dorzolamide Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
949 120279-96-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • dorzolamide
  • dorzolamide hydrochloride
  • dorzolamide HCl
topically effective ocular hypotensive carbonic anhydrase inhibitor; RN refers to mono-HCl (4S-trans)-isomer
  • Molecular weight: 324.43
  • Formula: C10H16N2O4S3
  • CLOGP: 0.15
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 106.33
  • ALOGS: -2.67
  • ROTB: 3

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.30 ml None

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 3.90 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 10 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 3.08 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Dec. 9, 1994 FDA MERCK

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Eye irritation 509.48 51.89 92 604 3420 2353969
Intraocular pressure increased 341.88 51.89 58 638 1451 2355938
Ocular hyperaemia 209.01 51.89 45 651 4011 2353378
Eye pain 189.69 51.89 43 653 4848 2352541
Drug ineffective 181.01 51.89 85 611 101539 2255850
Product quality issue 174.50 51.89 47 649 10782 2346607
Glaucoma 134.89 51.89 28 668 2067 2355322
Vision blurred 100.78 51.89 33 663 14635 2342754
No adverse event 92.77 51.89 28 668 9500 2347889
Visual acuity reduced 85.00 51.89 23 673 5275 2352114
Eye pruritus 75.28 51.89 18 678 2513 2354876
Product dose omission 73.17 51.89 34 662 38223 2319166
Hand deformity 72.61 51.89 15 681 1071 2356318
Eye discharge 69.07 51.89 14 682 909 2356480
Ocular surface disease 66.43 51.89 8 688 10 2357379
Dyspnoea 62.61 51.89 39 657 78694 2278695
Sciatica 62.59 51.89 15 681 2110 2355279
Eye swelling 60.83 51.89 17 679 4373 2353016
Product packaging quantity issue 54.55 51.89 10 686 380 2357009
Choroidal detachment 54.31 51.89 8 688 74 2357315
Drug hypersensitivity 52.50 51.89 29 667 46614 2310775

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Intraocular pressure increased 339.01 69.84 57 452 1124 1745148
Eye irritation 295.28 69.84 52 457 1351 1744921
Ocular hyperaemia 148.23 69.84 31 478 1979 1744293
Eye pain 132.40 69.84 29 480 2302 1743970
Visual acuity reduced 97.62 69.84 25 484 3863 1742409
Product quality issue 86.49 69.84 25 484 6068 1740204
Eye pruritus 79.44 69.84 16 493 834 1745438
Drug ineffective 77.00 69.84 44 465 63757 1682515

Pharmacologic Action:

SourceCodeDescription
ATC S01EC03 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIGLAUCOMA PREPARATIONS AND MIOTICS
Carbonic anhydrase inhibitors
CHEBI has role CHEBI:35674 antihypertensive agent
CHEBI has role CHEBI:39456 antiglaucoma drug
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002257 Carbonic Anhydrase Inhibitors
MeSH PA D002317 Cardiovascular Agents
MeSH PA D004791 Enzyme Inhibitors
FDA EPC N0000175517 Carbonic Anhydrase Inhibitor

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Ocular hypertension indication 4210003 DOID:9282
Open-angle glaucoma indication 84494001 DOID:1067
Bronchospasm contraindication 4386001
Complete atrioventricular block contraindication 27885002
Acute cerebrovascular insufficiency contraindication 29322000
Hyperthyroidism contraindication 34486009 DOID:7998
Anaphylaxis contraindication 39579001
Sinus bradycardia contraindication 49710005
General anesthesia contraindication 50697003
Acute nephropathy contraindication 58574008
Diabetes mellitus contraindication 73211009 DOID:9351
Pulmonary emphysema contraindication 87433001
Cardiogenic shock contraindication 89138009
Myasthenia gravis contraindication 91637004 DOID:437
Partial atrioventricular block contraindication 195039008
Decompensated cardiac failure contraindication 195111005
Hypoglycemic disorder contraindication 237630007
Pregnancy, function contraindication 289908002
Severe chronic obstructive pulmonary disease contraindication 313299006

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.73 acidic
pKa2 8.34 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Carbonic anhydrase 2 Enzyme INHIBITOR Ki 9.70 CHEMBL CHEMBL
Carbonic anhydrase 12 Enzyme Ki 8.46 CHEMBL
Carbonic anhydrase 4 Enzyme Ki 7.37 CHEMBL
Carbonic anhydrase 13 Enzyme Ki 7.74 CHEMBL
Carbonic anhydrase 3 Enzyme Ki 5.10 CHEMBL
Carbonic anhydrase 5A, mitochondrial Enzyme Ki 7.38 CHEMBL
Carbonic anhydrase 14 Enzyme Ki 7.57 CHEMBL
Carbonic anhydrase 7 Enzyme Ki 8.46 CHEMBL
Carbonic anhydrase 9 Enzyme Ki 7.28 CHEMBL
Carbonic anhydrase 1 Enzyme Ki 6.30 CHEMBL
Carbonic anhydrase 5B, mitochondrial Enzyme Ki 7.48 CHEMBL
Carbonic anhydrase 6 Enzyme Ki 8 CHEMBL
Carbonic anhydrase 13 Enzyme Ki 7.74 CHEMBL
Carbonic anhydrase Enzyme Ki 4.51 CHEMBL
Alpha carbonic anhydrase Unclassified Ki 7.74 CHEMBL
Probable transmembrane carbonic anhydrase (Carbonate dehydratase) (Carbonic dehydratase); Transmembrane carbonic anhydrase Enzyme Ki 6.86 CHEMBL
Astrosclerin-3 Unclassified Ki 6.55 CHEMBL
Beta-carbonic anhydrase 1 Enzyme Ki 6.13 CHEMBL
Carbonic anhydrase Unclassified Ki 6.95 CHEMBL
Delta carbonic anhydrase Unclassified Ki 7.30 CHEMBL
Carbonic anhydrase Enzyme Ki 6.96 CHEMBL
Carbonic anhydrase Enzyme Ki 5.37 CHEMBL
Carbonic anhydrase 15 Enzyme Ki 7.21 CHEMBL
Carbonic anhydrase Enzyme Ki 8.05 CHEMBL
Carbonic anhydrase Enzyme Ki 6.39 CHEMBL
Carbonic anhydrase 2 Enzyme Ki 7 CHEMBL
Carbonic anhydrase 4 Enzyme Ki 7.37 CHEMBL
Carbonic anhydrase Unclassified Ki 6.56 CHEMBL
Carbonic anhydrase Enzyme Ki 5.18 CHEMBL

External reference:

IDSource
4023982 VUID
N0000021987 NUI
C0165590 UMLSCUI
D00653 KEGG_DRUG
108834004 SNOMEDCT_US
4023982 VANDF
60207 RXNORM
373447009 SNOMEDCT_US
004998 NDDF
9JDX055TW1 UNII
6960 INN_ID
CHEMBL218490 ChEMBL_ID
DB00869 DRUGBANK_ID
130693-82-2 SECONDARY_CAS_RN
ETS PDB_CHEM_ID
CHEBI:4702 CHEBI
6810 IUPHAR_LIGAND_ID
5284549 PUBCHEM_CID
CHEMBL1201162 ChEMBL_ID
C062765 MESH_SUPPLEMENTAL_RECORD_UI

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
TRUSOPT HUMAN PRESCRIPTION DRUG LABEL 1 0006-3519 SOLUTION 20 mg OPHTHALMIC NDA 18 sections
Dorzolamide Hydrochloride-Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 0527-1763 SOLUTION 20 mg OPHTHALMIC ANDA 13 sections
Dorzolamide HCl and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 17478-514 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 18 sections
COSOPT PF HUMAN PRESCRIPTION DRUG LABEL 2 17478-604 SOLUTION/ DROPS 20 mg OPHTHALMIC NDA 18 sections
COSOPT HUMAN PRESCRIPTION DRUG LABEL 2 17478-605 SOLUTION/ DROPS 20 mg OPHTHALMIC NDA 17 sections
Dorzolamide HCl HUMAN PRESCRIPTION DRUG LABEL 1 24208-485 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 18 sections
Dorzolamide Hydrochloride and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 24208-486 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 17 sections
Dorzolamide Hydrochloride Ophthalmic Solution HUMAN PRESCRIPTION DRUG LABEL 1 42571-141 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 17 sections
Dorzolamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-1246 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 16 sections
Dorzolamide Hydrochloride and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 50090-1247 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 16 sections
Dorzolamide HCl HUMAN PRESCRIPTION DRUG LABEL 1 50090-2406 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 18 sections
Dorzolamide HCl HUMAN PRESCRIPTION DRUG LABEL 1 50090-2768 SOLUTION 20 mg OPHTHALMIC ANDA 17 sections
Dorzolamide HCl and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 50090-2867 SOLUTION 20 mg OPHTHALMIC ANDA 18 sections
Dorzolamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50383-232 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 16 sections
Dorzolamide Hydrochloride and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 50383-233 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 16 sections
Dorzolamide Hydrochloride and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 50383-261 SOLUTION/ DROPS 20 mg OPHTHALMIC NDA 17 sections
Cosopt HUMAN PRESCRIPTION DRUG LABEL 2 54868-4279 SOLUTION 20 mg OPHTHALMIC NDA 13 sections
Dorzolamide Hydrochloride and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 54868-5982 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 14 sections
Dorzolamide HCl HUMAN PRESCRIPTION DRUG LABEL 1 54868-6330 SOLUTION/ DROPS 22.30 mg OPHTHALMIC ANDA 13 sections
Dorzolamide and Timolol HUMAN PRESCRIPTION DRUG LABEL 2 55545-1007 SOLUTION 20 mg OPHTHALMIC ANDA 1 sections
Dorzolamide hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 55545-1008 SOLUTION 20 mg OPHTHALMIC ANDA 1 sections
Dorzolamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 60429-114 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 16 sections
Dorzolamide Hydrochloride and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 60429-115 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 16 sections
DORZOLAMIDE HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 61314-019 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 17 sections
Dorzolamide Hydrochloride and Timolol Maleate HUMAN PRESCRIPTION DRUG LABEL 2 61314-030 SOLUTION 20 mg OPHTHALMIC ANDA 17 sections
Dorzolamide Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 62332-519 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 17 sections
Dorzolamide Hydrochloride and Timolol Maleate Preservative Free HUMAN PRESCRIPTION DRUG LABEL 2 65862-947 SOLUTION/ DROPS 20 mg OPHTHALMIC ANDA 17 sections
Dorzolamide hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 69315-304 SOLUTION 20 mg OPHTHALMIC ANDA 16 sections
Dorzolamide and Timolol HUMAN PRESCRIPTION DRUG LABEL 2 69315-305 SOLUTION 20 mg OPHTHALMIC ANDA 16 sections
DORZOLAMIDE HYDROCHLORIDE and TIMOLOL MALEATE HUMAN PRESCRIPTION DRUG LABEL 2 70069-051 SOLUTION 20 mg OPHTHALMIC ANDA 16 sections