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Arora, Monica
- Synthesis, Characterization and Antimicrobial Activity of Some Schiff Bases of 2-amino-4-(4-chlorophenyl)–n-(3-furan-2-ylmethyl carboxamido) thiophenes
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Authors
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1 Department of Pharmaceutical Chemistry, PES College of Pharmacy, Bangalore-50, Karnataka, IN
1 Department of Pharmaceutical Chemistry, PES College of Pharmacy, Bangalore-50, Karnataka, IN
Source
Asian Journal of Research in Chemistry, Vol 6, No 1 (2013), Pagination: 24-28Abstract
2-amino-4-(4-chlorophenyl)-N-(3-furan-2-ylmethyl carboxamido) thiophenes was synthesized using versatile Gewald reaction .First step is preparation of furfuryl cyanoacetamide which was carried out by condensation of furfuryl amine and ethyl cyano acetate which was then reacted with p-chloro acetophenone, sulphur, diethyl amine to give 2-amino-4-(4- chlorophenyl)-N-(3-furan-2-yl methyl carboxamido) thiophene (SM-4) later the compound was treated with twelve different substituted aryl aldehydes to yield twelve new Schiff bases(SM 4a-4l). The compounds were characterized IR, 1H NMR and mass spectral data and screened for antimicrobial activity.Keywords
Synthesis, Thiophenes, Schiff Bases, Spectral Analysis, Antimicrobial ActivityReferences
- Sara T, Tahmineh, Mohammed R.F. Synthesis, and antimicrobial activity of 1-[1,2,4-triazol-3yl] and 1-[1,3,4-thiadiazol-2-yl]- 3methylthio-6,7-dihydro-benzo[c] thiophenes-4[5H]ones. Bioorg Med Chem Lettr 2005;15:1023-25.
- Ajay DP, Parendu DR, Franklin PX, Harish P,Vasudevan S, Kamala KV. Tetra substituted thiophenes as anti-inflammatory agents: Exploitation of analogue-based drug design. Bioorg Med Chem Lettr 2005; 13:6685-92.
- Bhattacharjee S et al. Synthesis, Characterization and CNS depressant activity of some schiff bases of 2-amino-4-(4- chlorophenyl) thiophene-3 carboxamide. Asian J of Res Chem. 2011; 4(10):1562-65.
- Pinto E,Queiroz M.J, Vale-Silva L, Oliveira J, Begouin A, Antifungal activity of synthetic di(hetero) arylamines based on the benzo[b]thiophene moiety. Bioorg Med Chem 2008;16:8172– 8177.
- Srinivas R,Sarvanan J,Mohan S, Synthesis of 2-substitutedamino- 3(N-o-tolylcarboxamido)-4,5-dimethyl thiophenes as analgesic and anti-inflammatory agents. Indian J Hetero Chem.1998;8:59-62.
- Kristina S, Marijeta K, Ivo P, Grace K. Synthesis, photochemical synthesis, DNA binding and antitumour evaluation of novel cyano-amidino-substituted derivatives of naptha-furans, napthathiophenes, thieno benzofurans,benzo-dithiophenes and their acyclic precursors. Eur J Med Chem.2006; 41:1-15.
- Lina Li,Lei Chang, Stephane P.R, Francois L, Marc L, Rene B, Yuqing Wu. Synthesis and evaluation of benzo[b]thiophene derivatives as inhibitors of alkaline phosphatise. Bioorg. Med. Chem. 2009; 3:7290-7300.
- Isloor AM, Kalluraya B, Pai KS. Synthesis, characterization and biological activities of some new benzo[b]thiophene derivatives. Eur J Med Chem 2010;45:825–30.
- Bhandari S, Bothara K, Raut M, Patil A, Sarkate A, Mokale V. Design, synthesis and evaluation of anti-inflammatory, analgesic and ulcerogenicity studies of novel substituted phenacyl-1,3,4- oxadiazole-2-thiol and Schiff bases of diclofenac acid as non ulcerogenic derivatives, Bioorg Med Chem 2008;16:1822–1831.
- Chinnasamy R. P.; Sundararajan R.; Govindaraj S.; Synthesis, characterization and anticonvulsant activity of novel schiff base Of isatin derivatives. Int Jour Pharm Sci 2010; 2:177-181.
- Bhattacharjee S, Sarvanan J, Mohan S,Arora M. Synthesis, Charaterization and CNS depressant activity of some schiff bases of 2-amino-4-(4-chlorophenyl) thiophene-3 carboxamide. Asian J of Res Chem.2011;4(10):1562-65.
- Barry A L, Antimicrobial susceptibility test, principle and practices (Illus lea and fehinger, Philedepephia USA) 1976, pp 93-108.
- Synthesis, Characterization and CNS Depressant Activity of Some New Mannich Bases Derivatives
Abstract Views :265 |
PDF Views:2
Authors
Affiliations
1 Department of Pharmaceutical Chemistry, PES College of Pharmacy, Bangalore-50, Karnataka, IN
1 Department of Pharmaceutical Chemistry, PES College of Pharmacy, Bangalore-50, Karnataka, IN
Source
Asian Journal of Research in Chemistry, Vol 6, No 3 (2013), Pagination: 244-247Abstract
The novel 2-amino-3-carbethoxy-4- phenyl thiophene was synthesized by using a acetophenone and ethyl cyano acetate and the parent compound was reacted with chloroacetic acid and glacial acetic acid, the chloro compound was then substituted with different substituted primary and secondary amines to obtain a series of title compounds [SBJa 1-8]. All the new title compounds were characterized by spectral data and were screened for CNS depressant activity. In conclusion, it can be inferred that the electron donating groups on the phenyl ring at R of the title compounds influenced the CNS depressant activityKeywords
Synthesis, Thiophene, Manich Base, Characterization, CNS Depressant ActivityReferences
- Isloor AM, Kalluraya B, Pai KS. 2010; Synthesis, characterization and biological activities of some new benzo[b]thiophene derivatives. Eur J Med Chem.; 45:825–30
- Pinto E, Queiroz MJRP, Vale-Silva LA, Oliveira JF, Begouin A, Begouin JM, et al. 2008; Antifungal activity of synthetic di(hetero)arylamines based on the benzo[ b ]thiophene moiety. Bioorg Med Chem.; 16:8172–7
- Issa M.I Fakhr, Mohamed A.A. Radwan,Seham EI-Batran, Omar M.E, Abd El-Salam, Siham M.El-Shenawy. 2009; Synthesis and pharmacological evaluation of 2-substituted benzo[b]thiophenes as anti-inflamatory and analgesic agents. Eur J Med Chem. 44:1718-1725
- D.T. Connor, W.A. Cetenko, M.D. Mullican, R.J. Sorenson, P.C. Unangst, R.J. Weikert, R.L. Adolphson, J.A. Kennedy, D.O. Thueson, C.D. Wright, M.C.Conroy, 1992; J. Med. Chem.35; 958
- S.I. Graham, K.I. Shepard,P.S. Anderson,J.J. Baldwin, D.B. Best, M.E. Christy,M.B. Freedman, P. Gautheron, C.N. Habecker, 1989; J. Med. Chem.32 ,2548-2554.
- Andrey E.S, Valeria A.G, Lyubov G.D, Yuri N.L, Yuri B.S, Leonid V.K, 2009; Synthesis and Cytotoxic properties of 4,11- bis(aminoethyl)amino]anthra-[2,3-b]thiophene-5,10-diones,novel analogues of antitumor anthacene-9,10-diones. Bioorg Med Chem.; 1861-1869
- Lina Li, Lei Chang, Stephane P.R, Francois L, Marc L, Rene B, Yuqing Wu. 2009; Synthesis and evaluation of benzo[b]thiophene derivatives as inhibitors of alkaline phosphatise. Bioorg Med Chem.; 7290-7300.
- M.A. Gouda, M.A.Berghot, Ghada E,Abd EI.G, A.m. Khalil. 2010; Synthesis and antimicrobial activities of some new thiazole and pyrazole derivatives based on 4,5,6,7-tetrahydrothiophene moiety. Eur J Med Chem.; 1-8