PRE-084 - Misplaced Pages

Chemical compound Pharmaceutical compound

PRE-084
Clinical data

ATC code	none
Identifiers
IUPAC name 2-morpholin-4-ylethyl 1-phenylcyclohexane-1-carboxylate
CAS Number	138847-85-5
PubChem CID	126402
IUPHAR/BPS	6678
ChemSpider	112335
CompTox Dashboard (EPA)	DTXSID40160819
Chemical and physical data
Formula	C₁₉H₂₇NO₃
Molar mass	317.429 g·mol
3D model (JSmol)	Interactive image
SMILES c1ccccc1C2(CCCCC2)C(=O)OCCN3CCOCC3
InChI InChI=1S/C19H27NO3/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 Key:RQHKZUBCUZVZEF-UHFFFAOYSA-N
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PRE-084 is a sigma receptor agonist, selective for the σ₁ subtype. It has nootropic and antidepressant actions in animal studies, as well as antitussive and reinforcing effects. PRE-084 increases the expression of GDNF.

References

Maurice T, Su TP, Parish DW, Nabeshima T, Privat A (December 1994). "PRE-084, a sigma selective PCP derivative, attenuates MK-801-induced impairment of learning in mice". Pharmacology Biochemistry and Behavior. 49 (4): 859–69. doi:10.1016/0091-3057(94)90235-6. PMID 7886099. S2CID 54306053.
Maurice T (November 2001). "Beneficial effect of the sigma(1) receptor agonist PRE-084 against the spatial learning deficits in aged rats". European Journal of Pharmacology. 431 (2): 223–7. doi:10.1016/S0014-2999(01)01436-4. PMID 11728429.
Brown C, Fezoui M, Selig WM, Schwartz CE, Ellis JL (January 2004). "Antitussive activity of sigma-1 receptor agonists in the guinea-pig". British Journal of Pharmacology. 141 (2): 233–40. doi:10.1038/sj.bjp.0705605. PMC 1574192. PMID 14691051.
Skuza G, Rogóz Z (2009). "Antidepressant-like effect of PRE-084, a selective sigma1 receptor agonist, in Albino Swiss and C57BL/6J mice". Pharmacological Reports. 61 (6): 1179–83. doi:10.1016/S1734-1140(09)70181-1. PMID 20081254. S2CID 96025873.
Hiranita T, Soto PL, Tanda G, Katz JL (February 2010). "Reinforcing effects of sigma-receptor agonists in rats trained to self-administer cocaine". The Journal of Pharmacology and Experimental Therapeutics. 332 (2): 515–24. doi:10.1124/jpet.109.159236. PMC 2812106. PMID 19892920.
Penas C, Pascual-Font A, Mancuso R, Forés J, Casas C, Navarro X (May 2011). "Sigma receptor agonist 2-(4-morpholinethyl)1 phenylcyclohexanecarboxylate (Pre084) increases GDNF and BiP expression and promotes neuroprotection after root avulsion injury". J. Neurotrauma. 28 (5): 831–40. doi:10.1089/neu.2010.1674. PMID 21332255.

v t e Sigma receptor modulators
σ₁	Agonists: 3-PPP 4-PPBP 5-MeO-DMT Alazocine (SKF-10047) Amantadine Arketamine BD-737 BD-1052 Blarcamesine Captodiame Citalopram CGRPTooltip Calcitonin gene-related peptide Cloperastine Cocaine Cutamesine (SA-4503) Cyclazocine Dehydroepiandrosterone (DHEA) (prasterone) Dehydroepiandrosterone sulfate (DHEA-S) (prasterone sulfate) Dextrallorphan Dextromethorphan (DXM) Dextrorphan (DXO) Dimemorfan Dimethyltryptamine (DMT) Ditolylguanidine (DTG) Donepezil Eliprodil Escitalopram Fabomotizole (afobazole) Fluoxetine Fluvoxamine Ifenprodil Igmesine (JO-1784) IPAB Ketamine L-687384 MDMA (midomafetamine) Memantine Methamphetamine Methoxetamine Methylphenidate Nepinalone Neuropeptide Y Noscapine OPC-14523 Opipramol Pentazocine Pentoxyverine (carbetapentane) PRE-084 Pregnenolone Pregnenolone sulfate Pridopidine Racemethorphan (methorphan) Racemorphan (morphanol) UMB-23 UMB-82 Antagonists: 3-PPP AC-927 BD-1008 BD-1031 BD-1047 BD-1060 BD-1063 BD-1067 BMY-14802 (BMS-181100) CM-156 Dup-734 E-5842 E-52862 (S1RA) Haloperidol LR-132 LR-172 MS-377 NE-100 NPC-16377 Panamesine (EMD-57455) PD-144418 Pentazocine Progesterone Rimcazole (BW-234U) Sertraline SR-31742A Allosteric modulators: Phenytoin; Positive: Methylphenylpiracetam SOMCL-668 Unknown/unsorted: 3-Methoxydextrallorphan 3-MeO-PCP 4C-T-2 4-IBP 4-IPBS 4-MeO-PCP 5-MeO-DALT 5-MeO-DiPT Amitriptyline Azidopamil Chlorpromazine Clemastine Clomipramine Clorgiline D-Deprenyl DiPTTooltip N,N-Diisopropyltryptamine DPTTooltip N,N-Dipropyltryptamine Ibogaine Imipramine KCR-12-83.1 Nemonapride Noribogaine RHL-033 RS-67,333 RTI-55 Saffron Safinamide Selegiline Spipethiane Trifluoperazine W-18 YKP10A
σ₂	Agonists: 3-PPP Arketamine BD-1047 BD1063 Ditolylguanidine (DTG) DKR-1005 DKR-1051 Haloperidol Ifenprodil Ketamine MDMA (midomafetamine) Methamphetamine OPC-14523 Opipramol PB-28 Phencyclidine Siramesine (Lu 28-179) UKH-1114 Antagonists: AC-927 BD-1008 BD-1067 CM-156 CT-1812 LR-172 MIN-101 Panamesine (EMD-57455) SAS-0132 Unknown/unsorted: 3-Methoxydextrallorphan 3-MeO-PCE 4-MeO-PCP 5-MeO-DALT 5-MeO-DiPT Clemastine DiPTTooltip N,N-Diisopropyltryptamine DPTTooltip N,N-Dipropyltryptamine Ibogaine Lu 29-252 Nemonapride Nepinalone Noribogaine Pentazocine RS-67,333 Safinamide TMATooltip 3,4,5-Trimethoxyamphetamine UMB-23 UMB-82 W-18
Unsorted	Agonists: Berberine Ethylketazocine Fourphit Metaphit Naluzotan Tapentadol Tenocyclidine Antagonists: AHD1 AZ66 Lamotrigine Naloxone SM-21 UMB-100 UMB-101 UMB-103 UMB-116 YZ-011 YZ-069 YZ-185 Allosteric modulators: SKF-83959 Unknown/unsorted: 18-Methoxycoronaridine BMY-13980 Butaclamol Caramiphen Carvotroline Chlorphenamine (chlorpheniramine) Chlorpromazine Cinnarizine Cinuperone Clocapramine Dezocine EMD-59983 Hypericin (St. John's wort) Fluphenazine Gevotroline (WY-47384) Mepyramine (pyrilamine) Molindone Perphenazine Pimozide Proadifen Promethazine Propranolol Quinidine Remoxipride SL 82.0715 SR-31747A Tiospirone (BMY-13859) Venlafaxine
See also: Receptor/signaling modulators

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