ChemicalBook--->CAS DataBase List--->64887-14-5

64887-14-5

64887-14-5 Structure

64887-14-5 Structure
IdentificationBack Directory
[Name]

Urapidil hydrochloride
[CAS]

64887-14-5
[Synonyms]

URAPIDIL HCL
URAPIDIL HYDROCHLORIDE
URAPIDIL HYDROCHLORIDE A1 ADRENOCEPTOR A NTAG
6[[3-[4-(O-METHOXYPHENYL)-1-PIPERAZINYL]PROPYL]AMINO]-1,3-DIMETHYLURACIL HYDROCHLORIDE
6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil hydrochloride
6-[[3-[4-(2-METHOXYPHENYL)-1-PIPERAZINYL]PROPYL]AMINO]-1,3-DIMETHYL-2,4(1H,3H)-PYRIMIDINEDIONE
6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethylpyrimidine-2,4-dione hydrochloride
6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethyl-pyrimidine-2,4-dione hydrochloride
6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethyl-pyrimidine-2,4-quinone hydrochloride
6-[[3-[4-(2-METHOXYPHENYL)-1-PIPERAZINYL]PROPYL]AMINO]-1,3-DIMETHYL-2,4(1H,3H)-PYRIMIDINEDIONE HYDROCHLORIDE
6-[[3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione,hydrochloride (1:1)
[EINECS(EC#)]

636-348-0
[Molecular Formula]

C20H30ClN5O3
[MDL Number]

MFCD00078601
[MOL File]

64887-14-5.mol
[Molecular Weight]

423.94
Chemical PropertiesBack Directory
[Appearance]

White to Off-White Crystalline Powder
[Melting point ]

156-1580C
[storage temp. ]

Desiccate at RT
[solubility ]

H2O: soluble
[form ]

solid
[color ]

white
[Water Solubility ]

Soluble to 50 mM in water
[InChI]

InChI=1S/C20H29N5O3.ClH/c1-22-18(15-19(26)23(2)20(22)27)21-9-6-10-24-11-13-25(14-12-24)16-7-4-5-8-17(16)28-3;/h4-5,7-8,15,21H,6,9-14H2,1-3H3;1H
[InChIKey]

KTMLZVUAXJERAT-UHFFFAOYSA-N
[SMILES]

O(C1C=CC=CC=1N1CCN(CCCNC2=CC(=O)N(C)C(=O)N2C)CC1)C.Cl
Hazard InformationBack Directory
[Chemical Properties]

White to Off-White Crystalline Powder
[Uses]

a1-Adrenergic antagonist; derivative of Uracil. Antihypertensive
[Uses]

Antihypertensive;Serotonergic receptor agonist
[Uses]

α1-Adrenergic antagonist; derivative of Uracil (U801000). Antihypertensive.
[Biological Activity]

α 1 -adrenoceptor antagonist and 5-HT 1A receptor agonist (pIC 50 values are 6.13 and 6.4 respectively). Clinically used hypotensive agent.
[Description]

Urapidil(64887-14-5) is an antagonist of α1-adrenergic receptors (α1-ARs) and a partial agonist of the serotonin (5-HT) receptor subtype 5-HT1A. It selectively binds to α1- over α2-ARs (IC50s = 0.74 and 42 μM, respectively) and to 5-HT1A over 5-HT1B and 5-HT2 receptors (IC50s = 0.4, 20.4, and >10 μM, respectively) in rat cortex. Urapidil inhibits cAMP accumulation induced by forskolin in calf hippocampus as a functional model for 5-HT1A receptors (EC50 = 390 nM). It is also a β1-AR antagonist that inhibits the positive chronotropic response induced by isoproterenol (Item No. 15592) in isolated rat atria (pA2 = 6.05). Urapidil (1 μmol/kg, i.v.) lowers mean arterial pressure (MAP) in anesthetized cats, an effect that is reduced by central administration of the 5-HT1A receptor antagonist spiroxatrine.
[Side effects]

Side effects that may occur during treatment with uradil antihypertension include dizziness, fatigue, nausea, and light-headedness effects. The increases in systolic blood pressure heart rate caused by three progressive work loads bicycle exercise were not affected during urapidil, A slight reduction in forced expiratory volume was observed in some patients during treatment with beta-blocker. There was no case orthostatic hypotension during urapidil administration, despite its alpha1-blocking action. Side-effects were rare negligible[1].
[References]

[1] G LEONETTI. Comparison of the antihypertensive effect of urapidil and metoprolol in hypertension.[J]. European Journal of Clinical Pharmacology, 1986, 30 6: 637-640. DOI:10.1007/BF00608208.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P501
[Hazard Codes ]

Xn
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[RTECS ]

YQ9862000
Spectrum DetailBack Directory
[Spectrum Detail]

Urapidil hydrochloride(64887-14-5)1HNMR
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