ChemicalBook > CAS DataBase List > Sodium 4-phenylbutyrate

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
More
Less

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
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)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
RTECS 
CY9057220
HS Code 
29163990
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR3237
Product name
Sodium Phenylbutyrate
Purity
pharmaceutical secondary standard, certified reference material
Packaging
500MG
Price
$230
Updated
2024/03/01
Sigma-Aldrich
Product number
567616
Product name
Sodium 4-Phenylbutyrate
Packaging
100mg
Price
$82.8
Updated
2024/03/01
Sigma-Aldrich
Product number
1614512
Product name
Sodium phenylbutyrate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
O0511
Product name
Sodium 4-Phenylbutyrate
Packaging
1G
Price
$94
Updated
2024/03/01
TCI Chemical
Product number
O0511
Product name
Sodium 4-Phenylbutyrate
Packaging
5G
Price
$321
Updated
2024/03/01
More
Less

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

More
Less

Sodium 4-phenylbutyrate Suppliers

Americas 1 Australia 1 China 227 Europe 1 France 1 Germany 3 India 10 Japan 1 Slovakia 1 Switzerland 2 United Kingdom 5 United States 42 Global 295
VDM Biochemicals
Tel
0330-2528181
Fax
0330-2528171
Email
sales@vdmbio.com
Country
United States
ProdList
510
Advantage
64
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
Musechem
Tel
+1-800-259-7612
Fax
+1-800-259-7612
Email
info@musechem.com
Country
United States
ProdList
4660
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6391
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
ApexBio Technology
Tel
--
Fax
--
Email
sales@apexbt.com
Country
United States
ProdList
6251
Advantage
58
CarboMer, Inc.
Tel
--
Fax
--
Email
sales@carbomer.com
Country
United States
ProdList
4026
Advantage
67
LKT Laboratories, Inc.
Tel
--
Fax
--
Email
info@lktlabs.com
Country
United States
ProdList
2164
Advantage
64
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Focus Biomolecules
Tel
--
Fax
--
Email
sales@focusbiomolecules.com
Country
United States
ProdList
1284
Advantage
58
Scandinavian Formulas
Tel
--
Fax
--
Email
mikep@scandinavianformulas.com
Country
United States
ProdList
1550
Advantage
58
Abcam
Tel
--
Fax
--
Email
us.orders@abcam.com
Country
United States
ProdList
6001
Advantage
50
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Creative Enzymes
Tel
--
Fax
--
Email
info@creative-enzymes.com
Country
United States
ProdList
6057
Advantage
58
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
POLYCARBON INDUSTRIES INC DBA PCI SYNTHESIS
Tel
--
Fax
--
Email
info@pcisynthesis.com
Country
United States
ProdList
49
Advantage
58
NAVINTA LLC
Tel
--
Fax
--
Email
sales@navinta.com
Country
United States
ProdList
22
Advantage
58
GENERICS INTERNATIONAL VENTURES ENTERPRISES LLC
Tel
--
Fax
--
Country
United States
ProdList
3
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Parish Chemical Company
Tel
--
Fax
--
Country
United States
ProdList
1248
Advantage
47
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
Selleck Chemicals LLC
Tel
--
Fax
--
Email
info@selleckchem.com
Country
United States
ProdList
824
Advantage
60
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Aceto Corporation
Tel
--
Fax
--
Email
contact@aceto.com
Country
United States
ProdList
2619
Advantage
75
EMD Biosciences, Inc.
Tel
--
Fax
--
Email
technical@calbiochem.com
Country
United States
ProdList
6529
Advantage
66
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
PCI Synthesis, Inc.
Tel
--
Fax
--
Email
sales@pcisynthesis.com
Country
United States
ProdList
138
Advantage
51
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
Davos Chemical Corporation
Tel
--
Fax
--
Email
info@davos.com
Country
United States
ProdList
1640
Advantage
65
Scandinavian Formulas, Inc.
Tel
--
Fax
--
Email
info@scandinavianformulas.com
Country
United States
ProdList
1447
Advantage
55
ChemPacific Corporation
Tel
--
Fax
--
Email
sales@chempacific.com
Country
United States
ProdList
6891
Advantage
51
Richman Chemical Inc.
Tel
--
Fax
--
Email
kac@richmanchemical.com
Country
United States
ProdList
692
Advantage
67
More
Less

View Lastest Price from Sodium 4-phenylbutyrate manufacturers

Wuhan Circle Star Chem-medical Technology Co.,Ltd
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
Baoji Guokang Bio-Technology Co., Ltd.
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
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.
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

1716-12-7, Sodium 4-phenylbutyrateRelated Search:

Sodium benzoate 3-BENZOYLPROPIONIC ACID Hydrocortisone-17-butyrate Indole-3-butyric acid Butyric Acid Sodium sulfate Trisodium phosphate Sodium chloride Sodium chlorite Diclofenac sodium MCPA SODIUM Sodium acetate 4-Aminobutyric acid Sodium bicarbonate 4-Phenylbutyric acid Sodium hydroxide Sodium Butyrate 1-Tetralone

  • SODIUM 4-PHENYLBUTYRATE
  • SODIUM PHENYLBUTYRATE
  • PBNA
  • PHENYL N-BUTYRATE SODIUM SALT
  • 4-PHENYLBUTYRATE, NA
  • 4-PHENYLBUTYRIC ACID SODIUM
  • 4-PHENYLBUTYRIC ACID SODIUM SALT
  • 4PBA
  • 4PBA SODIUM
  • Nsc657802
  • SodiuM 4-Phenylbutanoate
  • Tributyrate
  • 4-PHENYLBUTYRATE
  • Benzenebutanoic acid,sodiuM salt (1:1)
  • Sodium Phenylbutyrate (200 mg)
  • Sodium phenylbutyrate, >=98%
  • Sodium phenylbutyrate, 98%, a histone deacetylase inhibitor
  • Sodium 4-Phenylbutyrate - CAS 1716-12-7 - Calbiochem
  • Benzenebutyric acid sodium
  • Sodium phenylbutyrate CRS
  • Sodium 4-phenylbutyrate USP/EP/BP
  • Sodium 4-Phenylbutyr
  • Ammonaps
  • Sodium Phenylbutyrate (4-PBA sodium)
  • Sodium Phenylbutyrate (1614512)
  • 4-Phenylbutyric acid sodium in Acetonitrile:Water=9:1
  • Sodium 4-phenylbutyrate, Histone deacetylase inhibitor
  • 1716-12-7
  • 716-12-7
  • C10H11O2Na
  • C10H11NaO2
  • VASOTEC
  • 1716-12-7