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144436

Sigma-Aldrich

Isobutyramide

99%

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Synonym(s):
2-Methylpropionamide
Linear Formula:
(CH3)2CHCONH2
CAS Number:
563-83-7
Molecular Weight:
87.12
EC Number:
209-265-9
MDL number:
MFCD00008019
PubChem Substance ID:
24848653
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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M D Cappellini et al.
Annals of the New York Academy of Sciences, 850, 110-119 (1998-07-21)
The aims of this study were to ascertain tolerability, safety and efficacy of oral isobutyramide (150 mg/kg bw/day) in stimulating fetal hemoglobin production in twelve thalassemia intermedia patients. Patients were treated for 28 days and followed for a further 28
S P Perrine et al.
The American journal of pediatric hematology/oncology, 16(1), 67-71 (1994-02-01)
Stimulating expression of the normal fetal globin genes is a preferred method of ameliorating sickle cell disease and beta-thalassemia for the majority of patients in North America who do not have appropriate bone marrow donors. Due to increased survival of
G B Strambini et al.
Biochemistry, 29(1), 203-208 (1990-01-09)
The phosphorescence properties of liver alcohol dehydrogenase from horse were characterized at limiting concentrations of coenzyme and coenzyme analogues. The emission decay kinetics of Trp-314 in strong, slowly exchanging, ternary complexes with NADH/isobutyramide, NAD/pyrazole, and NADH/dimethyl sulfoxide displays a markedly
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
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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