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    Phentolamine Mesylate

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: 65-28-1, Phentolamine mesilate, Phentolamine methanesulfonate, Phentolamine (mesylate), Oraverse, Regitine mesylate
    Molecular Formula
    C18H23N3O4S
    Molecular Weight
    377.5  g/mol
    InChI Key
    OGIYDFVHFQEFKQ-UHFFFAOYSA-N
    FDA UNII
    Y7543E5K9T
    A nonselective alpha-adrenergic antagonist. 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.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-[N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-4-methylanilino]phenol;methanesulfonic acid
    2.1.2 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)
    2.1.3 InChI Key
    OGIYDFVHFQEFKQ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=CC=C(C=C1)N(CC2=NCCN2)C3=CC(=CC=C3)O.CS(=O)(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    Y7543E5K9T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Fentolamin

    2. Mesilate, Phentolamine

    3. Mesylate, Phentolamine

    4. Methanesulfonate, Phentolamine

    5. Mono-hydrochloride, Phentolamine

    6. Phentolamine

    7. Phentolamine Mesilate

    8. Phentolamine Methanesulfonate

    9. Phentolamine Mono Hydrochloride

    10. Phentolamine Mono-hydrochloride

    11. Regitine

    12. Regityn

    13. Rogitine

    14. Z-max

    2.3.2 Depositor-Supplied Synonyms

    1. 65-28-1

    2. Phentolamine Mesilate

    3. Phentolamine Methanesulfonate

    4. Phentolamine (mesylate)

    5. Oraverse

    6. Regitine Mesylate

    7. Phentolamine Methanesulfonate Salt

    8. Phentolamine Mesylate [usp]

    9. Mesylate Phentolamine

    10. 3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(p-tolyl)amino)phenol Methanesulfonate

    11. Nv-101

    12. Mls000069487

    13. Y7543e5k9t

    14. M-(n-(2-imidazolin-2-ylmethyl)-p-toluidino)phenol Monomethanesulfonate (salt)

    15. Phenol, 3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(4-methylphenyl)amino)-, Monomethanesulfonate (salt)

    16. Phenol,3-[[(4,5-dihydro-1h-imidazol-2-yl)methyl](4-methylphenyl)amino]-,monomethanesulfonate (salt)

    17. Smr000059054

    18. 3-[n-(4,5-dihydro-1h-imidazol-2-ylmethyl)-4-methylanilino]phenol;methanesulfonic Acid

    19. Phentolamine Mesylate (usp)

    20. Vasomax

    21. Regitin Methanesulphonate

    22. Regitine Methanesulfonate

    23. Phenol, M-[n-(2-imidazolin-2-ylmethyl)-p-toluidino]-, Methanesulfonate (1:1)

    24. Phentolamine Methanesulphonate

    25. Ccris 9022

    26. Phentolamine Mesilate [inn:ban]

    27. Einecs 200-604-6

    28. Vasofem

    29. Unii-y7543e5k9t

    30. Regitin Mesylate

    31. Sr-01000000055

    32. Regitine (tn)

    33. Z-max

    34. Mfcd00134201

    35. Opera_id_1599

    36. Lopac-p-7561

    37. Phentolamine Meslate,(s)

    38. Schembl40852

    39. Mls001076484

    40. Phentolamine, Methyl Sulfonate

    41. Regid_for_cid_91430

    42. Chembl1200873

    43. Hy-b0362a

    44. Dtxsid60215315

    45. Phentolamine Mesilate (jan/inn)

    46. Hms2233a24

    47. Hms3263e05

    48. Hms3373d03

    49. Hms3655b13

    50. Hms3884a22

    51. Phentolamine Mesilate [jan]

    52. Bcp09845

    53. Tox21_500982

    54. Phentolamine Mesylate [vandf]

    55. S2038

    56. 3-fluoropyridine-4-boronicacidhydrate

    57. Phentolamine Mesilate [mart.]

    58. Akos007930193

    59. Phentolamine Mesilate [who-dd]

    60. Phentolamine Mesylate [usp-rs]

    61. Ac-7472

    62. Ccg-222286

    63. Lp00982

    64. 3-[n-(4,5-dihydro-1h-imidazol-2-ylmethyl)-4-methylanilino]phenol; Methanesulfonic Acid

    65. Phenol, M-(n-(2-imidazolin-2-ylmethyl)-p-toluidino)-, Monomethanesulfonate (salt)

    66. Ncgc00016195-01

    67. Ncgc00016195-02

    68. Ncgc00094282-01

    69. Ncgc00261667-01

    70. As-13800

    71. Phentolamine Methanesulfonate [mi]

    72. Phentolamine Mesylate [orange Book]

    73. Phentolamine Mesilate [ep Monograph]

    74. Eu-0100982

    75. Ft-0603267

    76. P1985

    77. Phentolamine Mesylate [usp Monograph]

    78. Sw196637-3

    79. D00509

    80. P 7561

    81. T72782

    82. 134p201

    83. A835046

    84. Sr-01000000055-3

    85. W-104799

    86. Q27294332

    87. Phentolamine Methanesulfonate Salt, >=98% (tlc), Powder

    88. Phentolamine Mesilate, British Pharmacopoeia (bp) Reference Standard

    89. 2-[n-(m-hydroxyphenyl)-p-toluidinomethyl]imidazoline Methanesulfonate

    90. Phentolamine Mesilate, European Pharmacopoeia (ep) Reference Standard

    91. Phentolamine Mesylate, United States Pharmacopeia (usp) Reference Standard

    92. 3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(p-tolyl)amino)phenolmethanesulfonate

    93. 3-[[(4,5-dihydro-1h-imidazol-2-yl)methyl](4-methylphenyl)amino]phenol Methanesulfonate

    94. 3-[4,5-dihydro-1h-imidazol-2-ylmethyl-(4-methylphenyl)amino]phenol; Methanesulfonic Acid

    95. 3-[n-(4,5-dihydro-1h-imidazol-1-ium-2-ylmethyl)-4-methylanilino]phenol;methanesulfonate

    96. M-(n-(2-imidazolin-2-ylmethyl)-p-toluidino)phenol Monomethanesulphonate (salt)

    97. Phentolamine Mesilate For System Suitability, European Pharmacopoeia (ep) Reference Standard

    98. Phentolamine Mesylate, Pharmaceutical Secondary Standard; Certified Reference Material

    99. Phenol, 3-(((4,5-dihydro-1h-imidazol-2-yl)methyl)(4-methylphenyl)amino)-, Monomethanesulphonate (salt)

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 377.5 g/mol
    Molecular Formula C18H23N3O4S
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass377.14092740 g/mol
    Monoisotopic Mass377.14092740 g/mol
    Topological Polar Surface Area111 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity456
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NamePhentolamine mesylate
    Drug LabelPhentolamine Mesylate for Injection USP, is an antihypertensive, available in vials for intravenous and intramuscular administration. Each vial contains phentolamine mesylate USP, 5 mg and mannitol USP, 25 mg in sterile, lyophilized form.Phentolamine...
    Active IngredientPhentolamine mesylate
    Dosage FormInjectable
    RouteInjection
    Strength5mg/vial
    Market StatusPrescription
    CompanyEurohlth Intl

    2 of 4  
    Drug NameOraverse
    PubMed HealthPhentolamine (Injection)
    Drug ClassesAntihypertensive, Diagnostic Agent, Pheochromocytoma, Toxicology-Antidote Agent
    Drug LabelPhentolamine mesylate is phenol,3-[[(4,5-dihydro-1 H-imidazol-2-yl)methyl](4-methyl-phenyl)amino]-, methanesulfonate (salt), a non-specific alpha adrenergic blocker.Phentolamine mesylate USP is a white to off-white, odorless crystalline powder with a...
    Active IngredientPhentolamine mesylate
    Dosage FormInjectable
    RouteInjection
    Strength0.4mg/1.7ml
    Market StatusPrescription
    CompanySeptodont Holding

    3 of 4  
    Drug NamePhentolamine mesylate
    Drug LabelPhentolamine Mesylate for Injection USP, is an antihypertensive, available in vials for intravenous and intramuscular administration. Each vial contains phentolamine mesylate USP, 5 mg and mannitol USP, 25 mg in sterile, lyophilized form.Phentolamine...
    Active IngredientPhentolamine mesylate
    Dosage FormInjectable
    RouteInjection
    Strength5mg/vial
    Market StatusPrescription
    CompanyEurohlth Intl

    4 of 4  
    Drug NameOraverse
    PubMed HealthPhentolamine (Injection)
    Drug ClassesAntihypertensive, Diagnostic Agent, Pheochromocytoma, Toxicology-Antidote Agent
    Drug LabelPhentolamine mesylate is phenol,3-[[(4,5-dihydro-1 H-imidazol-2-yl)methyl](4-methyl-phenyl)amino]-, methanesulfonate (salt), a non-specific alpha adrenergic blocker.Phentolamine mesylate USP is a white to off-white, odorless crystalline powder with a...
    Active IngredientPhentolamine mesylate
    Dosage FormInjectable
    RouteInjection
    Strength0.4mg/1.7ml
    Market StatusPrescription
    CompanySeptodont Holding

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Adrenergic alpha-Antagonists

    Drugs that bind to but do not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. Adrenergic alpha-antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma. (See all compounds classified as Adrenergic alpha-Antagonists.)

    Antihypertensive Agents

    Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    alpha-Adrenergic Blocker [EPC]; Adrenergic alpha-Antagonists [MoA]