Synthesis of  cis ‐4‐methyl‐3‐phenylpyrrolidines as potential dopaminergic agonists | Zendy

Crider A. Michael | Zendy; Sylvestri Susan C. | Zendy; Tschappat Kathryn D. | Zendy; Dick Ronald M. | Zendy; Leader W. Greg | Zendy

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Synthesis of cis ‐4‐methyl‐3‐phenylpyrrolidines as potential dopaminergic agonists

Author(s) -

Crider A. Michael,

Sylvestri Susan C.,

Tschappat Kathryn D.,

Dick Ronald M.,

Leader W. Greg

Publication year - 1988

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570250527

Subject(s) - chemistry , dopaminergic , pyrrolidine , acylation , stereochemistry , medicinal chemistry , organic chemistry , dopamine , medicine , catalysis

cis ‐3‐(3,4‐Dihydroxyprienyl)4‐methyl‐1‐( n ‐propyl)pyrrolidine ( 23 ) was synthesized and evaluated for dopaminergic activity. The synthesis of 23 involved selective 4‐acylation of the 3‐phenylpyrrolidine‐2,5‐dione 15 and cis ‐addition of hydrogen to a 4‐methyl‐3‐phenyl‐3‐pyrroline 4 . Pharmacological evaluation of 23 showed that introduction of a cis ‐4‐methyl group into the 3‐phenylpyrrolidine nucleus decreases dopaminergic activity.

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