Chemistry:McN-5908

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McN-5908 is a stimulant drug which acts as a dopamine reuptake inhibitor, with similar inhibition of noradrenaline reuptake but much weaker activity at serotonin reuptake.[1][2]

In the SAR citation, compound 52 has the following Ki values (nM): DA = 0.86, NE = 0.20, SER = 44. McN-5908 is one of the most powerful psychostimulants ever discovered and the most potent in this series of agents. However it does have some toxicity to be contended with.

In terms of the SAR, McN-5908 can probably be best compared to a Hoechst agent appearing in the chemical literature[3][4][5] SAR analogy between this agent and nomifensine (Alival) was also performed. In terms of the SAR, it is noteworthy to mention that the para-amino analog of venlafaxine[6] was also known to be have been invented.[7] Finally, Louis Lafon invented some clenbuterol alpha-methyl cathinone analogs with some of the compounds lacking the chlorine halogen atoms.[8] These compounds were all explored in the context of their antidepressant activity. Louis Lafron is the same chemist who invented modafinil and flerobuterol.[citation needed]

See also

References

  1. ↑ "Prevention of the nigrostriatal toxicity of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by inhibitors of 3,4-dihydroxyphenylethylamine transport". Journal of Neurochemistry 47 (4): 1073–1079. October 1986. doi:10.1111/j.1471-4159.1986.tb00722.x. PMID 3489072. 
  2. ↑ "Pyrroloisoquinoline antidepressants. 2. In-depth exploration of structure-activity relationships". Journal of Medicinal Chemistry 30 (8): 1433–1454. August 1987. doi:10.1021/jm00391a028. PMID 3039136. 
  3. ↑ CID 3033738 from PubChem
  4. ↑ "Resolution, absolute stereochemistry, and enantioselective activity of nomifensine and hexahydro-1H-indeno[1,2-bpyridines"]. Journal of Medicinal Chemistry 30 (5): 798–804. May 1987. doi:10.1021/jm00388a009. PMID 3572969. https://pubs.acs.org/doi/abs/10.1021/jm00388a009. Retrieved 9 December 2025. 
  5. ↑ "2,3,4,4a,5,9b-Hexahydro-1H-indeno[1,2-b]pyridines: potential antidepressants". Journal of Medicinal Chemistry 27 (4): 432–439. April 1984. doi:10.1021/jm00370a004. PMID 6708046. 
  6. ↑ CID 13520329 from PubChem
  7. ↑ "2-Phenyl-2-(1-hydroxycycloalkyl)ethylamine derivatives: synthesis and antidepressant activity". Journal of Medicinal Chemistry 33 (10): 2899–2905. October 1990. doi:10.1021/jm00172a035. PMID 1976813. https://pubs.acs.org/doi/abs/10.1021/jm00172a035. Retrieved 9 December 2025. 
  8. ↑ "Method for treating depression using 1-(aminophenyl)-2-aminopropanone derivatives" US patent 5236922, published 1993-08-17



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