Lecozotan

Lecozotan
Identifiers
	IUPAC name 4-Cyano-N-[(2R)-2-[4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazinyl]propyl]-N-2-pyridinylbenzamide hydrochloride;
CAS Number	434283-16-6;
PubChem CID	10116877;
ChemSpider	8292400;
UNII	48854OTZ5E;
KEGG	D04683 ;
ChEMBL	ChEMBL372205;
CompTox Dashboard (EPA)	DTXSID20195826 ;
Chemical and physical data
Formula	C28H30ClN5O3
Molar mass	520.03 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@H](CN(C1=CC=CC=N1)C(=O)C2=CC=C(C=C2)C#N)N3CCN(CC3)C4=C5C(=CC=C4)OCCO5;
	InChI InChI=1S/C28H29N5O3/c1-21(31-13-15-32(16-14-31)24-5-4-6-25-27(24)36-18-17-35-25)20-33(26-7-2-3-12-30-26)28(34)23-10-8-22(19-29)9-11-23/h2-12,21H,13-18,20H2,1H3/t21-/m1/s1; Key:NRPQELCNMADTOZ-OAQYLSRUSA-N;
	(verify)

Lecozotan is an investigational drug by Wyeth tested for improvement of cognitive functions of Alzheimer's disease patients.^[1] As of June 2008^[update], the first Phase III clinical trial has been completed.^[2]

Method of action

Lecozotan is a competitive, selective 5-HT_1A receptor antagonist^[3] which enhances the potassium-stimulated release of acetylcholine and glutamate.^[4]

^ Spreitzer H (August 13, 2008). "Neue Wirkstoffe - Lecozotan". Österreichische Apothekerzeitung (in German) (17/2007): 805.
^ ClinicalTrials
^ Schechter LE, Smith DL, Rosenzweig-Lipson S, Sukoff SJ, Dawson LA, Marquis K, et al. (September 2005). "Lecozotan (SRA-333): a selective serotonin 1A receptor antagonist that enhances the stimulated release of glutamate and acetylcholine in the hippocampus and possesses cognitive-enhancing properties". The Journal of Pharmacology and Experimental Therapeutics. 314 (3): 1274–89. arXiv:1506.05421. doi:10.1124/jpet.105.086363. PMID 15951399. S2CID 16444551.
^ Childers Jr WE, Harrison, BL, Abou-Gharbia, MA, Raje, S, Parks, V, Pangalos, MN, Schechter, LE (2007). "Lecozotan Hydrochloride". Drugs of the Future. 32 (5): 399–407. doi:10.1358/dof.2007.032.05.1092901.

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Identifiers

IUPAC name 4-Cyano-N-[(2R)-2-[4-(2,3-dihydro-1,4-benzodioxin-5-yl)-1-piperazinyl]propyl]-N-2-pyridinylbenzamide hydrochloride
CAS Number	434283-16-6
PubChem CID	10116877
ChemSpider	8292400
UNII	48854OTZ5E
KEGG	D04683^Y
ChEMBL	ChEMBL372205
CompTox Dashboard (EPA)	DTXSID20195826
Chemical and physical data
Formula	C₂₈H₃₀ClN₅O₃
Molar mass	520.03 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@H](CN(C1=CC=CC=N1)C(=O)C2=CC=C(C=C2)C#N)N3CCN(CC3)C4=C5C(=CC=C4)OCCO5
InChI InChI=1S/C28H29N5O3/c1-21(31-13-15-32(16-14-31)24-5-4-6-25-27(24)36-18-17-35-25)20-33(26-7-2-3-12-30-26)28(34)23-10-8-22(19-29)9-11-23/h2-12,21H,13-18,20H2,1H3/t21-/m1/s1 Key:NRPQELCNMADTOZ-OAQYLSRUSA-N
(verify)