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OSU-6162

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
OSU-6162
Clinical data
ATC code
  • none
Identifiers
  • (3S)-3-[3-(methylsulfonyl)phenyl]-1-propylpiperidine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.216.320Edit this at Wikidata
Chemical and physical data
FormulaC15H23NO2S
Molar mass281.41 g·mol−1
3D model (JSmol)
  • CCCN1CCC[C@H](C1)C2=CC(=CC=C2)S(=O)(=O)C
  • InChI=1S/C15H23NO2S/c1-3-9-16-10-5-7-14(12-16)13-6-4-8-15(11-13)19(2,17)18/h4,6,8,11,14H,3,5,7,9-10,12H2,1-2H3/t14-/m1/s1
  • Key:GZVBVBMMNFIXGE-CQSZACIVSA-N

OSU-6162 (PNU-96391) is a compound which acts as apartial agonist at bothdopamine D2 receptors and5-HT2A receptors. It acts as a dopamine stabilizer in a similar manner to the closely related drugpridopidine, and hasantipsychotic, anti-addictive and anti-Parkinsonian effects in animal studies.[1][2][3][4][5][6][7][8][9][10][11][12][13][14] Bothenantiomers show similar activity but with different ratios of effects, with the (S) enantiomer (–)-OSU-6162 that is more commonly used in research, having higherbinding affinity to D2 but is a weaker partial agonist at 5-HT2A, while the (R) enantiomer (+)-OSU-6162 has higher efficacy at 5-HT2A but lower D2 affinity.[15][16]

See also

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References

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  1. ^Ekesbo A, Andrén PE, Gunne LM, Tedroff J (July 1997). "(-)-OSU 6162 inhibits levodopa-induced dyskinesias in a monkey model of Parkinson's disease".NeuroReport.8 (11):2567–70.doi:10.1097/00001756-199707280-00029.PMID 9261828.S2CID 29806568.
  2. ^Tedroff J, Torstenson R, Hartvig P, Sonesson C, Waters N, Carlsson A, et al. (April 1998). "Effects of the substituted (S)-3-phenylpiperidine (-)-OSU6162 on PET measurements in subhuman primates: evidence for tone-dependent normalization of striatal dopaminergic activity".Synapse.28 (4):280–7.doi:10.1002/(SICI)1098-2396(199804)28:4<280::AID-SYN3>3.0.CO;2-5.PMID 9517836.S2CID 2090820.
  3. ^Tedroff J, Ekesbo A, Sonesson C, Waters N, Carlsson A (October 1999). "Long-lasting improvement following (-)-OSU6162 in a patient with Huntington's disease".Neurology.53 (7):1605–6.doi:10.1212/wnl.53.7.1605.PMID 10534281.
  4. ^Nichols NF, Cimini MG, Haas JV, Staton BA, Tedroff J, Svensson KA (October 2002). "PNU-96391A (OSU6162) antagonizes the development of behavioral sensitization induced by dopamine agonists in a rat model for Parkinson's disease".Neuropharmacology.43 (5):817–24.doi:10.1016/s0028-3908(02)00144-2.PMID 12384167.S2CID 22101873.
  5. ^Tamminga CA, Carlsson A (April 2002). "Partial dopamine agonists and dopaminergic stabilizers, in the treatment of psychosis".Current Drug Targets. CNS and Neurological Disorders.1 (2):141–7.doi:10.2174/1568007024606195.PMID 12769623.
  6. ^Brandt-Christensen M, Andersen MB, Fink-Jensen A, Werge T, Gerlach J (January 2006). "The substituted (S)-3-phenylpiperidine (-)-OSU6162 reduces apomorphine- and amphetamine-induced behaviour in Cebus apella monkeys".Journal of Neural Transmission.113 (1):11–9.doi:10.1007/s00702-005-0297-1.PMID 15795789.S2CID 21099503.
  7. ^Rung JP, Carlsson A, Markinhuhta KR, Carlsson ML (June 2005). "The dopaminergic stabilizers (-)-OSU6162 and ACR16 reverse (+)-MK-801-induced social withdrawal in rats".Progress in Neuro-Psychopharmacology & Biological Psychiatry.29 (5):833–9.doi:10.1016/j.pnpbp.2005.03.003.PMID 15913873.S2CID 20868201.
  8. ^Natesan S, Svensson KA, Reckless GE, Nobrega JN, Barlow KB, Johansson AM, Kapur S (August 2006). "The dopamine stabilizers (S)-(-)-(3-methanesulfonyl-phenyl)-1-propyl-piperidine [(-)-OSU6162] and 4-(3-methanesulfonylphenyl)-1-propyl-piperidine (ACR16) show high in vivo D2 receptor occupancy, antipsychotic-like efficacy, and low potential for motor side effects in the rat".The Journal of Pharmacology and Experimental Therapeutics.318 (2):810–8.doi:10.1124/jpet.106.102905.PMID 16648369.S2CID 9385308.
  9. ^Seeman P, Guan HC (February 2007). "Dopamine partial agonist action of (-)OSU6162 is consistent with dopamine hyperactivity in psychosis".European Journal of Pharmacology.557 (2–3):151–3.doi:10.1016/j.ejphar.2006.11.016.PMID 17157291.
  10. ^Lahti RA, Tamminga CA, Carlsson A (September 2007). "Stimulating and inhibitory effects of the dopamine "stabilizer" (-)-OSU6162 on dopamine D2 receptor function in vitro".Journal of Neural Transmission.114 (9):1143–6.doi:10.1007/s00702-007-0784-7.PMID 17612788.S2CID 23496944.
  11. ^Rung JP, Rung E, Helgeson L, Johansson AM, Svensson K, Carlsson A, Carlsson ML (June 2008). "Effects of (-)-OSU6162 and ACR16 on motor activity in rats, indicating a unique mechanism of dopaminergic stabilization".Journal of Neural Transmission.115 (6):899–908.doi:10.1007/s00702-008-0038-3.PMID 18351286.S2CID 20687327.
  12. ^Benaliouad F, Kapur S, Natesan S, Rompré PP (June 2009). "Effects of the dopamine stabilizer, OSU-6162, on brain stimulation reward and on quinpirole-induced changes in reward and locomotion".European Neuropsychopharmacology.19 (6):416–30.doi:10.1016/j.euroneuro.2009.01.014.PMID 19269794.S2CID 19419177.
  13. ^Dyhring T, Nielsen EØ, Sonesson C, Pettersson F, Karlsson J, Svensson P, et al. (February 2010). "The dopaminergic stabilizers pridopidine (ACR16) and (-)-OSU6162 display dopamine D(2) receptor antagonism and fast receptor dissociation properties".European Journal of Pharmacology.628 (1–3):19–26.doi:10.1016/j.ejphar.2009.11.025.PMID 19919834.
  14. ^Kara E, Lin H, Svensson K, Johansson AM, Strange PG (November 2010)."Analysis of the actions of the novel dopamine receptor-directed compounds (S)-OSU6162 and ACR16 at the D2 dopamine receptor".British Journal of Pharmacology.161 (6):1343–50.doi:10.1111/j.1476-5381.2010.01010.x.PMC 3000658.PMID 20804495.
  15. ^Carlsson ML, Burstein ES, Kloberg A, Hansson S, Schedwin A, Nilsson M, et al. (November 2011). "I. In vivo evidence for partial agonist effects of (-)-OSU6162 and (+)-OSU6162 on 5-HT2A serotonin receptors".Journal of Neural Transmission.118 (11):1511–22.doi:10.1007/s00702-011-0704-8.PMID 21874578.S2CID 43580367.
  16. ^Burstein ES, Carlsson ML, Owens M, Ma JN, Schiffer HH, Carlsson A, Hacksell U (November 2011). "II. In vitro evidence that (-)-OSU6162 and (+)-OSU6162 produce their behavioral effects through 5-HT2A serotonin and D2 dopamine receptors".Journal of Neural Transmission.118 (11):1523–33.doi:10.1007/s00702-011-0701-y.PMID 21866391.S2CID 763630.


D1-like
Agonists
PAMs
Antagonists
D2-like
Agonists
Antagonists
5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT37
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
(and further-extended)
Catecholamines
(and close relatives)
Cyclized
phenethylamines
Phenylalkylpyrrolidines
2-Benzylpiperidines
(phenidates)
Phenylmorpholines
(phenmetrazines)
Phenyloxazolamines
(aminorexes)
Isoquinolines and
tetrahydroisoquinolines
2-Aminoindanes
2-Aminotetralins
Others / unsorted
Related compounds
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