INDONESIAN JOURNAL OF PHARMACY,
Journal Year:
2023,
Volume and Issue:
unknown
Published: Dec. 15, 2023
The
development
of
novel
anticancer
agents
is
essential
in
cancer
prevention.
One
versatile
group
compounds,
known
for
their
significant
bioactivity
and
several
its
derivatives
that
have
been
clinically
approved,
the
pyrazolines.
This
study
aimed
to
synthesize
1-formyl-2-pyrazoline
(pyrazolines
1-2)
using
chalcone
1-2,
hydrazine
hydrate,
formic
acid
via
cyclo-condensation.
synthesized
compounds
were
characterized
Fourier
Transform
Infrared
(FTIR),
Gas
Chromatography-Mass
Spectrometry
(GC-MS),
Nuclear
Magnetic
Resonance
(1H-
13C-NMR)
spectrometers.
Pyrazolines
1-2
found
be
drug-like
satisfying
Lipinski’s
Rule
Five
possessing
favourable
absorption,
distribution,
metabolism,
excretion
(ADME)
properties,
including
good
gastrointestinal
blood-brain
barrier
permeability,
no
interaction
with
P-glycoprotein.
Furthermore,
they
inactive
against
toxicity
endpoints
a
normal
body
condition,
such
as
immunotoxicity,
mutagenicity,
cytotoxicity.
In
vitro
cytotoxic
evaluation
pyrazolines
HeLa
MCF7
cell
lines
demonstrated
moderate
activity,
IC50
values
25.01
µM
82.87
µM,
respectively.
also
showed
selectivity
index
(SI)
8.92
14.45.
molecular
docking
on
epidermal
growth
factor
receptor
tyrosine
kinase
(EGFR-TK)
(PDB
ID:
4HJO)
revealed
had
binding
affinity
-7.9
-8.0
kcal/mol,
interacted
Lys721
residue
through
hydrogen
bonds
hydrophobic
interactions
due
presence
pyrazoline
ring
formyl
structures.
These
findings
suggest
scaffold
has
potential
further
studied
lead
compound
drug
candidates.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(8), P. 6191 - 6207
Published: Jan. 1, 2025
Hydrazone-based
compounds
distinguished
by
their
azomethine
–NHNCH
group
and
respective
coinage
metal
complexes
have
emerged
as
leading
candidates
in
the
search
for
effective
anticancer
antibiotic
agents.
ChemMedChem,
Journal Year:
2024,
Volume and Issue:
20(1)
Published: Sept. 18, 2024
Abstract
In
the
context
of
age‐related
disorders,
receptor
advanced
glycation
end
products
(RAGE),
plays
a
pivotal
role
in
pathogenesis
these
conditions
by
triggering
downstream
signaling
pathways
associated
with
chronic
inflammation
and
oxidative
stress.
Targeting
this
inflammaging
phenomenon
RAGE
antagonists
holds
promise
for
interventions
broad
implications
healthy
aging
management
conditions.
This
study
explores
structure‐activity
relationship
(SAR)
pyrazoline‐based
synthesized
using
an
ultrasound‐assisted
green
one‐pot
two‐steps
methodology.
Our
investigation
identifies
phenylurenyl‐pyrazoline
2
g
as
promising
candidate,
demonstrating
superior
efficiency
compared
to
reference
antagonist
Azeliragon
(IC
50
=13
μM).
Compound
exhibits
potent
inhibition
AGE2‐BSA/sRAGE
interaction
=22
μM)
favorable
affinity
Microscale
Thermophoresis
(MST)
assays
(K
d
=17.1
μM),
along
safety
profile,
no
apparent
cytotoxicity
observed
vitro
MTS
assay.
These
findings
underscore
potential
pyrazoline‐derived
therapeutic
agents
addressing
disorders.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(37), P. 15456 - 15462
Published: Jan. 1, 2024
A
new
conjugate-base-stabilized
carboxylic
acid
containing
a
3,5-bis(SF
5
)phenylthiourea
functionality
catalyses
challenging
one-pot
condensations/6π-electrocyclizations
of
hydrazines
and
α,β-unsaturated
ketones.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
366(5), P. 1120 - 1127
Published: Dec. 12, 2023
Abstract
A
Pd‐catalyzed
heterocyclization/carbonylation/arylation
cascade
reaction
between
β,γ‐unsaturated
N−Ts
hydrazones
and
commercially
available
arylboronic
acids
as
coupling
partners
is
described,
producing
2‐pyrazoline‐ketone
derivatives
in
11–78%
yield.
detailed
statistical
analysis
of
reactivity
patterns
boronic
provided
key
information
about
the
limitations
method,
highlighting
challenges
degradation
pathways.
Our
methodology
offers
a
tool
for
synthesizing
diverse
derivatives,
expanding
toolbox
accessible
N−N‐heterocycles.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(3)
Published: Jan. 18, 2024
Abstract
In
this
work,
pyridinium
trifluoroacetate
ionic
liquids,
as
a
protonic
acid
catalyst,
were
used
to
catalyze
intramolecular
cyclization
of
ketazine
synthesize
2‐pyrazoline.
The
investigation
encompassed
the
impact
temperature,
solvent,
dosage
liquid
and
structure‐activity
relationship
in
reaction
2‐propyl
ketazine.
optimal
catalytic
performance
was
achieved
at
100
°C
with
8
mol
%
3,5‐dimethylpyridinium
solvent‐free
environment.
Moreover,
thermodynamic
kinetic
data
determined
through
density
functional
theory
calculations
calorimetric
experiments.
These
liquids
address
issue
excessive
traditional
ketazine,
while
also
presenting
viable
pathway
for
synthesis
2‐pyrazolines.
Current Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
28(3), P. 230 - 240
Published: Jan. 29, 2024
Abstract:
In
this
study,
some
new
pyrazoline
derivatives
bearing
cyano
or
nitro
groups
were
synthesized.
The
structures
of
the
compounds
characterized
by
IR,
1H-NMR,
13C-NMR
and
elemental
analysis
data.
ABTS·+,
DPPH·,
CUPRAC
β-Carotene/linoleic
acid
assays
carried
out
to
determine
antioxidant
activity
synthesized
pyrazolines.
Compound
P14
showed
higher
than
standard
substance
BHA
with
IC50
values
1.71±0.31
μM
0.29±0.04
in
ABTS+
β-carotene/linoleic
assays,
respectively.
P12
also
exhibited
activities
an
value
0.36±0.14
analysis.
studies
pyrazolines
against
cholinesterase
(AChE
BChE),
tyrosinase,
α-amylase
α-
glucosidase,
compound
P1
(IC50
=
39.51±3.80
μM)
P5
displayed
α-glucosidase
acarbose
14.09±0.62
83.26±2.57
μM,
drug-like
properties
such
as
Lipinski
Veber,
bioavailability
toxicity
risks
evaluated.
predicted
be
compatible
Veber
rules,
have
high
low
profiles.
Moreover,
molecular
docking
performed
better
understand
a-amylase
a-glucosidase
enzymes.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(14), P. 10258 - 10271
Published: July 11, 2024
Dearomatization
is
a
fundamental
chemical
reaction
that
affords
complex
three-dimensional
heterocyclic
frameworks.
We
disclose
the
first
organocatalytic
dearomatization
of
5-aminopyrazoles,
which
yields
range
structurally
diversified
C4-hydroxylated
pyrazolines
with
≤95%
in
<1.5
h
at
room
temperature.
This
catalytic
process
achieved
using
