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

Stem definitionDrug idCAS RN
24 1821-12-1

Description:

MoleculeDescription

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:

DoseUnitRoute
20 g O

ADMET properties:

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

Approvals:

DateAgencyCompanyOrphan
April 30, 1996 FDA HYPERION THERAPS INC

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients 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 termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients 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 termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients 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:

SourceCodeDescription
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 (View source of the data)

DiseaseRelationSNOMED_IDDOID
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 levelDissociation constantType (acidic/basic)
pKa1 4.65 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Aldose reductase Enzyme IC50 4.02 CHEMBL
Histone deacetylase 2 Enzyme IC50 4.19 CHEMBL
Histone deacetylase 1 Enzyme IC50 4.19 CHEMBL
Histone deacetylase 8 Enzyme IC50 4.03 CHEMBL

External reference:

IDSource
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:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
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