Penicillamine
Antirheumatic Agent — MUSCULO-SKELETAL SYSTEM
Also known as: cuprenil, cuprimine, cupripen, D-Mercaptovaline, D-Penicillamine, depamine, pendramine
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Penicillamine is an ofp drug in the Antirheumatic Agent class catalogued in DrugCentral. It was first approved by the FDA in 1970. DrugCentral lists 1 molecular target, including dapE. Recorded indications include Cystine Renal Calculi, Cystinuria, Rheumatoid arthritis and Wilson's disease.
- Approval status: ofp (first approved 1970 by the FDA).
- Drug class: Antirheumatic Agent.
- Molecular targets: dapE (1 listed in DrugCentral).
- Indications: Cystine Renal Calculi, Cystinuria, Rheumatoid arthritis and Wilson's disease.
- ATC code: M01CC01 (Penicillamine and similar agents).
- Molecular formula: C5H11NO2S; molecular weight 149.21 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (4)
- Cystine Renal Calculi
- Cystinuria
- Rheumatoid arthritis
- Wilson's disease
Off-label uses (2)
- Felty's syndrome
- Rheumatoid vasculitis
Contraindications (19)
- Agranulocytosis
- Aphthous ulcer of mouth
- Aplastic anemia
- Aplastic anemia due to drugs
- Blood in urine
- Breastfeeding (mother)
- Bronchiolitis
- Glomerulonephritis
- Goodpasture's syndrome
- Iron deficiency anemia
- Kidney disease
- Leukopenia
- Liver function tests abnormal
- Lupus erythematosus and erythema multiforme-like syndrome
- Myasthenia gravis
- Pemphigus
- Pregnancy, function
- Proteinuria
- Thrombocytopenic disorder
Mechanism & targets
| Established pharmacologic class | Antirheumatic Agent |
|---|
Molecular targets (1)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Succinyl-diaminopimelate desuccinylase | dapE | unknown | IC50 4.30 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1970-12-04 | FDA | — | ATON |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
M01CC01 | MUSCULO-SKELETAL SYSTEM › ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS › SPECIFIC ANTIRHEUMATIC AGENTS › Penicillamine and similar agents |
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 |
|---|---|
| Anti-neutrophil cytoplasmic antibody positive vasculitis | 291.6 |
| Proteinuria | 220.7 |
| Drug hypersensitivity | 186.5 |
| Vasculitis | 154.7 |
| Inflammation | 124.7 |
| Joint swelling | 122.3 |
| Elastosis perforans | 93.2 |
| SLE arthritis | 86.6 |
| Cardiovascular disorder | 84.9 |
| Treatment failure | 79.1 |
| Arthralgia | 78.2 |
| Elbow deformity | 73.5 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Penicillamine is on its molecule page.
| Molecular formula | C5H11NO2S |
|---|---|
| Molecular weight | 149.21 g/mol |
| CAS number | 52-67-5 |
| InChIKey | VVNCNSJFMMFHPL-VKHMYHEASA-N |
| PubChem CID | 5852 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Penicillamine used for?
DrugCentral lists the following indications for Penicillamine: Cystine Renal Calculi, Cystinuria, Rheumatoid arthritis and Wilson's disease.
How does Penicillamine work?
Its molecular targets in DrugCentral include dapE.
When was Penicillamine first approved?
Penicillamine was first approved by the FDA in 1970.
What drug class does Penicillamine belong to?
Penicillamine is in the Antirheumatic Agent class.
What is the chemical formula of Penicillamine?
Penicillamine has the molecular formula C5H11NO2S and a molecular weight of 149.21 g/mol.
Browse: all drugs starting with P · drug guides by category · protein targets A–Z.
Sources
- DrugCentral drug card 2081 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL1430 — compound record and bioactivity
- PubChem CID 5852 — chemical identifiers
- DrugBank DB00859 — drug record
- FDA UNII GNN1DV99GX — substance identity
- DailyMed: FDA labels for Penicillamine — current prescribing information (label search)
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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