Novel and potent small-molecule urotensin II receptor agonists
(2009) In Bioorganic and Medicinal Chemistry 17(13). p.4657-4665- Abstract
A series of analogs of the non-peptidic urotensin II receptor agonist N-[1-(4-chlorophenyl)-3-(dimethylamino)propyl]-4-phenylbenzamide (FL104) has been synthesized and evaluated pharmacologically. The enantiomers of the two most potent racemic analogues were obtained from the corresponding diastereomeric mandelic amides. In agreement with previously observed SAR, most of the agonist potency resided in the (S) enantiomers. The most potent UII receptor agonist in the new series was (S)-N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-(4-chlorophenyl)benzamide (EC
50
= 23 nM at the urotensin II receptor).
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/6794f8c6-aa10-400f-a73a-e44086158dcf
- author
- Lehmann, Fredrik ; Currier, Erika A. ; Clemons, Bryan ; Hansen, Lars K. ; Olsson, Roger LU ; Hacksell, Uli and Luthman, Kristina
- publishing date
- 2009-07-01
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- Agonists, Parallel synthesis, R-SAT, SAR, Urotensin II
- in
- Bioorganic and Medicinal Chemistry
- volume
- 17
- issue
- 13
- pages
- 4657 - 4665
- publisher
- Elsevier
- external identifiers
-
- pmid:19481466
- scopus:66449132432
- ISSN
- 0968-0896
- DOI
- 10.1016/j.bmc.2009.04.062
- language
- English
- LU publication?
- no
- id
- 6794f8c6-aa10-400f-a73a-e44086158dcf
- date added to LUP
- 2019-10-02 10:14:57
- date last changed
- 2024-01-01 21:25:41
@article{6794f8c6-aa10-400f-a73a-e44086158dcf, abstract = {{<p><br> A series of analogs of the non-peptidic urotensin II receptor agonist N-[1-(4-chlorophenyl)-3-(dimethylamino)propyl]-4-phenylbenzamide (FL104) has been synthesized and evaluated pharmacologically. The enantiomers of the two most potent racemic analogues were obtained from the corresponding diastereomeric mandelic amides. In agreement with previously observed SAR, most of the agonist potency resided in the (S) enantiomers. The most potent UII receptor agonist in the new series was (S)-N-[3-dimethylamino-1-(2-naphthyl)propyl]-4-(4-chlorophenyl)benzamide (EC<br> <sub>50</sub><br> = 23 nM at the urotensin II receptor).</p>}}, author = {{Lehmann, Fredrik and Currier, Erika A. and Clemons, Bryan and Hansen, Lars K. and Olsson, Roger and Hacksell, Uli and Luthman, Kristina}}, issn = {{0968-0896}}, keywords = {{Agonists; Parallel synthesis; R-SAT; SAR; Urotensin II}}, language = {{eng}}, month = {{07}}, number = {{13}}, pages = {{4657--4665}}, publisher = {{Elsevier}}, series = {{Bioorganic and Medicinal Chemistry}}, title = {{Novel and potent small-molecule urotensin II receptor agonists}}, url = {{http://dx.doi.org/10.1016/j.bmc.2009.04.062}}, doi = {{10.1016/j.bmc.2009.04.062}}, volume = {{17}}, year = {{2009}}, }