Dorzolamide

Title: Dorzolamide
CAS Registry Number: 120279-96-1
CAS Name: (4S,6S)-4-(Ethylamino)-5,6-dihydro-6-methyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide
Molecular Formula: C10H16N2O4S3
Molecular Weight: 324.44
Percent Composition: C 37.02%, H 4.97%, N 8.63%, O 19.73%, S 29.65%
Literature References: Carbonic anhydrase inhibitor. Prepn: J. J. Baldwin et al., EP 296879; eidem, US 4797413 (1988, 1989 both to Merck & Co.). Mechanism of action study: R.-F. Wang et al., Arch. Ophthalmol. 109, 1297 (1991). HPLC determn in plasma and urine: B. K. Matuszewski, M. L. Constanzer, Chirality 4, 515 (1992). Clinical evaluations in glaucoma and ocular hypertension: E. A. Lippa et al., Ophthalmology 98, 308 (1991); E. A. Lippa et al., Arch. Ophthalmol. 110, 495 (1992).
Derivative Type: Hydrochloride
CAS Registry Number: 130693-82-2
Manufacturers' Codes: MK-507
Trademarks: Trusopt (Merck & Co.)
Molecular Formula: C10H16N2O4S3.HCl
Molecular Weight: 360.90
Percent Composition: C 33.28%, H 4.75%, N 7.76%, O 17.73%, S 26.65%, Cl 9.82%
Properties: mp 283-285°. [a]D24 -8.34° (c = 1 in methanol). Sol in water.
Melting point: mp 283-285°
Optical Rotation: [a]D24 -8.34° (c = 1 in methanol)
Therap-Cat: Antiglaucoma agent.
Keywords: Antiglaucoma; Carbonic Anhydrase Inhibitor.
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Dorzolamide
Dorzolamide Structural Formulae.png
Dorzolamide-3D-balls.png
Systematic (IUPAC) name
(4S,6S)-2-ethylamino-4-methyl-5,5-dioxo-
6,7-dithiabicyclo[4.3.0]nona-8,10-diene-8-sulfonamide
Clinical data
Trade names Trusopt
AHFS/Drugs.com monograph
MedlinePlus a602022
Pregnancy cat. C (US)
Legal status -only (US)
Routes Topical (eye drops)
Pharmacokinetic data
Protein binding ~33%
Half-life 4 months
Identifiers
CAS number 130693-82-2 N 120279-96-1
ATC code S01EC03
PubChem CID 5284549
DrugBank DB00869
ChemSpider 4447604 YesY
UNII 9JDX055TW1 YesY
KEGG D07871 N
ChEBI CHEBI:4702 YesY
ChEMBL CHEMBL218490 YesY
Chemical data
Formula C10H16N2O4S3 
Mol. mass 324.443 g/mol
 N (what is this?)  (verify)

Dorzolamide (trade name Trusopt) is a carbonic anhydrase inhibitor. It is an anti-glaucoma agent, and acts by decreasing the production of aqueous humour.[1] It is optically applied in the form of a 2% eye drops.[2]