Dorzolamide hydrochlorideProduct ingredient for Dorzolamide

Name
Dorzolamide hydrochloride
Drug Entry
Dorzolamide

Dorzolamide is a non-bacteriostatic sulfonamide derivative 2 and topical carbonic anhydrase (CA) inhibitor that treats elevated intraocular pressure (IOP) associated with open-angle glaucoma and ocular hypertension.6 It works by blocking an enzyme in the ciliary process that regulates ion balance and fluid pressure in the eyes.1 Unlike oral CA inhibitors, dorzolamide has negligible effects of acid-base or electrolyte disturbances and other systemic adverse effects.2 First marketed in 1995,5 dorzolamide is available in ophthalmic solutions as monotherapy marketed as Trusopt 6 or in combination with timolol as Cosopt PF.7

Accession Number
DBSALT000931
Structure
Synonyms
Dorzolamide HCl
UNII
QZO5366EW7
CAS Number
130693-82-2
Weight
Average: 360.89
Monoisotopic: 360.0038983
Chemical Formula
C10H17ClN2O4S3
InChI Key
OSRUSFPMRGDLAG-QMGYSKNISA-N
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
IUPAC Name
(2S,4S)-4-(ethylamino)-2-methyl-1,1-dioxo-2H,3H,4H-1λ⁶-thieno[2,3-b]thiopyran-6-sulfonamide hydrochloride
SMILES
Cl.[H][C@]1(C)C[C@]([H])(NCC)C2=C(SC(=C2)S(N)(=O)=O)S1(=O)=O
PubChem Compound
6918132
ChemSpider
5293345
ChEBI
4703
ChEMBL
CHEMBL1201162
Wikipedia
Dorzolamide
Predicted Properties
PropertyValueSource
Water Solubility0.699 mg/mLALOGPS
logP-0.5ALOGPS
logP-0.12Chemaxon
logS-2.7ALOGPS
pKa (Strongest Acidic)8.16Chemaxon
pKa (Strongest Basic)6.88Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area106.33 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity72.46 m3·mol-1Chemaxon
Polarizability31.62 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon