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4-Phenylbutyric acid

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CAS:1821-12-1
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CAS:1821-12-1
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CAS:1821-12-1
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Products Intro: Product Name:4-Phenylbutyric Acid
CAS:1821-12-1
Purity:98% Min. Package:1G;1KG;100KG

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  • $5.00 / 1KG
  • 2024-04-16
  • CAS:1821-12-1
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  • Purity: 99%
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  • CAS:1821-12-1
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  • Purity: 98%
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  • 4-Phenylbutyric acid
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  • $30.00 / 1kg
  • 2023-10-09
  • CAS:1821-12-1
  • Min. Order: 1kg
  • Purity: 0.99
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4-Phenylbutyric acid Basic information
Product Name:4-Phenylbutyric acid
Synonyms:GAMMA-PHENYL-N-BUTYRIC ACID;GAMA-PHENYLBUTYRIC ACID;AKOS BBS-00003749;4-PHENYL-N-BUTYRIC ACID;4-PHENYLBUTYRIC ACID;benzenebutanoicacid;Benzenebutyric acid;Butyric acid, 4-phenyl-
CAS:1821-12-1
MF:C10H12O2
MW:164.2
EINECS:217-341-8
Product Categories:Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Carbonyl Compounds;Carboxylic Acids;Organic acids;Pharmaceutical Raw Materials;C10
Mol File:1821-12-1.mol
4-Phenylbutyric acid Structure
4-Phenylbutyric acid Chemical Properties
Melting point 49-51 °C(lit.)
Boiling point 165 °C10 mm Hg(lit.)
density 1.0326 (rough estimate)
refractive index 1.5405 (estimate)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility 5.3g/l
form Crystalline Powder
pka4.76(at 25℃)
color White to slightly yellow
Water Solubility 5.3 g/L at 40 ºC
BRN 638180
InChIKeyOBKXEAXTFZPCHS-UHFFFAOYSA-N
LogP2.420
CAS DataBase Reference1821-12-1(CAS DataBase Reference)
NIST Chemistry Reference4-Phenylbutanoic acid(1821-12-1)
EPA Substance Registry System4-Phenylbutyric acid (1821-12-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
Hazard Note Irritant
TSCA Yes
HS Code 29163900
MSDS Information
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4-Phenylbutanoic acid English
SigmaAldrich English
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4-Phenylbutyric acid Usage And Synthesis
Chemical Properties4-Phenylbutyric acid is white to slightly yellowish crystalline powder. It is slightly soluble in chloroform and methanol. Its solubility in water is 5.3 g/l (at 40 °C).
Uses4-Phenylbutyric acid is used as a chemical chaperone involved in protein-folding disorders. It is involved in the synthesis of dyes and an active pharmaceutical ingredient intermediate.
Preparation4-phenylbutyric acid is obtained by the reaction of benzene with butyrolactone in the presence of aluminum chloride, followed by neutralization with base.
Synthesis of 4-phenylbutyric acid
Application4-Phenylbutyric acid (4-PBA) is used in the treatment of urea cycle disorders under the trade name Buphenyl. 4-PBA has been used as a selective inhibitor of endoplasmic reticulum stress (ERS).
4-Phenylbutyric acid is used as organic intermediates. It can also be used as a reactant in the synthesis of:
1-Tetralone using Lewis acid catalyst.
4,N-diphenylbutyramide.
Definition4-Phenylbutyric acid is a monocarboxylic acid the structure of which is that of butyric acid substituted with a phenyl group at C-4. It is a histone deacetylase inhibitor that displays anticancer activity. It inhibits cell proliferation, invasion and migration and induces apopto is in glioma cells. It also inhibits protein isoprenylation, depletes plasma glutamine, increases production of foetal haemoglobin through transcriptional activation of the gamma-globin gene and affects hPPARgamma activation.
Synthesis Reference(s)Tetrahedron Letters, 32, p. 3309, 1991 DOI: 10.1016/S0040-4039(00)92693-5
General Description4-Phenylbutyric acid (4-PBA) is a small-molecular-weight fatty acid with a terminal aromatic group, and its sodium salt (sodium 4-phenyl butyrate) has been used for the treatment of urea cycle disorders. This molecule is also used for the treatment of sickle cell diseases and thalassemia owing to its ability to activate β-globin transcription. Moreover, 4-PBA is employed as an orally bioavailable agent for the treatment of spinal muscular atrophy (SMA) and tumors.
Neuroprotective Effects of 4-phenylbutyric Acid and Its Derivatives: Possible Therapeutics for Neurodegenerative Diseases
Purification MethodsCrystallise the acid from pet ether (b 40-60o). [Beilstein 9 IV 1811.]
Tag:4-Phenylbutyric acid(1821-12-1) Related Product Information
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