Urapidil

Base Information

• Chemical Name: Urapidil
• CAS No.: 34661-75-1
• Molecular Formula: C20H29N5O3
• Molecular Weight: 387.482
• European Community (EC) Number: 252-130-4
• NSC Number: 310405
• UNII: A78GF17HJS
• DSSTox Substance ID: DTXSID9021425
• Nikkaji Number: J19.690H
• Wikipedia: Urapidil
• Wikidata: Q418922
• NCI Thesaurus Code: C152806
• Pharos Ligand ID: GPGPTFAXVNQ7
• Metabolomics Workbench ID: 153607
• ChEMBL ID: CHEMBL279229
• Mol file: 34661-75-1.mol

Synonyms:6-(3-(4-(o-methoxyphenyl)-1-piperazinyl)propylamino)-1,3-dimethyluracil;Ebrantil;urapidil;urapidil monohydrochloride;urapidil, 2,3-(14)C2-labeled;urapidil, 5-(14)C-labeled

Chemical Property of Urapidil

Chemical Property:

• Vapor Pressure: 4.22E-12mmHg at 25°C
• Melting Point: 156-158°
• Refractive Index: 1.622
• Boiling Point: 549 °C at 760 mmHg
• PKA: 7.10(at 25℃)
• Flash Point: 285.8 °C
• PSA: 71.74000
• Density: 1.26 g/cm³
• LogP: 1.59470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 387.22703980
• Heavy Atom Count: 28
• Complexity: 588

Purity/Quality:

99% ^*data from raw suppliers

Urapidil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=CC(=O)N(C1=O)C)NCCCN2CCN(CC2)C3=CC=CC=C3OC
• Recent ClinicalTrials: Intensive Ambulance-delivered Blood Pressure Reduction in Hyper-Acute Stroke Trial
• Recent EU Clinical Trials: Intensive treatment of blood pressure in acute ischemic stroke. TICA 2 study.
• Recent NIPH Clinical Trials: Randomized comparative clinical study on alpha 1 receptor blockers silodosin and urapidil for female lower urinary tract symptoms
• Uses: antihypertensive Urapidil 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.
• Therapeutic Function: Hypotensive

Technology Process of Urapidil

There total 5 articles about Urapidil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.2%

1,3-Dimethyl-6-chlorouracil (6972-27-6) + 3-(4-(2-methoxyphenyl)piperazin-1-yl)propylamine (20529-23-1) → urapidil (34661-75-1)

Guidance literature:

With sodium carbonate; In water; at 60 ℃; for 2h; Reagent/catalyst;

Reference yield: 83.2%

6-(3-chloropropyl)-1,3-dimethyluracil + 1-(2-methoxyphenyl)piperazine hydrochloride (5464-78-8) → urapidil (34661-75-1)

Guidance literature:

With palladium diacetate; potassium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In 1,4-dioxane; at 20 ℃; for 6.5h; Solvent; Reagent/catalyst; Inert atmosphere; Industrial scale;

Reference yield: 82.5%

1-(2-methoxyphenyl)piperazine hydrochloride (5464-78-8) + 6?(3?chloropropyl)amino?1,3?dimethyluracil (34654-81-4) → urapidil (34661-75-1)

Guidance literature:

1-(2-methoxyphenyl)piperazine hydrochloride; With sodium carbonate; β‐cyclodextrin; In water; at 25 ℃;

6-[(3-chloropropyl)amino]-1,3-dimethyluracil; In water; at 95 ℃; Concentration; Temperature; Kinetics;

DOI:10.1016/j.apcata.2012.01.030

upstream raw materials:

1-(2-methoxyphenyl)piperazine hydrochloride

6?(3?chloropropyl)amino?1,3?dimethyluracil

1,3-Dimethyl-6-chlorouracil

3-(4-(2-methoxyphenyl)piperazin-1-yl)propylamine

Downstream raw materials:

N,N'-Dimethylurea

1,3-dimethylbarbituric acid

3-(4-(2-methoxyphenyl)piperazin-1-yl)propylamine

Refernces

• 1、 -. "Preparation method of urapidil". . . Retrieved 2022/02/24.
• 2、 -. "Urapidil a preparation process of a hydrochloric acid". Paragraph 0037. . Retrieved 2017/02/09.