Sodium 4-phenylbutyrate
- Product Name
- Sodium 4-phenylbutyrate
- CAS No.
- 1716-12-7
- Chemical Name
- Sodium 4-phenylbutyrate
- Synonyms
- SODIUM PHENYLBUTYRATE;PBNA;4PBA;Tributyrate;Ammonaps;Nsc657802;4PBA SODIUM;4-PHENYLBUTYRATE;4-PHENYLBUTYRATE, NA;Sodium 4-Phenylbutyr
- CBNumber
- CB5213148
- Molecular Formula
- C10H13NaO2
- Formula Weight
- 188.2
- MOL File
- 1716-12-7.mol
Sodium 4-phenylbutyrate Property
- Melting point:
- 224-226°C (dec.)
- storage temp.
- room temp
- solubility
- H2O: ≥5mg/mL
- form
- White to slightly yellow solid
- color
- white to beige
- Water Solubility
- water: 10mg/mL
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
- InChI
- InChI=1S/C10H12O2.Na.H/c11-10(12)8-4-7-9-5-2-1-3-6-9;;/h1-3,5-6H,4,7-8H2,(H,11,12);;
- InChIKey
- OBKXEAXTFZPCHS-UHFFFAOYSA-N
- SMILES
- C(C1C=CC=CC=1)CCC(=O)O.[NaH]
- CAS DataBase Reference
- 1716-12-7(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- PHR3237
- Product name
- Sodium Phenylbutyrate
- Purity
- pharmaceutical secondary standard, certified reference material
- Packaging
- 500MG
- Price
- $230
- Updated
- 2024/03/01
- Product number
- 567616
- Product name
- Sodium 4-Phenylbutyrate
- Packaging
- 100mg
- Price
- $82.8
- Updated
- 2024/03/01
- Product number
- 1614512
- Product name
- Sodium phenylbutyrate
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $436
- Updated
- 2024/03/01
- Product number
- O0511
- Product name
- Sodium 4-Phenylbutyrate
- Packaging
- 1G
- Price
- $94
- Updated
- 2024/03/01
- Product number
- O0511
- Product name
- Sodium 4-Phenylbutyrate
- Packaging
- 5G
- Price
- $321
- Updated
- 2024/03/01
Sodium 4-phenylbutyrate Chemical Properties,Usage,Production
Description
Sodium 4-phenylbutyrate (4-PBA sodium) is an inhibitor of HDAC and endoplasmic reticulum (ER) stress, used in cancer and infection research.
Sodium phenylbutyrate stimulates urinary nitrogen excretion. It is a prodrug, which undergoes β-oxidation to phenylacetate. Sodium phenylbutyrate is used to treat urea cycle disorder. It might be associated with menstrual dysfunction, amenorrhea and painful mucositis of the esophagus and stomach.
Sodium phenylbutyrate has been used as an endoplasmic reticulum (ER) stress inhibitor to study the role of ER stress in the expression of betatrophin.
Description
Sodium 4-phenylbutyrate is a chemical chaperone that has been shown to rescue the trafficking of misfolded proteins. It also weakly blocks histone deacetylase activity (IC50 = 0.4 mM), which results in cell cycle arrest, differentiation, and/or apoptosis of various tumors. Formulations containing sodium 4-phenylbutyrate have been used for the treatment of urea cycle disorders.
Chemical Properties
White or yellowish-white powder.
Uses
ACE inhibitor, antihypertensive, Inhibitor of histone deacetylase (HDAC). Anti-neoplastic agent and transcriptional regulator. Also acts as an inducer of tumor cytostasis and differentiation.
Sodium 4-phenylbutyrate is a chemical chaperone that has been shown to rescue the trafficking of misfolded proteins.It also weakly blocks histone deacetylase activity (IC50 = 0.4 mM), which results in cell cycle arrest, differentiation, and/or apoptosis of various tumors.Formulations containing sodium 4-phenylbutyrate have been used for the treatment of urea cycle disorders.
Uses
Sodium 4-Phenylbutyrate is a histone-deacetylase inhibitor.
Uses
Sodium phenylbutyrate has been used as an endoplasmic reticulum (ER) stress inhibitor to study the role of ER stress in the expression of betatrophin.
Definition
ChEBI: The organic sodium salt of 4-phenylbutyric acid. A prodrug for phenylacetate, it is used to treat urea cycle disorders.
brand name
Buphenyl (Medicis).
General Description
An antineoplastic agent that demonstrates potent differentiating capacity in multiple hematopoietic and solid tumor cell lines. Acts as an inducer of tumor cytostasis and differentiation as well as of peroxisomal proliferation. A more effective inhibitor of histone deacetylase and inducer of histone acetylation than its structural analogs including 2- and 3-phenylbutyrate. Acts as a transcriptional regulator and improve the targeting of δF508-CFTR (cystic fibrosis transmembrane regulator) for ubiquitination and degradation by reducing the expression of HSC70 in epithelial cells. Also, reported to increase fetal hemoglobin production in vitro and in vivo.
Biological Activity
Sodium 4-Phenylbutyrate is a histone deacetylase inhibitor that displays anticancer activity. Inhibits cell proliferation, invasion and migration and induces apoptosis in glioma cells. Also inhibits protein isoprenylation, depletes plasma glutamine, increases production of fetal hemoglobin through transcriptional activation of the γ-globin gene and affects hPPARγ activation.
Biochem/physiol Actions
Sodium phenylbutyrate is a histone deacetylase inhibitor.
Side effects
Loss of appetite or menstrual changes (delayed/irregular/absent periods) may occur. Serious side effects including: drowsiness/lightheadedness, easy bruising/bleeding, fast/pounding heartbeat, mental/mood changes, tiredness, signs of metabolic imbalance (such as rapid breathing, muscle twitching/spasms).
Metabolism
Sodium phenylbutyrate (4-PBA sodium salt; Sodium 4-phenylbutyrate) is a prodrug approved by the FDA and indicated as adjunctive therapy in urea cycle disorders. 4-PBA is rapidly metabolized to phenylacetate, an active metabolite, that conjugates with glutamine via acetylation to form phenylacetylglutamine, which is finally excreted by kidneys[2].
storage
Desiccate at -20°C
References
1) Engelhard et al. (1998), Inhibitory effects of phenylbutyrate on the proliferation, morphology, migration and invasiveness of malignant glioma cells; J. Neuro-Oncol., 37 97
2) Appelskog et al. (2004), Histone deacetylase inhibitor 4-phenylbutyrate suppresses GAPDH mRNA expression in glioma cells; Int. J. Oncol., 24 1419.
[2] Salvatore Villani. “Quantification of the Chemical Chaperone 4-Phenylbutyric Acid (4-PBA) in Cell Culture Media via LC-HRMS: Applications in Fields of Neurodegeneration and Cancer.” Pharmaceuticals 16 2 (2023).
Sodium 4-phenylbutyrate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Sodium 4-phenylbutyrate manufacturers
- Product
- Sodium 4-phenylbutyrate 1716-12-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98
- Supply Ability
- 1000
- Release date
- 2025-01-10
- Product
- Sodium 4-phenylbutyrate 1716-12-7
- Price
- US $705.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1-10mt
- Release date
- 2021-06-02
- Product
- 4-Phenylbutyric Acid Sodium Salt 1716-12-7
- Price
- US $900.00/Kg/Bag
- Min. Order
- 1Kg/Bag
- Purity
- 98%
- Supply Ability
- 2500kg/month
- Release date
- 2024-04-10