WAY-267464

WAY-267464
Clinical data
Routes of; administration	?
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	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;
CAS Number	847375-16-0 ;
PubChem CID	9938214;
ChemSpider	31047382 ;
UNII	XXL55X3DKM;
CompTox Dashboard (EPA)	DTXSID30433044 ;
Chemical and physical data
Formula	C32H35N7O4
Molar mass	581.677 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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 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) ; Key:HWPGRFRXZNLZEX-UHFFFAOYSA-N ;
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WAY-267464 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 V_1A receptor antagonist (in contrast to oxytocin, which is a weak agonist of the V_1A receptor).^[3] WAY-267464 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-267464 was under investigation for the potential clinical treatment of anxiety disorders by Wyeth, and reached the preclinical stage of development, but no development has been reported as of 2011.^[6]

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Clinical data

Routes of administration	?
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
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
CAS Number	847375-16-0^Y
PubChem CID	9938214
ChemSpider	31047382^N
UNII	XXL55X3DKM
CompTox Dashboard (EPA)	DTXSID30433044
Chemical and physical data
Formula	C₃₂H₃₅N₇O₄
Molar mass	581.677 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES 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 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
^NY (what is this?) (verify)