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PRE-084

CAS No.
138847-85-5
Chemical Name:
PRE-084
Synonyms
I-AMB;PRE-084;J000280;BIMI1803;J-000280;4-MeO-PBP;BIMI-1803;PRE-084HCl;ZXAFC000547;ZX-AFC000547
CBNumber:
CB0211068
Molecular Formula:
C19H27NO3
Molecular Weight:
317.42
MDL Number:
MFCD00673883
MOL File:
138847-85-5.mol
Last updated:2023-06-30 15:45:59

PRE-084 Properties

Boiling point 446.6±40.0 °C(Predicted)
Density 1.103±0.06 g/cm3(Predicted)
storage temp. Store at RT
solubility H2O: ≤24 mg/mL
pka 5.99±0.10(Predicted)
form solid
color White
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
FDA UNII 74BW8WG2MQ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
WGK Germany  3

PRE-084 price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P2607 PRE-084 solid 138847-85-5 10MG $162 2024-03-01 Buy
Sigma-Aldrich P2607 PRE-084 solid 138847-85-5 50MG $724 2024-03-01 Buy
Tocris 0589 PRE-084hydrochloride ≥99%(HPLC) 138847-85-5 10 $162 2021-12-16 Buy
Tocris 0589 PRE-084hydrochloride ≥99%(HPLC) 138847-85-5 50 $670 2021-12-16 Buy
Usbiological 256320 PRE-084 hydrochloride 138847-85-5 10mg $403 2021-12-16 Buy
Product number Packaging Price Buy
P2607 10MG $162 Buy
P2607 50MG $724 Buy
0589 10 $162 Buy
0589 50 $670 Buy
256320 10mg $403 Buy

PRE-084 Chemical Properties,Uses,Production

Description

PRE084 (138847-85-8) is an agonist of the σ receptor with selectivity for the σ1 subtype?(IC50’s: σ1 = 2.2nM, σ2 = 13091nM).1?PRE-084 has demonstrated neuroprotective/restorative effects in brain injury2,3?and neurodegenerative conditions4-7.

Definition

ChEBI: 1-phenyl-1-cyclohexanecarboxylic acid 2-(4-morpholinyl)ethyl ester is a member of morpholines.

Biological Activity

High affinity, selective σ 1 agonist (K i values are 2.2 and 13091 nM for σ 1 and σ 2 receptors respectively). Selective over PCP receptors (IC 50 > 100000 nM) and several other receptor systems. Produces antiamnesic and antitussive effects in vivo .

Biochem/physiol Actions

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

storage

Store at RT

References

1) Su?et al.?(1991),?Sigma compounds derived from phencyclidine. Identification of PRE-084, a new selective sigma ligand; J. Pharmacol. Exp. Ther.?259?543 2) Griesmaier?et al.?(2012),?Neuroprotective effects of the sigma-1 receptor ligand PRE-084 against excitotoxic perinatal brain injury in newborn mice; Exp. Neurol.?237?388 3) Dong?et al.?(2016),?Sigma-1 Receptor Modulates Neuroinflammation After Traumatic Brain Injury; Cell Mol. Neurobiol.?36?639 4) Guzman-Lenis?et al.?(2009),?Selective sigma receptor agonist 2-(4-Morpholinethyl) 1-phenylcyclohexanecarboxylate (PRE084) promotes neuroprotection and neurite elongation through protein kinase C (PKC) signaling on motoneurons; Neuroscience?162?31 5) Hyrskyluoto?et al.?(2013),?Sigma-1 receptor agonist PRE084 in protective against mutant huntingtin-induced cell degeneration: involvement of calpastatin and the NF-κB pathway; Cell Death Dis.?4?e646 6) Francardo?et al.?(2014),?Pharmacological stimulation of sigma-1 receptors has neurorestorative effects in experimental parkinsonism; Brain?137(Pt7)?1998 7) Mancuso?et al.?(2012),?Sigma-1R agonist improves motor function and motoneuron survival in ALS mice; Neurotherapeutics?9?814

PRE-084 Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(4-MORPHOLINETHYL) 1-PHENYLCYCLOHEXANECARBOXYLATE HYDROCHLORIDE PRE-084 PRE-084 HYDROCHLORIDE PRE-084HCl 2-(4-morpholino)ethyl-1-phenylcyclohexane-1-carboxylate 1-Phenylcyclohexanecarboxylic acid 2-morpholinoethyl ester 4-MeO-PBP I-AMB 2-morpholin-4-ylethyl 1-phenylcyclohexane-1-carboxylate Cyclohexanecarboxylicacid, 1-phenyl-, 2-(4-morpholinyl)ethyl ester 2-(4-MORPHOLINETHYL)-1-PHENYLCYCLOHEXANECARBOXYLATE HCL PRE-084;PRE 084;PRE084 2-Morpholinoethyl 1-phenylcyclohexanecarboxylate BIMI1803 BIMI-1803 J000280 J-000280 ZXAFC000547 ZX-AFC000547 138847-85-5 732121-92-1 C19H27NO3HCl Sigma receptor pharmaceuticals