6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil Chemical Properties

Melting point:

156-158°

Boiling point:

513.42°C (rough estimate)

Density 

1.2058 (rough estimate)

refractive index 

1.7600 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO: 25 mg/mL (64.52 mM); Water: < 0.1 mg/mL (insoluble)

form 

powder to crystal

pka

7.10(at 25℃)

color 

White to Light yellow to Light orange

λmax

268nm(MeOH)(lit.)

Merck 

14,9865

CAS DataBase Reference

34661-75-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

RTECS 

YQ9862000

HS Code 

2933.59.8000

Toxicity

LD50 in male mice, rats (mg/kg): 750, 550 orally; 260, 145 i.v. (Koenig)

6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil Usage And Synthesis

Originator

Ebrantil,Byk Gulden,W. Germany,1978

Uses

antihypertensive

Uses

Urapidil is used in preparation of Urapidil Hydrochloride crystal.It is used in diagnosis and treatment of hypertensive emergencies and urgencies among Italian emergency and intensive care departments.

Definition

ChEBI: Urapidil is a member of piperazines.

Manufacturing Process

20.6 g (0.083 mol) of N-(o-methoxyphenyl)-N'-(3-aminopropyl)-piperazine and 15.7 g (0.09 mol) of 1,3-dimethyl-4-chlorouracil were boiled for 15 hours in 100 ml triethylamine. The excess triethylamine was then distilled off in vacuo and the residue was dissolved in 300 ml 1 N hydrochloric acid with subsequent filtration. The filtrate thus obtained was cooled with ice and 2 N aqueous ammonic solution was slowly added with stirring. As soon as the first precipitation appeared, a few crystals of the desired product were added to the solution. The ammoniacal suspension was stirred for one more hour, the precipitate filtered off by suction and washed with 200 ml water.
The material was purified by recrystallization from ethanol with the addition of activated carbon. In this manner 242 g 1,3-dimethyl-4-[γ-[4-(o_x0002_methoxyphenyl]-piperizinyl-(1)]propylamino] uracil having a melting point of 156°C were obtained corresponding to a yield of 75%. The purification may also be effected by boiling the material in acetone to result in similar yields.

Therapeutic Function

Hypotensive

6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil(34661-75-1)Related Product Information

• Urapidil hydrochloride
• 1-(2-Methoxyphenyl)piperazine
• 6-amino-1,5-dimethylpyrimidine-2,4(1H,3H)-dione
• URAPIDIL 5-METHYL-
• Urapidil N-Oxide
• 6-METHYLAMINO-1,3-DIMETHYLURACIL
• 1-(3-Methoxyphenyl)piperazine
• 1-(3-AMinopropyl)-4-(2-Methoxyphenyl)piperazine 97%
• 4-(3-Hydroxypropylamino)-1,3-dimethyluracil
• O-DesMethyl Urapidil
• 6-[(3-chloropropyl)amino]-1,3-dimethyluracil
• 2-Demethoxy-2-chloro urapidil
• Urapidil impurity 7
• 1,3-Dimethylbarbituric acid
• 2-Demethoxy-4-methoxy urapidil
• 6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil
• 1,3-Dimethylurea