phenylbutanoic acid indications/contra

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

Drug dosage:

DoseUnitRoute
20 g O

Approvals:

DateAgencyCompanyOrphan
April 30, 1996 FDA HYPERION THERAPS INC

FDA Adverse Event Reporting System

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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 148.01 55.40 20 52 1635 3384152
Hyperammonaemic crisis 79.26 55.40 8 64 41 3385746

Pharmacologic Action:

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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
CHEBI has role CHEBI:35610 antineoplastic agent
CHEBI has role CHEBI:50266 prodrug
MeSH PA D000970 Antineoplastic Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Disorder of the urea cycle metabolism indication 36444000 DOID:9267
Congenital hyperammonemia, type I indication 62522004 DOID:9280
Citrullinemia indication 398680004 DOID:9273
Ornithine Carbamyltransferase Deficiency indication
Kidney disease contraindication 90708001 DOID:2527
Disease of liver contraindication 235856003 DOID:409
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

Acid dissociation constants calculated using MoKa v3.0.0

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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:

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

External reference:

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IDSource
CHEBI:41500 CHEBI
C0170531 UMLSCUI
D05868 KEGG_DRUG
CHEMBL1044 ChEMBL_ID
CHEMBL1469 ChEMBL_ID
CHEMBL1746 ChEMBL_ID
NT6K61736T UNII
1716-12-7 SECONDARY_CAS_RN
C075773 MESH_SUPPLEMENTAL_RECORD_UI
81647 RXNORM
005954 NDDF
4775 PUBCHEM_CID
CLT PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Sodium Phenylbutyrate HUMAN PRESCRIPTION DRUG LABEL 1 42794-086 POWDER 0.94 g ORAL ANDA 14 sections
sodium phenylbutyrate HUMAN PRESCRIPTION DRUG LABEL 1 46672-851 TABLET 500 mg ORAL ANDA 14 sections
Sodium Phenylbutyrate HUMAN PRESCRIPTION DRUG LABEL 1 49884-006 POWDER 0.94 g ORAL ANDA 12 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 14 sections
Buphenyl HUMAN PRESCRIPTION DRUG LABEL 1 75987-070 POWDER 0.94 g ORAL NDA 14 sections