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MS-377

From Wikipedia, the free encyclopedia
Sigma-1 receptor antagonist
MS-377[1][2]
Names
IUPAC name
(3R)-1-(4-Chlorophenyl)-3-[[4-(2-methoxyethyl)piperazin-1-yl]methyl]pyrrolidin-2-one
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C18H26ClN3O2/c1-24-13-12-20-8-10-21(11-9-20)14-15-6-7-22(18(15)23)17-4-2-16(19)3-5-17/h2-5,15H,6-14H2,1H3/t15-/m1/s1
    Key: DKVVPXLIRYCKCS-OAHLLOKOSA-N
  • COCCN1CCN(CC1)C[C@H]2CCN(C2=O)C3=CC=C(C=C3)Cl
Properties
C18H26ClN3O2
Molar mass351.88 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

MS-377 is a selectiveantagonist of thesigma-1 receptor.[3] It possessesanti-psychotic properties.

Properties

[edit]

MS-377 acts selectively at the sigma-1 receptor as an antagonist. It does not act ondopamine orserotonin receptors unlike mostanti-psychotics. Tests have shown that MS-377 could displace ligand binding from the sigma-1 receptor, but did this not happen at the sigma-2,5-HT2 andD2 receptors, suggesting that it is selective for the sigma-1 receptor.[4]

Despite not acting atserotonin anddopamine receptors, it still affects thosemonoamine systems. It has been shown that MS-377 reduced the release ofserotonin and dopamine induced byPCP.[5] It has also been shown to decreasemethamphetamine behavioral sensitization,[6] this is also observed with othersigma antagonists.[7]

References

[edit]
  1. ^"MS-377 free base".
  2. ^"Xj9U35H4R3".
  3. ^"Drug Information | Therapeutic Target Database".idrblab.net. Retrieved2024-02-16.
  4. ^Takahashi, S.; Sonehara, K.; Takagi, K.; Miwa, T.; Horikomi, K.; Mita, N.; Nagase, H.; Iizuka, K.; Sakai, K. (August 1999). "Pharmacological profile of MS-377, a novel antipsychotic agent with selective affinity for sigma receptors".Psychopharmacology.145 (3):295–302.doi:10.1007/s002130051061.ISSN 0033-3158.PMID 10494578.S2CID 12904841.
  5. ^Takahashi, S.; Horikomi, K.; Kato, T. (2001-09-21). "MS-377, a novel selective sigma(1) receptor ligand, reverses phencyclidine-induced release of dopamine and serotonin in rat brain".European Journal of Pharmacology.427 (3):211–219.doi:10.1016/s0014-2999(01)01254-7.ISSN 0014-2999.PMID 11567651.
  6. ^Takahashi, S.; Miwa, T.; Horikomi, K. (2000-07-28). "Involvement of sigma 1 receptors in methamphetamine-induced behavioral sensitization in rats".Neuroscience Letters.289 (1):21–24.doi:10.1016/s0304-3940(00)01258-1.ISSN 0304-3940.PMID 10899399.S2CID 54420748.
  7. ^Ujike, H.; Kanzaki, A.; Okumura, K.; Akiyama, K.; Otsuki, S. (1992). "Sigma (sigma) antagonist BMY 14802 prevents methamphetamine-induced sensitization".Life Sciences.50 (16): PL129–134.doi:10.1016/0024-3205(92)90466-3.ISSN 0024-3205.PMID 1313134.
σ1
σ2
Unsorted
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