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P2607

Sigma-Aldrich

PRE-084

solid

Synonym(s):

2-(4-morpholinethyl)-1-phenylcyclohexanecarboxylate hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H27NO3 · HCl
Molecular Weight:
353.88
MDL number:
MFCD00673883
UNSPSC Code:
12352200
PubChem Substance ID:
24278627
NACRES:
NA.77

form

solid

solubility

H2O: ≤24 mg/mL

SMILES string

Cl.O=C(OCCN1CCOCC1)C2(CCCCC2)c3ccccc3

InChI

1S/C19H27NO3.ClH/c21-18(23-16-13-20-11-14-22-15-12-20)19(9-5-2-6-10-19)17-7-3-1-4-8-17;/h1,3-4,7-8H,2,5-6,9-16H2;1H

InChI key

QUJWFJNHTBKCLU-UHFFFAOYSA-N

Gene Information

human ... OPRS1(10280)
rat ... Oprs1(29336) , Slc6a3(24898)

Biochem/physiol Actions

PRE-084 is a potent and highly selective σ1 opioid receptor agonist. It offers neuroprotection upon embolic stroke.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T Maurice et al.
British journal of pharmacology, 127(2), 335-342 (1999-06-29)
1. Sigma (sigma) receptor ligands were previously reported to alleviate learning and memory impairments on several pharmacological and pathological rodent models of amnesia. Such effect was demonstrated as involving the sigma1 subtype of sigma receptor. 2. In this study, we
Stefanie Vogler et al.
Neuroscience letters, 610, 13-18 (2015-10-27)
Water accumulation in retinal glial (Müller) and neuronal cells resulting in cellular swelling contributes to the development of retinal edema and neurodegeneration. Sigma (σ) receptor activation is known to have neuroprotective effects in the retina. Here, we show that the
Sigma-1 receptor ligand PRE-084 reduced infarct volume, neurological deficits, pro-inflammatory cytokines and enhanced anti-inflammatory cytokines after embolic stroke in rats
Allahtavakoli M and Jarrott B
Brain Research Bulletin, 85(3-4), 219-224 (2011)
Yuriko Kimura et al.
PloS one, 8(10), e75760-e75760 (2013-10-12)
Sigma-1 receptor (Sig-1R) is an integral membrane protein predominantly expressed in the endoplasmic reticulum. Sig-1R demonstrates a high affinity to various synthetic compounds including well-known psychotherapeutic drugs in the central nervous system (CNS). For that, it is considered as an
Yan-Lin He et al.
Neuroscience bulletin, 34(5), 759-768 (2018-04-20)
Cyproheptadine (CPH), a first-generation antihistamine, enhances the delayed rectifier outward K+ current (IK) in mouse cortical neurons through a sigma-1 receptor-mediated protein kinase A pathway. In this study, we aimed to determine the effects of CPH on neuronal excitability in
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