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Structure-activity relationship studies on mescaline

Two behavioural indices for psychotomimetic activity have been used to elucidate the probable role of methoxy group configuration in the mescaline molecule. The first method using a shuttle box CAR has been reported previously in this series. The second is based on the Sidman Avoidance schedule and utilizes the Bovet-Gatti profiles. Our results indicate that only two analogues of mescaline are active-the 2,3,4,5 and 2,3,4,5,6 compounds. This indicates that the 3,4,5 configuration is necessary and that adding extra methoxy groups increases activity. The great activity of the penta methoxy compound may be due to the fact that this compound substituted in the 2 and 6 positions cannot be metabolized by mescaline oxidase. The significance of these results is discussed.

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1. Appel, J. B., and D. X. Freedman: The relative potencies of psychotomimetic drugs. Life Sci. 4, 2181–2186 (1966).

   Article  Google Scholar 

2. Benington, F., R. D. Morin, and L. C. Clark jr.: Mescaline Analogs. J. Org. Chem. I, 19, 11–16 (1954–1958).; II, 20, 102–108; III, 20, 1292–1296; IV, 20, 1454 to 1457; V, 21, 1470–1472; VI, 21, 1545–1546; VII, 22, 332–333; VIII, 23, 19–23; IX, 23, 2034–2036 (1954–1958).

   Google Scholar 

3. Bovet, D., and G. L. Gatti: Pharmacology of instrumental avoidance conditioning. Proc. II Int. Pharm. Meeting, Prague, 1963, pp. 75–89.

4. Clark, L. C., jr., F. Benington, and R. D. Morin: The effects of ring-methoxyl groups on biological deamination of phenethylamines. J. med. Chem. 8, 353–355 (1965).

   Google Scholar 

5. Ernst, H. M.: Phenomena of the hypokinetic rigid types caused by O-methylation of dopamine in the para-position. Nature (Lond.) 193, 178–179 (1962).

   Google Scholar 

6. —: Relation between the structure of certain methoxy phenyl ethylamine derivatives and the occurrence of a hypokinetic rigid syndrome. Psychopharmacologia (Berl.) 7, 383–390 (1965).

   Google Scholar 

7. Hollister, L. E., and A. J. Friedhoff: Effects of 3,4-dimethoxyphenylethylamine in man. Nature (Lond.) 210, 1377–1378 (1966).

   Google Scholar 

8. Jong, H. de: Experimental Catatonia. Baltimore: Williams & Wilkins 1945.

   Google Scholar 

9. Noteboom, L.: Experimental catatonia by means of derivatives of mescaline and adrenaline. Proc. roy. Acad. Sci. 37, 562–572 (1934).

   Google Scholar 

10. Pollin, W., P. V. Cardon, and S. S. Kety: Effects of amino acid feedings in schizophrenic patients treated with iproniazid. Science 133, 104 (1961).

    PubMed  Google Scholar 

11. Schopp, R. T., W. F. Kreutter, and S. V. Guzak: Neuromyal blocking action of mescaline. Amer. J. Physiol. 200, 1226–1228 (1961).

    PubMed  Google Scholar 

12. Shulgin, A. T.: Psychotomimetic amphetamines. Methoxy 3,4-dialkoxyamphetamines. Experientia (Basel) 20, 1–4 (1964).

    Google Scholar 

13. - Personal communication (1966).

14. Slotta, K., u. T. Müller: Über den Abbau des Mescalins und mescalinähnlicher Stoffe im Organismus. Z. physiol. Chem. 238, 14–22 (1936).

    Google Scholar 

15. Smythies, J. R., and E. A. Sykes: The effect of mescaline upon the conditioned avoidance response in the rat. Psychopharmacologia (Berl.) 6, 163–172 (1964).

    Google Scholar 

16. — —: Structure-activity relationship studies on mescaline: The effect of dimethoxyphenylethylamine and N.N-dimethyl mescaline on the conditioned avoidance responses in the rat. Psychopharmacologia (Berl.) 8, 324–330 (1966).

    Google Scholar 

17. — —, and C. P. Lord: Structure-activity relationship studies on mescaline. II. Tolerance and non-tolerance between mescaline and its analogues in rat. Psychopharmacologia (Berl.) 9, 434–446 (1966).

    Google Scholar 

18. Vojtechovsky, M.: Personal communication (1966).

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1. Department of Psychiatry, University of Edinburgh, UK

   J. R. Smythies, R. J. Bradley & V. S. Johnston

2. Departments of Psychiatry and Surgery, Medical College of Alabama, Birmingham, Alabama

   F. Benington, R. D. Morin & L. C. Clark Jr.

3. University Department of Psychiatry, Royal Edinburgh Hospital, Morningside Park, Edinburgh 10, Great Britain

   J. R. Smythies

1. J. R. Smythies
2. R. J. Bradley
3. V. S. Johnston
4. F. Benington
5. R. D. Morin
6. L. C. Clark Jr.

Smythies, J.R., Bradley, R.J., Johnston, V.S. et al. Structure-activity relationship studies on mescaline. Psychopharmacologia 10, 379–387 (1967). https://doi.org/10.1007/BF00403978

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• Received: 09 November 1966

• Issue Date: January 1967

• DOI: https://doi.org/10.1007/BF00403978

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