Sodium phenylbutyrate

Sodium phenylbutyrate
Clinical data
Trade names	Buphenyl, Pheburane, Ammonaps, others
AHFS/Drugs.com	Micromedex Detailed Consumer Information
License data	US DailyMed: Sodium phenylbutyrate;
Pregnancy; category	AU: B3;
Routes of; administration	By mouth
ATC code	A16AX03 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; US: ℞-only; EU: Rx-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Metabolism	Liver and kidney to phenylacetic acid
Elimination half-life	0.8 hours (phenylbutyrate), 1.15-1.29 hours (phenylacetate)
Excretion	Urine (80-100% as phenylacetylglutamine)
Identifiers
	IUPAC name Sodium 4-phenylbutanoate;
CAS Number	1716-12-7 ;
PubChem CID	5258;
DrugBank	DBSALT002404 ;
ChemSpider	5068 ;
UNII	NT6K61736T;
KEGG	D05868;
ChEBI	CHEBI:75316 ;
ChEMBL	ChEMBL1746 ;
CompTox Dashboard (EPA)	DTXSID7040948 ;
ECHA InfoCard	100.130.318
Chemical and physical data
Formula	C10H11NaO2
Molar mass	186.186 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [Na+].[O-]C(=O)CCCC1=CC=CC=C1;
	InChI InChI=1S/C10H12O2.Na/c11-10(12)8-4-7-9-5-2-1-3-6-9;/h1-3,5-6H,4,7-8H2,(H,11,12);/q;+1/p-1 ; Key:VPZRWNZGLKXFOE-UHFFFAOYSA-M ;
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Sodium phenylbutyrate, sold under the brand name Buphenyl among others, is a salt of an aromatic fatty acid, 4-phenylbutyrate (4-PBA) or 4-phenylbutyric acid. The compound is used to treat urea cycle disorders, because its metabolites offer an alternative pathway to the urea cycle to allow excretion of excess nitrogen.

Sodium phenylbutyrate is also a histone deacetylase inhibitor and chemical chaperone, leading respectively to research into its use as an anti-cancer agent and in protein misfolding diseases such as cystic fibrosis.