Description

Phentolamine Mesylate (CAS No. 65-28-1) is a high-purity, non-selective alpha-adrenergic antagonist with the molecular formula C₁₈H₂₃N₃O₄S. This compound, also known by its IUPAC name 3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol;methanesulfonic acid, is widely utilized in pharmacological research and clinical applications. It is supplied as a white to off-white crystalline powder with a purity of ≥98% (HPLC), ensuring reliability for experimental and diagnostic use. Phentolamine Mesylate is soluble in water and ethanol, making it suitable for various formulations. Each batch undergoes rigorous quality control, including NMR and LC-MS analysis, to guarantee consistency and performance. Ideal for researchers studying hypertension, pheochromocytoma, and adrenergic receptor mechanisms.

Properties

• CAS Number: 65-28-1
• Complexity: 456
• IUPAC Name: 3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methyl-anilino]phenol;methanesulfonic acid
• 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)
• InChI Key: OGIYDFVHFQEFKQ-UHFFFAOYSA-N
• Exact Mass: 377.14092740
• Molecular Formula: C18H23N3O4S
• Molecular Weight: 377.5
• SMILES: CC1=CC=C(C=C1)N(CC2=NCCN2)C3=CC(=CC=C3)O.CS(=O)(=O)O
• Topological: 111
• Monoisotopic Mass: 377.14092740
• Solubility: >56.6 [ug/mL]
• Synonyms: Phentolamine mesylate, phentolamine mesilate, OraVerse, Regitine mesylate, Regitin methanesulphonate, Regitine methanesulfonate, Mesylate phentolamine, Phentolamine methanesulphonate, CCRIS 9022, EINECS 200-604-6, NV-101, UNII-Y7543E5K9T, Y7543E5K9T, Phentolamine mesylate (USP), Phentolamine mesylate [USP], m-(N-(2-Imidazolin-2-ylmethyl)-p-toluidino)phenol monomethanesulfonate (salt), Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino)-, monomethanesulfonate (salt), DTXSID60215315, Phenol, m-(N-(2-imidazolin-2-ylmethyl)-p-toluidino)-, monomethanesulfonate (salt), PHENTOLAMINE MESILATE (MART.), PHENTOLAMINE MESILATE [MART.], PHENTOLAMINE MESYLATE (USP-RS), PHENTOLAMINE MESYLATE [USP-RS], M-(N-(2-IMIDAZOLIN-2-YLMETHYL)-P-TOLUIDINO)PHENOL MONOMETHANESULPHONATE (SALT), PHENOL, 3-(((4,5-DIHYDRO-1H-IMIDAZOL-2-YL)METHYL)(4-METHYLPHENYL)AMINO)-, MONOMETHANESULPHONATE (SALT), PHENTOLAMINE MESILATE (EP MONOGRAPH), PHENTOLAMINE MESILATE [EP MONOGRAPH], PHENTOLAMINE MESYLATE (USP MONOGRAPH), PHENTOLAMINE MESYLATE [USP MONOGRAPH], Mesilate, Phentolamine, Mesylate, Phentolamine, Methanesulfonate, Phentolamine, DTXCID60137806, 2-(N-p’-Tolyl-N-(m’-hydroxyphenyl)aminomethyl)imidazoline Monomethanesulfonate, 200-604-6, 65-28-1, Phentolamine methanesulfonate, Phentolamine (mesylate), Phentolamine methanesulfonate salt, Phenol,3-[[(4,5-dihydro-1H-imidazol-2-yl)methyl](4-methylphenyl)amino]-,monomethanesulfonate (salt), 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(p-tolyl)amino)phenol methanesulfonate, MFCD00134201, MLS000069487, SMR000059054, Vasomax, Phenol, m-[N-(2-imidazolin-2-ylmethyl)-p-toluidino]-, methanesulfonate (1:1), Phentolamine mesilate [INN:BAN], 3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol;methanesulfonic acid, Vasofem, Regitin mesylate, SR-01000000055, Regitine (TN), Z-Max, RYZUMVI, Opera_ID_1599, Lopac-P-7561, SCHEMBL40852, MLS001076484, Phentolamine, methyl sulfonate, REGID_for_CID_91430, HY-B0362AR, CHEMBL1200873, HY-B0362A, Phentolamine mesilate (JAN/INN), OGIYDFVHFQEFKQ-UHFFFAOYSA-N, HMS2233A24, HMS3263E05, HMS3373D03, HMS3655B13, HMS3884A22, HMS5080B19, PHENTOLAMINE MESILATE [JAN], BCP09845, Phentolamine (mesylate) (Standard), MSK10275X-100M, Tox21_500982, PHENTOLAMINE MESYLATE [VANDF], s2038, AKOS007930193, PHENTOLAMINE MESILATE [WHO-DD], AC-7472, CCG-222286, FP26896, LP00982, 3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol; methanesulfonic acid, NCGC00016195-01, NCGC00016195-02, NCGC00094282-01, NCGC00261667-01, AS-13800, PHENTOLAMINE METHANESULFONATE [MI], ST057364, PHENTOLAMINE MESYLATE [ORANGE BOOK], EU-0100982, NS00078829, P1985, SW196637-3, D00509, P 7561, T72782, A835046, EN300-19630478, SR-01000000055-3, Phentolamine mesylate Solution in Methanol, 100ug/mL, Q27294332, Phentolamine methanesulfonate salt, >=98% (TLC), powder, Phentolamine mesilate, British Pharmacopoeia (BP) Reference Standard, 2-[N-(m-Hydroxyphenyl)-p-toluidinomethyl]imidazoline Methanesulfonate, 2-[N-(m-Hydroxyphenyl)-p-toluidinomethyl]imidazoline, methanesulfonate, Phentolamine mesilate, European Pharmacopoeia (EP) Reference Standard, Phentolamine mesylate, United States Pharmacopeia (USP) Reference Standard, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(p-tolyl)amino)phenolmethanesulfonate, 3-[(2-imidazolin-2-ylmethyl)(4-methylphenyl)amino]phenol, methanesulfonic acid, 3-[4,5-dihydro-1H-imidazol-2-ylmethyl-(4-methylphenyl)amino]phenol; methanesulfonic acid, 3-[N-(4,5-dihydro-1H-imidazol-1-ium-2-ylmethyl)-4-methylanilino]phenol;methanesulfonate, Phentolamine mesilate for system suitability, European Pharmacopoeia (EP) Reference Standard, Phentolamine Mesylate, Pharmaceutical Secondary Standard; Certified Reference Material, 3-{[(4,5-dihydro-1H-imidazol-2-yl)methyl](4-methylphenyl)amino}phenol; methanesulfonic acid

Application

Phentolamine Mesylate is primarily used as an alpha-adrenergic antagonist to study hypertension and pheochromocytoma. It is employed in clinical settings to reverse soft tissue anesthesia by inhibiting vasoconstriction. Researchers also utilize it to investigate adrenergic receptor signaling pathways and vascular tone modulation.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (95.2%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (97.6%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (95.2%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (92.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (95.2%)
• Skin Irrit. 2 (97.6%)
• Eye Irrit. 2 (97.6%)
• Acute Tox. 4 (95.2%)
• STOT SE 3 (92.9%)

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