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

6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil Basic information
Product Name:6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil
Synonyms:1,3-dimethyl-6-(3-(4-(o-methoxyphenyl)-1-piperazinyl)proppylamino)-uraci;6-(3-(4-(o-methoxyphenyl)-1-piperazinyl)propylamino)-1,3-dimethyluracil;b-66256;6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil;UrapidilC20H29N503;URAPIDIL [6-((3-(4-(2-METHOXYPHENYL)-1-PIPERAZINYL)PROPYL)AMINO)-1,3-DIMETHYLURACIL];1,3-Dimethyl-6-[3-[4-(o-methoxyphenyl)piperazin-1-yl]propylamino]uracil;BKU
CAS:34661-75-1
MF:C20H29N5O3
MW:387.48
EINECS:252-130-4
Product Categories:EBRANTIL;API;API's;34661-75-1
Mol File:34661-75-1.mol
6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil Structure
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
pka7.10(at 25℃)
color White to Light yellow to Light orange
λmax268nm(MeOH)(lit.)
Merck 14,9865
CAS DataBase Reference34661-75-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26
RTECS YQ9862000
HS Code 2933.59.8000
ToxicityLD50 in male mice, rats (mg/kg): 750, 550 orally; 260, 145 i.v. (Koenig)
MSDS Information
6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil Usage And Synthesis
OriginatorEbrantil,Byk Gulden,W. Germany,1978
UsesUrapidil 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.
Usesantihypertensive
DefinitionChEBI: Urapidil is a member of piperazines.
Manufacturing Process20.6 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 FunctionHypotensive
6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil Preparation Products And Raw materials
Raw materials6-Chloro-1,3-dimethyl-2,4-(1H,3H)-pyrimidinedione
6-amino-1,5-dimethylpyrimidine-2,4(1H,3H)-dione 5-Formyl-6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil 1-Methyl-4-phenylpiperazine 2(1H)-Pyrimidinone,4-amino-3,6-dihydro-1-methyl- 6-[[3-[4-(4-Hydroxy-2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil 1-(2-Methoxyphenyl)piperazine hydrobromide 6-Amino-3-methyluracil 3-Methyl-6-methylaminouracil 5-Acetyl-6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil 6-METHYLAMINOURACIL 6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione 3-(4-phenylpiperazin-1-yl)propan-1-amine 1-(3-AMINOPROPYL)PIPERAZINE 1-(2-HYDROXYPHENYL)PIPERAZINE 1-(3-AMINOPROPYL)-4-METHYLPIPERAZINE 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil 5-METHYL-6[[3-[4-(2-METHOXYPHENYL)-1-PIPERAZINYL]PROPYL]AMINO]-1,3-DIMETHYLURACIL N-METHYL-N'-(3-AMINO PROPYL) PIPERAZINE HCL

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