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Merck
CN

144436

Isobutyramide

99%

Synonym(s):

2-Methylpropionamide

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About This Item

Linear Formula:
(CH3)2CHCONH2
CAS Number:
Molecular Weight:
87.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
209-265-9
MDL number:
Assay:
99%
Form:
solid
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InChI key

WFKAJVHLWXSISD-UHFFFAOYSA-N

InChI

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

SMILES string

CC(C)C(N)=O

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

Quality Level

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.

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Exclamation mark

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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L Hemmingsen et al.
European journal of biochemistry, 241(2), 546-551 (1996-10-15)
The coordination geometry of the metal at the active site in Cd-substituted horse liver alcohol dehydrogenase (LADH) has been investigated for the binary complexes of LADH with imidazole, isobutyramide, decanoic acid and Cl-, and for the ternary complexes of LADH
S P Perrine et al.
Experientia, 49(2), 133-137 (1993-02-15)
The inherited beta-hemoglobinopathies (sickle cell disease and beta thalassemia) are the result of a mutation in the adult (beta) globin gene. The fetal globin chain, encoded by the gamma globin genes, can substitute for the mutated or defective beta globin
Damien Mertz et al.
ACS nano, 6(9), 7584-7594 (2012-09-07)
We report the sequential assembly of proteins via the alternating physical adsorption of human serum albumin (HSA) and chemical grafting with isobutyramide (IBAM) or bromoisobutyramide (BrIBAM) groups. This approach, performed on silica template particles, leads to the formation of noncovalent
M Domenica Cappellini et al.
Blood cells, molecules & diseases, 26(1), 105-111 (2000-04-25)
A pilot phase II open study on 12 patients with thalassemia intermedia (7 men, 5 women; age 31 +/- 2.0 years SE) treated with oral isobutyramide, a derivative of butyric acid (150 mg/kg body wt/day), was performed in order to
S P Perrine et al.
British journal of haematology, 88(3), 555-561 (1994-11-01)
Butyrate and other short-chain fatty acids stimulate fetal globin gene expression and have potential for ameliorating the beta globin disorders. Butyrate, however, is rapidly metabolized in vivo and reaches only micromolar concentrations in plasma. We report here that a branched-chain

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