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Key Documents

144436

Sigma-Aldrich

Isobutyramide

99%

Synonym(s):

2-Methylpropionamide

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About This Item

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.)

functional group

amide

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

Storage Class Code

11 - Combustible Solids

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)
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
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
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

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