Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Letter
  • Published:

Diaryloxazole and Diarylthiazolealkanoic Acids: Two Novel Series of Non-steroidal Anti-inflammatory Agents

Abstract

SINCE the reports of the anti-inflammatory activity of indomethacin (1-p-chlorobenzoyl-5-methoxy-2-methyl-indol-3-ylacetic acid)1 and ibufenac (p-isobutylphenylacetic acid)2, there has been much interest in the pharmacological properties of aryl and heteroarylalkanoic acids. This paper describes the anti-inflammatory activity found in two series of new alkanoic acids, namely the 2,4-di-phenylthiazol-5-ylacetic acids (I) and the β-(4,5-diphenyl-oxazol-2-yl) propionic acids (II). The thiazoles (I) were prepared by the Hantzsch method from thioamides and β-bromo-β-ketoacids, and the oxazoles (II) were prepared by the procedure of Davidson3.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Similar content being viewed by others

References

  1. Shen, T. Y., Windholz, T. B., Rosegay, A., Witzel, B. E., Wilson, A. N., Willett, J. D., Holtz, W. J., Ellis, R. L., Matzuk, A. R., Lucas, S., Stammer, C. H., Holy, F. W., Sarrett, L. H., Risley, A. A., Nuss, G. W., and Winter, C. A., J. Amer. Chem. Soc., 85, 488 (1963).

    Article  CAS  Google Scholar 

  2. Adams, S. S., Cliffe, E. E., Lessel, B., and Nicholson, J. S., Nature, 200, 271 (1963).

    Article  ADS  CAS  Google Scholar 

  3. Davidson, D., Weiss, M., and Jelling, M., J. Org. Chem., 2, 328 (1937).

    Article  CAS  Google Scholar 

  4. Lange, H. F., Gastroenterology, 33, 770 (1957).

    Article  CAS  Google Scholar 

  5. Kuzell, W. G., Schaffarzick, R. W., and Brown, B., J. Amer. Med. Assoc., 149, 729 (1952).

    Article  CAS  Google Scholar 

  6. Wanka, J., Jones, L. I., Wood, P. H. N., and Dixon, A. St. J., Ann. Rheum. Dis., 23, 218 (1964).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

BROWN, K., CAVALLA, J., GREEN, D. et al. Diaryloxazole and Diarylthiazolealkanoic Acids: Two Novel Series of Non-steroidal Anti-inflammatory Agents. Nature 219, 164 (1968). https://doi.org/10.1038/219164a0

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue date:

  • DOI: https://doi.org/10.1038/219164a0

This article is cited by

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing