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Practolol

Practolol structure

CAS No:
6673-35-4
Formula:
C14H22N2O3
Chemical Name:
Practolol
Synonyms:
Acetamide,N-[4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-;Acetanilide,4′-[2-hydroxy-3-(isopropylamino)propoxy]-;N-[4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]acetamide;ICI 50172;Eraldin;Practolol;AY 21011;4′-[2-Hydroxy-3-(isopropylamino)propoxy]acetanilide;1-(4-Acetamidophenoxy)-3-isopropylamino-2-propanol;Dalzic;Teranol;DL-4′-[2-Hydroxy-3-(isopropylamino)propoxy]acetanilide;(±)-Practolol;dl-Practolol;Racemic Practolol;23313-50-0
Categories:
Organic Chemistry > Amides

Description

N-[4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]PHENYL]ACETAMIDE is White Solid

Solid

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 propanolamine, a member of ethanolamines, a secondary alcohol, a member of acetamides and a secondary amino compound.|A beta-adrenergic antagonist that has been used in the emergency treatment of cardiac arrhythmias.|A beta-1 adrenergic antagonist that has been used in the emergency treatment of CARDIAC ARRYTHMIAS.

Practolol Basic Attributes

Molecular Weight：

266.34

Exact Mass：

266.34

EC Number：

229-712-1

DSSTox ID：

DTXSID0021179

ATC Code：

C - Cardiovascular system

HScode：

2924299090

Characteristics

PSA：

70.6

XLogP3：

0.79

Appearance：

Solid

Density：

1.0807 (rough estimate)

Melting Point：

134-136 °C

Boiling Point：

409.54°C (rough estimate)

Refractive Index：

1.5110 (estimate)

Water Solubility：

4.90e-01 g/L

Safety Information

Transport codes：

NONH for all modes of transport

RTECS Number：

AE4222000

Toxicity

Toxicity Summary：

Symptoms of overdose include abdominal irritation, central nervous system depression, coma, extremely slow heartbeat, heart failure, lethargy, low blood pressure, and wheezing.

Drug Information

Drug Indication：

Used in the emergency treatment of cardiac arrhythmias.

Pharmacology：

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.

MeSH：

Drugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Antagonists.)|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. (See all compounds classified as Anti-Arrhythmia Agents.)

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 Entry Terms：

Dalzic

Practolol Use and Manufacturing

Uses

Practolol is a selective adrenergic β-receptor blocking drug with antihyperstensive activity. Practolol has been used in the emergency treatment of cardiac arrhythmias.

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:266.34
XLogP3:0.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:266.16304257
Monoisotopic Mass:266.16304257
Topological Polar Surface Area:70.6
Heavy Atom Count:19
Complexity:263
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes