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CHEBI:4702 - dorzolamide

Default Structure
ChEBI IDCHEBI:4702
ChEBI Namedorzolamide
Stars
Definition5,6-Dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide in which hydrogens at the 4 and 6 positions are substituted by ethylamino and methyl groups, respectively (4S, trans-configuration). A carbonic anhydrase inhibitor, it is used as the hydrochloride in ophthalmic solutions to lower increased intraocular pressure in the treatment of open-angle glaucoma and ocular hypertension.
Secondary ChEBI IDsCHEBI:42295, CHEBI:101089, CHEBI:105798
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H16N2O4S3
Net Charge0
Average Mass324.449
Monoisotopic Mass324.02722
SMILESCCN[C@H]1C[C@H](C)S(=O)(=O)c2sc(S(N)(=O)=O)cc21
InChIInChI=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
InChIKeyIAVUPMFITXYVAF-XPUUQOCRSA-N
Wikipedia
Roles Classification
Biological Role:
EC 4.2.1.1 (carbonic anhydrase) inhibitor  An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of carbonic anhydrase (EC 4.2.1.1). Such compounds reduce the secretion of H+ ions by the proximal kidney tubule.
Applications:
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
antiglaucoma drug  Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye.
ChEBI Ontology
Outgoing Relation(s)
dorzolamide (CHEBI:4702) has role antiglaucoma drug (CHEBI:39456)
dorzolamide (CHEBI:4702) has role antihypertensive agent (CHEBI:35674)
dorzolamide (CHEBI:4702) has role EC 4.2.1.1 (carbonic anhydrase) inhibitor (CHEBI:23018)
dorzolamide (CHEBI:4702) is a sulfonamide (CHEBI:35358)
dorzolamide (CHEBI:4702) is a thiophenes (CHEBI:26961)
Incoming Relation(s)
dorzolamide hydrochloride (CHEBI:4703) has part dorzolamide (CHEBI:4702)
IUPAC Name 
(4S,6S)-4-(ethylamino)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide
INN  Source
dorzolamideChemIDplus
Synonyms  Source
4-ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda6-thieno[2,3-b]thiopyran-2-sulfonic acid amideChEMBL
4-Ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda*6*-thieno[2,3-b]thiopyran-2-sulfonic acid amideChEMBL
4S,6S-dorzolamideChemIDplus
(4S,trans)-4-(ethylamino)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxideChEBI
(4S,6S)-4-ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda*6*-thieno[2,3-b]thiopyran-2-sulfonic acid amideChEMBL
(4S-TRANS)-4-(ETHYLAMINO)-5,6-DIHYDRO-6-METHYL-4H-THIENO(2,3-B)THIOPYRAN-2-SULFONAMIDE-7,7-DIOXIDEPDBeChem
Manual XrefsDatabases
949DrugCentral
C06969KEGG COMPOUND
D07871KEGG DRUG
DB00869DrugBank
DorzolamideWikipedia
EP296879Patent
ETSPDBeChem
LSM-5597LINCS
US4797413Patent
Registry NumbersSources
Beilstein:5910880Beilstein
CAS:120279-96-1ChemIDplus
CAS:120279-96-1KEGG COMPOUND
Citations