Current Organocatalysis,
Journal Year:
2023,
Volume and Issue:
11(1), P. 33 - 43
Published: July 27, 2023
Abstract:
We
easily
synthesized
two
ionic
liquids,
[BMIM][OH]
and
[BPy][OH],
with
high
yield.
found
that
hydrotalcite
clay,
mediated
by
these
is
a
highly
effective
catalyst
for
synthesizing
biologically
active
1,2-dihydroquinazoline
derivatives.
Using
simple
reaction
protocol
easy
product
isolation
steps,
we
successfully
18
different
derivatives
were
able
to
recycle
the
catalysts
up
8
times.
Overall,
use
of
[BPy][OH]
provide
more
efficient
environmentally
friendly
method
quinazolines
compared
traditional
methods
often
require
harsh
conditions
toxic
reagents.
Background:
1,2-Dihydroquinazolines
are
an
important
class
heterocyclic
compounds
diverse
biological
activities,
including
anticancer,
antifungal,
antibacterial
properties.
They
also
exhibit
other
pharmacological
activities
such
as
antihypertensive,
anti-inflammatory,
antiviral
effects.
The
synthesis
1,2-dihydroquinazolines
dates
early
20th
century
when
they
first
Pictet
Huber
in
1911
condensation
anthranilic
acid
aldehydes
or
ketones
presence
strong
acids.
Since
then,
numerous
have
been
developed
their
synthesis,
cyclization
o-aminobenzamides,
o-aminoaryl
ketones,
Lewis
acids
transition
metals.
In
recent
years,
development
new
synthetic
selective
has
great
interest
chemists,
particularly
pharmaceutical
industry.
These
include
microwave
irradiation,
ultrasound,
liquids
green
solvents.
:
area
research,
continue
be
improve
properties
various
applications.
Methods:
yields.
Results:
our
results
insights
into
sustainable
1,
2-dihydroquinazolines.
Conclusion:
summary,
studies
demonstrated
liquid
clay
catalytic
system
could
used
2-dihydroquinazolines
using
aromatic
carbonyl
compounds,
amino
benzophenone
derivatives,
aldehydes.
electron-donating
substituents
phenyl
group
provided
higher
yields
than
electron-withdrawing
groups,
para
position
aldehyde
had
significant
effect
ortho
meta
position.
Our
was
recyclable
eight
runs
without
loss
activity.
Current Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
28(20), P. 1567 - 1578
Published: June 26, 2024
:
The
triazolopyrimidine
scaffold
indeed
holds
a
prominent
place
in
medicinal
chemistry
due
to
its
versatile
pharmacological
properties.
Researchers
have
explored
the
and
derivatives
for
various
therapeutic
applications.
unique
structure
of
has
made
it
valuable
template
designing
medicinally
active
molecules.
literature
is
full
studies
showcasing
synthesis
biological
activities
compounds
containing
ring,
either
fused
or
coupled
with
other
heterocycles.
aim
this
review
provide
comprehensive
general
summary
recent
advancements
(Year
2021
present).
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(39)
Published: Oct. 1, 2024
Abstract
Efficient
approaches
toward
the
synthesis
of
quinazolines
and
dihydroisoquinolines
have
been
developed
through
copper‐catalyzed
aerobic
oxidative
dehydrogenation
N
‐heterocycles.
The
was
achieved
azodicarboxylate
esters‐mediated
amines.
Azodicarboxylate
esters
could
be
regenerated
from
corresponding
hydrazodicarboxylate
esters,
which
made
this
catalytic
process
more
efficient
reactive.
Pharmaceuticals,
Journal Year:
2024,
Volume and Issue:
17(11), P. 1437 - 1437
Published: Oct. 28, 2024
Background:
Designing
novel
biologically
active
compounds
with
anti-inflammatory
properties
based
on
condensed
quinazolines
is
a
significant
area
of
interest
in
modern
medicinal
chemistry.
In
the
present
study,
we
describe
development
promising
new
bioactive
molecules
through
bioisosteric
replacement
carbon
atom
sulfur
agents,
specifically
3-methyl-2-oxo-2H-[1,2,4]triazino[2,3-c]quinazolin-6-yl)butanoate.
Methods:
Design
and
synthetic
studies
have
led
to
series
previously
unknown
substituted
2-[((3-R-2-oxo-2H-[1,2,4]triazino[2,3-c]quinazolin-6-yl)methyl)thio]carboxylic
acids
their
esters.
These
were
synthesized
by
reacting
6-chloroalkyl-3-R-2H-[1,2,4]triazino[2,3-c]quinazolin-2-ones
sulfanylalkyl
carboxylic
functional
derivatives.
The
purity
structure
obtained
confirmed
using
set
physicochemical
methods,
including
elemental
analysis,
HPLC-MS,
1H
NMR
spectroscopy.
Molecular
modeling,
predicted
toxicity,
drug-likeness,
pharmacokinetics
data
used
select
for
evaluation
effects
acute
aseptic
inflammation
(carrageenan-induced
paw
edema
test)
markers
inflammatory
process.
Results:
compound
2-((1-(3-methyl-2-oxo-2H-[1,2,4]triazino[2,3-c]quinazolin-6-yl)ethyl)thio)acetic
acid
(compound
2e)
was
identified
as
most
agent
(AA
=
53.41%),
demonstrating
inhibition
both
generation
pro-inflammatory
cytokines
mediators.
Conclusions:
Results
from
docking
analysis
“structure-affinity”
correlations
revealed
that
these
are
candidates
further
modification
detailed
investigation
activity
Asian Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
35(7), P. 1645 - 1650
Published: Jan. 1, 2023
Ruthenium
trichloride
trihydrate
(RuCl3·3H2O)
reacted
with
quinazoline
derivative
ligands
(L)
in
1:1
mole
ratio
acetone
to
yield
a
series
of
brown/green/greenish
black
ruthenium(III)
complexes
the
type
RuX3L·nH2O
where
X
=
Cl,
n
0,
1,
2
and
3
L
is
6-R-5,6-dihydrobenzoimidazo[1,2-
c]quinazoline
(R
ethyl:
L1/n
or
i-propyl:
L2,
L3/n
i-butyl:
L4,
L5/phenyl:
L6/furyl:
L7/thiophenyl:
L8/o
p-hydroxyphenyl:
L9,
L10/o
p-chlorophenyl:
L11,
L12/dimethylaminophenyl:
L13).
All
synthesized
Ru(III)
were
characterized
by
elemental
analyses,
conductivity
measurements,
infrared,
electronic,
ESR
mass
spectral
techniques,
TGA,
magnetic
susceptibility
electrochemical
studies.
A
square
pyramidal
geometry
around
metal
ion
was
proposed
for
all
complexes.
The
biological
activities
ligand
its
have
been
studied
on
microorganisms
such
as
B.
subtilis,
E.
coli
yeast
cup-plate
method.
catalytic
activity
towards
oxidation
benzyl
alcohol,
cyclohexanol
hydroquinone
also
carried
out
acetonitrile
tert.-butyl
hydroperoxide
(t-BuOOH)
co-oxidant.
Current Organocatalysis,
Journal Year:
2023,
Volume and Issue:
11(1), P. 33 - 43
Published: July 27, 2023
Abstract:
We
easily
synthesized
two
ionic
liquids,
[BMIM][OH]
and
[BPy][OH],
with
high
yield.
found
that
hydrotalcite
clay,
mediated
by
these
is
a
highly
effective
catalyst
for
synthesizing
biologically
active
1,2-dihydroquinazoline
derivatives.
Using
simple
reaction
protocol
easy
product
isolation
steps,
we
successfully
18
different
derivatives
were
able
to
recycle
the
catalysts
up
8
times.
Overall,
use
of
[BPy][OH]
provide
more
efficient
environmentally
friendly
method
quinazolines
compared
traditional
methods
often
require
harsh
conditions
toxic
reagents.
Background:
1,2-Dihydroquinazolines
are
an
important
class
heterocyclic
compounds
diverse
biological
activities,
including
anticancer,
antifungal,
antibacterial
properties.
They
also
exhibit
other
pharmacological
activities
such
as
antihypertensive,
anti-inflammatory,
antiviral
effects.
The
synthesis
1,2-dihydroquinazolines
dates
early
20th
century
when
they
first
Pictet
Huber
in
1911
condensation
anthranilic
acid
aldehydes
or
ketones
presence
strong
acids.
Since
then,
numerous
have
been
developed
their
synthesis,
cyclization
o-aminobenzamides,
o-aminoaryl
ketones,
Lewis
acids
transition
metals.
In
recent
years,
development
new
synthetic
selective
has
great
interest
chemists,
particularly
pharmaceutical
industry.
These
include
microwave
irradiation,
ultrasound,
liquids
green
solvents.
:
area
research,
continue
be
improve
properties
various
applications.
Methods:
yields.
Results:
our
results
insights
into
sustainable
1,
2-dihydroquinazolines.
Conclusion:
summary,
studies
demonstrated
liquid
clay
catalytic
system
could
used
2-dihydroquinazolines
using
aromatic
carbonyl
compounds,
amino
benzophenone
derivatives,
aldehydes.
electron-donating
substituents
phenyl
group
provided
higher
yields
than
electron-withdrawing
groups,
para
position
aldehyde
had
significant
effect
ortho
meta
position.
Our
was
recyclable
eight
runs
without
loss
activity.