CHEBI:4702 - dorzolamide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name dorzolamide
ChEBI ID CHEBI:4702
Definition 5,6-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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:105798, CHEBI:42295, CHEBI:101089
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C10H16N2O4S3
Net Charge 0
Average Mass 324.44000
Monoisotopic Mass 324.027
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
SMILES CCN[C@H]1C[C@H](C)S(=O)(=O)c2sc(cc12)S(N)(=O)=O
Roles Classification
Biological Role(s): 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.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
dorzolamide ChemIDplus
Synonyms Sources
(4S,6S)-4-ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda*6*-thieno[2,3-b]thiopyran-2-sulfonic acid amide ChEMBL
(4S,trans)-4-(ethylamino)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-2-sulfonamide 7,7-dioxide ChEBI
(4S-TRANS)-4-(ETHYLAMINO)-5,6-DIHYDRO-6-METHYL-4H-THIENO(2,3-B)THIOPYRAN-2-SULFONAMIDE-7,7-DIOXIDE PDBeChem
4-Ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda*6*-thieno[2,3-b]thiopyran-2-sulfonic acid amide ChEMBL
4-ethylamino-6-methyl-7,7-dioxo-4,5,6,7-tetrahydro-7lambda6-thieno[2,3-b]thiopyran-2-sulfonic acid amide ChEMBL
4S,6S-dorzolamide ChemIDplus
DORZOLAMIDE ChEMBL
Dorzolamide KEGG COMPOUND
Database Links Databases
949 DrugCentral
C06969 KEGG COMPOUND
D07871 KEGG DRUG
DB00869 DrugBank
Dorzolamide Wikipedia
EP296879 Patent
ETS PDBeChem
LSM-5597 LINCS
US4797413 Patent
View more database links
Registry Numbers Types Sources
120279-96-1 CAS Registry Number KEGG COMPOUND
120279-96-1 CAS Registry Number ChemIDplus
5910880 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
10762051 PubMed citation ChEMBL
11229775 PubMed citation ChEMBL
11425561 PubMed citation ChEMBL
11906288 PubMed citation ChEMBL
14611846 PubMed citation ChEMBL
14684332 PubMed citation ChEMBL
Last Modified
22 February 2017