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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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About This Item

Linear Formula:

C₆H₅(CH₂)₃COOH

CAS Number:

1821-12-1

Molecular Weight:

164.20

Beilstein:

638180

EC Number:

217-341-8

MDL number:

MFCD00004403

UNSPSC Code:

12352100

PubChem Substance ID:

24898272

NACRES:

NA.22

Quality Level

200

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)

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

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 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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