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Dorzolamide Hydrochloride
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

Dorzolamide Hydrochloride

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]
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  • SOLUTION/DROPS;OPHTHALMIC - EQ 2% BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
  • SOLUTION/DROPS;OPHTHALMIC - EQ 2% BASE;EQ 0.5% BASE
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