Basic information
- CAS
6673-35-4- Standard SMILES
CC(=O)Nc1ccc(OCC(O)CNC(C)C)cc1- InChIKey
DURULFYMVIFBIR-UHFFFAOYSA-N- Molecular formula
- C14H22N2O3
- Average molar mass
- 266.34 g/mol
- Monoisotopic mass
- 266.16304257
Overview
Practolol is N-(4-Hydroxyphenyl)acetamide in which the hydrogen of the phenolic hydroxy group is substituted by a 3-(isopropylaminoamino)-2-hydroxypropyl group. A selective beta blocker, it has been used in the emergency treatment of cardiac arrhythmias. It has a role as a beta-adrenergic antagonist and an anti-arrhythmia drug. It is a member of acetamides, a member of ethanolamines, a propanolamine, a secondary alcohol and a secondary amino compound.
Names & identifiers
- Preferred name
- Practolol
- IUPAC
- N-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide
- English name
- Practolol
- Molecular formula
- C14H22N2O3
- Molecular weight
- 266.34
Names & synonyms
practolol6673-35-4DalzicEraldinPractololumICI 50172ICI-50172N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDEDTXSID00211791-(4-Acetamidophenoxy)-3-isopropylamino-2-propanolN-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]acetamide(+-)-Practolol
Show more names
ay21011ici50172practalolZefamenibpraktololudl-Practololrac Practolol
4'-(2-Hydroxy-3-(isopropylamino)propoxy)acetanilideN-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)acetamideAY-21011N-(4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)acetamideSUG9176GRWAY-21,011I.C.I. 50,172Acetamide, N-(4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)-
Database identifiers
- CAS
6673-35-4- PubChem CID
- 4883
- DTXSID
DTXSID0021179- ChEMBL
CHEMBL6995
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 70.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 7
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 263
Experimental & physicochemical properties
LogP
0.79
0.74
Solubility4.90e-01 g/L
Human DrugsPharmaceuticals
Melting Point
134-136 °C
134 - 136 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 134 · 134-136° (BuOAc)
- Boiling point
- 409.54 °C · 409.54°C (rough estimate)
- Density
- 1.0807 · 1.0807 (rough estimate)
- refractive index
- 1.511 · 1.5110 (estimate)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
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
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P264, P270, P280, P301+P317, P302+P352, P318, P319, P321, P330, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - Acetamide, N-[4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (50%)
Chemistry & industry
Pharmacology
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Pharmacodynamics
Practolol is a beta-adrenergic receptor antagonist that has been used in the emergency treatment of cardiac arrhythmias. Beta blockers inhibit normal epinephrine-mediated sympathetic actions, but have minimal effect on resting subjects. That is, they reduce the effect of excitement/physical exertion on heart rate and force of contraction and dilation of blood vessels.
Mechanism of Action
Like other beta-adrenergic antagonists, practolol competes with adrenergic neurotransmitters such as catecholamines for binding at sympathetic receptor sites. Like propranolol and timolol, practolol binds at beta(1)-adrenergic receptors in the heart and vascular smooth muscle, inhibiting the effects of the catecholamines epinephrine and norepinephrine and decreasing heart rate, cardiac output, and systolic and diastolic blood pressure.
MeSH Pharmacological Classification
Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.
Drugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS.
Cellular LocationsMembrane
Metabolite PathwaysPractolol Action Pathway
Uses & manufacturing
Use ClassificationPharmaceuticals
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…