Phentolamine mesylateProduct ingredient for Phentolamine
- Name
- Phentolamine mesylate
- Drug Entry
- Phentolamine
Phentolamine is a reversible, non-selective alpha-adrenergic blocker that induces vasodilation. While initially introduced to the market for the treatment of hypertension, this clinical use was halted due to cardiovascular and gastrointestinal adverse effects with the prolonged use of large oral doses of phentolamine.1,4 It has several therapeutic uses, including the treatment of hypertensive episodes, prevention of norepinephrine-induced extravasation, diagnosis of pheochromocytoma, reversal of soft-tissue anesthesia, and treatment of pharmacologically-induced mydriasis.8,7,5 Phentolamine is administered intravenously, intramuscularly, submucosally, and topically.
- Accession Number
- DBSALT000980
- Structure
Structure for Phentolamine mesylate (DBSALT000980)
- Synonyms
- Phentolamine mesilate / Phentolamine mesylate / Regitine mesylate / Regitine methanesulfonate
- UNII
- Y7543E5K9T
- CAS Number
- 65-28-1
- Weight
- Average: 377.46
Monoisotopic: 377.140927407 - Chemical Formula
- C18H23N3O4S
- InChI Key
- OGIYDFVHFQEFKQ-UHFFFAOYSA-N
- 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)
- IUPAC Name
- 3-{[(4,5-dihydro-1H-imidazol-2-yl)methyl](4-methylphenyl)amino}phenol; methanesulfonic acid
- SMILES
- CS(O)(=O)=O.CC1=CC=C(C=C1)N(CC1=NCCN1)C1=CC(O)=CC=C1
- External Links
- ChemSpider
- 82560
- ChEMBL
- CHEMBL1200873
- Wikipedia
- Phentolamine
- Predicted Properties
Property Value Source Water Solubility 0.272 mg/mL ALOGPS logP 2.91 ALOGPS logP 2.52 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 9.78 Chemaxon pKa (Strongest Basic) 9.02 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 47.86 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 84.25 m3·mol-1 Chemaxon Polarizability 31.37 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon