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303410

Sigma-Aldrich

Sodium butyrate

98%

Sinónimos:

Butyric acid sodium salt

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About This Item

Fórmula lineal:
CH3CH2CH2COONa
Número de CAS:
156-54-7
Peso molecular:
110.09
Beilstein/REAXYS Number:
3629439
EC Number:
205-857-6
MDL number:
MFCD00002816
UNSPSC Code:
12352100
PubChem Substance ID:
24858121
NACRES:
NA.22

Quality Level

200

assay

98%

form

powder

mp

250-253 °C (lit.)

SMILES string

[Na+].CCCC([O-])=O

InChI

1S/C4H8O2.Na/c1-2-3-4(5)6;/h2-3H2,1H3,(H,5,6);/q;+1/p-1

InChI key

MFBOGIVSZKQAPD-UHFFFAOYSA-M

Gene Information

mouse ... ENSMUSG00000061062(15181)

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General description

Sodium butyrate is the sodium salt form of butyric acid. It is a a natural compound known to inhibit tumor-cell growth and its biological activity in a human breast-cancer cell line (MCF7) was investigated. Sodium butyrate may be an effective drug for the treatment of human spinal muscular atrophy patients.

Sodium butyrate, an aliphatic sodium salt, serves as an acylating reagent for phenols.

Application

Sodium butyrate can be used as a reactant to prepare butanal by reduction using 9-borabicyclo[3.3.1]nonane (9-BBN) in THF. It is also converted into butanal borane and pyridinium chlorochromate by the reductive oxidation reaction. Sodium butyrate is reacted with different alcohols to yield esters by Mitsunobu reaction using ionic liquid-based chloroiminium reagent.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Exceptionally facile conversion of carboxylic acid salts to aldehydes by reductive oxidation with borane and pyridinium chlorochromate
Cha JS, et al.
Bull. Korean Chem. Soc., 22(3), 325-326 (2001)
Ionic Liquid Based Vilsmeier Reagent as a Substitute for Mitsunobu Reagent: Direct Conversion of Alcohols into Different Compounds under Ionic Liquid Conditions
Hullio AA and Mastoi GM
International Journal of Chemistry (Canadian Center of Science and Education), 5(3), 57-57 (2013)
Acylation of phenols to phenolic esters with organic salts
Zhang Z, et al.
Green Chemistry, 24(24), 9763-9771 (2022)
D Coradini et al.
International journal of cancer, 81(3), 411-416 (1999-04-21)
The potential clinical utility of sodium butyrate, a natural compound known to inhibit tumor-cell growth, is hampered by the difficulty of achieving effective in-vivo concentrations. The short half-life (about 5 minutes) of sodium butyrate results in rapid metabolism and excretion.
J G Chang et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(17), 9808-9813 (2001-08-16)
Spinal muscular atrophy (SMA) is an autosomal recessive disease characterized by degeneration of the anterior horn cells of the spinal cord, leading to muscular paralysis with muscular atrophy. No effective treatment of this disorder is presently available. Studies of the
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