Synthesis, characterization and biological activities of some new benzo[b]thiophene derivatives

A.M. Isloor, B. Kalluraya, K. Sridhar Pai

Research output: Contribution to journalArticle

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Abstract

Benzo[b]thiophene molecules are found to be important tools in synthetic medicinal chemistry. They are of current interest due to their wide spectrum of pharmacological properties. In view of the biological activities of benzo[b]thiophene containing molecules, in this present research work, we propose the synthesis of some new benzo[b]thiophene derivatives such as thiadiazoles, oxadiazoles, pyrazolin & diaryl pyrazoles starting from 3-chlorobenzo[b]thiophene-2-carboxyl chloride. These newly synthesized compounds were characterized by elemental analyses, I.R, NMR and Mass spectral studies. Some of the selected compounds were screened for their antibacterial, antifungal and anti-inflammatory studies. Many of the molecules were found to be potent. © 2009 Elsevier Masson SAS. All rights reserved.
Original languageEnglish
Pages (from-to)825-830
Number of pages6
JournalEuropean Journal of Medicinal Chemistry
Volume45
Issue number2
DOIs
Publication statusPublished - 2010

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Bioactivity
Derivatives
Molecules
Pyrazoles
Thiadiazoles
Oxadiazoles
Thiophenes
Pharmaceutical Chemistry
Chlorides
Anti-Inflammatory Agents
Nuclear magnetic resonance
Pharmacology
Research
benzothiophene

Cite this

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title = "Synthesis, characterization and biological activities of some new benzo[b]thiophene derivatives",
abstract = "Benzo[b]thiophene molecules are found to be important tools in synthetic medicinal chemistry. They are of current interest due to their wide spectrum of pharmacological properties. In view of the biological activities of benzo[b]thiophene containing molecules, in this present research work, we propose the synthesis of some new benzo[b]thiophene derivatives such as thiadiazoles, oxadiazoles, pyrazolin & diaryl pyrazoles starting from 3-chlorobenzo[b]thiophene-2-carboxyl chloride. These newly synthesized compounds were characterized by elemental analyses, I.R, NMR and Mass spectral studies. Some of the selected compounds were screened for their antibacterial, antifungal and anti-inflammatory studies. Many of the molecules were found to be potent. {\circledC} 2009 Elsevier Masson SAS. All rights reserved.",
author = "A.M. Isloor and B. Kalluraya and {Sridhar Pai}, K.",
note = "Cited By :69 Export Date: 10 November 2017 CODEN: EJMCA Correspondence Address: Isloor, A.M.; Department of Chemistry, National Institute of Technology-Karnataka, Surathkal, Mangalore, 575 025, India; email: isloor@yahoo.com Chemicals/CAS: carrageenan, 9000-07-1, 9049-05-2, 9061-82-9, 9064-57-7; diclofenac, 15307-79-6, 15307-86-5; gum arabic, 9000-01-5; phenazone, 60-80-0; Anti-Infective Agents; Anti-Inflammatory Agents; Thiophenes; benzothiophene, 11095-43-5 References: Connor, D.T., Cetenko, W.A., Mullican, M.D., Sorenson, R.J., Unangst, P.C., Weikert, R.J., Adolphson, R.L., Conroy, M.C., (1992) J. Med. Chem., 35, p. 958; Wardakhani, W.W., Abdel-Salem, O.M.E., Elmegeed, G.A., (2008) Acta Pharm., 58, pp. 1-14; Mohamed, A.A.R., Shehab, M.A., El-Shenawy, S.M., (2009) Monatsh. Chem., 140, pp. 445-450; Graham, S.L., Shepard, K.L., Anderson, P.S., Baldwin, J.J., Best, D.B., Christy, M.E., Freedman, M.B., Habecker, C.N., (1989) J. Med. Chem., 32, pp. 2548-2554; Jones, C.D., Jevnikar, M.G., Pike, A.J., Peters, M.K., Black, L.J., Thompson, A.R., Falcone, J.F., Clements, J.A., (1984) J. Med. Chem., 27, pp. 1057-1066; Jordan, V.C., (2003) J. Med. Chem., 46, pp. 883-908; Jordan, V.C., (2003) J. Med. Chem., 46, pp. 1081-1111; Isloor, A.M., Kalluraya, B., Shetty, P., (2009) Eur. J. Med. Chem., 44, pp. 3784-3787; Hussain, M.I., Amir, M.J., (1986) Indian Chem. Soc., 63, pp. 317-320; Chiu, S.H.L., Huskey, S.E.W., (1998) Drug Metab. Dispos., 26, pp. 838-847; Zitouni, T.G., Kaplancikli, Z.A., Erol, K., Kilic, F.S., (1999) II Farmaco, 54, pp. 218-223; Holla, B.S., Kalluraya, B., (1988) Indian J. Chem., Sect. B, 27, pp. 683-685; Prasad, A.R., Ramalingam, T., Rao, A.B., Diwan, P.W., Sattur, P.B., (1989) Eur. J. Med. Chem., 24, pp. 199-201; El-Dawy, M.A., Omar, A.M.M.E., Hazzaa, A.I., (1983) J. Pharm. Sci., 72, pp. 45-50; Giri, S., Singh, H., Yadav, L.D.S., Khare, R.K., (1978) J. Indian Chem. Soc., 55, pp. 168-171; Mody, M.K., Prasad, A.R., Ramalingham, T., Suttur, P.B., (1982) J. Indian Chem. Soc., 59, pp. 769-770; Omar, F.A., Mahfouz, N.M., Rahman, M.A., (1996) Eur. J. Med. Chem., 31, pp. 819-825; El-Hawash, A.M.S., Badawey, E.-S.A.M., El-Ashmawey, M.I., (2006) Eur. J. Med. Chem., 41, pp. 155-165; Isloor, A.M., Kalluraya, B., Rao, M., (2000) J. Saudi Chem. Soc., 4, pp. 265-270; Castle, S.L., Buckhaults, P.J., Baldwin, L.J., Mckenny, J.D., (1987) J. Heterocycl. Chem., 24, pp. 1103-1108; (1989) Mackie and Mc. Cartney Practical Medicinal Microbiology. Thirteenth ed., p. 87. , Collee J.G., Duguid J.P., Fraser A.G., and Marmion B.P. (Eds); Winter, C.A., Risley, A., Nuss, G.W., (1962) Proc. Soc. Exp. Biol. Med., 111, pp. 544-547; Buttle, G.A.H., D'Arcy, P.F., Howard, E.M., Kellett, D.N., (1957) Nature, 179, p. 629; Singh, H., Ghosh, M.N., Pharm, J., (1968) Pharmacology, 20, pp. 316-317; Aboul, W.O., El-Metwalli, M.A.E., (1992) Arch. Pharm., 9, pp. 325-603; Isloor, A.M., Ph, (2001), D thesis submitted to Mangalore University;; Sridhar, K., (1991), Ph.D thesis submitted to Mangalore University;UR - https://www.scopus.com/inward/record.uri?eid=2-s2.0-73549090575&doi=10.1016{\%}2fj.ejmech.2009.11.015&partnerID=40&md5=a78c5be6ff795af27d127813da81d3c9",
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Synthesis, characterization and biological activities of some new benzo[b]thiophene derivatives. / Isloor, A.M.; Kalluraya, B.; Sridhar Pai, K.

In: European Journal of Medicinal Chemistry, Vol. 45, No. 2, 2010, p. 825-830.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis, characterization and biological activities of some new benzo[b]thiophene derivatives

AU - Isloor, A.M.

AU - Kalluraya, B.

AU - Sridhar Pai, K.

N1 - Cited By :69 Export Date: 10 November 2017 CODEN: EJMCA Correspondence Address: Isloor, A.M.; Department of Chemistry, National Institute of Technology-Karnataka, Surathkal, Mangalore, 575 025, India; email: isloor@yahoo.com Chemicals/CAS: carrageenan, 9000-07-1, 9049-05-2, 9061-82-9, 9064-57-7; diclofenac, 15307-79-6, 15307-86-5; gum arabic, 9000-01-5; phenazone, 60-80-0; Anti-Infective Agents; Anti-Inflammatory Agents; Thiophenes; benzothiophene, 11095-43-5 References: Connor, D.T., Cetenko, W.A., Mullican, M.D., Sorenson, R.J., Unangst, P.C., Weikert, R.J., Adolphson, R.L., Conroy, M.C., (1992) J. Med. Chem., 35, p. 958; Wardakhani, W.W., Abdel-Salem, O.M.E., Elmegeed, G.A., (2008) Acta Pharm., 58, pp. 1-14; Mohamed, A.A.R., Shehab, M.A., El-Shenawy, S.M., (2009) Monatsh. Chem., 140, pp. 445-450; Graham, S.L., Shepard, K.L., Anderson, P.S., Baldwin, J.J., Best, D.B., Christy, M.E., Freedman, M.B., Habecker, C.N., (1989) J. Med. Chem., 32, pp. 2548-2554; Jones, C.D., Jevnikar, M.G., Pike, A.J., Peters, M.K., Black, L.J., Thompson, A.R., Falcone, J.F., Clements, J.A., (1984) J. Med. Chem., 27, pp. 1057-1066; Jordan, V.C., (2003) J. Med. Chem., 46, pp. 883-908; Jordan, V.C., (2003) J. Med. Chem., 46, pp. 1081-1111; Isloor, A.M., Kalluraya, B., Shetty, P., (2009) Eur. J. Med. Chem., 44, pp. 3784-3787; Hussain, M.I., Amir, M.J., (1986) Indian Chem. Soc., 63, pp. 317-320; Chiu, S.H.L., Huskey, S.E.W., (1998) Drug Metab. Dispos., 26, pp. 838-847; Zitouni, T.G., Kaplancikli, Z.A., Erol, K., Kilic, F.S., (1999) II Farmaco, 54, pp. 218-223; Holla, B.S., Kalluraya, B., (1988) Indian J. Chem., Sect. B, 27, pp. 683-685; Prasad, A.R., Ramalingam, T., Rao, A.B., Diwan, P.W., Sattur, P.B., (1989) Eur. J. Med. Chem., 24, pp. 199-201; El-Dawy, M.A., Omar, A.M.M.E., Hazzaa, A.I., (1983) J. Pharm. Sci., 72, pp. 45-50; Giri, S., Singh, H., Yadav, L.D.S., Khare, R.K., (1978) J. Indian Chem. Soc., 55, pp. 168-171; Mody, M.K., Prasad, A.R., Ramalingham, T., Suttur, P.B., (1982) J. Indian Chem. Soc., 59, pp. 769-770; Omar, F.A., Mahfouz, N.M., Rahman, M.A., (1996) Eur. J. Med. Chem., 31, pp. 819-825; El-Hawash, A.M.S., Badawey, E.-S.A.M., El-Ashmawey, M.I., (2006) Eur. J. Med. Chem., 41, pp. 155-165; Isloor, A.M., Kalluraya, B., Rao, M., (2000) J. Saudi Chem. Soc., 4, pp. 265-270; Castle, S.L., Buckhaults, P.J., Baldwin, L.J., Mckenny, J.D., (1987) J. Heterocycl. Chem., 24, pp. 1103-1108; (1989) Mackie and Mc. Cartney Practical Medicinal Microbiology. Thirteenth ed., p. 87. , Collee J.G., Duguid J.P., Fraser A.G., and Marmion B.P. (Eds); Winter, C.A., Risley, A., Nuss, G.W., (1962) Proc. Soc. Exp. Biol. Med., 111, pp. 544-547; Buttle, G.A.H., D'Arcy, P.F., Howard, E.M., Kellett, D.N., (1957) Nature, 179, p. 629; Singh, H., Ghosh, M.N., Pharm, J., (1968) Pharmacology, 20, pp. 316-317; Aboul, W.O., El-Metwalli, M.A.E., (1992) Arch. Pharm., 9, pp. 325-603; Isloor, A.M., Ph, (2001), D thesis submitted to Mangalore University;; Sridhar, K., (1991), Ph.D thesis submitted to Mangalore University;UR - https://www.scopus.com/inward/record.uri?eid=2-s2.0-73549090575&doi=10.1016%2fj.ejmech.2009.11.015&partnerID=40&md5=a78c5be6ff795af27d127813da81d3c9

PY - 2010

Y1 - 2010

N2 - Benzo[b]thiophene molecules are found to be important tools in synthetic medicinal chemistry. They are of current interest due to their wide spectrum of pharmacological properties. In view of the biological activities of benzo[b]thiophene containing molecules, in this present research work, we propose the synthesis of some new benzo[b]thiophene derivatives such as thiadiazoles, oxadiazoles, pyrazolin & diaryl pyrazoles starting from 3-chlorobenzo[b]thiophene-2-carboxyl chloride. These newly synthesized compounds were characterized by elemental analyses, I.R, NMR and Mass spectral studies. Some of the selected compounds were screened for their antibacterial, antifungal and anti-inflammatory studies. Many of the molecules were found to be potent. © 2009 Elsevier Masson SAS. All rights reserved.

AB - Benzo[b]thiophene molecules are found to be important tools in synthetic medicinal chemistry. They are of current interest due to their wide spectrum of pharmacological properties. In view of the biological activities of benzo[b]thiophene containing molecules, in this present research work, we propose the synthesis of some new benzo[b]thiophene derivatives such as thiadiazoles, oxadiazoles, pyrazolin & diaryl pyrazoles starting from 3-chlorobenzo[b]thiophene-2-carboxyl chloride. These newly synthesized compounds were characterized by elemental analyses, I.R, NMR and Mass spectral studies. Some of the selected compounds were screened for their antibacterial, antifungal and anti-inflammatory studies. Many of the molecules were found to be potent. © 2009 Elsevier Masson SAS. All rights reserved.

U2 - 10.1016/j.ejmech.2009.11.015

DO - 10.1016/j.ejmech.2009.11.015

M3 - Article

VL - 45

SP - 825

EP - 830

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

IS - 2

ER -