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19240

Sigma-Aldrich

Butyramide

≥98.0% (T)

Synonym(s):

Amide C4

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About This Item

Linear Formula:
CH3CH2CH2CONH2
CAS Number:
541-35-5
Molecular Weight:
87.12
Beilstein:
1361528
EC Number:
208-776-4
MDL number:
MFCD00041894
UNSPSC Code:
12352100
PubChem Substance ID:
57647787
NACRES:
NA.22

Assay

≥98.0% (T)

mp

114-116 °C

solubility

alcohol: soluble(lit.)
diethyl ether: slightly soluble(lit.)
water: soluble(lit.)

SMILES string

CCCC(N)=O

InChI

1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6)

InChI key

DNSISZSEWVHGLH-UHFFFAOYSA-N

Gene Information

rat ... Ggt1(116568)

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Application

Butyramide was used in the synthesis of hydroxamic acids, electrorheological fluids and β-amodoorganotin compounds. It was used as substrate of (+)-γ-lactamase to develop a microreactor to study enzyme stability, activity, kinetics and substrate specificity.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hongjian Zhang et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(5), 795-805 (2007-02-17)
2-{Butyryl-[2'-(4,5-dimethyl-isoxazol-3-ylsulfamoyl)-biphenyl-4-ylmethyl]-amino}-N-isopropyl-3-methyl-butyramide (BMS-1) is a potent dual acting angiotensin-1 and endothelin-A receptor antagonist. The compound was subject to rapid metabolic clearance in monkey and human liver microsomes and exhibited low systemic exposure and marked interanimal variability in cynomolgus monkeys after p.o.
P Rocchi et al.
Anticancer research, 18(2A), 1099-1103 (1998-06-06)
Butyric acid has been shown in vitro to produce cytodifferentiation of a wide variety of neoplastic cells. The potential clinical use of this compound as a therapeutic agent is limited by its rapid metabolism. This has led to the examination
B P O'Hara et al.
Protein engineering, 13(2), 129-132 (2000-03-10)
The AmiC protein in Pseudomonas aeruginosa is the negative regulator and ligand receptor for an amide-inducible aliphatic amidase operon. In the wild-type PAC1 strain, amidase expression is induced by acetamide or lactamide, but not by butyramide. A mutant strain of
Rajendra Singh et al.
Bioprocess and biosystems engineering, 41(8), 1225-1232 (2018-05-12)
Butyramide is a commodity chemical having wide range of applications from material science to biological sciences including synthesis of therapeutic drugs, hydroxamic acids, and electrorheological fluids. The nitrile hydratase protein of Bacillus sp. APB-6 was explored to develop an efficient
R A Norman et al.
The Journal of biological chemistry, 275(39), 30660-30667 (2000-07-13)
Expression of the amidase operon of Pseudomonas aeruginosa is controlled by AmiC, the ligand sensor and negative regulator, and AmiR the transcription antitermination factor activator. We have titrated out AmiC repression activity in vivo by increased AmiR production in trans
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