ETS

(4S-TRANS)-4-(ETHYLAMINO)-5,6-DIHYDRO-6-METHYL-4H-THIENO(2,3-B)THIOPYRAN-2-SULFONAMIDE-7,7-DIOXIDE

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is present as a standalone ligand in 6 entries

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Chemical Component Summary
Name	(4S-TRANS)-4-(ETHYLAMINO)-5,6-DIHYDRO-6-METHYL-4H-THIENO(2,3-B)THIOPYRAN-2-SULFONAMIDE-7,7-DIOXIDE
Synonyms	Dorzolamide
Identifiers	(4S,6S)-4-(ethylamino)-6-methyl-7,7-bis(oxidanylidene)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide
Formula	C₁₀ H₁₆ N₂ O₄ S₃
Molecular Weight	324.44
Type	NON-POLYMER
Isomeric SMILES	CCN[C@H]1C[C@@H](S(=O)(=O)c2c1cc(s2)S(=O)(=O)N)C
InChI	InChI=1S/C10H16N2O4S3/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)/t6-,8-/m0/s1
InChIKey	IAVUPMFITXYVAF-XPUUQOCRSA-N

Chemical Details
Formal Charge	0
Atom Count	35
Chiral Atom Count	2
Bond Count	36
Aromatic Bond Count	5

Drug Info: DrugBank

DrugBank ID	DB00869
Name	Dorzolamide
Groups	approved
Description	Dorzolamide is a non-bacteriostatic sulfonamide derivative [A1304] and topical carbonic anhydrase (CA) inhibitor that treats elevated intraocular pressure (IOP) associated with open-angle glaucoma and ocular hypertension.[L11377] It works by blocking an enzyme in the ciliary process that regulates ion balance and fluid pressure in the eyes.[A1303] Unlike oral CA inhibitors, dorzolamide has negligible effects of acid-base or electrolyte disturbances and other systemic adverse effects.[A1304] First marketed in 1995,[A190624] dorzolamide is available in ophthalmic solutions as monotherapy marketed as Trusopt [L11377] or in combination with [timolol] as Cosopt PF.[L11380]
Synonyms	Dorzolamid (4S,trans)-4-(ethylamino)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide 4-Ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda6-thieno[2,3-b]thiopyran-2-sulfonic acid amide (4S,6S)-4-ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda6-thieno[2,3-b]thiopyran-2-sulfonic acid amide Dorzolamida 4S,6S-dorzolamide 4-ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda6-thieno[2,3-b]thiopyran-2-sulfonic acid amide Dorzolamidum Dorzolamide hydrochloride Dorzolamide
Brand Names	Dorzolamide-timolol Riva-dorzolamide Jamp-dorzolamide PMS-dorzolamide-timolol Apo-dorzo-timop Cosopt PF Dorzolamide PF Dorzolamide Hydrochloride and Timolol Maleate ophthalmic Solution Duokopt Med-dorzolamide Dorzolamide and Timolol Eye Drops BP Cosopt Brim-Dor PF Dorzolamide Hydrochloride Tim-Brim-Dor PF Dorzolamide HCl Tim-Dor PF Dorzolamide Hydrochloride Ophthalmic Solution Dorzolamide Hydrochloride Timolol Maleate Trusopt Dorzolamide Hydrochloride and Timolol Maleate Ophthalmic Solution Apo-dorzolamide Teva-dorzotimol Dorzolamide and Timolol Dorzolamide Hydrochloride Ophthalmic Dorzolamide Hydrochloride-Timolol Maleate Mint-dorzolamide/timolol Van-dorzolamide-timolol Tim-Brim-Dor-Lat Priva-dorzolamide-timolol Dorzolamide hydrochloride and timolol maleate DORZOLAMIDE HYDROCHLORIDE and TIMOLOL MALEATE Dorzolamide Hydrochloride and Timolol Maleate Dorzolamide hydrochloride Dorzolamide Eye Drops BP Tim-Dor-Lat Dorzolamide Hydrochloride-Timolol Maleate Ophthalmic Solution Sterile Ophthalmic Solution Sandoz Dorzolamide/timolol Act Dorzotimolol Dorzolamide Hydrochloride Ophthalmic Solution 2%, 10mL Ophthalmic Solution 2%, 10mL Dorzolamide-timolol PF Mylan-dorzolamide/timolol Trusopt Preservative-free Dorzolamide Hydrochloride and Timolol Maleate Preservative Free Dorzolamide Hydrochloride Timolol Maletae M-dorzolamide-timolol Ag-dorzolamide Timolol Dorzolamide Hydrochloride-timolol Maleate Jamp Dorzolamide-timolol Dorzolamide HCl and Timolol Maleate Sandoz Dorzolamide Dorzolamide Hydrochloride and Timolol Maleate ophthalmic Dorzolamide HCl /Timolol Maleate Med-dorzolamide-timolol Dorzolamide Cosopt Preservative-free Riva-dorzolamide/timolol
Indication	Dorzolamide is indicated for the management of elevated intraocular pressure in patients with ocular hypertension or open-angle glaucoma.[L11377] It can also be used in combination with [timolol] for the same indication in patients who are insufficiently responsive to ophthalmic beta-blockers.[L11380] Its pre-operative use was also investigated to prevent elevated intraocular pressure after neodynium yttrium aluminum garnet laser posterior capsulotomy.[A190183]
Categories	Amides Antiglaucoma Preparations and Miotics Antihypertensive Agents Carbonic Anhydrase Inhibitors Cardiovascular Agents Cytochrome P-450 CYP2C9 Substrates Cytochrome P-450 CYP2E1 Substrates Cytochrome P-450 Substrates Diuretics Drugs that are Mainly Renally Excreted Enzyme Inhibitors Genito Urinary System and Sex Hormones Gynecological Antiinfectives and Antiseptics Intraocular Pressure, drug effects Ophthalmologicals Sensory Organs Sulfonamides Sulfones Sulfur Compounds
ATC-Code	G01AE10 S01EC03
CAS number	120279-96-1

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Carbonic anhydrase 2	MSHHWGYGKHNGPEHWHKDFPIAKGERQSPVDIDTHTAKYDPSLKPLSVS...	unknown	inhibitor
Carbonic anhydrase 4	MRMLLALLALSAARPSASAESHWCYEVQAESSNYPCLVPVKWGGNCQKDR...	unknown	inhibitor
Carbonic anhydrase 1	MASPDWGYDDKNGPEQWSKLYPIANGNNQSPVDIKTSETKHDTSLKPISV...	unknown	inhibitor
Carbonic anhydrase 3	MAKEWGYASHNGPDHWHELFPNAKGENQSPVELHTKDIRHDPSLQPWSVS...	unknown	inhibitor
Cytochrome P450 2C9	MDSLVVLVLCLSCLLLLSLWRQSSGRGKLPPGPTPLPVIGNILQIGIKDI...	unknown	substrate
Cytochrome P450 2B1	MEPTILLLLALLVGFLLLLVRGHPKSRGNFPPGPRPLPLLGNLLQLDRGG...	unknown	substrate
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	substrate
Cytochrome P450 3A2	MDLLSALTLETWVLLAVILVLLYRLGTHRHGIFKKQGIPGPKPLPFLGTV...	unknown	substrate
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682