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Merck
CN

499137

Sigma-Aldrich

Sodium 4-methyl-2-oxovalerate

98%

Synonym(s):

α-Ketoisocaproic acid sodium salt, 4-Methyl-2-oxopentanoic acid sodium salt, 4-Methyl-2-oxovaleric acid sodium salt, Ketoleucine sodium salt

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About This Item

Linear Formula:
(CH3)2CHCH2COCOONa
CAS Number:
4502-00-5
Molecular Weight:
152.12
Beilstein:
4239297
EC Number:
224-816-3
MDL number:
MFCD00064193
UNSPSC Code:
12352200

Key Documents

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Assay

98%

mp

275 °C (dec.) (lit.)

SMILES string

[Na+].CC(C)CC(=O)C([O-])=O

InChI

1S/C6H10O3.Na/c1-4(2)3-5(7)6(8)9;/h4H,3H2,1-2H3,(H,8,9);/q;+1/p-1

InChI key

IXFAZKRLPPMQEO-UHFFFAOYSA-M

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Application

Condensation with α-amino ketones and subsequent cyclization provides pyrazinones.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - 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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
09916KE
15820JS
07914JS

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Heterocycles, 31, 1647-1647 (1990)
D A Roberts et al.
Journal of medicinal chemistry, 33(9), 2326-2334 (1990-09-01)
A series of 1,2,4-triazolo[4,3-a]pyrazine derivatives with human renin inhibitory activity, which incorporate (1S,2S)-2-amino-1,3-dicyclohexyl-1-hydroxypropane, statine (Sta), and (3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-pentanoic acid (ACHPA) transition-state mimetics, have been prepared. Structure-activity relationships for renin inhibitory activity in the series are consistent with the 2-[8-isobutyl-6-phenyl-1,2,4-triazolo[4,3-a]pyrazin-3-yl]-3-(3 pyridyl)propionic acid
William S Crim et al.
Molecular and cellular endocrinology, 323(2), 246-255 (2010-03-10)
The antioxidant and anti-inflammatory compound AGI-1067 (succinobucol) has potential as an oral anti-diabetic agent. AGI-1067 reduces H(b)A1c, improves fasting plasma glucose, and reduces new-onset diabetes. We investigated AGI-1067 for possible effects on mouse pancreatic islets in vitro. Pretreatment with 10
Yuhong Zhu et al.
Enzyme and microbial technology, 49(4), 321-325 (2011-11-25)
This work aims to produce α-ketoisocaproate (KIC) from L-leucine via the free-whole-cell biotransformation of Rhodococcus opacus DSM 43250. The effects of temperature, pH, substrate concentration, cell concentration, and rotating speed on KIC production were examined. Furthermore, the biotransformation conditions were
Benjamin Wax et al.
Journal of dietary supplements, 10(1), 6-16 (2013-01-30)
Glycine-arginine-α-ketoisocaproic acid (GAKIC) has been proposed to increase anaerobic high-intensity exercise performance in male subjects. However, the effects of GAKIC ingestion in female subjects have not been studied. Therefore, the purpose of this study was to investigate the effects of
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