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 hydrochloride 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 α1over α2-ARs and to 5-HT1A over 5-HT1B and 5-HT2 receptors. Urapidil also inhibits cAMP accumulation induced by forskolin in calf hippocampus as a functional model for 5-HT1A receptors and is a β1-AR antagonist.
Used in Pharmaceutical Industry:
Urapidil hydrochloride is used as an antihypertensive agent for treating high blood pressure. It works by blocking α1-adrenergic receptors, leading to vasodilation and a reduction in blood pressure.
Used in Neuropharmacology Research:
Urapidil hydrochloride is used as a serotonergic receptor agonist for studying the role of 5-HT1A receptors in various neurological and psychiatric disorders. Its partial agonist activity at 5-HT1A receptors allows researchers to investigate the effects of this receptor subtype on mood, anxiety, and other central nervous system functions.
Used in Cardiology Research:
Urapidil hydrochloride is used as a β1-adrenergic receptor antagonist for studying the effects of β1-ARs on heart rate and cardiac function. Its ability to inhibit the positive chronotropic response induced by isoproterenol in isolated rat atria helps researchers understand the role of β1-ARs in heart rate regulation and the potential therapeutic applications of β1-AR antagonists in cardiovascular diseases.

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