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Merck
CN

301604

Ethyl 4-acetyl-5-oxohexanoate

98%

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About This Item

Linear Formula:
(CH3CO)2CHCH2CH2CO2C2H5
CAS Number:
Molecular Weight:
200.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
liquid
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InChI

1S/C10H16O4/c1-4-14-10(13)6-5-9(7(2)11)8(3)12/h9H,4-6H2,1-3H3

SMILES string

CCOC(=O)CCC(C(C)=O)C(C)=O

InChI key

YRSGDLIATOURQO-UHFFFAOYSA-N

assay

98%

form

liquid

refractive index

n20/D 1.457 (lit.)

bp

153-154 °C/19 mmHg (lit.)

density

1.067 g/mL at 25 °C (lit.)

functional group

ester, ketone

Application

Ethyl 4-acetyl-5-oxohexanoate was used in synthesis of:
  • curcumin analogs having a long linker
  • [7-(4-hydroxy-3-methoxyphenyl)-4-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-5-oxohepta-4,6-dienoic acid ethyl ester], having potential antiandrogenic activity
  • [7-(4-hydroxy-3-methoxyphenyl)-4-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]5-oxohepta-4,6-dienoic acid], having potential antiandrogenic activity

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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Hironori Ohtsu et al.
Journal of medicinal chemistry, 45(23), 5037-5042 (2002-11-01)
A number of curcumin analogues were prepared and evaluated as potential androgen receptor antagonists against two human prostate cancer cell lines, PC-3 and DU-145, in the presence of androgen receptor (AR) and androgen receptor coactivator, ARA70. Compounds 4 [5-hydroxy-1,7-bis(3,4-dimethoxyphenyl)-1,4,6-heptatrien-3-one], 20
Li Lin et al.
Journal of medicinal chemistry, 49(13), 3963-3972 (2006-06-23)
In a continuing study of curcumin analogues as potential drug candidates to treat prostate cancer at both androgen-dependent and androgen-refractory stages, we designed and synthesized over 40 new analogues classified into four series: monophenyl analogues (series A), heterocycle-containing analogues (series

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