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    Dorzolamide Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

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    2D Structure
    Also known as: 130693-82-2, Dorzolamide hcl, Trusopt, Dorzolomide hydrochloride, Cosopt, Dorzolamide (hydrochloride)
    Molecular Formula
    C10H17ClN2O4S3
    Molecular Weight
    360.9  g/mol
    InChI Key
    OSRUSFPMRGDLAG-QMGYSKNISA-N
    FDA UNII
    QZO5366EW7
    Dorzolamide Hydrochloride is the hydrochloride salt form of dorzolamide, an inhibitor of carbonic anhydrase, a zinc-containing enzyme that catalyzes the rapid conversion of carbon dioxide and water into carbonic acid, protons and bicarbonate ions. Distributed throughout many cells and tissues, various carbonic anhydrases play important roles in mineral and metabolic homeostasis. (NCI04)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S,6S)-4-(ethylamino)-6-methyl-7,7-dioxo-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C10H16N2O4S3.ClH/c1-3-12-8-4-6(2)18(13,14)10-7(8)5-9(17-10)19(11,15)16;/h5-6,8,12H,3-4H2,1-2H3,(H2,11,15,16);1H/t6-,8-;/m0./s1
    2.1.3 InChI Key
    OSRUSFPMRGDLAG-QMGYSKNISA-N
    2.1.4 Canonical SMILES
    CCNC1CC(S(=O)(=O)C2=C1C=C(S2)S(=O)(=O)N)C.Cl
    2.1.5 Isomeric SMILES
    CCN[C@H]1C[C@@H](S(=O)(=O)C2=C1C=C(S2)S(=O)(=O)N)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    QZO5366EW7
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-ethylamino-5,6-dihydro-6-methyl-7,7-dioxide-4h-thieno(2,3-b)thiopyran-2-sulfonamide

    2. 5,6-dihydro-4-ethylamino-6-methyl-4h-thieno(2,3-b)thiopyran-2-sulfonamide-7,7-dioxide

    3. Dorzolamide

    4. Dorzolamide Chibret

    5. Dorzolamide, (trans)-isomer

    6. L 671152

    7. L-671,152

    8. Mk 507

    9. Mk-507

    10. Trusopt

    2.3.2 Depositor-Supplied Synonyms

    1. 130693-82-2

    2. Dorzolamide Hcl

    3. Trusopt

    4. Dorzolomide Hydrochloride

    5. Cosopt

    6. Dorzolamide (hydrochloride)

    7. Mk-507

    8. Dorzolomide Hcl

    9. (4s,6s)-4-(ethylamino)-6-methyl-5,6-dihydro-4h-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide Hydrochloride

    10. Dorzolamide (as Hydrochloride)

    11. Qzo5366ew7

    12. Trusopt (tn)

    13. Dsstox_cid_25530

    14. Dsstox_rid_80933

    15. Dsstox_gsid_45530

    16. (4s,6s)-4-(ethylamino)-5,6-dihydro-6-methyl-4h-thieno(2,3-b)thiopyran-2-sulfonamide 7,7-dioxide, Monohydrochloride

    17. Chebi:4703

    18. (4s,6s)-4-(ethylamino)-6-methyl-7,7-dioxo-5,6-dihydro-4h-thieno[2,3-b]thiopyran-2-sulfonamide;hydrochloride

    19. 4h-thieno(2,3-b)thiopyran-2-sulfonamide, 4-(ethylamino)-5,6-dihydro-6-methyl-, 7,7-dioxide, Monohydrochloride, (4s-trans)-

    20. Unii-qzo5366ew7

    21. Sr-05000001449

    22. Dorzolamide Hydrochloride [usan]

    23. L 671152

    24. L-671,152

    25. Dorzolamide Hcl Salt

    26. Dorzolamide Hydrochloride [usan:usp]

    27. Mk507 Hydrochloride

    28. Mk 0507

    29. Mk-0507

    30. L671152 Hydrochloride

    31. Ncgc00016977-01

    32. Cas-130693-82-2

    33. Schembl41152

    34. Mls002154162

    35. Chembl1201162

    36. Dtxsid1045530

    37. Dorzolamide Hydrochloride- Bio-x

    38. Hy-b0109a

    39. Hms1571o14

    40. Ex-a3987

    41. Tox21_110720

    42. Mfcd00884659

    43. S1375

    44. Dorzolamide Hydrochloride [mi]

    45. Akos005146235

    46. Akos015895951

    47. Dorzolamide Hydrochloride (jp17/usp)

    48. Tox21_110720_1

    49. Ac-5244

    50. Ccg-221116

    51. Cs-1858

    52. Dorzolamide Hydrochloride [jan]

    53. Ks-1348

    54. Dorzolamide Hydrochloride [mart.]

    55. Dorzolamide Hydrochloride [vandf]

    56. Ncgc00179244-03

    57. Bd164381

    58. Dorzolamide Hydrochloride [usp-rs]

    59. Dorzolamide Hydrochloride [who-dd]

    60. Smr001233461

    61. Mk-507 (l-671152) Hcl

    62. D4189

    63. Dorzolamide Hydrochloride, Trans-(-)-

    64. C72221

    65. D00653

    66. Dorzolamide Hydrochloride [orange Book]

    67. Dorzolamide Hydrochloride [usp Impurity]

    68. Cosopt Component Dorzolamide Hydrochloride

    69. Dorzolamide Hydrochloride [usp Monograph]

    70. 279d961

    71. Dorzolamide Hydrochloride Component Of Cosopt

    72. L-671152

    73. Sr-05000001449-3

    74. Q27106441

    75. Dorzolamide Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    76. Dorzolamide For System Suitability, European Pharmacopoeia (ep) Reference Standard

    77. Dorzolamide Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    78. (4s,6s)-4-(ethylamino)-5,6-dihydro-6-methyl-, 7,7-dioxide 4h-thieno[2,3-b]thiopyran-2-sulfonamide Hydrochloride

    79. 122028-16-4

    80. 4h-thieno(2,3-b)thiopyran-2-sulfonamide, 5,6-dihydro-4-(ethylamino)-6-methyl-, 7,7-dioxide, Monohydrochloride, (4s,6s)-

    2.4 Create Date
    2006-07-28
    3 Chemical and Physical Properties
    Molecular Weight 360.9 g/mol
    Molecular Formula C10H17ClN2O4S3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count3
    Exact Mass360.0038982 g/mol
    Monoisotopic Mass360.0038982 g/mol
    Topological Polar Surface Area151 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity534
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    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 NameCosopt
    PubMed HealthDorzolamide/Timolol (Into the eye)
    Drug ClassesAntiglaucoma, Beta-Adrenergic Blocker/Carbonic Anhydrase Inhibitor Combination
    Active IngredientDorzolamide hydrochloride; timolol maleate
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base; eq 2% base
    Market StatusPrescription
    CompanyOak Pharms Akorn

    2 of 4  
    Drug NameDorzolamide hydrochloride
    Drug LabelDorzolamide Hydrochloride Ophthalmic Solution USP, 2% is a carbonic anhydrase inhibitor formulated for topical ophthalmic use.Dorzolamide hydrochloride, USP is described chemically as: (4S-trans)-4-(ethylamino)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]th...
    Active IngredientDorzolamide hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 2% base
    Market StatusPrescription
    CompanyWatson Labs; Zach Systems; Teva Pharms; Hi Tech Pharma; Bausch And Lomb; Alcon Pharms; Luitpold; Sandoz

    3 of 4  
    Drug NameCosopt
    PubMed HealthDorzolamide/Timolol (Into the eye)
    Drug ClassesAntiglaucoma, Beta-Adrenergic Blocker/Carbonic Anhydrase Inhibitor Combination
    Active IngredientDorzolamide hydrochloride; timolol maleate
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.5% base; eq 2% base
    Market StatusPrescription
    CompanyOak Pharms Akorn

    4 of 4  
    Drug NameDorzolamide hydrochloride
    Drug LabelDorzolamide Hydrochloride Ophthalmic Solution USP, 2% is a carbonic anhydrase inhibitor formulated for topical ophthalmic use.Dorzolamide hydrochloride, USP is described chemically as: (4S-trans)-4-(ethylamino)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]th...
    Active IngredientDorzolamide hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 2% base
    Market StatusPrescription
    CompanyWatson Labs; Zach Systems; Teva Pharms; Hi Tech Pharma; Bausch And Lomb; Alcon Pharms; Luitpold; Sandoz

    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.)

    Carbonic Anhydrase Inhibitors

    A class of compounds that reduces the secretion of H+ ions by the proximal kidney tubule through inhibition of CARBONIC ANHYDRASES. (See all compounds classified as Carbonic Anhydrase Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Carbonic Anhydrase Inhibitors [MoA]; Carbonic Anhydrase Inhibitor [EPC]