Page last updated: 2024-12-05

4-aminoacetophenone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

4-Aminoacetophenone, also known as p-aminoacetophenone, is an organic compound with the formula C8H9NO. It is a white crystalline solid that is soluble in water, ethanol, and diethyl ether. It is a versatile intermediate in organic synthesis, used to produce various pharmaceuticals, dyes, and other chemicals. It is also a key precursor to the synthesis of certain drugs, including the antimalarial drug chloroquine. 4-Aminoacetophenone can be synthesized by the reaction of 4-nitroacetophenone with iron and hydrochloric acid or by the reduction of 4-nitroacetophenone with sodium borohydride. It is important in various research areas, including the study of organic synthesis, drug development, and the development of new materials. The compound has been shown to exhibit some biological activity, such as antimicrobial and anti-inflammatory properties. It is studied to investigate its potential therapeutic applications, including its ability to inhibit the growth of certain bacteria and its anti-inflammatory effects. Studies have also explored its use in the development of new materials, including its use in the production of polymers and composites.'

Cross-References

ID SourceID
PubMed CID7468
CHEMBL ID3278329
SCHEMBL ID223335
SCHEMBL ID12918413
MeSH IDM0100299

Synonyms (77)

Synonym
einecs 202-801-2
hsdb 2711
ccris 5061
brn 0471493
acetophenone, 4-amino-
usaf ek-631
ai3-01092
nsc 3242
p-aminoacetofenonu [polish]
ethanone, 1-(4-aminophenyl)-
nsc3242
p-aminoacetophenone
p-acetylaniline
4-acetylaniline
acetophenone, p-amino-
acetophenone, 4'-amino-
nsc-3242
p-aminoacetylbenzene
99-92-3
4'-aminoacetophenone
wln: zr dv1
4-aminoacetophenone
1-(4-aminophenyl)ethanone
4-amino-acetophenon
inchi=1/c8h9no/c1-6(10)7-2-4-8(9)5-3-7/h2-5h,9h2,1h
4'-aminoacetophenone, 99%
AC-907/25014209
A0251
AKOS000119076
A846101
1-(4-aminophenyl)ethan-1-one
1-(4-aminophenyl)-ethanone
STL181959
1-acetyl-4-aminobenzene
p-aminoacetofenonu
unii-1s58kh902i
4-14-00-00100 (beilstein handbook reference)
1s58kh902i ,
BP-13068
4-aminoacetophenone-13c
FT-0617544
FT-0617545
4-acetylaniline [hsdb]
clenbuterol hydrochloride impurity d [ep impurity]
SCHEMBL223335
CHEMBL3278329
4'-amino acetophenone
1-(4-aminophenyl) ethanone
p-aminoacetophenon
4-acetyl phenylamine
p-amino-acetophenone
4-acetylanilin
4-amino acetophenone
4'-aminoacetophenon
para-amino acetophenone
PS-4587
DTXSID6052669
SCHEMBL12918413
W-100008
STR00944
p-amino acetophenone
Z57127377
1-(4-aminophenyl)-ethanon
mfcd00007896
F2146-0311
4'-aminoacetophenone, for spectrophotometric det. of ce, pd, >=98.0% (nt)
4'-aminoacetophenone, pharmaceutical secondary standard; certified reference material
SY011145
4 inverted exclamation mark -aminoacetophenone
CS-W009534
F11286
BCP30575
1-(4-aminophenyl)ethanone;p-aminoacetophenone; 1-acetyl-4-aminobenzene; 4-acetylaniline; 4-acetylphenylamine;clenbuterol impurity d
EN300-17971
Q27252822
SB75393
HY-W008818
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID1146772Dissociation constant, pKa of the compound1977Journal of medicinal chemistry, Feb, Volume: 20, Issue:2
P-Aminobenzoic acid derivatives as inhibitors of the cell-free H2-pteroate synthesizing system of Escherichia coli.
AID1146770Competitive inhibition of Escherichia coli B H2-pteroate synthetase assessed as decrease in H2-pteroate formation using [7-14C]-PABA as substrate treated with enzyme for 10 mins prior to substrate challenge for 40 mins by radioassay method1977Journal of medicinal chemistry, Feb, Volume: 20, Issue:2
P-Aminobenzoic acid derivatives as inhibitors of the cell-free H2-pteroate synthesizing system of Escherichia coli.
AID1198429Activation of mushroom tyrosinase using L-DOPA as substrate at 100 to 1000 umol/L preincubated for 30 mins followed by substrate addition measured for 1 min relative to control2015European journal of medicinal chemistry, Mar-26, Volume: 93Structure-based modification of 3-/4-aminoacetophenones giving a profound change of activity on tyrosinase: from potent activators to highly efficient inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (41.67)18.7374
1990's2 (16.67)18.2507
2000's2 (16.67)29.6817
2010's3 (25.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.13

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index45.13 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index62.72 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (45.13)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]