Structure via PubChem · Public domain (PubChem)
dichlorphenamide
Sign in to saveAlso known as Daranide®, dichlofenamide, glauconide, Keveyis®, DICLOFENAMIDE, Dichlorophenamide, 4,5-dichloro-benzene-1,3-disulfonic acid diamide, 4,5-dichloro-1,3-benzenedisulfonamide
Diclofenamide (or dichlorphenamide) is a sulfonamide and a carbonic anhydrase inhibitor of the meta-disulfamoylbenzene class. Dichlorphenamide as a carbonic anhydrase inhibitor is used for the treatment of acute angle closure glaucoma. While Dichlorphenamide does contain two sulfate groups within the structure, it falls under the class of a first generation carbonic anhydrase Inhibitor.
Chemical data
- Formula
- C6H6Cl2N2O4S2
- Molecular weight
- 305.2 g/mol
- IUPAC name
- 4,5-dichlorobenzene-1,3-disulfonamide
- SMILES
- C1=C(C=C(C(=C1S(=O)(=O)N)Cl)Cl)S(=O)(=O)N
- InChIKey
- GJQPMPFPNINLKP-UHFFFAOYSA-N
- XLogP
- 0.3
- Polar surface area
- 137 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1958
- Admin. routes
- oral
- Indications
- paramyotonia congenita of Von Eulenburg, hypokalemic periodic paralysis, hyperkalemic periodic paralysis, glaucoma
via ChEMBL · EBI
Research
196 papers- Dichlorphenamide: A Review in Primary Periodic Paralyses.Drugs · 2016
- Review of the Diagnosis and Treatment of Periodic Paralysis.Muscle & nerve · 2018
- Dichlorphenamide for Refractory Hyperkalemic Periodic Paralysis.Journal of clinical neuromuscular disease · 2021
- Structure and mechanism of carbonic anhydrase.Pharmacology & therapeutics · 1997
- Efficacy and Safety of Dichlorphenamide for Primary Periodic Paralysis in Adolescents Compared With Adults.Pediatric neurology · 2019
via PubMed
Wikidata facts
- Subclass of
- sulfonamide
- Mass
- 303.915
- Has use
- medication
Show 6 more facts
- chemical formula
- C₆H₆Cl₂N₂O₄S₂
- medical condition treated
- hyperkalemic periodic paralysis
- canonical SMILES
- C1=C(C=C(C(=C1S(=O)(=O)N)Cl)Cl)S(=O)(=O)N
- World Health Organisation international non-proprietary name
- dichlofenamide
- defined daily dose
- 0.1
- Commons category
- Diclofenamide
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Uses
- Cost
- References
Diclofenamide (or dichlorphenamide) is a sulfonamide and a carbonic anhydrase inhibitor of the meta-disulfamoylbenzene class. Dichlorphenamide as a carbonic anhydrase inhibitor is used for the treatment of acute angle closure glaucoma. While Dichlorphenamide does contain two sulfate groups within the structure, it falls under the class of a first generation carbonic anhydrase Inhibitor.
==Uses== Diclofenamide was approved in the United States in 1958 as Daranide to treat glaucoma, Subsequently, it was found effective in cases of therapy-resistant epilepsy. In 2015, the medication was approved in the US under the name Keveyis as an orphan drug for the treatment of primary hypokalemic and hyperkalemic periodic paralysis.
Excerpted from Wikipedia’s “dichlorphenamide” article, available under the CC BY-SA 4.0 licence.