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HomeProduct name listPhentolamine mesilate

Phentolamine mesilate

Synonym(s):2-(N-[m-Hydroxyphenyl]-p-toluidinomethyl)imidazoline;Phentolamine methanesulfonate salt

  • CAS NO.:65-28-1
  • Empirical Formula: C18H23N3O4S
  • Molecular Weight: 377.46
  • MDL number: MFCD00134201
  • EINECS: 200-604-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-04 20:04:50
Phentolamine mesilate Structural

What is Phentolamine mesilate?

Chemical properties

Phentolamine mesylate is a white, odourless powder which is soluble in water and alcohol.

The Uses of Phentolamine mesilate

Phentolamine mesilate is an adrenergic blocking agent and antihypertensive. It is used in the treatment of hypertension and hypertensive emergencies, pheochromocytoma, vasospasm of raynaud disease and frostbite, clonidine withdrawal syndrome, impotence, and peripheral vascular disease.

What are the applications of Application

Phentolamine mesylate is an α-adrenergic blocker

brand name

Regitine (Novartis) [Name previously used: Phentolamine Methanesulfonate.].

General Description

Phentolamine Mesylate belongs to the class of alpha adrenergic antagonist drugs. It is used in the treatment of pheochromocytoma-related hypertension, erectile dysfunction and in the diagnosis of pheochromocytoma and norepinephrine-related dermal necrosis.

Biochem/physiol Actions

α-Adrenergic receptor antagonist; peripheral vasodilator.

Clinical Use

Alpha-adrenoceptor blocker:
Hypertensive crisis

Safety Profile

Poison by intravenous and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx and NOx.

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Antidepressants: additive hypotensive effect with MAOIs - avoid.
Antihypertensives: enhanced hypotensive effect.
Avanafil, vardenafil, sildenafil and tadalafil: enhanced hypotensive effect - avoid concomitant use.
Diuretics: enhanced hypotensive effect.
Linezolid: additive hypotensive effect.
Moxisylyte: possibly severe postural hypotension.

Metabolism

Phentolamine is extensively metabolised.
Only about 10-13% of an intravenous dose is excreted unchanged in the urine, and the fate of the remainder of the drug is unknown.

storage

Store at +4°C

Mode of action

Phentolamine Mesylate is the mesylate salt of a synthetic imidazoline with alpha-adrenergic antagonist activity. As a competitive alpha-adrenergic antagonist, phentolamine binds to alpha-1 and alpha-2 receptors, resulting in a decrease in peripheral vascular resistance and vasodilatation. This agent also may block 5-hydroxytryptamine (5-HT) receptors and stimulate release of histamine from mast cells.

Properties of Phentolamine mesilate

Melting point: 180-182 °C(lit.)
Density  1.2256 (rough estimate)
refractive index  1.6320 (estimate)
storage temp.  2-8°C
solubility  ethanol: 26 mg/mL
form  powder
color  white to off-white
Water Solubility  50 mg/mL
Merck  14,7264
Stability: Aq. Solutions Cannot be Stored
InChI InChI=1S/C17H19N3O.CH4O3S/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15;1-5(2,3)4/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);1H3,(H,2,3,4)

Safety information for Phentolamine mesilate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Phentolamine mesilate

InChIKey OGIYDFVHFQEFKQ-UHFFFAOYSA-N
SMILES N(CC1=NCCN1)(C1C=CC(C)=CC=1)C1C=CC=C(O)C=1.S(=O)(=O)(O)C

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