-22-14-26(40)16-27(41)15-22/h3-8,13-16,18,35,40-41H,9-12,17,19-20H2,1-2H3,(H,33,43) N
  • Key:HWPGRFRXZNLZEX-UHFFFAOYSA-N N
 NYesY (what is this?)  (verify)

WAY-267,464 is a potent, selective, non-peptide agonist for the oxytocin receptor, with negligible affinity for the vasopressin receptors.[1][2] Contradictorily however, though originally described as selective for the oxytocin receptor and lacking affinity for the vasopressin receptors, it has since been reported to also act as a potent vasopressin V1A receptor antagonist (in contrast to oxytocin, which is a weak agonist of the V1A receptor).[3] WAY-267,464 has been shown to cross the blood-brain-barrier to a significantly greater extent than exogenously applied oxytocin, and in animal tests produces centrally-mediated oxytocinergic actions such as anxiolytic effects, but with no antidepressant effect evident.[4] It was developed by a team at Ferring Pharmaceuticals.[5]

WAY-267,464 is or was under investigation for the potential clinical treatment of anxiety disorders by Wyeth.[1]

See also

References

  1. Rahman Z, Resnick L, Rosenzweig-Lipson SJ, Ring RH,"Methods of treatment using oxytocin receptor agonists", US patent application 2007/0117794, published 2007-05-24 , assigned to Wyeth Corp 
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  5. European Patent 1512687 Piperazines as oxytocin agonists



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