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2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine

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2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine Basic information

Product Name:
2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine
Synonyms:
  • PIRIBEDIL
  • Piribendyl
  • 2-(4-(benzo[d][1,3]dioxol-5-ylMethyl)piperazin-1-yl)pyriMidine
  • 1-(2-Pyrimidyl)-4-piperonylpiperazine
  • PIRIBEDIL(FORR&DONLY0
  • PIRIBEDIOL
  • ET-495
  • EU-4200
CAS:
3605-01-4
MF:
C16H18N4O2
MW:
298.34
EINECS:
222-764-6
Product Categories:
  • Isotope labelled API
  • API
Mol File:
3605-01-4.mol
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2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine Chemical Properties

Melting point:
98°
Boiling point:
439.76°C (rough estimate)
Density 
1.1183 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
7.17±0.10(Predicted)
form 
Solid
color 
White
Merck 
14,7493
CAS DataBase Reference
3605-01-4(CAS DataBase Reference)
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Safety Information

RTECS 
UV9704000
HS Code 
2933.59.8000
Toxicity
LD50 in mice (mg/kg): 88 i.v., 690 i.p., 1460 orally (Laubie)
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2-[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]pyrimidine Usage And Synthesis

Chemical Properties

White Solid

Originator

Trivastal, Eutherapie ,France,1969

Uses

Piribedil is an antiparkisonian agent that acts as a dopamine agonist. Piribedil also displays α2-adrenergic antagonist properties. Piribedil has also been shown to counteract age-related memory impairment by improving memory and attention as well as increasing the velocity of psychomotor reactions and lability of nervous processes.

Definition

ChEBI: 2-[4-(1,3-benzodioxol-5-ylmethyl)-1-piperazinyl]pyrimidine is a N-arylpiperazine.

Manufacturing Process

To a solution of 21 g of 1-(3':4'-methylenedioxybenzyl)-piperazine in solution in 300 cc of anhydrous xylene there were added 28 g of anhydrous potassium carbonate and then 11.3 g of 2-chloropyrimidine. The suspension was then heated for 9 hours at boiling point (130°C). After this time, the mixture was cooled and extracted several times with 10% hydrochloric acid. The acid solution obtained was washed with ether and then rendered alkaline with potassium carbonate; the oily product which was separated was extracted with chloroform and this, after drying with potassium carbonate and evaporation, gave an oily residue weighing 20 g. By dissolution in boiling ethanol and crystallization, 15 g of crystals melting at 96°C were recovered.

Therapeutic Function

Vasodilator

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