Penicillamine

Penicillamine
Clinical data
Trade names	Cuprimine, Cuprenyl, Depen, others
Other names	D-penicillamine; (–)-penicillamine;
AHFS/Drugs.com	Monograph
MedlinePlus	a618021
License data	US DailyMed: Penicillamine;
Pregnancy; category	AU: D;
Routes of; administration	By mouth (capsules)
ATC code	M01CC01 (WHO) ;
Legal status
Legal status	US: ℞-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	Variable
Metabolism	Liver
Elimination half-life	1 hour
Excretion	Kidney
Identifiers
	IUPAC name (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid;
CAS Number	52-67-5 ;
PubChem CID	5852;
IUPHAR/BPS	7264;
DrugBank	DB00859 ;
ChemSpider	5643 ;
UNII	GNN1DV99GX;
KEGG	D00496 ;
ChEBI	CHEBI:7959 ;
ChEMBL	ChEMBL1430 ;
CompTox Dashboard (EPA)	DTXSID6037069 ;
ECHA InfoCard	100.000.136
Chemical and physical data
Formula	C5H11NO2S
Molar mass	149.21 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)([C@H](C(=O)O)N)S;
	InChI InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1 ; Key:VVNCNSJFMMFHPL-VKHMYHEASA-N ;
	(verify)

Penicillamine, sold under the brand name of Cuprimine among others, is a medication primarily used for the treatment of Wilson's disease. It is also used for people with kidney stones who have high urine cystine levels, rheumatoid arthritis, and various heavy metal poisonings. It is taken by mouth.

Penicillamine was approved for medical use in the United States in 1970. It is on the World Health Organization's List of Essential Medicines.