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144436

Sigma-Aldrich

Isobutyramide

99%

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Synonym(s):
2-Methylpropionamide
Linear Formula:
(CH3)2CHCONH2
CAS Number:
Molecular Weight:
87.12
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

bp

216-220 °C (lit.)

mp

127-131 °C (lit.)

density

1.013 g/mL at 25 °C (lit.)

SMILES string

CC(C)C(N)=O

InChI

1S/C4H9NO/c1-3(2)4(5)6/h3H,1-2H3,(H2,5,6)

InChI key

WFKAJVHLWXSISD-UHFFFAOYSA-N

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Application

Isobutyramide was used for chemical grafting of human serum albumin during the synthesis of sequentialy assembled protein capsules.

Biochem/physiol Actions

Isobutyramide activates transcription of human gamma-globin gene and murine embryonic epsilon(y)-globin gene. It is useful in the treatment of β-thalassemia and sickle cell disease.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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M E Gleave et al.
Journal of cellular biochemistry, 69(3), 271-281 (1998-05-15)
Progression to androgen independence remains the main obstacle to improving survival and quality of life in patients with advanced prostate cancer. Induction of differentiation may serve as a rational basis for prevention of progression to androgen independence by modulating gene
Thermosensitive molecular assemblies from poly(amidoamine) dendron-based lipids.
Kenji Kono et al.
Angewandte Chemie (International ed. in English), 50(28), 6332-6336 (2011-05-21)
H Miyake et al.
International journal of cancer, 93(1), 26-32 (2001-06-08)
Sodium butyrate (NaBt), a physiologically occurring short-chain fatty acid, induces differentiation as well as apoptosis in numerous cell types, and this induction is partially regulated by Bcl-2 expression. The objectives of our study were to characterize the in vitro effects
S Reich et al.
Blood, 96(10), 3357-3363 (2000-11-09)
The butyrate derivative isobutyramide (IBT) increases fetal hemoglobin (HbF) in patients with beta-hemoglobinopathies, but little is known about its usefulness for prolonged therapeutic use. We treated 8 patients with transfusion-dependent beta-thalassemia with 350 mg/kg of body weight per day of
J Zhang et al.
Chinese medical sciences journal = Chung-kuo i hsueh k'o hsueh tsa chih, 16(4), 187-193 (2003-08-09)
To examine the effect of isobutyramide synthesized in our laboratory on human and murine globin gene expression and to test cell toxicity of the drug. MEL cells were transfected with the recombinant construct muLCRAgammapsibetadeltabeta and the stable transformants were cultured

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