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139351

Sigma-Aldrich

3′-Aminoacetophenone

97%

Synonym(s):

3-Acetylaniline

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About This Item

Linear Formula:
H2NC6H4COCH3
CAS Number:
Molecular Weight:
135.16
Beilstein:
386009
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

bp

289-290 °C (lit.)

mp

94-98 °C (lit.)

SMILES string

CC(=O)c1cccc(N)c1

InChI

1S/C8H9NO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,9H2,1H3

InChI key

CKQHAYFOPRIUOM-UHFFFAOYSA-N

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General description

3′-Aminoacetophenone acts as bifunctional coupling reagent during the synthesis of pyrimidines.

Application

3′-Aminoacetophenone (3-Acetylaniline) was used as reagent during the asymmetric total synthesis of pactamycin. It was used as starting reagent during the synthesis of curcumin mimics with substituted sulfonyl group.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

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Chan Mug Ahn et al.
Bioorganic & medicinal chemistry letters, 19(5), 1481-1483 (2009-01-31)
In order to discover novel small vasodilatory molecules for potential use in the treatment of vascular disease, we tested the vasodilatation effect of two types of synthetic curcumin mimics, amide type (3) and sulfonyl amide type (4), upon the basilar
J S Früchtel et al.
Biotechnology and bioengineering, 71(2), 94-103 (2001-04-05)
A combination of symmetric building blocks and combinatorial functional group transformation for synthesis of pyrimidines was investigated. The purpose of the study was to maximize the return on invested synthetic efforts of reaction development for libraries. A representative set of
M K Subramanian et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(1), 59-67 (2008-01-08)
The gas phase infrared spectrum of 3-aminoacetophenone (3AAP) was measured in the range 5000-500 cm(-1) and with a resolution of 0.5 cm(-1). The Fourier transform Raman (FT-Raman) and Fourier transform infrared (FT-IR) spectra of 3AAP were recorded in the solid
Justin T Malinowski et al.
Science (New York, N.Y.), 340(6129), 180-182 (2013-04-13)
Medicinal application of many complex natural products is precluded by the impracticality of their chemical synthesis. Pactamycin, the most structurally intricate aminocyclopentitol antibiotic, displays potent antiproliferative properties across multiple phylogenetic domains, but it is highly cytotoxic. A limited number of

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