64887-14-5

Basic information

• Product Name: Urapidil hydrochloride
• Synonyms: 6[[3-[4-(O-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)-1-PIPERAZINYL]PROPYL]AMINO]-1,3-DIMETHYL-2,4(1H,3H)-PYRIMIDINEDIONE HYDROCHLORIDE;URAPIDIL HCL;URAPIDIL HYDROCHLORIDE;URAPIDIL HYDROCHLORIDE A1 ADRENOCEPTOR A NTAG;6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil hydrochloride;6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethyl-pyrimidine-2,4-dione hydrochloride
• CAS NO: 64887-14-5
• Molecular Formula: C20H30ClN5O3
• Molecular Weight: 423.94
• EINECS: 636-348-0
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Adrenoceptor
• Mol File: 64887-14-5.mol
• Article Data: 0

Chemical Properties

• Melting Point: 156-1580C
• Boiling Point: 549 °C at 760 mmHg
• Flash Point: 285.8 °C
• Appearance: white/solid
• Vapor Pressure: 4.22E-12mmHg at 25°C
• Storage Temp.: Desiccate at RT
• Solubility: H2O: soluble
• CAS DataBase Reference: Urapidil hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Urapidil hydrochloride(64887-14-5)
• EPA Substance Registry System: Urapidil hydrochloride(64887-14-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: YQ9862000
• Hazardous Substances Data: 64887-14-5(Hazardous Substances Data)

Usage

Description

Urapidil 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 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.

Chemical Properties

White to Off-White Crystalline Powder

Uses

Different sources of media describe the Uses of 64887-14-5 differently. You can refer to the following data:
1. α1-Adrenergic antagonist; derivative of Uracil (U801000). Antihypertensive.
2. Antihypertensive;Serotonergic receptor agonist
3. a1-Adrenergic antagonist; derivative of Uracil. 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.

InChI:InChI=1/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