P21005

4-Phenylbutyric acid

Name: 4-Phenylbutyric acid
Brand: ALDRICH

99%

Synonym(s):

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

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All Photos(2)

About This Item

Linear Formula:

C₆H₅(CH₂)₃COOH

CAS Number:

1821-12-1

Molecular Weight:

164.20

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24898272

EC Number:

217-341-8

Beilstein/REAXYS Number:

638180

MDL number:

MFCD00004403

Product Name

4-Phenylbutyric acid, 99%

InChI key

OBKXEAXTFZPCHS-UHFFFAOYSA-N

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)

SMILES string

OC(=O)CCCc1ccccc1

assay

99%

form

crystals

bp

165 °C/10 mmHg (lit.)

mp

49-51 °C (lit.)

Quality Level

200

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Chemistry & Biochemicals

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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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)

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)

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)

Clean, reusable and low cost heterogeneous catalyst for amide synthesis

Comerford JW, et al.

Chemical Communications (Cambridge, England), 18(21), 2562-2564 (2009)

The unfolded protein response impacts melanoma progression by enhancing FGF expression and can be antagonized by a chemical chaperone.

Karin Eigner et al.

Scientific reports, 7(1), 17498-17498 (2017-12-14)

The mechanisms hallmarking melanoma progression are insufficiently understood. Here we studied the impact of the unfolded protein response (UPR) - a signalling cascade playing ambiguous roles in carcinogenesis - in melanoma malignancy. We identified isogenic patient-derived melanoma cell lines harboring

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