| Identification | More | [Name]
Propranolol hydrochloride | [CAS]
318-98-9 | [Synonyms]
(+)-1-(ISOPROPYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL, HCL
(+/-)-1-(ISOPROPYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL, HCL
(+/-)-1-ISOPROPYLAMINO-3-(1-NAPHTHYLOXY)-2-PROPANOL HYDROCHLORIDE
1-[ISOPROPYLAMINO]-3-[1-NAPHTHYLOXY]-2-PROPANOL HYDROCHLORIDE
1-(ISOPROPYLAMINO)-3-(A-NAPHTHOXY)-2-PROPANOL HYDROCHLORIDE
AURORA KA-6762
DL-1-(ISOPROPYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL HYDROCHLORIDE
DL-PROPRANOLOL HYDROCHLORIDE
(+/-)-PROPANOLOL HCL
PROPANOLOL HYDROCHLORIDE
PROPRANOLOL HCL
(+/-)-PROPRANOLOL HYDROCHLORIDE
PROPRANOLOL HYDROCHLORIDE
(RS)-1-[(1-METHYLETHYL)AMINO]-3-(1-NAPHTHALENYLOXY)-2-PROPANOL HYDROCHLORIDE
1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanohydrochloride
1-(1-naphthyloxy)-2-hydroxy-3-isopropylaminopropanehydrochloride
1-(isopropylamino)-3-(1-naphthyloxy)-2-propanohydrochloride
1-(isopropylamino)-3-(1-naphthyloxy)propan-2-olhydrochloride
1-(isopropylamino)-3-(alpha-naphthoxy)-2-propanolhydrochloride
1-isopropylamino-3-(1-naphthoxy)-propan-2-ol-hydrochloride | [EINECS(EC#)]
206-268-7 | [Molecular Formula]
C16H22ClNO2 | [MDL Number]
MFCD00012558 | [Molecular Weight]
295.8 | [MOL File]
318-98-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White to Light-Yellow Cyrstalline Solid | [Melting point ]
163-165 °C(lit.)
| [Fp ]
9℃ | [storage temp. ]
2-8°C
| [solubility ]
H2O: 50 mg/mL, clear, colorless
| [form ]
powder
| [color ]
white
| [Water Solubility ]
SOLUBLE | [Usage]
?Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II) | [Detection Methods]
T | [Merck ]
14,7840 | [BRN ]
4164259 | [BCS Class]
1 | [InChIKey]
ZMRUPTIKESYGQW-UHFFFAOYSA-N | [CAS DataBase Reference]
318-98-9(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen;Moisture sensitive | [EPA Substance Registry System]
318-98-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust . | [RIDADR ]
UN1230 - class 3 - PG 2 - Methanol, solution | [WGK Germany ]
3
| [RTECS ]
UB7525000
| [F ]
10 | [HazardClass ]
IRRITANT | [HS Code ]
29221990 | [Hazardous Substances Data]
318-98-9(Hazardous Substances Data) | [Toxicity]
LD50 in mice (mg/kg): 565 orally; 22 i.v.; 107 i.p. (Martin, Linee) |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White to Light-Yellow Cyrstalline Solid | [Uses]
(±)-Propranolol hydrochloride has been used:
- to determine whether autonomic nervous system mediated the promotive effect on skin microcirculation in rat
- as a non-selective β- receptor blocker to reduce the arrhythmogenic events
- to study its effect on oxygen-induced retinopathy in mice
| [Uses]
For the prophylaxis of migraine | [Uses]
Propranolol, a β-adrenergic blocker, is most commonly used to reduce blood pressure; treatment of over-active thyroid and
some types of tremor; prevention of migraine headaches and some heart-rhythm problems; used to decrease the number of angina
attacks (pain from an inadequate oxygen supply to the heart); used after a heart attack to prevent further damage to the heart. | [Uses]
β?Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II). | [Brand name]
Inderal (Wyeth); Innopran (Reliant). | [General Description]
Propranolol hydrochloride is easily soluble in ethanol and water. | [Biochem/physiol Actions]
Propranolol hydrochloride is a β-adrenoceptor antagonist. Its action at β2 receptor results in bronchoconstriction. Due to its lipophilic nature, propranolol can penetrate to the central nervous system and has a negative effect. It serves as a 5-HT1/5-HT2 serotonin receptor antagonist. Propranolol hydrochloride is useful as an antihypertensive drug, cardiac depressant and also in the treatment of angina pectoris. It decreases the effect of stress and exercise on heart by reducing the rate of contraction and conduction of impulse. It is known to competitively block the action of catecholamines. | [Clinical Use]
Beta-adrenoceptor blocker:
Hypertension
Phaeochromocytoma
Angina
Arrhythmias
Anxiety
Migraine prophylaxis | [Veterinary Drugs and Treatments]
While propranolol is used for hypertension, migraine headache prophylaxis,
and angina in human patients, it is used primarily in veterinary
medicine for its antiarrhythmic effects. Dysrhythmias treated
with propranolol include: atrial premature complexes, ventricular
premature complexes, supraventricular premature complexes and
tachyarrhythmias, ventricular or atrial tachyarrhythmias secondary
to digitalis, atrial tachycardia secondary to Wolff-Parkinson-White (WPW) with normal QRS complexes, and atrial fibrillation (generally
in combination with digoxin). Propranolol reportedly improves
cardiac performance in animals with hypertrophic cardiomyopathy.
It has been used to treat systemic hypertension and clinical signs associated
with thyrotoxicosis and pheochromocytoma. | [Drug interactions]
Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect; risk of
bupivacaine toxicity increased.
Analgesics: NSAIDs antagonise hypotensive effect.
Anti-arrhythmics: increased risk of myocardial
depression and bradycardia; increased risk of
bradycardia, myocardial depression and AV block
with amiodarone; concentration increased by
propafenone and possibly dronedarone; increased
risk of myocardial depression and bradycardia with
flecainide; increased risk of lidocaine toxicity.
Antibacterials: metabolism increased by rifampicin.
Antidepressants: enhanced hypotensive effect with
MAOIs; concentration increased by fluvoxamine;
concentration of imipramine increased.
Antihypertensives; enhanced hypotensive effect;
increased risk of withdrawal hypertension with
clonidine; increased risk of first dose hypotensive
effect with post-synaptic alpha-blockers such as
prazosin.
Antimalarials: increased risk of bradycardia with
mefloquine.
Antipsychotics enhanced hypotensive effect with
phenothiazines; concentration of both drugs
increased with chlorpromazine.
Calcium-channel blockers: increased risk of
bradycardia and AV block with diltiazem;
hypotension and heart failure possible with
nifedipine and nisoldipine; asystole, severe
hypotension and heart failure with verapamil.
Cytotoxics: possible increased risk of bradycardia
with crizotinib.
Diuretics: enhanced hypotensive effect.
Fingolimod: possibly increased risk of bradycardia.
Moxisylyte: possible severe postural hypotension.
Sympathomimetics: severe hypertension with
adrenaline and noradrenaline and possibly with
dobutamine. | [Metabolism]
Propranolol is subject to considerable hepatic-tissue
binding and first-pass metabolism. It is metabolised in the
liver to an active metabolite (4-hydroxypropranolol) and
several inactive ones.
The metabolites and small amounts of unchanged drug
are excreted in the urine. | [storage]
Store at RT |
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