CSP-2503

CSP-2503
Systematic (IUPAC) name
	2-[(4-naphthalen-1-ylpiperazin-1-yl)methyl]hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
ATC code	None
PubChem	CID 10317515
ChemSpider	8492979
ChEMBL	CHEMBL285066
Chemical data
Formula	C22H26N4O2
Mol. mass	378.47 g/mol
SMILES	eMolecules & PubChem
	InChI InChI=1S/C22H26N4O2/c27-21-15-25(22(28)20-9-4-10-26(20)21)16-23-11-13-24(14-12-23)19-8-3-6-17-5-1-2-7-18(17)19/h1-3,5-8,20H,4,9-16H2 ; Key:CTZWGZSINBFHFD-UHFFFAOYSA-N ;
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CSP-2503 is a potent and selective 5-HT_1A receptor agonist, 5-HT_2A receptor antagonist, and 5-HT₃ receptor antagonist of the phenylpiperazine class.^[1] First synthesized in 2003, it was designed based on computational models and QSAR studies.^[2]^[3] In rat studies, CSP-2503 has demonstrated anxiolytic effects, and thus has been suggested as a treatment for anxiety in humans with a multimodal mechanism of action.^[1]

[edit] See also

^ ^a ^b Delgado M, Caicoya AG, Greciano V, et al. (March 2005). "Anxiolytic-like effect of a serotonergic ligand with high affinity for 5-HT1A, 5-HT2A and 5-HT3 receptors". European Journal of Pharmacology 511 (1): 9–19. doi:10.1016/j.ejphar.2005.01.032. PMID 15777774. http://linkinghub.elsevier.com/retrieve/pii/S0014-2999(05)00062-2.
^ López-Rodríguez ML, Morcillo MJ, Fernández E, et al. (April 2003). "Design and synthesis of S-(-)-2-[[4-(napht-1-yl)piperazin-1-ylmethyl]-1,4-dioxoperhydropyrrolo[1,2-a]pyrazine (CSP-2503) using computational simulation. A 5-HT1A receptor agonist"]. Bioorganic & Medicinal Chemistry Letters 13 (8): 1429–32. doi:10.1016/S0960-894X(03)00160-4. PMID 12668005. http://linkinghub.elsevier.com/retrieve/pii/S0960894X03001604.
^ López-Rodríguez ML, Morcillo MJ, Fernández E, et al. (April 2005). "Synthesis and structure-activity relationships of a new model of arylpiperazines. 8. Computational simulation of ligand-receptor interaction of 5-HT(1A)R agonists with selectivity over alpha1-adrenoceptors". Journal of Medicinal Chemistry 48 (7): 2548–58. doi:10.1021/jm048999e. PMID 15801844.