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.^[1] It is also used for people with kidney stones who have high urine cystine levels, rheumatoid arthritis, and various heavy metal poisonings.^[1]^[2] It is taken by mouth.^[2]

Penicillamine was approved for medical use in the United States in 1970.^[1] It is on the World Health Organization's List of Essential Medicines.^[3]

^ ^a ^b ^c "Penicillamine". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
^ ^a ^b Cite error: The named reference WHO2008 was invoked but never defined (see the help page).
^ World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. 2019. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.