MS-377

MS-377^[1]^[2]
Names
	IUPAC name (3R)-1-(4-Chlorophenyl)-3-[[4-(2-methoxyethyl)piperazin-1-yl]methyl]pyrrolidin-2-one
Identifiers
CAS Number	206862-30-8 (free base); 206862-48-8 (L-tartrate);
3D model (JSmol)	Interactive image;
ChemSpider	4095365;
PubChem CID	9892249;
	InChI 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;
	SMILES COCCN1CCN(CC1)C[C@H]2CCN(C2=O)C3=CC=C(C=C3)Cl;
Properties
Chemical formula	C18H26ClN3O2
Molar mass	351.88 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

MS-377 is a selective antagonist of the sigma-1 receptor.^[3] It possesses anti-psychotic properties.

Properties

MS-377 acts selectively at the sigma-1 receptor as an antagonist. It does not act on dopamine or serotonin receptors unlike most anti-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 and D₂ receptors, suggesting that it is selective for the sigma-1 receptor.^[4]

Despite not acting at serotonin and dopamine receptors, it still affects those monoamine systems. It has been shown that MS-377 reduced the release of serotonin and dopamine induced by PCP.^[5] It has also been shown to decrease methamphetamine behavioral sensitization,^[6] this is also observed with other sigma antagonists.^[7]

References

^ "MS-377 free base".
^ "Xj9U35H4R3".
^ "Drug Information | Therapeutic Target Database". idrblab.net. Retrieved 2024-02-16.
^ 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.
^ 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.
^ 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.
^ 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.

[1] "MS-377 free base".

[2] "Xj9U35H4R3".

[3] "Drug Information | Therapeutic Target Database". idrblab.net. Retrieved 2024-02-16.

[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.

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