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SML2223

WAY-267464 dihydrochloride

≥98% (HPLC)

Synonym(s):

4-(3,5-Dihydroxy-benzyl)-piperazine-1-carboxylic acid 2-methyl-4-(3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-benzylamide dihydrochloride, N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamide dihydrochloride, WAY 267,464 dihydrochloride, WAY 267464 dihydrochloride, WAY-267,464 dihydrochloride, WAY267464 dihydrochloride

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5 mg

Available to ship TODAYfromMILWAUKEE

$197.00
$167.45
25 mg

Available to ship TODAYfromMILWAUKEE

$645.00
$548.25

About This Item

Empirical Formula (Hill Notation):
C32H35N7O4 · 2HCl
CAS Number:
1432043-31-6
Molecular Weight:
654.59
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD23135228
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated

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assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(NCC1=CC=C(C=C1C)C(N2CC3=C(NC4=CC=CC=C24)N(N=C3)C)=O)N5CCN(CC5)CC6=CC(O)=CC(O)=C6

InChI

1S/C32H35N7O4.2ClH/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);2*1H

InChI key

OTFWXMFLPMUDFP-UHFFFAOYSA-N

Biochem/physiol Actions

Non-peptide oxytocin receptor (OTR) agonist and vasopressin V1a receptor (V1aR) antagonist.
WAY-267464 is a non-peptide drug with a novel mechanism of action (MOA) to treat psychosis and schizophrenia.[1]
WAY-267464 is a non-peptide oxytocin receptor (OTR) agonist (EC50 = 61-881 nM; Ki = 58-978 nM) that, unlike oxytocin (OT), displays antagonist instead of agonist activity toward vasopressin V1a receptor/V1aR (IC50 = 613 nM; Ki = 27-113 nM). WAY-267464 exhibits OT-like anxiolytic effects in assays measuring both behavioral (33% increase in punished crossing by 10 mg/mL ip or 10 μg/mouse icv in four-plate tests; 75% increased open quadrants stay by 3 μg/mouse icv in elevated zero maze) and autonomic (47% higher stress-induced hyperthermia by 10 μg/mouse icv) parameters of the anxiety response. Similar to the antipsychotic-like effects reported for OT, WAY-267464 also reverses disruption in prepulse inhibition of the acoustic startle reflex induced by either MK-801 or amphetamine. Unlike OT, WAY-267464 does not affect immobility in mouse tail suspension test.

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WAY-267464 dihydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML2223

WAY-267464 dihydrochloride

ORG 25543 Hydrochloride ≥95% (HPLC)

Sigma-Aldrich

SML2417

ORG 25543 Hydrochloride

EVT-101 dihyrochloride ≥98% (HPLC)

Sigma-Aldrich

SML2698

EVT-101 dihyrochloride

BD 1063 dihydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML0276

BD 1063 dihydrochloride

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

storage temp.

2-8°C

storage temp.

room temp

storage temp.

2-8°C

storage temp.

room temp

solubility

H2O: 2 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

solubility

H2O: 2 mg/mL, clear

solubility

H2O: >15 mg/mL

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

color

white to beige

color

white to beige

color

white to beige

color

white to beige

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000148208
0000148208
0000122072
0000093454
0000040537

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Yamei Tang et al.
Neuropharmacology, 77, 277-284 (2013-10-24)
Oxytocin (OT) was reported to affect cognitive and emotional behavior by action in ventral tegmental area (VTA) and other brain areas. However, it is still unclear how OT activates VTA and related midline nucleus. Here, using patch-clamp recording, we studied
Robert H Ring et al.
Neuropharmacology, 58(1), 69-77 (2009-07-21)
The widely reported effects of oxytocin (OT) on CNS function has generated considerable interest in the therapeutic potential for targeting this system for a variety of human psychiatric diseases, including anxiety disorders, autism, schizophrenia, and depression. The utility of synthetic
William T Jorgensen et al.
European journal of medicinal chemistry, 108, 730-740 (2016-01-08)
A previously identified, non-peptidic oxytocin (OT) receptor agonist WAY-267,464 (1) and nine novel derivatives (3, 4a-7a, 4b-7b) were synthesised and evaluated in vitro with the aim of systematically exploring hydrogen bonding interactions and ligand flexibility. All analogues were subjected to competition
View All Related Papers

Global Trade Item Number

SKUGTIN
SML2223-5MG04061835494712
SML2223-25MG04061835494705

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