Abstract
A series of 3α-benzyl-8-(diarylmethoxyethyl)-8-azabicyclo[3.2.1]octanes was synthesized and the binding affinities of the compounds were determined at the dopamine transporter. The unsubstituted analogue 7b (Ki=98 nM) was the most potent compound of the series with binding affinity three-times greater than cocaine and only 5-fold less than GBR-12909. The structure-activity data for 7a-f suggests that these compounds may be binding at the dopamine transporter in a similar fashion to GBR 12909.
| Original language | English |
|---|---|
| Pages (from-to) | 2387-2390 |
| Number of pages | 4 |
| Journal | Bioorganic and Medicinal Chemistry Letters |
| Volume | 12 |
| Issue number | 17 |
| DOIs | |
| State | Published - Sep 2 2002 |
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ASJC Scopus subject areas
- Biochemistry
- Molecular Biology
- Organic Chemistry
- Drug Discovery
- Pharmaceutical Science
Cite this
Synthesis and dopamine transporter binding affinities of 3α-benzyl-8-(diarylmethoxyethyl)-8-azabicyclo[3.2.1]octanes. / Bradley, Amy L.; Izenwasser, Sari E; Wade, Dean; Klein-Stevens, Cheryl; Zhu, Naijue; Trudell, Mark L.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 12, No. 17, 02.09.2002, p. 2387-2390.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and dopamine transporter binding affinities of 3α-benzyl-8-(diarylmethoxyethyl)-8-azabicyclo[3.2.1]octanes
AU - Bradley, Amy L.
AU - Izenwasser, Sari E
AU - Wade, Dean
AU - Klein-Stevens, Cheryl
AU - Zhu, Naijue
AU - Trudell, Mark L.
PY - 2002/9/2
Y1 - 2002/9/2
N2 - A series of 3α-benzyl-8-(diarylmethoxyethyl)-8-azabicyclo[3.2.1]octanes was synthesized and the binding affinities of the compounds were determined at the dopamine transporter. The unsubstituted analogue 7b (Ki=98 nM) was the most potent compound of the series with binding affinity three-times greater than cocaine and only 5-fold less than GBR-12909. The structure-activity data for 7a-f suggests that these compounds may be binding at the dopamine transporter in a similar fashion to GBR 12909.
AB - A series of 3α-benzyl-8-(diarylmethoxyethyl)-8-azabicyclo[3.2.1]octanes was synthesized and the binding affinities of the compounds were determined at the dopamine transporter. The unsubstituted analogue 7b (Ki=98 nM) was the most potent compound of the series with binding affinity three-times greater than cocaine and only 5-fold less than GBR-12909. The structure-activity data for 7a-f suggests that these compounds may be binding at the dopamine transporter in a similar fashion to GBR 12909.
UR - http://www.scopus.com/inward/record.url?scp=0037009287&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0037009287&partnerID=8YFLogxK
U2 - 10.1016/S0960-894X(02)00464-X
DO - 10.1016/S0960-894X(02)00464-X
M3 - Article
VL - 12
SP - 2387
EP - 2390
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 17
ER -