Basic information
- CAS
34661-75-1- Standard SMILES
COc1ccccc1N1CCN(CCCNc2cc(=O)n(C)c(=O)n2C)CC1- InChIKey
ICMGLRUYEQNHPF-UHFFFAOYSA-N- Molecular formula
- C20H29N5O3
- Average molar mass
- 387.5 g/mol
- Monoisotopic mass
- 387.2270398
Overview
Urapidil is a member of piperazines.
Names & identifiers
- Preferred name
- Urapidil
- IUPAC
- 6-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino]-1,3-dimethylpyrimidine-2,4-dione
- English name
- 6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyluracil
- Molecular formula
- C20H29N5O3
- Molecular weight
- 387.48
Names & synonyms
urapidil34661-75-1EbrantilUrapidilumDTXSID9021425A78GF17HJSNSC-3104056-(3-(4-(o-Methoxyphenyl)-1-piperazinyl)propylamino)-1,3-dimethyluracil6-[[3-[4-(2-Methoxyphenyl)-1-piperazinyl]propyl]amino]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedioneDTXCID5014256-((3-(4-(2-Methoxyphenyl)-1-piperazinyl)propyl)amino)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione6-[3-[4-(o-Methoxyphenyl)-1-piperazinyl]propylamino]-1,3-dimethyluracil
Show more names
Urapidil UrapidilBKUb-66256UrapidilC20H29N503Urapidil, 10 mM in DMSO4-dichlorophenoxyacetate
RefChem:933840C02CA066-(3-(4-(2-Methoxyphenyl)piperazin-1-yl)propylamino)-1,3-dimethyluracil252-130-46-((3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl)amino)-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneEupressylMediatensylUraprene
Database identifiers
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 68.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 7
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 588
Experimental & physicochemical properties
Drugs
Pharmaceuticals
Pharmaceuticals -> Listed in ZINC15
LogP1.6
Collision Cross Section178.64 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 156 · 156-158°
- Boiling point
- 513.42 °C · 513.42°C (rough estimate)
- Density
- 1.2058 · 1.2058 (rough estimate)
- refractive index
- 1.76 · 1.7600 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 25 mg/mL · DMSO: 25 mg/mL (64.52 mM); Water: < 0.1 mg/mL (insoluble)
- form
- powder to crystal
- pka
- 7.1 · 7.10(at 25℃)
- color
- White to Light yellow to Light orange
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.7% (1 of 148) of reports.
Warning
H302 (99.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 148 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (99.3%)
Toxicology
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Urapidil
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Safety data
- rtecs
- YQ9862000
- hs_code
- 2933.59.8000
- Toxicity
- LD50 in male mice, rats (mg/kg): 750, 550 orally; 260, 145 i.v. (Koenig)
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26
- Hazard statements
Chemistry & industry
Pharmacology
ATC Code
C02CA06
C - Cardiovascular system
QC - Cardiovascular system
MeSH Pharmacological Classification
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Drugs used to cause dilation of the blood vessels.
Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.
Drugs that bind to and block the activation of ADRENERGIC ALPHA-1 RECEPTORS.
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >2500
Applications
Usesantihypertensive
UsesUrapidil 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.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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