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SML2452

Sigma-Aldrich

LY2444296

≥98% (HPLC)

Synonym(s):

(S)-3-Fluoro-4-(4-((2-(3-fluorophenyl)pyrrolidin-1-yl)methyl)phenoxy)benzamide, 3-Fluoro-4-[4-[[(2S)-2-(3-fluorophenyl)-1-pyrrolidinyl]methyl]phenoxy]benzamide, 4-[4-[[(2S)-2-(3-Fluorophenyl)-1-pyrrolidinyl]methyl]phenoxy]-3-fluorobenzamide, FP3FBZ, LY 2444296, LY-2444296

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5 MG
$84.83
25 MG
$360.00

About This Item

Empirical Formula (Hill Notation):
C24H22F2N2O2
CAS Number:
1346133-11-6
Molecular Weight:
408.44
UNSPSC Code:
12352200
NACRES:
NA.77

$84.83

List Price$89.30Save 5%
Web-Only Promotion

Available to ship onMay 05, 2025Details

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assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NC(C1=CC=C(OC2=CC=C(CN3CCC[C@H]3C4=CC=CC(F)=C4)C=C2)C(F)=C1)=O

InChI

1S/C24H22F2N2O2/c25-19-4-1-3-17(13-19)22-5-2-12-28(22)15-16-6-9-20(10-7-16)30-23-11-8-18(24(27)29)14-21(23)26/h1,3-4,6-11,13-14,22H,2,5,12,15H2,(H2,27,29)/t22-/m0/s1

InChI key

WHHMECUDUQRPJT-QFIPXVFZSA-N

Biochem/physiol Actions

Brain-penetrant, orally active, short-acting, high-affinity, potent and selective κ (kappa) opioid receptor (KOR) antagonist with in vitro and in vivo efficacy.
LY2444296 is a brain-penetrant, orally active, short-acting, high-affinity, potent and selective κ (kappa) opioid receptor (KOR) antagonist (human κ/μ/δ Ki = 0.565/35.8/211 nM against diprenorphine binding; GTP-γ-S binding IC50/agonist/subtype transfectant = 1.57 nM/300 nM U69593/κ, 21.3 nM/1 μM DAMGO/μ 293 nM/30 nM DPDPE/d). LY2444296 reverses κ agonist antinociceptive efficacy in vivo (ED50 = 0.24 mg/kg p.o. against 1 mg/kg U69593 sc. by rat formalin test), decreases immobility time (10 or 30 mg/kg sc.) and prevents enhanced alcohol consumption (5 mg/kg i.p.) among mice subjected to stress by forced swimming.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000067240
0000067241
0000060644

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Rachel I Anderson et al.
Frontiers in cellular neuroscience, 10, 45-45 (2016-03-05)
Our laboratory has previously demonstrated that daily forced swim stress (FSS) prior to ethanol drinking sessions facilitates enhanced ethanol consumption in mice with a history of chronic intermittent ethanol (CIE) vapor exposure without altering ethanol intake in air-exposed controls. Because
Peng Huang et al.
Neuroscience letters, 615, 15-20 (2016-01-19)
Prototypical long-acting kappa opioid receptor (KOPR) antagonists [e.g., norbinaltorphimine (norBNI)] have been reported to exert anxiolytic-like effects in several commonly used anxiety tests in rodents including the novelty-induced hypophagia (NIH) and elevated plus maze (EPM) tests. It remains unknown if
Marta Valenza et al.
Psychopharmacology, 234(15), 2219-2231 (2017-05-28)
The recruitment of the stress circuitry contributes to a shift from positive to negative reinforcement mechanisms sustaining long-term cocaine addiction. The kappa opioid receptor (KOPr) signaling is upregulated by stress and chronic cocaine exposure. While KOPr agonists induce anhedonia and
Peng Huang et al.
European journal of pharmacology, 781, 53-59 (2016-04-06)
Kappa opioid (KOP) receptor antagonists and delta opioid (DOP) receptor agonists have antidepressant-like effects in animal tests and may be useful for treatment-resistant depression in humans. In this study, we examined whether the combination of a KOP receptor antagonist and
Brian Reed et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 43(4), 739-750 (2017-09-01)
The κ-opioid receptor (KOP-r) system and its endogenous ligands, the dynorphins, are involved in the neurobiological regulation of addictive states, and of mood. There are limited data on the impact of selective KOP-r antagonism in humans on basic biobehavioral functions
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