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    Technical details about Timolol Maleate, learn more about the structure, uses, toxicity, action, side effects and more

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    Timolol Maleate

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    2D Structure
    Also known as: 26921-17-5, (s)-timolol maleate, Timolol maleate salt, Blocadren, Timoptic, Timolol hydrogen maleate
    Molecular Formula
    C17H28N4O7S
    Molecular Weight
    432.5  g/mol
    InChI Key
    WLRMANUAADYWEA-NWASOUNVSA-N
    FDA UNII
    P8Y54F701R
    A beta-adrenergic antagonist that is similar in action to PROPRANOLOL; the levo-isomer is more active. Timolol has been proposed as an anti-hypertensive, anti-arrhythmic, anti-angina, and anti-glaucoma agent. It is also used in the treatment of MIGRAINE DISORDERS and tremor.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
    2.1.2 InChI
    InChI=1S/C13H24N4O3S.C4H4O4/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17;5-3(6)1-2-4(7)8/h10,14,18H,4-9H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t10-;/m0./s1
    2.1.3 InChI Key
    WLRMANUAADYWEA-NWASOUNVSA-N
    2.1.4 Canonical SMILES
    CC(C)(C)NCC(COC1=NSN=C1N2CCOCC2)O.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    CC(C)(C)NC[C@@H](COC1=NSN=C1N2CCOCC2)O.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    P8Y54F701R
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (s)-1-((1,1-dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadazol-3-yl)oxy)-2-propanol

    2. 2-propanol, 1-((1,1-dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-, (s)-

    3. Blocadren

    4. L 714,465

    5. L-714,465

    6. L714,465

    7. Mk 950

    8. Mk-950

    9. Mk950

    10. Optimol

    11. Timacar

    12. Timolol

    13. Timolol Hemihydrate

    14. Timolol Maleate, (1:1) Salt

    15. Timoptic

    16. Timoptol

    2.3.2 Depositor-Supplied Synonyms

    1. 26921-17-5

    2. (s)-timolol Maleate

    3. Timolol Maleate Salt

    4. Blocadren

    5. Timoptic

    6. Timolol Hydrogen Maleate

    7. Istalol

    8. (s)-timolol (maleate)

    9. (s)-timolol Hydrogen Maleate

    10. Timoptic-xe

    11. Ophtamolol

    12. Aquanil

    13. Mk 950

    14. Timolol (as Maleate)

    15. Timolol Hydrogen Maleate Salt

    16. Timolol Maleate, S-enantiomer

    17. Wp-934

    18. Mls000028539

    19. Chebi:9600

    20. 60469-65-0

    21. P8y54f701r

    22. (-)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-2-propanol Maleate

    23. Nsc-757351

    24. (-)-1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-2-propanol Maleate (1:1) (salt)

    25. (z)-but-2-enedioic Acid;(2s)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol

    26. 2-propanol, 1-((1,1-dimethylethyl)amino)-3-((4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl)oxy)-, (s)-, (z)-2-butenedioate (1:1) (salt)

    27. Smr000058305

    28. Timacor

    29. Betime

    30. L-timolol Maleate

    31. Timoptic In Ocudose

    32. Mfcd00058356

    33. 2-propanol, 1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-, (2s)-, (2z)-2-butenedioate (salt)

    34. Ccris 1057

    35. Einecs 248-111-5

    36. Cas-26921-17-5

    37. (s)-(-)-timolol Maleate

    38. Timololmaleate

    39. Timololi Maleas

    40. Unii-p8y54f701r

    41. S-timolol Maleate

    42. Blocadren (tn)

    43. Timolol Maleate [usan:usp:jan]

    44. Timoptic (tn)

    45. Einecs 262-251-4

    46. Istalol (tn)

    47. Bimatoprost / Timolol

    48. Timolol Hydrogenmaleate

    49. Opera_id_1256

    50. Dsstox_cid_27504

    51. Dsstox_rid_82384

    52. Dsstox_gsid_47504

    53. Schembl26233

    54. Mls001076135

    55. Timolol Maleate [jan]

    56. Timolol Maleate (jp17/usp)

    57. Timolol Maleate [usan]

    58. L-714,465 (maleate)

    59. Timolol Maleate [vandf]

    60. Chembl1200870

    61. Dtxsid3047504

    62. Timolol Maleate [mart.]

    63. Timolol Maleate [usp-rs]

    64. Timolol Maleate [who-dd]

    65. Timolol Maleate [who-ip]

    66. Hms1570n18

    67. Hms2097n18

    68. Hms2230n19

    69. Hms2234f03

    70. Hms3411m12

    71. Hms3675m12

    72. Hms3714n18

    73. Hms3885l05

    74. Tox21_302468

    75. S4123

    76. Timolol Maleate [orange Book]

    77. Akos024458595

    78. Timolol Maleate [ep Monograph]

    79. Timolol Maleate [usp Impurity]

    80. Ccg-220948

    81. Cosopt Component Timolol Maleate

    82. Cs-1028

    83. Nsc 757351

    84. Timolol Maleate [usp Monograph]

    85. Timololi Maleas [who-ip Latin]

    86. (s)-3-(3-(tert-butylamino)-2-hydroxypropoxy)-4-morpholino-1,2,5-thiadiazole Maleate

    87. Duotrav Component Timolol Maleate

    88. Ganfort Component Timolol Maleate

    89. Xalacom Component Timolol Maleate

    90. Combigan Component Timolol Maleate

    91. Ncgc00256737-01

    92. 2-propanol, 1-(tert-butylamino)-3-((4-morpholino-1,2,5-thiadiazol-3-yl)oxy)-, (-)-, Maleate (1:1) (salt)

    93. 2-propanol, 1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-, (2s)-, (2z)-2-butenedioate (1:1) (salt)

    94. As-18090

    95. Bs164420

    96. Hy-17380

    97. Smr000653470

    98. Timolol Hydrogen Maleate Salt [mi]

    99. Timolol Maleate Component Of Cosopt

    100. Timolol Maleate Component Of Duotrav

    101. Timolol Maleate Component Of Ganfort

    102. T2905

    103. Timolol Maleate Component Of Combigan

    104. Timolol Maleate Salt, >=98% (tlc), Powder

    105. A13429

    106. D00603

    107. F20622

    108. Timolol Maleate, S-enantiomer [who-dd]

    109. 921t175

    110. Sr-01000003102

    111. Q-201836

    112. Sr-01000003102-3

    113. Q27108445

    114. Timolol Maleate 1.0 Mg/ml In Methanol (as Free Base)

    115. Timolol Maleate, British Pharmacopoeia (bp) Reference Standard

    116. Timolol Maleate, European Pharmacopoeia (ep) Reference Standard

    117. Timolol Maleate, United States Pharmacopeia (usp) Reference Standard

    118. (s)-1-tert-butylamino-3-(4-morpholin-4-yl-[1,2,5]thiadiazol-3-yloxy)-propan-2-ol Maleate

    119. 1-( Tert-butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]-2-propanol Maleate

    120. Timolol For System Suitability, European Pharmacopoeia (ep) Reference Standard

    121. (2s)-1-(tert-butylamino)-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propan-2-ol (2z)-but-2-enedioate

    122. (s)-1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-2-propanol Maleate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 432.5 g/mol
    Molecular Formula C17H28N4O7S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count9
    Exact Mass432.16787042 g/mol
    Monoisotopic Mass432.16787042 g/mol
    Topological Polar Surface Area183 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity429
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 8  
    Drug NameTimoptic-xe
    Drug LabelTIMOPTIC-XE (timolol maleate ophthalmic solution) is a non-selective beta-adrenergic receptor blocking agent. Its chemical name is (-)-1-(tert-butylamino)-3- [(4-morpholino-1, 2, 5-thiadiazol-3-yl)oxy]-2-propanol maleate (1:1) (salt). Timolol malea...
    Active IngredientTimolol maleate
    Dosage FormSolution, gel forming/drops
    RouteOphthalmic
    Strengtheq 0.25% base; eq 0.5% base
    Market StatusPrescription
    CompanyValeant Pharms

    2 of 8  
    Drug NameTimolol maleate
    Active IngredientTimolol maleate
    Dosage FormSolution/drops; Tablet; Solution, gel forming/drops
    RouteOphthalmic; Oral
    Strengtheq 0.25% base; 5mg; 10mg; eq 0.5% base; 20mg
    Market StatusPrescription
    CompanyWockhardt; Falcon Pharms; Pacific Pharma; Hi Tech Pharma; Bausch And Lomb; Fdc; Mylan; Akorn

    3 of 8  
    Drug NameTimoptic
    Drug LabelTimolol Maleate Ophthalmic Gel Forming Solution is a non-selective beta-adrenergic receptor blocking agent. Its chemical name is (-)-1-(tert-butylamino)-3- [(4-morpholino-1, 2, 5-thiadiazol-3-yl)oxy]-2-propanol maleate (1:1) (salt). Timolol maleate p...
    Active IngredientTimolol maleate
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.25% base; eq 0.5% base
    Market StatusPrescription
    CompanyAton

    4 of 8  
    Drug NameTimoptic in ocudose
    PubMed HealthTimolol (Into the eye)
    Drug ClassesAntiglaucoma
    Drug LabelTIMOPTIC-XE (timolol maleate ophthalmic solution) is a non-selective beta-adrenergic receptor blocking agent. Its chemical name is (-)-1-(tert-butylamino)-3- [(4-morpholino-1, 2, 5-thiadiazol-3-yl)oxy]-2-propanol maleate (1:1) (salt). Timolol malea...
    Active IngredientTimolol maleate
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.25% base; eq 0.5% base
    Market StatusPrescription
    CompanyAton

    5 of 8  
    Drug NameTimoptic-xe
    Drug LabelTIMOPTIC-XE (timolol maleate ophthalmic solution) is a non-selective beta-adrenergic receptor blocking agent. Its chemical name is (-)-1-(tert-butylamino)-3- [(4-morpholino-1, 2, 5-thiadiazol-3-yl)oxy]-2-propanol maleate (1:1) (salt). Timolol malea...
    Active IngredientTimolol maleate
    Dosage FormSolution, gel forming/drops
    RouteOphthalmic
    Strengtheq 0.25% base; eq 0.5% base
    Market StatusPrescription
    CompanyValeant Pharms

    6 of 8  
    Drug NameTimolol maleate
    Active IngredientTimolol maleate
    Dosage FormSolution/drops; Tablet; Solution, gel forming/drops
    RouteOphthalmic; Oral
    Strengtheq 0.25% base; 5mg; 10mg; eq 0.5% base; 20mg
    Market StatusPrescription
    CompanyWockhardt; Falcon Pharms; Pacific Pharma; Hi Tech Pharma; Bausch And Lomb; Fdc; Mylan; Akorn

    7 of 8  
    Drug NameTimoptic
    Drug LabelTimolol Maleate Ophthalmic Gel Forming Solution is a non-selective beta-adrenergic receptor blocking agent. Its chemical name is (-)-1-(tert-butylamino)-3- [(4-morpholino-1, 2, 5-thiadiazol-3-yl)oxy]-2-propanol maleate (1:1) (salt). Timolol maleate p...
    Active IngredientTimolol maleate
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.25% base; eq 0.5% base
    Market StatusPrescription
    CompanyAton

    8 of 8  
    Drug NameTimoptic in ocudose
    PubMed HealthTimolol (Into the eye)
    Drug ClassesAntiglaucoma
    Drug LabelTIMOPTIC-XE (timolol maleate ophthalmic solution) is a non-selective beta-adrenergic receptor blocking agent. Its chemical name is (-)-1-(tert-butylamino)-3- [(4-morpholino-1, 2, 5-thiadiazol-3-yl)oxy]-2-propanol maleate (1:1) (salt). Timolol malea...
    Active IngredientTimolol maleate
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.25% base; eq 0.5% base
    Market StatusPrescription
    CompanyAton

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    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.)

    Adrenergic beta-Antagonists

    Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)

    Anti-Arrhythmia Agents

    Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

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