phenylbutanoic acid 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	24	1821-12-1

Description:

Molecule

Description

Molfile Inchi Smiles

Synonyms:

phenylbutyrate
sodium 4-phenylbutanoate
sodium 4-phenylbutyrate
phenylbutanoic acid
buphenyl
pheburane
benzenebutyric acid
4-Phenylbutanoic acid
4-Phenylbutyric acid
gamma-Phenylbutanoic acid
sodium phenylbutyrate

Molecular weight: 164.20
Formula: C10H12O2
CLOGP: 2.28
LIPINSKI: 0
HAC: 2
HDO: 1
TPSA: 37.30
ALOGS: -2.51
ROTB: 4

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
20	g	O

ADMET properties:

Property	Value	Reference
BA (Bioavailability)	78 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

Date	Agency	Company	Orphan
April 30, 1996	FDA	HYPERION THERAPS INC

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Hyperammonaemia	109.26	48.99	17	100	4707	50600300

FDA Adverse Event Reporting System (Male)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Hyperammonaemic crisis	66.45	48.21	7	99	49	29574372

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Hyperammonaemia	113.34	46.94	20	156	9884	64488672
Hyperammonaemic crisis	84.96	46.94	9	167	90	64498466

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	A16AX03	ALIMENTARY TRACT AND METABOLISM OTHER ALIMENTARY TRACT AND METABOLISM PRODUCTS OTHER ALIMENTARY TRACT AND METABOLISM PRODUCTS Various alimentary tract and metabolism products
MeSH PA	D000970	Antineoplastic Agents
CHEBI has role	CHEBI:35610	antineoplastic agents
CHEBI has role	CHEBI:50266	Prodrugs
CHEBI has role	CHEBI:61115	histone deacetylase inhibitors
CHEBI has role	CHEBI:68495	Type I cell-death inducers
CHEBI has role	CHEBI:63726	neuroprotective agents
CHEBI has role	CHEBI:71031	orphan drugs
CHEBI has role	CHEBI:176497	geroprotectors

Drug Use | Suggest Off label Use Form| |View source of the data|

Disease	Relation	SNOMED_ID	DOID
Disorder of the urea cycle metabolism	indication	36444000	DOID:9267
Congenital hyperammonemia, type I	indication	62522004
Citrullinemia	indication	398680004	DOID:9273
Ornithine Carbamyltransferase Deficiency	indication
Hyperammonemia	off-label use	9360008
Arginase deficiency	off-label use	23501004	DOID:9278
Isovaleryl-CoA dehydrogenase deficiency	off-label use	87827003	DOID:14753
Arginosuccinate Lyase Deficiency	off-label use
Kidney disease	contraindication	90708001	DOID:557
Disease of liver	contraindication	235856003	DOID:409

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	4.65	acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
Aldose reductase	Enzyme	P15121	ALDR_HUMAN		IC50	4.02		CHEMBL
Histone deacetylase 2	Enzyme	Q92769	HDAC2_HUMAN		IC50	4.19		CHEMBL
Histone deacetylase 1	Enzyme	Q13547	HDAC1_HUMAN		IC50	4.19		CHEMBL
Histone deacetylase 8	Enzyme	Q9BY41	HDAC8_HUMAN		IC50	4.03		CHEMBL

External reference:

ID	Source
D05868	KEGG_DRUG
1716-12-7	SECONDARY_CAS_RN
1545685	RXNORM
CHEBI:75316	CHEBI
CLT	PDB_CHEM_ID
CHEMBL1469	ChEMBL_ID
4775	PUBCHEM_CID
CHEMBL1746	ChEMBL_ID
CHEMBL1044	ChEMBL_ID
C075773	MESH_SUPPLEMENTAL_RECORD_UI
8480	IUPHAR_LIGAND_ID
R9K49A127H	UNII
DB06819	DRUGBANK_ID
11518	MMSL
5490	MMSL
66426	MMSL
d04070	MMSL
005954	NDDF
005955	NDDF
4021030	VANDF
C0031465	UMLSCUI
387058003	SNOMEDCT_US
782572002	SNOMEDCT_US
785624003	SNOMEDCT_US
4346-18-3	SECONDARY_CAS_RN

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Sodium Phenylbutyrate	HUMAN PRESCRIPTION DRUG LABEL	1	42794-086	POWDER	0.94 g	ORAL	ANDA	14 sections
Sodium Phenylbutyrate	HUMAN PRESCRIPTION DRUG LABEL	1	49884-006	POWDER	0.94 g	ORAL	ANDA	21 sections
Sodium Phenylbutyrate	HUMAN PRESCRIPTION DRUG LABEL	1	49884-170	TABLET	500 mg	ORAL	ANDA	12 sections
BUPHENYL	HUMAN PRESCRIPTION DRUG LABEL	1	75987-060	TABLET	500 mg	ORAL	NDA	22 sections
Buphenyl	HUMAN PRESCRIPTION DRUG LABEL	1	75987-070	POWDER	0.94 g	ORAL	NDA	22 sections