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Rizwan K, Zubair M, Rasool N, et al. Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules. Chem Cent J. 2014;8:74doi: 10.1186/s13065-014-0074-z.
Rizwan, K., Zubair, M., Rasool, N., Ali, S., Zahoor, A. F., Rana, U. A., Khan, S. U., Shahid, M., Zia-Ul-Haq, M., & Jaafar, H. Z. (2014). Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules. Chemistry Central journal, 874. https://doi.org/10.1186/s13065-014-0074-z
Rizwan, Komal, et al. "Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules." Chemistry Central journal vol. 8 (2014): 74. doi: https://doi.org/10.1186/s13065-014-0074-z
Rizwan K, Zubair M, Rasool N, Ali S, Zahoor AF, Rana UA, Khan SU, Shahid M, Zia-Ul-Haq M, Jaafar HZ. Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules. Chem Cent J. 2014 Dec 17;8:74. doi: 10.1186/s13065-014-0074-z. eCollection 2014. PMID: 25685184; PMCID: PMC4326645.
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Chem Cent J. 2014 Dec 17;8:74. doi: 10.1186/s13065-014-0074-z. eCollection 2014.

Regioselective synthesis of 2-(bromomethyl)-5-aryl-thiophene derivatives via palladium (0) catalyzed suzuki cross-coupling reactions: as antithrombotic and haemolytically active molecules.

Chemistry Central journal

Komal Rizwan, Muhammad Zubair, Nasir Rasool, Shaukat Ali, Ameer Fawad Zahoor, Usman Ali Rana, Salah Ud-Din Khan, Muhammad Shahid, Muhammad Zia-Ul-Haq, Hawa Ze Jaafar

Affiliations

  1. Department of Chemistry, Government College University, Faisalabad, 38000 Pakistan.
  2. Sustainable Energy Technologies (SET) Center, College of Engineering, King Saud University, PO-Box?-?800, Riyadh, 11421 Saudi Arabia.
  3. Department of Chemistry and Biochemistry, University of Agriculture, Faisalabad, 38040 Pakistan.
  4. The Patent Office, Karachi, Pakistan.
  5. Department of Crop Science, Faculty of Agriculture, 43400 UPM Serdang, Selangor Malaysia.

PMID: 25685184 PMCID: PMC4326645 DOI: 10.1186/s13065-014-0074-z

Abstract

BACKGROUND: It is seen that the regioselective functionalizations of halogenated heterocycles play an important role in the synthesis of several types of organic compounds. In this domain, the Suzuki-Miyaura reaction has emerged as a convenient way to build carbon-carbon bonds in synthesizing organic compounds. Some of the most important applications of these reactions can be seen in the synthesis of natural products, and in designing targeted pharmaceutical compounds. Herein, we present the regioselective synthesis of the novel series of 2-(bromomethyl)-5-aryl-thiophenes 3a-i, via Suzuki cross-coupling reactions of various aryl boronic acids with 2-bromo-5-(bromomethyl)thiophene (2).

RESULTS: The synthesized compounds were screened for their haemolytic and antithrombolytic activities. The novel compounds 3f, 3i showed highest 69.7, 33.6% haemolysis of blood cells, respectively. The antithrombolytic activity of the compounds was found to be within low to moderate against human blood clot. The compound 3i showed potent clot lysis (31.5%).

CONCLUSIONS: Considering these results, it is concluded that the synthesized compounds can be used as a promising source of therapeutic agents.

Keywords: Antithrombotic; Aryl boronic acid; Cytotoxicity; Haemolytic; Heterocycles; Palladium; Suzuki cross-coupling reactions; Thiophene

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