Copyright (c) 2025 Vanita Marvaniya
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
Synthesis and Anti-Inflammatory Activity of Some Pyrazolone Derivatives
Corresponding Author(s) : Vanita Marvaniya
International Journal of Allied Medical Sciences and Clinical Research,
Vol. 5 No. 2 (2017): 2017 Volume 5- Issue -2
Abstract
Pyrazolone is a ketone derivative of pyrazole having anti inflammatory, analgesic, antipyretic effect. Pyrazolone is a five- membered lactam ring compound contacting two nitrogen and ketone in the same molecule. Pyrazolones are well established in literature as important biologically active heterocyclic compounds. Pyrazolone in the class of nonsteroidal anti inflammatory agents used in the treatment of arthritis and other musculoskeletal and joint disorder. The objective of present study was, to synthesize the pyrazolone derivatives and to evaluate for their anti-inflammatory activity.
Method
In the present work, a series of some pyrazolone derivatives (2a-j) were synthesized, characterized by TLC, Melting point determination, IR, NMR and Mass spectra and evaluated for their anti-inflammatory activity by invitro using inhibition of albumin denaturation technique method.
Result & Conclusion
2a,2b,2d, Compounds showed significant anti-inflammatory activity as compared to other drug. Aspirin used as a standard drug.
Keywords
Pyrazolone
Anti-inflammatory
3-Methyl-1[(pyridine-4yl)carbonyl]-4
5-dihydro-1H-pyrazol-5-one.
References
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Chauhan A, Sharma P, Kaushi N, Pharmaceutical Chemistry Research Lab; Department of Pharmaceutical Technology , Meerut Institute of Engineering and Technology “Pyrazole: A Versatile Moiety”, International Journal of ChemTech Research , 3, 2011, 11-17. [2]. Togashi K, “Unusual separation of 1-phenyl-3-methyl-5-pyrazolone derivatives of aldoses by capillary zone electrophoresis”, Journal of.chromatography A, 1997, 791, 307.
[3]. Diane Z, Louis J, Lotte B, Hans O, Bjarke E, Tommy N, Povl Krogsgaard L, “3-Pyrazolone analogues of the 3-isoxazolol metabotropic excitatory amino acid receptor agonist homo-AMPA. Synthesis and pharmacological testing”, Eur. J. Med. Chem., 34, 1999, 967?976.
[4]. Howland R, Mycek M, Harvey R, Champe P, Lippincott’s illustrated Reviews: Pharmacology, B.I.Publications, 3, 2006, 495.
[5]. Burger A, Burger’s Medicinal Chemistry and Drug Discovery, John Wiley and sons, inc., New York, 1, 1995, 3-4.
Vanita M et al / Int. J. of Allied Med. Sci. and Clin. Research Vol-5(2) 2017 [625-631]
631
[6]. Sham S, Shubhi J, Monica D, Rakesh S, Ram R, “One pot synthesis of pyrimidine and bispyrimidine derivatives and their evaluation for anti-inflammatory and analgesic activities” , Bioorg. Med. Chem., 15, 2007, 3334–3344.
[7]. Rajak H, Kharya M, Mishra P, “Synthesis of some novel Oxadiazole and oxadiazoline Analogues for their Anti-inflammatory activity”, The pharmaceutical Society of Japan , 127, 2007, 1757-1764.
[8]. Mosaad S, Rehab M, Samar S, “Synthesis and biological evaluation of some thio containing pyrrolo [2,3-d] Pyrimidine derivatives for their anti-inflammatory and anti-microbial activities”, Eur. J. Med.Chem., 45, 2010, 2994-3004.
[9]. Giorgio R, Mario B, Giancarlo G, Francesca M, Marco G, “1,8-Naphthyridines IV. 9-Substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3 a] [1,8] naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities”, Eur. J. Med. Chem. , 35, 2000, 1021–1035.
[10]. Soni B, Singh T, Bhalgat C, Mudshinge S, “In vitro Anti-Inflammatory Studies of 3-(1-Benzofuran-2-yl)-5-(substituted aryl) isoxazole”, International Journal of Research in Pharmaceutical and Biomedical Sciences , 2, 2011, 1203.
[11]. Bhushankumar S, Jaychandran E, Vijay A, Sreenivasa G, “Synthesis, Characterization and in vitro anti-inflammatory evaluation of new Fluorobebzothiazole shiff’s bases”, International Journal of Pharmaceutical Research and Development, 3, 2011, 164-169.
[12]. Trilok C, Neha G, Suman L, Ashok K, “Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity”; Eur.J. Med. Chem., 45, 2010, 1772–1776.
[13]. Pattan S, Pattan S, Rabara P, Bukitagar, A, “Synthesis and evalution of some novel, substituted 1,3,4-oxadiazole and pyrazole derivatives for antitubercular activity”, Ind. J. Chem., 48B, 2009, 1453-1456.
[14]. Sathe B, Jagpat V, Deshmukh S, Jain B, “Screening of in vitro anti-inflammatory, acivity of some newly synthesized fluorinated benzothiazolo imidazole compounds”, Int. J. Pharm. Pharm. Sci., 3, 2011, 220-222.
[15]. Banerjee M, Kumar S, Sahu S, Das A, Parasar P, “ Synthesis and in vitro, protein denaturation screening of novel substituted isoxazole/pyrazole derivatives”, Rasaya.J.Chem , 4, 2011, 413-417.
[16]. Mohit P, Bhasker V, “A facile synthesis, characterization and in vitro anti- inlfammatory activity of novel N-substituted Tetrazoles”, Journal of Optoelectronic and Biomedical Materials, 3, 2011, 87-93.
References
Chauhan A, Sharma P, Kaushi N, Pharmaceutical Chemistry Research Lab; Department of Pharmaceutical Technology , Meerut Institute of Engineering and Technology “Pyrazole: A Versatile Moiety”, International Journal of ChemTech Research , 3, 2011, 11-17. [2]. Togashi K, “Unusual separation of 1-phenyl-3-methyl-5-pyrazolone derivatives of aldoses by capillary zone electrophoresis”, Journal of.chromatography A, 1997, 791, 307.
[3]. Diane Z, Louis J, Lotte B, Hans O, Bjarke E, Tommy N, Povl Krogsgaard L, “3-Pyrazolone analogues of the 3-isoxazolol metabotropic excitatory amino acid receptor agonist homo-AMPA. Synthesis and pharmacological testing”, Eur. J. Med. Chem., 34, 1999, 967?976.
[4]. Howland R, Mycek M, Harvey R, Champe P, Lippincott’s illustrated Reviews: Pharmacology, B.I.Publications, 3, 2006, 495.
[5]. Burger A, Burger’s Medicinal Chemistry and Drug Discovery, John Wiley and sons, inc., New York, 1, 1995, 3-4.
Vanita M et al / Int. J. of Allied Med. Sci. and Clin. Research Vol-5(2) 2017 [625-631]
631
[6]. Sham S, Shubhi J, Monica D, Rakesh S, Ram R, “One pot synthesis of pyrimidine and bispyrimidine derivatives and their evaluation for anti-inflammatory and analgesic activities” , Bioorg. Med. Chem., 15, 2007, 3334–3344.
[7]. Rajak H, Kharya M, Mishra P, “Synthesis of some novel Oxadiazole and oxadiazoline Analogues for their Anti-inflammatory activity”, The pharmaceutical Society of Japan , 127, 2007, 1757-1764.
[8]. Mosaad S, Rehab M, Samar S, “Synthesis and biological evaluation of some thio containing pyrrolo [2,3-d] Pyrimidine derivatives for their anti-inflammatory and anti-microbial activities”, Eur. J. Med.Chem., 45, 2010, 2994-3004.
[9]. Giorgio R, Mario B, Giancarlo G, Francesca M, Marco G, “1,8-Naphthyridines IV. 9-Substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3 a] [1,8] naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities”, Eur. J. Med. Chem. , 35, 2000, 1021–1035.
[10]. Soni B, Singh T, Bhalgat C, Mudshinge S, “In vitro Anti-Inflammatory Studies of 3-(1-Benzofuran-2-yl)-5-(substituted aryl) isoxazole”, International Journal of Research in Pharmaceutical and Biomedical Sciences , 2, 2011, 1203.
[11]. Bhushankumar S, Jaychandran E, Vijay A, Sreenivasa G, “Synthesis, Characterization and in vitro anti-inflammatory evaluation of new Fluorobebzothiazole shiff’s bases”, International Journal of Pharmaceutical Research and Development, 3, 2011, 164-169.
[12]. Trilok C, Neha G, Suman L, Ashok K, “Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity”; Eur.J. Med. Chem., 45, 2010, 1772–1776.
[13]. Pattan S, Pattan S, Rabara P, Bukitagar, A, “Synthesis and evalution of some novel, substituted 1,3,4-oxadiazole and pyrazole derivatives for antitubercular activity”, Ind. J. Chem., 48B, 2009, 1453-1456.
[14]. Sathe B, Jagpat V, Deshmukh S, Jain B, “Screening of in vitro anti-inflammatory, acivity of some newly synthesized fluorinated benzothiazolo imidazole compounds”, Int. J. Pharm. Pharm. Sci., 3, 2011, 220-222.
[15]. Banerjee M, Kumar S, Sahu S, Das A, Parasar P, “ Synthesis and in vitro, protein denaturation screening of novel substituted isoxazole/pyrazole derivatives”, Rasaya.J.Chem , 4, 2011, 413-417.
[16]. Mohit P, Bhasker V, “A facile synthesis, characterization and in vitro anti- inlfammatory activity of novel N-substituted Tetrazoles”, Journal of Optoelectronic and Biomedical Materials, 3, 2011, 87-93.
[3]. Diane Z, Louis J, Lotte B, Hans O, Bjarke E, Tommy N, Povl Krogsgaard L, “3-Pyrazolone analogues of the 3-isoxazolol metabotropic excitatory amino acid receptor agonist homo-AMPA. Synthesis and pharmacological testing”, Eur. J. Med. Chem., 34, 1999, 967?976.
[4]. Howland R, Mycek M, Harvey R, Champe P, Lippincott’s illustrated Reviews: Pharmacology, B.I.Publications, 3, 2006, 495.
[5]. Burger A, Burger’s Medicinal Chemistry and Drug Discovery, John Wiley and sons, inc., New York, 1, 1995, 3-4.
Vanita M et al / Int. J. of Allied Med. Sci. and Clin. Research Vol-5(2) 2017 [625-631]
631
[6]. Sham S, Shubhi J, Monica D, Rakesh S, Ram R, “One pot synthesis of pyrimidine and bispyrimidine derivatives and their evaluation for anti-inflammatory and analgesic activities” , Bioorg. Med. Chem., 15, 2007, 3334–3344.
[7]. Rajak H, Kharya M, Mishra P, “Synthesis of some novel Oxadiazole and oxadiazoline Analogues for their Anti-inflammatory activity”, The pharmaceutical Society of Japan , 127, 2007, 1757-1764.
[8]. Mosaad S, Rehab M, Samar S, “Synthesis and biological evaluation of some thio containing pyrrolo [2,3-d] Pyrimidine derivatives for their anti-inflammatory and anti-microbial activities”, Eur. J. Med.Chem., 45, 2010, 2994-3004.
[9]. Giorgio R, Mario B, Giancarlo G, Francesca M, Marco G, “1,8-Naphthyridines IV. 9-Substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3 a] [1,8] naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities”, Eur. J. Med. Chem. , 35, 2000, 1021–1035.
[10]. Soni B, Singh T, Bhalgat C, Mudshinge S, “In vitro Anti-Inflammatory Studies of 3-(1-Benzofuran-2-yl)-5-(substituted aryl) isoxazole”, International Journal of Research in Pharmaceutical and Biomedical Sciences , 2, 2011, 1203.
[11]. Bhushankumar S, Jaychandran E, Vijay A, Sreenivasa G, “Synthesis, Characterization and in vitro anti-inflammatory evaluation of new Fluorobebzothiazole shiff’s bases”, International Journal of Pharmaceutical Research and Development, 3, 2011, 164-169.
[12]. Trilok C, Neha G, Suman L, Ashok K, “Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity”; Eur.J. Med. Chem., 45, 2010, 1772–1776.
[13]. Pattan S, Pattan S, Rabara P, Bukitagar, A, “Synthesis and evalution of some novel, substituted 1,3,4-oxadiazole and pyrazole derivatives for antitubercular activity”, Ind. J. Chem., 48B, 2009, 1453-1456.
[14]. Sathe B, Jagpat V, Deshmukh S, Jain B, “Screening of in vitro anti-inflammatory, acivity of some newly synthesized fluorinated benzothiazolo imidazole compounds”, Int. J. Pharm. Pharm. Sci., 3, 2011, 220-222.
[15]. Banerjee M, Kumar S, Sahu S, Das A, Parasar P, “ Synthesis and in vitro, protein denaturation screening of novel substituted isoxazole/pyrazole derivatives”, Rasaya.J.Chem , 4, 2011, 413-417.
[16]. Mohit P, Bhasker V, “A facile synthesis, characterization and in vitro anti- inlfammatory activity of novel N-substituted Tetrazoles”, Journal of Optoelectronic and Biomedical Materials, 3, 2011, 87-93.