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
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) |
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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