volume 31 issue 7 pages 1392-1396

Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine

Publication typeJournal Article
Publication date1988-07-01
scimago Q1
wos Q1
SJR1.801
CiteScore11.5
Impact factor6.8
ISSN00222623, 15204804
PubMed ID:  3385732
Drug Discovery
Molecular Medicine
Abstract
The R-(-) and S-(+) enantiomers of 11-hydroxy-N-n-propylnoraporphine, (R)-3 and (S)-3, were synthesized in six steps from 1-(3-methoxy-2-nitrobenzyl)isoquinoline. Neuropharmacological evaluation of the R and S isomers (by affinity to dopamine receptor sites in rat brain tissues, induction of stereotyped behavior, and interaction with motor arousal induced by (R)-apomorphine in the rat) indicated that, similar to the 10,11-dihydroxy congener 2, both enantiomers can bind to dopamine receptors but that only (R)-3 activates them, whereas (S)-3 shows activity as a dopaminergic antagonist.
Found 

Top-30

Journals

1
2
3
4
Bioorganic and Medicinal Chemistry Letters
4 publications, 12.9%
Journal of Medicinal Chemistry
2 publications, 6.45%
Bioorganic and Medicinal Chemistry
2 publications, 6.45%
Psychopharmacology
2 publications, 6.45%
Neuropharmacology
2 publications, 6.45%
European Journal of Pharmacology
2 publications, 6.45%
Organic Letters
2 publications, 6.45%
Journal of Organic Chemistry
2 publications, 6.45%
Molecules
1 publication, 3.23%
Bioorganic Chemistry
1 publication, 3.23%
Biochemical Pharmacology
1 publication, 3.23%
Mendeleev Communications
1 publication, 3.23%
Annals of the New York Academy of Sciences
1 publication, 3.23%
Chirality
1 publication, 3.23%
Journal of Heterocyclic Chemistry
1 publication, 3.23%
European Journal of Medicinal Chemistry
1 publication, 3.23%
Chemistry - An Asian Journal
1 publication, 3.23%
Alkaloids: Chemistry and Biology
1 publication, 3.23%
1
2
3
4

Publishers

2
4
6
8
10
12
14
16
Elsevier
15 publications, 48.39%
American Chemical Society (ACS)
6 publications, 19.35%
Wiley
4 publications, 12.9%
Springer Nature
2 publications, 6.45%
MDPI
1 publication, 3.23%
2
4
6
8
10
12
14
16
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
31
Share
Cite this
GOST |
Cite this
GOST Copy
Gao Y. et al. Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine // Journal of Medicinal Chemistry. 1988. Vol. 31. No. 7. pp. 1392-1396.
GOST all authors (up to 50) Copy
Gao Y. Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine // Journal of Medicinal Chemistry. 1988. Vol. 31. No. 7. pp. 1392-1396.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/jm00402a024
UR - https://doi.org/10.1021/jm00402a024
TI - Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine
T2 - Journal of Medicinal Chemistry
AU - Gao, Yigong
PY - 1988
DA - 1988/07/01
PB - American Chemical Society (ACS)
SP - 1392-1396
IS - 7
VL - 31
PMID - 3385732
SN - 0022-2623
SN - 1520-4804
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{1988_Gao,
author = {Yigong Gao},
title = {Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine},
journal = {Journal of Medicinal Chemistry},
year = {1988},
volume = {31},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/jm00402a024},
number = {7},
pages = {1392--1396},
doi = {10.1021/jm00402a024}
}
MLA
Cite this
MLA Copy
Gao, Yigong, et al. “Synthesis and dopamine agonist and antagonist effects of (R)-(-)- and (S)-(+)-11-hydroxy-N-n-propylnoraporphine.” Journal of Medicinal Chemistry, vol. 31, no. 7, Jul. 1988, pp. 1392-1396. https://doi.org/10.1021/jm00402a024.