| Identification | More | [Name]
6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil | [CAS]
34661-75-1 | [Synonyms]
6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil
URAPIDIL
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
ebrantil
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 | [EINECS(EC#)]
252-130-4 | [Molecular Formula]
C20H29N5O3 | [MDL Number]
MFCD00133908 | [Molecular Weight]
387.48 | [MOL File]
34661-75-1.mol |
| Chemical Properties | Back Directory | [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 Data | Back Directory | [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) |
| Hazard Information | Back Directory | [Originator]
Ebrantil,Byk Gulden,W. Germany,1978 | [Uses]
antihypertensive | [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 |
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