Dichlorphenamide
Carbonic Anhydrase Inhibitor — SENSORY ORGANS
Also known as: dichlofenamide, dichlorophenamide, diclofenamid, diclofenamide
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Dichlorphenamide is an ofp drug in the Carbonic Anhydrase Inhibitor class catalogued in DrugCentral. It was first approved by the FDA in 1958. Its mechanism of action is classified as Carbonic Anhydrase Inhibitors. DrugCentral lists 30 molecular targets, including CA1, Carbonate dehydratase and CA5B. Recorded indications include Angle-closure glaucoma, Open-angle glaucoma and Secondary glaucoma.
- Approval status: ofp (first approved 1958 by the FDA).
- Drug class: Carbonic Anhydrase Inhibitor.
- Mechanism of action: Carbonic Anhydrase Inhibitors.
- Molecular targets: CA1, Carbonate dehydratase, CA5B and CA13 (30 listed in DrugCentral).
- Indications: Angle-closure glaucoma, Open-angle glaucoma and Secondary glaucoma.
- ATC code: S01EC02 (Carbonic anhydrase inhibitors).
- Molecular formula: C6H6Cl2N2O4S2; molecular weight 305.16 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (3)
- Angle-closure glaucoma
- Open-angle glaucoma
- Secondary glaucoma
Off-label uses (1)
- Malignant glaucoma
Contraindications (17)
- Acute nephropathy
- Decreased respiratory function
- Diabetes mellitus type 1
- Diabetes mellitus type 2
- Disease of blood AND/OR blood-forming organ
- Disease of liver
- Disorder of electrolytes
- Gout
- Hepatic failure
- Hyperkalemia
- Hyponatremia
- Kidney disease
- Metabolic acidosis, normal anion gap, acidifying salts
- Primary adrenocortical insufficiency
- Recurrent Calcium Renal Calculi
- Renal tubular acidosis
- Respiratory acidosis
Mechanism & targets
| Mechanism of action (MoA) | Carbonic Anhydrase Inhibitors |
|---|---|
| Established pharmacologic class | Carbonic Anhydrase Inhibitor |
Molecular targets (30)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Carbonic anhydrase 1 | CA1 | inhibitor | IC50 8.30 |
| Carbonate dehydratase | — | unknown | Ki 8.07 |
| Carbonic anhydrase 5B, mitochondrial | CA5B | inhibitor | Ki 7.68 |
| Carbonic anhydrase 13 | CA13 | unknown | Ki 7.64 |
| Carbonic anhydrase 13 | Ca13 | unknown | Ki 7.64 |
| Carbonic anhydrase, alpha family | — | unknown | Ki 7.61 |
| Carbonic anhydrase 7 | CA7 | inhibitor | Ki 7.58 |
| Carbonic anhydrase 2 | CA2 | inhibitor | Ki 7.42 |
| Carbonic anhydrase | NCE103 | unknown | Ki 7.42 |
| Carbonic anhydrase 9 | CA9 | inhibitor | Ki 7.30 |
| Carbonic anhydrase 12 | CA12 | inhibitor | Ki 7.30 |
| Astrosclerin-3 | — | unknown | Ki 7.21 |
| Carbonic anhydrase | CA2 | unknown | Ki 7.10 |
| Carbonic anhydrase 6 | CA6 | unknown | Ki 7.10 |
| Carbonic anhydrase 4 | CA4 | inhibitor | Ki 7.02 |
| Carbonic anhydrase 15 | Ca15 | unknown | Ki 7.02 |
| Carbonic anhydrase | NCE103 | unknown | Ki 6.99 |
| Carbonic anhydrase | — | unknown | Ki 6.95 |
| Carbonic anhydrase | — | unknown | Ki 6.82 |
| Carbonic anhydrase 14 | CA14 | unknown | Ki 6.46 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1958-07-22 | FDA | — | — | Yes |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
S01EC02 | SENSORY ORGANS › OPHTHALMOLOGICALS › ANTIGLAUCOMA PREPARATIONS AND MIOTICS › Carbonic anhydrase inhibitors |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Paraesthesia | 342.3 |
| Disease recurrence | 335.0 |
| Wrong technique in product usage process | 256.3 |
| Muscular weakness | 144.0 |
| Blood potassium decreased | 138.8 |
| Feeling abnormal | 135.9 |
| Dysgeusia | 115.0 |
| Confusional state | 60.8 |
| Fatigue | 52.5 |
| Asthenia | 45.8 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Dichlorphenamide is on its molecule page.
| Molecular formula | C6H6Cl2N2O4S2 |
|---|---|
| Molecular weight | 305.16 g/mol |
| CAS number | — |
| InChIKey | GJQPMPFPNINLKP-UHFFFAOYSA-N |
| PubChem CID | 3038 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Dichlorphenamide used for?
DrugCentral lists the following indications for Dichlorphenamide: Angle-closure glaucoma, Open-angle glaucoma and Secondary glaucoma.
How does Dichlorphenamide work?
Dichlorphenamide is classified as Carbonic Anhydrase Inhibitors; its molecular targets in DrugCentral include CA1 (inhibitor), Carbonate dehydratase, CA5B (inhibitor) and CA13.
When was Dichlorphenamide first approved?
Dichlorphenamide was first approved by the FDA in 1958.
What drug class does Dichlorphenamide belong to?
Dichlorphenamide is in the Carbonic Anhydrase Inhibitor class.
What is the chemical formula of Dichlorphenamide?
Dichlorphenamide has the molecular formula C6H6Cl2N2O4S2 and a molecular weight of 305.16 g/mol.
Browse: all drugs starting with D · drug guides by category · protein targets A–Z.
Sources
- DrugCentral drug card 864 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL17 — compound record and bioactivity
- PubChem CID 3038 — chemical identifiers
- DrugBank DB01144 — drug record
- FDA UNII VVJ6673MHY — substance identity
- DailyMed: FDA labels for Dichlorphenamide — current prescribing information (label search)
- UniProt P00915 (CA1) — target protein
- UniProt Q9Y2D0 (CA5B) — target protein
- UniProt Q8N1Q1 (CA13) — target protein
- UniProt P43166 (CA7) — target protein
- UniProt P00918 (CA2) — target protein
- UniProt Q16790 (CA9) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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