Novel 1,3-diarylpyrazole acrylamides: synthesis, antiplatelet activity screening, and in silico evaluation studies

( E )-3-[3-(pyridin-4-yl)-1-phenyl-1 H -pyrazole-4-yl]acryl amides were evaluated for their antiplatelet activities. Compounds 4o and 4r were found as active derivatives showing a potent inhibitory activity on the arachidonic acid-induced aggregation, with IC 50 of 20.2 and 30.3 μM, respectively. Co...

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Published in:Medicinal chemistry research Vol. 22; no. 12; pp. 5922 - 5933
Main Authors: Baytas, Sultan Nacak, Inceler, Nazan, Ozkan, Yesim, Unlu, Serdar, Fethi Sahin, M.
Format: Journal Article
Language:English
Published: New York Springer US 01-12-2013
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Abstract ( E )-3-[3-(pyridin-4-yl)-1-phenyl-1 H -pyrazole-4-yl]acryl amides were evaluated for their antiplatelet activities. Compounds 4o and 4r were found as active derivatives showing a potent inhibitory activity on the arachidonic acid-induced aggregation, with IC 50 of 20.2 and 30.3 μM, respectively. Compounds 4j , 4k , and 4u presented significant inhibitor effect on collagen-induced platelet aggregation (73.1, 82.5, and 86.7 %, respectively). All synthesized compounds demonstrated good drug-likeness and drug-score values in silico evaluations.
AbstractList ( E )-3-[3-(pyridin-4-yl)-1-phenyl-1 H -pyrazole-4-yl]acryl amides were evaluated for their antiplatelet activities. Compounds 4o and 4r were found as active derivatives showing a potent inhibitory activity on the arachidonic acid-induced aggregation, with IC 50 of 20.2 and 30.3 μM, respectively. Compounds 4j , 4k , and 4u presented significant inhibitor effect on collagen-induced platelet aggregation (73.1, 82.5, and 86.7 %, respectively). All synthesized compounds demonstrated good drug-likeness and drug-score values in silico evaluations.
Author Baytas, Sultan Nacak
Ozkan, Yesim
Fethi Sahin, M.
Inceler, Nazan
Unlu, Serdar
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Cites_doi 10.1007/s12039-007-0040-6
10.1146/annurev.med.52.1.161
10.1016/j.jacc.2004.08.070
10.2165/00003495-199550010-00002
10.1161/hc4601.099487
10.1146/annurev.bi.55.070186.000441
10.1136/hrt.53.4.363
10.1210/er.2004-0015
10.1080/10426507.2010.550268
10.1016/0163-7827(89)90002-7
10.1080/09537100120058739
10.3390/molecules14041595
10.2174/0929867043365279
10.1016/S0049-3848(03)00382-7
10.1056/NEJM199201233260406
10.1021/jm00142a006
10.1113/jphysiol.1963.sp007185
10.1007/s11886-999-0022-z
10.1021/jo01104a623
10.1021/jm000942e
10.2478/s11532-009-0023-1
10.1038/nrd1198
10.1016/S1359-6446(05)03584-1
10.1056/NEJM199005313222201
10.1016/S0169-409X(00)00129-0
10.1007/978-3-642-88488-7
10.1021/jm00142a005
10.1111/j.2042-7158.1993.tb05670.x
10.1016/S0022-5347(17)44108-5
10.1055/s-0037-1613290
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Keywords 1,3-Diarylpyrazoles
Acryl amides
Arachidonic acid
Collagen
Antiplatelet activity
Language English
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References Stahl (CR27) 1969
Loo, Egan, Vaughan, Marion, Felsen, Weisman (CR20) 1987; 137
Bennett (CR5) 2001; 52
McKee, Sane, Deliargyris (CR22) 2002; 88
CR33
Fuster, Badimon, Badimon, Chesebro (CR14) 1992; 326
CR32
Needleman, Turk, Jakschik, Morrison, Morrison, Lefkowith (CR23) 1986; 55
Brueggemeier, Hackett, Diaz-Cruz (CR8) 2005; 26
Mason, Jacobs, Freedman (CR21) 2005; 46
Born, Cross (CR7) 1963; 168
Lizuka, Akahane, Momose, Nakazawa (CR19) 1981; 24
Badadhe, Chavan, Ghotekar, Mandhane, Joshi, Gill (CR3) 2011; 186
Jackson, Schoenwaelder (CR15) 2003; 2
Baytas, Turan Dural, Özkan, Simsek, Gürsel, Ünlü (CR4) 2012; 36
Jyothi, Rai, Kalluraya (CR16) 2007; 119
Davis, Thomas (CR10) 1985; 53
De Leval, Hanson, David, Masereel, Pirotte, Dogne (CR11) 2004; 11
Kalluraya, Rao, Sujith (CR17) 2008; 17
Tetko (CR30) 2005; 10
Algul, Meric, Polat, Yuksek, Serin (CR1) 2009; 7
Lipinski, Lombardo, Dominy, Feeney (CR18) 2001; 46
Storey (CR28) 2001; 12
Ertl, Rohde, Selzer (CR12) 2000; 43
Patrignani (CR24) 2003; 110
Schros (CR25) 1995; 50
Chu, Teague (CR9) 1958; 23
Escalante, Diaz-Coutino (CR13) 2009; 14
Tanouchi, Kawamura, Ohyama, Kajiwara, Iguchi, Okada, Miyamoto, Taniguchi, Hayashi, Lizuka, Nakazawa (CR29) 1981; 24
Berger (CR6) 1999; 1
Yusuf, Reddy, Ounpuu, Anand (CR34) 2001; 104
Silveira, Paulo, Miranda, Rocha, Freita, Barreiro (CR26) 1993; 45
Arita, Hansaki (CR2) 1989; 28
Trip, Cats, Capelle, Vreeken (CR31) 1990; 322
MH Loo (580_CR20) 1987; 137
PJ Mason (580_CR21) 2005; 46
CC Chu (580_CR9) 1958; 23
B Kalluraya (580_CR17) 2008; 17
IV Tetko (580_CR30) 2005; 10
S Yusuf (580_CR34) 2001; 104
MJ Davis (580_CR10) 1985; 53
E Stahl (580_CR27) 1969
S Baytas (580_CR4) 2012; 36
JS Bennett (580_CR5) 2001; 52
O Algul (580_CR1) 2009; 7
PB Berger (580_CR6) 1999; 1
T Tanouchi (580_CR29) 1981; 24
RW Brueggemeier (580_CR8) 2005; 26
J Escalante (580_CR13) 2009; 14
580_CR32
580_CR33
PV Badadhe (580_CR3) 2011; 186
MD Trip (580_CR31) 1990; 322
F Storey (580_CR28) 2001; 12
SA McKee (580_CR22) 2002; 88
P Patrignani (580_CR24) 2003; 110
K Schros (580_CR25) 1995; 50
IAFB Silveira (580_CR26) 1993; 45
H Arita (580_CR2) 1989; 28
CA Lipinski (580_CR18) 2001; 46
P Ertl (580_CR12) 2000; 43
SP Jackson (580_CR15) 2003; 2
V Fuster (580_CR14) 1992; 326
X Leval De (580_CR11) 2004; 11
G Born (580_CR7) 1963; 168
K Lizuka (580_CR19) 1981; 24
C Jyothi (580_CR16) 2007; 119
P Needleman (580_CR23) 1986; 55
References_xml – volume: 119
  start-page: 299
  year: 2007
  end-page: 302
  ident: CR16
  article-title: Environmentally benign synthesis of sydnone containing 1,3,4-thiadiazines under microwave and solvent free conditions
  publication-title: J Chem Sci
  doi: 10.1007/s12039-007-0040-6
  contributor:
    fullname: Kalluraya
– volume: 52
  start-page: 161
  year: 2001
  end-page: 184
  ident: CR5
  article-title: Novel platelet inhibitors
  publication-title: Annu Rev Med
  doi: 10.1146/annurev.med.52.1.161
  contributor:
    fullname: Bennett
– volume: 46
  start-page: 986
  year: 2005
  end-page: 993
  ident: CR21
  article-title: Aspirin resistance and atherothrombotic disease
  publication-title: J Am Coll Cardiol
  doi: 10.1016/j.jacc.2004.08.070
  contributor:
    fullname: Freedman
– volume: 50
  start-page: 7
  year: 1995
  end-page: 28
  ident: CR25
  article-title: Antiplatelet drugs: a comparative review
  publication-title: Drugs
  doi: 10.2165/00003495-199550010-00002
  contributor:
    fullname: Schros
– volume: 104
  start-page: 2746
  year: 2001
  end-page: 2753
  ident: CR34
  article-title: Global burden of cardiovascular diseases: part I: general considerations, the epidemiologic transition, risk factors, and impact of urbanization
  publication-title: Circulation
  doi: 10.1161/hc4601.099487
  contributor:
    fullname: Anand
– ident: CR33
– volume: 55
  start-page: 69
  year: 1986
  end-page: 102
  ident: CR23
  article-title: Arachidonic acid metabolism
  publication-title: Annu Rev Biochem
  doi: 10.1146/annurev.bi.55.070186.000441
  contributor:
    fullname: Lefkowith
– volume: 53
  start-page: 363
  year: 1985
  end-page: 373
  ident: CR10
  article-title: Plaque fissuring-the cause of acute myocardial infarction, sudden ischaemic death, and crescendo angina
  publication-title: Br Heart J
  doi: 10.1136/hrt.53.4.363
  contributor:
    fullname: Thomas
– volume: 26
  start-page: 331
  year: 2005
  end-page: 345
  ident: CR8
  article-title: Aromatase inhibitors in the treatment of breast cancer
  publication-title: Endocr Rev
  doi: 10.1210/er.2004-0015
  contributor:
    fullname: Diaz-Cruz
– volume: 186
  start-page: 2021
  year: 2011
  end-page: 2032
  ident: CR3
  article-title: Synthesis, characterization, and biological screening of some novel thiazolidin-4-one and alpha-aminophosphonate derivatives
  publication-title: Phosphorus Sulfur and Silicon Relat Elem
  doi: 10.1080/10426507.2010.550268
  contributor:
    fullname: Gill
– volume: 36
  start-page: 367
  year: 2012
  end-page: 382
  ident: CR4
  article-title: Synthesis, anti-inflammatory, antiplatelet and in silico evaluations of (E)-3-(3-(2,3-dihydro-3-methyl-2-oxo-3H-benzoxazole-6-yl)-1-phenyl-1H-pyrazole-4-yl)acrylamides
  publication-title: Turk J Chem
  contributor:
    fullname: Ünlü
– volume: 28
  start-page: 273
  year: 1989
  end-page: 301
  ident: CR2
  article-title: Thromboxane A2: its generation and role in platelet activation
  publication-title: Prog Lipid Res
  doi: 10.1016/0163-7827(89)90002-7
  contributor:
    fullname: Hansaki
– volume: 12
  start-page: 197
  year: 2001
  end-page: 209
  ident: CR28
  article-title: The P2Y12 receptor as a therapeutic target in cardiovascular disease
  publication-title: Platelets
  doi: 10.1080/09537100120058739
  contributor:
    fullname: Storey
– volume: 14
  start-page: 1595
  year: 2009
  end-page: 1604
  ident: CR13
  article-title: Synthesis of c-nitro aliphaticmethyl esters via Michael additions promoted by microwave irradiation
  publication-title: Molecules
  doi: 10.3390/molecules14041595
  contributor:
    fullname: Diaz-Coutino
– volume: 137
  start-page: 571
  year: 1987
  end-page: 576
  ident: CR20
  article-title: The effect of the thromboxane A2 synthesis inhibitor OKY-046 on renal function in rabbits following release of unilateral ureteral obstruction
  publication-title: J Urol
  contributor:
    fullname: Weisman
– volume: 11
  start-page: 1243
  year: 2004
  end-page: 1252
  ident: CR11
  article-title: New developments on thromboxane and prostacyclin modulators. Part II: prostacyclin modulators
  publication-title: Curr Med Chem
  doi: 10.2174/0929867043365279
  contributor:
    fullname: Dogne
– volume: 110
  start-page: 281
  year: 2003
  end-page: 286
  ident: CR24
  article-title: Aspirin insensitive eicosanoid biosynthesis in cardiovascular disease
  publication-title: Thromb Res
  doi: 10.1016/S0049-3848(03)00382-7
  contributor:
    fullname: Patrignani
– volume: 17
  start-page: 359
  year: 2008
  end-page: 362
  ident: CR17
  article-title: Microwave assisted one-pot synthesis of some 2,5-disubstituted 1,3,4-oxadiazoles
  publication-title: Indian J Heterocycl Chem
  contributor:
    fullname: Sujith
– volume: 326
  start-page: 242
  year: 1992
  end-page: 250
  ident: CR14
  article-title: The pathogenesis of coronary artery disease and the acute coronary syndromes (1)
  publication-title: N Engl J Med
  doi: 10.1056/NEJM199201233260406
  contributor:
    fullname: Chesebro
– volume: 24
  start-page: 1149
  year: 1981
  end-page: 1155
  ident: CR29
  article-title: Highly selective inhibitors of thromboxane synthetase. 2. Pyridine derivatives
  publication-title: J Med Chem
  doi: 10.1021/jm00142a006
  contributor:
    fullname: Nakazawa
– volume: 168
  start-page: 178
  year: 1963
  end-page: 195
  ident: CR7
  article-title: The aggregation of blood platelet
  publication-title: J Physiol
  doi: 10.1113/jphysiol.1963.sp007185
  contributor:
    fullname: Cross
– volume: 88
  start-page: 711
  year: 2002
  end-page: 715
  ident: CR22
  article-title: Aspirin resistance in cardiovascular disease: a review of prevalence, mechanisms, and clinical significance
  publication-title: Thromb Haemost
  contributor:
    fullname: Deliargyris
– volume: 1
  start-page: 192
  year: 1999
  end-page: 198
  ident: CR6
  article-title: The thienopyridines in coronary artery disease
  publication-title: Curr Cardiol Rep
  doi: 10.1007/s11886-999-0022-z
  contributor:
    fullname: Berger
– volume: 23
  start-page: 1578
  year: 1958
  ident: CR9
  article-title: 4-Pyridylhydantoins
  publication-title: J Org Chem
  doi: 10.1021/jo01104a623
  contributor:
    fullname: Teague
– volume: 43
  start-page: 3714
  year: 2000
  end-page: 3717
  ident: CR12
  article-title: Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties
  publication-title: J Med Chem
  doi: 10.1021/jm000942e
  contributor:
    fullname: Selzer
– volume: 7
  start-page: 337
  year: 2009
  end-page: 342
  ident: CR1
  article-title: Comparative studies on conventional and microwave-assisted synthesis of a series of 2,4-di and 2,3,4-trisubstituted benzimidazo[1,2-a]pyrimidines and their antimicrobial activities
  publication-title: Cent Eur J Chem
  doi: 10.2478/s11532-009-0023-1
  contributor:
    fullname: Serin
– ident: CR32
– volume: 2
  start-page: 775
  year: 2003
  end-page: 789
  ident: CR15
  article-title: Antiplatelet therapy: in search of the ‘magic bullet’
  publication-title: Nat Rev Drug Discov
  doi: 10.1038/nrd1198
  contributor:
    fullname: Schoenwaelder
– volume: 10
  start-page: 1497
  year: 2005
  end-page: 1500
  ident: CR30
  article-title: Computing chemistry on the web
  publication-title: Drug Discov Today
  doi: 10.1016/S1359-6446(05)03584-1
  contributor:
    fullname: Tetko
– volume: 322
  start-page: 1549
  year: 1990
  end-page: 1554
  ident: CR31
  article-title: Platelet hyperreactivity and prognosis in survivors of myocardial infarction
  publication-title: N Engl J Med
  doi: 10.1056/NEJM199005313222201
  contributor:
    fullname: Vreeken
– volume: 46
  start-page: 3
  year: 2001
  end-page: 26
  ident: CR18
  article-title: Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
  publication-title: Adv Drug Deliv Rev
  doi: 10.1016/S0169-409X(00)00129-0
  contributor:
    fullname: Feeney
– year: 1969
  ident: CR27
  publication-title: Thin-layer Chromatography
  doi: 10.1007/978-3-642-88488-7
  contributor:
    fullname: Stahl
– volume: 24
  start-page: 1139
  year: 1981
  end-page: 1148
  ident: CR19
  article-title: Highly selective inhibitors of thromboxane synthetase. 1 Imidazole derivatives
  publication-title: J Med Chem
  doi: 10.1021/jm00142a005
  contributor:
    fullname: Nakazawa
– volume: 45
  start-page: 646
  year: 1993
  end-page: 649
  ident: CR26
  article-title: New pyrazolylhydrazone derivatives as inhibitors of platelet aggregation
  publication-title: J Pharm Pharmacol
  doi: 10.1111/j.2042-7158.1993.tb05670.x
  contributor:
    fullname: Barreiro
– ident: 580_CR33
– volume: 46
  start-page: 986
  year: 2005
  ident: 580_CR21
  publication-title: J Am Coll Cardiol
  doi: 10.1016/j.jacc.2004.08.070
  contributor:
    fullname: PJ Mason
– volume: 52
  start-page: 161
  year: 2001
  ident: 580_CR5
  publication-title: Annu Rev Med
  doi: 10.1146/annurev.med.52.1.161
  contributor:
    fullname: JS Bennett
– volume: 119
  start-page: 299
  year: 2007
  ident: 580_CR16
  publication-title: J Chem Sci
  doi: 10.1007/s12039-007-0040-6
  contributor:
    fullname: C Jyothi
– volume: 23
  start-page: 1578
  year: 1958
  ident: 580_CR9
  publication-title: J Org Chem
  doi: 10.1021/jo01104a623
  contributor:
    fullname: CC Chu
– volume: 110
  start-page: 281
  year: 2003
  ident: 580_CR24
  publication-title: Thromb Res
  doi: 10.1016/S0049-3848(03)00382-7
  contributor:
    fullname: P Patrignani
– volume: 24
  start-page: 1149
  year: 1981
  ident: 580_CR29
  publication-title: J Med Chem
  doi: 10.1021/jm00142a006
  contributor:
    fullname: T Tanouchi
– volume: 186
  start-page: 2021
  year: 2011
  ident: 580_CR3
  publication-title: Phosphorus Sulfur and Silicon Relat Elem
  doi: 10.1080/10426507.2010.550268
  contributor:
    fullname: PV Badadhe
– volume: 7
  start-page: 337
  year: 2009
  ident: 580_CR1
  publication-title: Cent Eur J Chem
  doi: 10.2478/s11532-009-0023-1
  contributor:
    fullname: O Algul
– volume: 326
  start-page: 242
  year: 1992
  ident: 580_CR14
  publication-title: N Engl J Med
  doi: 10.1056/NEJM199201233260406
  contributor:
    fullname: V Fuster
– volume: 10
  start-page: 1497
  year: 2005
  ident: 580_CR30
  publication-title: Drug Discov Today
  doi: 10.1016/S1359-6446(05)03584-1
  contributor:
    fullname: IV Tetko
– volume: 2
  start-page: 775
  year: 2003
  ident: 580_CR15
  publication-title: Nat Rev Drug Discov
  doi: 10.1038/nrd1198
  contributor:
    fullname: SP Jackson
– volume: 50
  start-page: 7
  year: 1995
  ident: 580_CR25
  publication-title: Drugs
  doi: 10.2165/00003495-199550010-00002
  contributor:
    fullname: K Schros
– volume: 43
  start-page: 3714
  year: 2000
  ident: 580_CR12
  publication-title: J Med Chem
  doi: 10.1021/jm000942e
  contributor:
    fullname: P Ertl
– volume: 12
  start-page: 197
  year: 2001
  ident: 580_CR28
  publication-title: Platelets
  doi: 10.1080/09537100120058739
  contributor:
    fullname: F Storey
– volume: 53
  start-page: 363
  year: 1985
  ident: 580_CR10
  publication-title: Br Heart J
  doi: 10.1136/hrt.53.4.363
  contributor:
    fullname: MJ Davis
– volume: 14
  start-page: 1595
  year: 2009
  ident: 580_CR13
  publication-title: Molecules
  doi: 10.3390/molecules14041595
  contributor:
    fullname: J Escalante
– ident: 580_CR32
– volume: 137
  start-page: 571
  year: 1987
  ident: 580_CR20
  publication-title: J Urol
  doi: 10.1016/S0022-5347(17)44108-5
  contributor:
    fullname: MH Loo
– volume: 11
  start-page: 1243
  year: 2004
  ident: 580_CR11
  publication-title: Curr Med Chem
  doi: 10.2174/0929867043365279
  contributor:
    fullname: X Leval De
– volume: 36
  start-page: 367
  year: 2012
  ident: 580_CR4
  publication-title: Turk J Chem
  contributor:
    fullname: S Baytas
– volume: 88
  start-page: 711
  year: 2002
  ident: 580_CR22
  publication-title: Thromb Haemost
  doi: 10.1055/s-0037-1613290
  contributor:
    fullname: SA McKee
– volume: 24
  start-page: 1139
  year: 1981
  ident: 580_CR19
  publication-title: J Med Chem
  doi: 10.1021/jm00142a005
  contributor:
    fullname: K Lizuka
– volume: 28
  start-page: 273
  year: 1989
  ident: 580_CR2
  publication-title: Prog Lipid Res
  doi: 10.1016/0163-7827(89)90002-7
  contributor:
    fullname: H Arita
– volume: 55
  start-page: 69
  year: 1986
  ident: 580_CR23
  publication-title: Annu Rev Biochem
  doi: 10.1146/annurev.bi.55.070186.000441
  contributor:
    fullname: P Needleman
– volume: 322
  start-page: 1549
  year: 1990
  ident: 580_CR31
  publication-title: N Engl J Med
  doi: 10.1056/NEJM199005313222201
  contributor:
    fullname: MD Trip
– volume: 104
  start-page: 2746
  year: 2001
  ident: 580_CR34
  publication-title: Circulation
  doi: 10.1161/hc4601.099487
  contributor:
    fullname: S Yusuf
– volume: 46
  start-page: 3
  year: 2001
  ident: 580_CR18
  publication-title: Adv Drug Deliv Rev
  doi: 10.1016/S0169-409X(00)00129-0
  contributor:
    fullname: CA Lipinski
– volume-title: Thin-layer Chromatography
  year: 1969
  ident: 580_CR27
  doi: 10.1007/978-3-642-88488-7
  contributor:
    fullname: E Stahl
– volume: 1
  start-page: 192
  year: 1999
  ident: 580_CR6
  publication-title: Curr Cardiol Rep
  doi: 10.1007/s11886-999-0022-z
  contributor:
    fullname: PB Berger
– volume: 17
  start-page: 359
  year: 2008
  ident: 580_CR17
  publication-title: Indian J Heterocycl Chem
  contributor:
    fullname: B Kalluraya
– volume: 26
  start-page: 331
  year: 2005
  ident: 580_CR8
  publication-title: Endocr Rev
  doi: 10.1210/er.2004-0015
  contributor:
    fullname: RW Brueggemeier
– volume: 168
  start-page: 178
  year: 1963
  ident: 580_CR7
  publication-title: J Physiol
  doi: 10.1113/jphysiol.1963.sp007185
  contributor:
    fullname: G Born
– volume: 45
  start-page: 646
  year: 1993
  ident: 580_CR26
  publication-title: J Pharm Pharmacol
  doi: 10.1111/j.2042-7158.1993.tb05670.x
  contributor:
    fullname: IAFB Silveira
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Snippet ( E )-3-[3-(pyridin-4-yl)-1-phenyl-1 H -pyrazole-4-yl]acryl amides were evaluated for their antiplatelet activities. Compounds 4o and 4r were found as active...
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SubjectTerms Biochemistry
Biomedical and Life Sciences
Biomedicine
Cell Biology
Original Research
Pharmacology/Toxicology
Title Novel 1,3-diarylpyrazole acrylamides: synthesis, antiplatelet activity screening, and in silico evaluation studies
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