Name: 1-(2,3-DIHYDRO-1,4-BENZODIOXIN-5-YL)-PIPERAZINE HYDROCHLORIDE
SKU: 98224-03-4

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Basic Information

Molecular Structure:
CAS No.:	98224-03-4
Name:	1-(2,3-DIHYDRO-1,4-BENZODIOXIN-5-YL)-PIPERAZINE HYDROCHLORIDE
Article Data:	11

Formula:	C₁₂H₁₆N₂O₂
Molecular Weight:	220.271
Synonyms:	1,4-Benzodioxin,piperazine deriv.;1-(2,3-Dihydro-1,4-benzodioxan-5-yl)piperazine;1-(2,3-Dihydro-1,4-benzodioxin-5-yl)piperazine;4-(2,3-Dihydro-1,4-benzodioxin-5-yl)-1-piperazine;4-(2,3-Dihydrobenzo[1,4]dioxin-5-yl)piperazine;N-(2,3-Dihydrobenzo[1,4]dioxin-5-yl)piperazine;Piperazine,1-(2,3-dihydro-1,4-benzodioxin-5-yl)-;
Density:	1.18g/cm³
Boiling Point:	384.3°Cat760mmHg
Flash Point:	186.2°C
PSA:	33.73000
LogP:	1.26120

Synthetic route

: 110-85-0
piperazine

5-bromo-2,3-dihydrobenzo[1,4]dioxin: 58328-39-5
5-bromo-2,3-dihydrobenzo[1,4]dioxin

: 98224-03-4
eltoprazine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 100℃; for 4h; Sealed tube;	59%

: 821-48-7
bis-(2-chloroethyl)amine hydrochloride

: 16081-45-1
1,4-benzodioxan-5-amine

: 98224-03-4
eltoprazine

Conditions

Conditions	Yield
In chlorobenzene Reflux;	51%
With potassium carbonate In chlorobenzene for 24h; Heating;
With sodium hydroxide In chlorobenzene
In sodium hydroxide; chlorobenzene
In sodium hydroxide; chlorobenzene

: 4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazine-1-carboxylic acid tert-butyl ester

: 98224-03-4
eltoprazine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane Ambient temperature; Yield given;

: 58328-39-5
5-bromo-2,3-dihydrobenzo[1,4]dioxin

: 98224-03-4
eltoprazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tri(o-tolyl)phosphine, bis(dibenzylideneacetone)palladium(O), sodium tert-butoxide / toluene / 100 °C 2: trifluoroacetic acid / CH2Cl2 / Ambient temperature View Scheme

: 4442-53-9
2,3-dihydro-1,4-benzodioxine-5-carboxylic acid

: 98224-03-4
eltoprazine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: triethylamine / water; acetone / 0 °C 2.1: sodium azide / water; acetone 2.2: Heating 3.1: hydrogenchloride / water / Reflux 4.1: chlorobenzene / Reflux View Scheme

: C12H12O6

: 98224-03-4
eltoprazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium azide / water; acetone 1.2: Heating 2.1: hydrogenchloride / water / Reflux 3.1: chlorobenzene / Reflux View Scheme

: 1155139-88-0
C9H7NO3

: 98224-03-4
eltoprazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / water / Reflux 2: chlorobenzene / Reflux View Scheme

: 1775-27-5
2-bromoindanone

: 98224-03-4
eltoprazine

: 2-[4-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazin-1-yl]-1-indanone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;	100%

: 3389-21-7
3-(2-bromoethyl)-1H-indole

: 98224-03-4
eltoprazine

: 3-[2-[4-(1,4-Benzodioxan-5-yl)piperazin-1-yl]ethyl]-1H-indole

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; potassium iodide In acetonitrile Heating;	99%

: 50-00-0
formaldehyd

: 98224-03-4
eltoprazine

: 4705-52-6
6,7,8,8a-tetrahydro-5H-imidazo[1,5-a]pyridine-1,3(2H,5H)-dione

: 2-[[4-(2,3-dihydro-1,4-benzodioxan-5-yl)piperazin-1-yl]methyl]-1,3-dioxoperhydroimidazo[1,5-a]pyridine

Conditions

Conditions	Yield
In methanol; water Mannich reaction; Heating;	88%

...Expand

Raw Materials

16081-45-1

58328-39-5

4442-53-9

821-48-7

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Chemistry

IUPAC Name: 1-(2,3-Dihydro-1,4-benzodioxin-8-yl)piperazine
Synonyms of Eltoprazine (CAS NO.98224-03-4): Eltoprazina ; Eltoprazinum ; 1-(1,4-Benzodioxan-5-yl)piperazine
CAS NO: 98224-03-4
Molecular Formula: C₁₂H₁₆N₂O₂
Molecular Weight: 220.2676
Molecular Structure:
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 24.94 Å²
Index of Refraction: 1.562
Molar Refractivity: 60.57 cm³
Molar Volume: 186.6 cm³
Surface Tension: 42.5 dyne/cm
Density: 1.18 g/cm³
Flash Point: 186.2 °C
Enthalpy of Vaporization: 63.29 kJ/mol
Boiling Point: 384.3 °C at 760 mmHg
Vapour Pressure: 4.13E-06 mmHg at 25°C
Product Categories of Eltoprazine (CAS NO.98224-03-4): Pyrans, Piperidines &Piperazines;Pyrans, Piperidines & Piperazines
SMILES: O1c2c(OCC1)c(ccc2)N3CCNCC3
InChI: InChI=1/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
InChIKey: WVLHGCRWEHCIOT-UHFFFAOYAT
Std. 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
Std. InChIKey: WVLHGCRWEHCIOT-UHFFFAOYSA-N

Uses

Eltoprazine (CAS NO.98224-03-4) is a drug of the phenylpiperazine class which is a serenic or antiaggressive agent. It acts as an agonist at the 5-HT1A and 5-HT1B receptors and as an antagonist at the 5-HT2C receptor.