Eltoprazine

HCID 65853

Substructure search Find similar structures

Basic information

CAS: 98224-03-4
Standard SMILES: c1cc2c(c(N3CCNCC3)c1)OCCO2
InChIKey: WVLHGCRWEHCIOT-UHFFFAOYSA-N
Molecular formula: C12H16N2O2
Average molar mass: 220.27 g/mol
Monoisotopic mass: 220.12117775

Overview

Eltoprazine is a member of the class of piperazines that is 1,4-benzodioxane substituted by a piperazin-1-yl group at position 5. It exhibits strong antidyskinetic effects and was previously in clinical trials for the management of aggressive behaviours. It has a role as an anxiolytic drug, a serotonergic agonist and an antidyskinesia agent. It is a member of piperazines, a tertiary amino compound and a benzodioxine.

Names & identifiers

Preferred name: Eltoprazine
IUPAC: 1-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazine
English name: 1-(2,3-Dihydro-1,4-benzodioxin-5-yl)-piperazine hydrochloride
Molecular formula: C12H16N2O2
Molecular weight: 220.27

Names & synonyms

Eltoprazine98224-03-41-(2,3-dihydro-1,4-benzodioxin-5-yl)piperazineEltoprazinaEltoprazinumDU-28853510M006KO6DTXSID5048425RefChem:136558DTXCID3028398872-479-11-(2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)piperazine

Show more names

EltoprazineHClEltoprazine (DU-28853)ELTOPRAZINE HYDROCHLORIDE5-Piperazino-2,3-dihydro-1,4-benzodioxin5-(Piperazin-1-yl)-2,3-dihydro-1,4-benzodioxinN-(2,3-Dihydrobenzo[1,4]dioxin-5-yl)piperazine4(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazine1-[(2,3-Dihydro-1,4-benzodioxin)-5-yl]piperazinePiperazine, 1-(2,3-dihydro-1,4-benzodioxin-5-yl)-

1-(2,3-Dihydro-benzo[1,4]dioxin-5-yl)-piperazineEltoprazine [INN]1-(1,4-Benzodioxan-5-yl)piperazineMFCD00868056CHEMBL2826144-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazineDU 28853Eltoprazinum [Latin]

Database identifiers

CAS: 98224-03-4
PubChem CID: 65853
DTXSID: DTXSID5048425
ChEMBL: CHEMBL282614
ChEBI: CHEBI:234413
UNII: 510M006KO6
EC Number: 872-479-1
Nikkaji: J258.510C

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 33.7 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 16
Formal charge: 0
Complexity: 231

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

storage temp.: Store at RT
solubility: 25 mg/mL · DMSO : ≥ 25 mg/mL (113.50 mM)
form: Powder
color: White to off-white
FDA UNII: 510 M006KO6 · 510M006KO6
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationEndogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.