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301604

Sigma-Aldrich

Ethyl 4-acetyl-5-oxohexanoate

98%

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About This Item

Linear Formula:
(CH3CO)2CHCH2CH2CO2C2H5
CAS Number:
2832-10-2
Molecular Weight:
200.23
MDL number:
MFCD00009211
UNSPSC Code:
12352100
PubChem Substance ID:
24858200
NACRES:
NA.22
Pricing and availability is not currently available.

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

SMILES string

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

InChI

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

InChI key

YRSGDLIATOURQO-UHFFFAOYSA-N

Application

Ethyl 4-acetyl-5-oxohexanoate was used in synthesis of:
  • curcumin analogs having a long linker[1]
  • [7-(4-hydroxy-3-methoxyphenyl)-4-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-5-oxohepta-4,6-dienoic acid ethyl ester], having potential antiandrogenic activity[2]
  • [7-(4-hydroxy-3-methoxyphenyl)-4-[3-(4-hydroxy-3-methoxyphenyl)acryloyl]5-oxohepta-4,6-dienoic acid], having potential antiandrogenic activity[2]

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC6955V
MKBC6955
09231JE
00609KY
12120LU

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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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