ChemicalBook > CAS DataBase List > 1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine

1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine

Product Name
1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine
CAS No.
34161-24-5
Chemical Name
1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine
Synonyms
FIPEXIDE;1-[(p-Chlorophenoxy)acetyl]-4-piperonylpiperazine;1-(4-Chlorophenoxyacetyl)-4-(1,3-benzodioxole-5-ylmethyl)piperazine;1-(2-[4-chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine;1-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-(4-chlorophenoxy)ethanone;Ethanone, 1-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-2-(4-chlorophenoxy)-;senile,dementia,Adenylate Cyclase,Fipexide,dopaminergic,acid,SLC6A3,parachloro-phenossiacetic,performance,nootropic,inhibit,Dopamine Transporter,Inhibitor,cognitive,Adenylyl cyclase,neurotransmission,DAT
CBNumber
CB2762544
Molecular Formula
C20H21ClN2O4
Formula Weight
388.84
MOL File
34161-24-5.mol
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1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine Property

Boiling point:
559.3±50.0 °C(Predicted)
Density 
1.342±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO : ≥ 33 mg/mL (84.87 mM)
pka
6.29±0.10(Predicted)
CAS DataBase Reference
34161-24-5(CAS DataBase Reference)
NIST Chemistry Reference
Fipexide(34161-24-5)
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
F6270
Product name
Fipexide hydrochloride
Purity
analytical standard
Packaging
5g
Price
$54.7
Updated
2022/05/15
TRC
Product number
F342223
Product name
Fipexide
Packaging
100mg
Price
$55
Updated
2021/12/16
ChemScene
Product number
CS-4721
Product name
Fipexide
Purity
99.99%
Packaging
100mg
Price
$60
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0010009
Product name
FIPEXIDE
Purity
95.00%
Packaging
10MG
Price
$902.29
Updated
2021/12/16
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1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine Chemical Properties,Usage,Production

Originator

Attentil,Ravizza

Uses

psychostimulant

Uses

Fipexide is one of five potential drug candidates to overcome the melphalan-induced vascular toxicity.

Definition

ChEBI: 1-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-2-(4-chlorophenoxy)ethanone is a member of benzodioxoles.

Manufacturing Process

25.8 g (0.3 moles) of anhydrous piperazine and 32.5 ml (1.8 moles) of distilled water (or simply 58.3 g (0.3 moles) of piperazine hexahydrate) are loaded into a 250 ml flask provided with an agitator, a thermometer and a reflux condenser, together with 51.2 g (0.3 moles) of piperonyl chloride, whereupon 2 g of cetyltrimethylammonium bromide are added to the mixture with vigorous agitation, and the flask is cooled with water so that the temperature of the reaction mass under agitation does not rise above 110°C. Once the exothermic stage is exhausted, the temperature is maintained at 130°C by an external oil bath, for 90 min under agitation.
After cooling, a solid mass is obtained which is taken up with 400 ml of an aqueous solution containing 10% by weight of caustic soda to dissolve the product from the mass. The alkaline solution thus obtained is extracted twice with 500 ml of chloroform. The extract is washed with water and then evaporated to dryness. The residue is crystallised from 96% ethanol.
50.5 g (theoretical value 53.18 g) of 1,4-bispiperonylpiperazine as a paleyellowish white crystals are obtained with a melting point of 155-156°C; the hydrochloride melts with decomposition above 260°C.
Preparation of fipexidum hydrochloride:
106.3 g (0.3 moles) of 1,4-bispiperonylpiperazine are dissolved in 750 ml of hot benzene in a 2,000 ml flask provided with a stirrer and a reflux condenser and 38 g (0.45 moles) of dry, powdered sodium bicarbonate are added. After cooling to ambient temperature, 92.3 g (0.45 moles, corresponding to 63 ml) of the chloride of p-chlorophenoxyacetic acid are added slowly, with agitation, and the mixture is heated under reflux for 7 hours. The benzene is then almost totally recovered by distillation at atmospheric pressure and the residue is evaporated to dryness under vacuum. The solid residue thus obtained is taken up with 400 ml of aqueous solution at 10% sodium hydroxide (1 mole) and the alkaline liquid phase is extracted twice with 600 ml of chloroform. The chloroform extracts are joined together and washed with a little water and then agitated vigorously with a solution of 200 ml of concentrated hydrochloric acid in 300 ml of water. An abundant white precipitate is obtained. After filtration under vacuum, the precipitate is treated with boiling ethanol; the 1-((p-chlorophenoxy)acetyl)-4-piperonylpiperazine hydrochloride (fipexide hydrochloride) passes into solution while the dihydrochloride of hydrochloric acid remains undissolved and is separated by filtration while hot. The alcoholic filtrate is cooled, with consequent slow crystallization of the fipexide hydrochloride. 70.2 g of the product are obtainedwith a yield of 55%; melting point is (in Kofler) 228-230°C.

brand name

Attenil 30 conf. 20 mg;Fipexitum;Fipexium;Vigilor 200 mg cpr msfp.

Therapeutic Function

Antidepressant, Psychostimulant

World Health Organization (WHO)

Fipexide, a stimulant of the central nervous system, was introduced in 1973 for the treatment of depression and memory defects. Following its association with hepatic and hemopoietic disorders, particularly in children, the drug was withdrawn in France. Although not widely marketed, it may still remain registered elsewhere.

1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine Suppliers

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View Lastest Price from 1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine 34161-24-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-26

34161-24-5, 1-(2-[4-Chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazineRelated Search:


  • FIPEXIDE
  • 1-(2-[4-chlorophenoxy]acetyl)-4-(3,4-methylenedioxybenzyl)piperazine
  • 1-(4-Chlorophenoxyacetyl)-4-(1,3-benzodioxole-5-ylmethyl)piperazine
  • 1-[(p-Chlorophenoxy)acetyl]-4-piperonylpiperazine
  • 1-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-2-(4-chlorophenoxy)ethanone
  • Ethanone, 1-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]-2-(4-chlorophenoxy)-
  • senile,dementia,Adenylate Cyclase,Fipexide,dopaminergic,acid,SLC6A3,parachloro-phenossiacetic,performance,nootropic,inhibit,Dopamine Transporter,Inhibitor,cognitive,Adenylyl cyclase,neurotransmission,DAT
  • 34161-24-5
  • C20H21ClN2O4
  • C20H21ClN2O4HCl
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  • Analytical Standards
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