Eltoprazine

Eltoprazine
Clinical data
Other names	DU-28,853; DU-28853
Identifiers
	IUPAC name 1-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine;
CAS Number	98224-03-4;
PubChem CID	65853;
ChemSpider	59265;
UNII	510M006KO6;
ChEMBL	ChEMBL282614;
CompTox Dashboard (EPA)	DTXSID5048425 ;
Chemical and physical data
Formula	C12H16N2O2
Molar mass	220.272 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CN(CCN1)C2=C3C(=CC=C2)OCCO3;
	InChI InChI=1S/C12H16N2O2/c1-2-10(14-6-4-13-5-7-14)12-11(3-1)15-8-9-16-12/h1-3,13H,4-9H2; Key:WVLHGCRWEHCIOT-UHFFFAOYSA-N;

Eltoprazine (developmental code name DU-28,853) is a serotonergic drug of the phenylpiperazine class which is described as a serenic, or anti-aggressive agent.^[1]^[2]^[3]

It acts as an agonist of the serotonin 5-HT_1A and 5-HT_1B receptors and as an antagonist of the serotonin 5-HT_2C receptor.^[3]^[4] The drug is closely related to fluprazine and batoprazine, which are similarly acting agents, and is also a known chemical precursor to S-15535 and lecozotan.

Eltoprazine is or was under development for the treatment of aggression, attention deficit hyperactivity disorder (ADHD), cognition disorders, and drug-induced dyskinesia, but no recent development has been reported for these indications as of February 2022.^[1] It was also under development for the treatment of psychotic disorders, but development for this indication was discontinued.^[1] Eltoprazine was originated by Solvay and was developed by Elto Pharma, PsychoGenics, and Solvay.^[1]

References

^ ^a ^b ^c ^d "Eltoprazine - Elto Pharma - AdisInsight".
^ Olivier B, Mos J, Rasmussen D (1990). "Behavioural pharmacology of the serenic, eltoprazine". Drug Metabol Drug Interact. 8 (1–2): 31–83. doi:10.1515/DMDI.1990.8.1-2.31. PMID 2091890. S2CID 27279453.
^ ^a ^b de Boer SF, Koolhaas JM (December 2005). "5-HT1A and 5-HT1B receptor agonists and aggression: a pharmacological challenge of the serotonin deficiency hypothesis". Eur J Pharmacol. 526 (1–3): 125–39. doi:10.1016/j.ejphar.2005.09.065. PMID 16310183.
^ Schipper J, Tulp MT, Sijbesma H (1990). "Neurochemical profile of eltoprazine". Drug Metabol Drug Interact. 8 (1–2): 85–114. doi:10.1515/dmdi.1990.8.1-2.85. PMID 1982626. S2CID 30096596.