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P21005

Sigma-Aldrich

4-Phenylbutyric acid

99%

Sinónimos:

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

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25 G
$59.800
100 G
$177.000

$59.800

Fecha estimada de envío13 de mayo de 2025

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25 G
$59.800
100 G
$177.000

About This Item

Fórmula lineal:
C6H5(CH2)3COOH
Número de CAS:
1821-12-1
Peso molecular:
164.20
Beilstein:
638180
Número CE:
217-341-8
Número MDL:
MFCD00004403
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24898272
NACRES:
NA.22

$59.800

Fecha estimada de envío13 de mayo de 2025

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Nivel de calidad

200

Ensayo

99%

Formulario

crystals

bp

165 °C/10 mmHg (lit.)

mp

49-51 °C (lit.)

cadena SMILES

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)

Clave InChI

OBKXEAXTFZPCHS-UHFFFAOYSA-N

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Descripción general

4-Phenylbutyric acid (4-PBA) is used in the treatment of urea cycle disorders.[1]

Aplicación

4-PBA has been used as a selective inhibitor of endoplasmic reticulum stress (ERS).[2]
It can also be used as a reactant in the synthesis of:
  • 1-Tetralone using Lewis acid catalyst.[3]
  • 4,N-diphenylbutyramide.[4]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
STBL4735
STBL2413
STBL1540
STBK6730
STBK9779

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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)
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)
George A Diaz et al.
Hepatology (Baltimore, Md.), 57(6), 2171-2179 (2012-09-11)
Glycerol phenylbutyrate is under development for treatment of urea cycle disorders (UCDs), rare inherited metabolic disorders manifested by hyperammonemia and neurological impairment. We report the results of a pivotal Phase 3, randomized, double-blind, crossover trial comparing ammonia control, assessed as
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Questions

1–6 of 6 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. How to conserve the powder ?

    1 answer

    1. This material is quite stable in the original sealed container. As listed in the Safety Data Sheet, under SECTION 7, the product may be stored at ambient temperature, tightly sealed, and in a dry environment.

      Helpful?

  4. What is the solubility of the product 4-Phenylbutyric acid, P21005?

    1 answer

    1. The water solubility of 4-phenylbutyric acid at 40 ºC is 5.3 g/L.

      Helpful?

  5. Hello, this reference is suitable for cell culture experiments?

    1 answer

    1. This product is not specified for cell culture use. Kindly review the following citation in which it was cited to treat cells in culture:
      Eigner K, Filik Y, Mark F, Schütz B, Klambauer G, Moriggl R, Hengstschläger M, Stangl H, Mikula M, Röhrl C. The unfolded protein response impacts melanoma progression by enhancing FGF expression and can be antagonized by a chemical chaperone. Sci Rep. 2017 Dec 13;7(1):17498. doi: 10.1038/s41598-017-17888-9. PMID: 29235576; PMCID: PMC5727496.

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  6. Hi, what is the solubility and in what?

    1 answer

    1. This product is not tested for solubility, however, various literature sources cite the following:
      0.010M in water
      3.670M in toluene
      4.800M in methanol
      4.130M in diethyl ether
      4.040M in chloroform
      0.500M in 1-hexanol
      This information has not been validated.

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