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P21005

Sigma-Aldrich

4-Phenylbutyric acid

99%

Synonym(s):

γ-Phenylbutanoic acid, ψ-Phenylbutanoic acid, 4-Phenyl-n-butyric acid, 4-Phenylbutanoic acid, Benzenebutyric acid

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About This Item

Linear Formula:
C6H5(CH2)3COOH
CAS Number:
1821-12-1
Molecular Weight:
164.20
Beilstein/REAXYS Number:
638180
EC Number:
217-341-8
MDL number:
MFCD00004403
UNSPSC Code:
12352100
PubChem Substance ID:
24898272
NACRES:
NA.22

assay

99%

form

crystals

bp

165 °C/10 mmHg (lit.)

mp

49-51 °C (lit.)

SMILES string

OC(=O)CCCc1ccccc1

InChI

1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12)

InChI key

OBKXEAXTFZPCHS-UHFFFAOYSA-N

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General description

4-Phenylbutyric acid (4-PBA) is used in the treatment of urea cycle disorders.

Application

4-PBA has been used as a selective inhibitor of endoplasmic reticulum stress (ERS).
It can also be used as a reactant in the synthesis of:
  • 1-Tetralone using Lewis acid catalyst.
  • 4,N-diphenylbutyramide.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Induction of apoptosis coupled to endoplasmic reticulum stress through regulation of CHOP and JNK in bone marrow mesenchymal stem cells from patients with systemic lupus erythematosus
Guo G, et al.
Journal of immunology research (2015)
Yu-Yang Ma et al.
Acta pharmacologica Sinica, 41(3), 404-414 (2019-11-09)
Xanthatin is a natural sesquiterpene lactone purified from Xanthium strumarium L., which has shown prominent antitumor activity against a variety of cancer cells. In the current study, we investigated the effect of xanthatin on the growth of glioma cells in
Clean, reusable and low cost heterogeneous catalyst for amide synthesis
Comerford JW, et al.
Chemical Communications (Cambridge, England), 18(21), 2562-2564 (2009)
Synthesis of 1-tetralones by intramolecular Friedel?Crafts reaction of 4-arylbutyric acids using Lewis acid catalysts
Cui DM, et al.
Tetrahedron Letters, 44(21), 4007-4010 (2003)
The therapeutic effects of 4-phenylbutyric acid in maintaining proteostasis.
Kolb PS, et al.
The International Journal of Biochemistry & Cell Biology, 61, 45-52 (2015)
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