PRE-084

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−1
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.^[1]^[2]^[3]^[4]^[5] PRE-084 increases the expression of GDNF.^[6]

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.

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[pmid7886099-1] 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.

[pmid11728429-2] 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.

[pmid14691051-3] 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.

[pmid20081254-4] 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.

[pmid19892920-5] 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.

[6] 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.

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Clinical data

ATC code	none
Identifiers
IUPAC name 2-morpholin-4-ylethyl 1-phenylcyclohexane-1-carboxylate
CAS Number	138847-85-5^Y
PubChem CID	126402
IUPHAR/BPS	6678
ChemSpider	112335^N
CompTox Dashboard (EPA)	DTXSID40160819
Chemical and physical data
Formula	C₁₉H₂₇NO₃
Molar mass	317.429 g·mol⁻¹
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^N Key:RQHKZUBCUZVZEF-UHFFFAOYSA-N^N
^NY (what is this?) (verify)