ChemicalBook--->CAS DataBase List--->138847-85-5

138847-85-5

138847-85-5 Structure

138847-85-5 Structure
IdentificationBack Directory
[Name]

PRE-084
[CAS]

138847-85-5
[Synonyms]

I-AMB
PRE-084
J000280
J-000280
BIMI1803
BIMI-1803
4-MeO-PBP
PRE-084HCl
ZXAFC000547
ZX-AFC000547
PRE-084 HYDROCHLORIDE
PRE-084;PRE 084;PRE084
2-Morpholinoethyl 1-phenylcyclohexanecarboxylate
2-(4-MORPHOLINETHYL)-1-PHENYLCYCLOHEXANECARBOXYLATE HCL
2-(4-morpholino)ethyl-1-phenylcyclohexane-1-carboxylate
2-morpholin-4-ylethyl 1-phenylcyclohexane-1-carboxylate
1-Phenylcyclohexanecarboxylic acid 2-morpholinoethyl ester
2-(4-MORPHOLINETHYL) 1-PHENYLCYCLOHEXANECARBOXYLATE HYDROCHLORIDE
Cyclohexanecarboxylicacid, 1-phenyl-, 2-(4-morpholinyl)ethyl ester
[Molecular Formula]

C19H27NO3
[MDL Number]

MFCD00673883
[MOL File]

138847-85-5.mol
[Molecular Weight]

317.42
Chemical PropertiesBack Directory
[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
[form ]

solid
[pka]

5.99±0.10(Predicted)
[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.
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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
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