✦ LIBER ✦

Trishomocubane as a scaffold for the development of selective dopamine transporter (DAT) ligands

✍ Scribed by Samuel D. Banister; Iman A. Moussa; Corinne Beinat; Aaron J. Reynolds; Paolo Schiavini; William T. Jorgensen; Michael Kassiou

Book ID: 104005141
Publisher: Elsevier Science
Year: 2011
Tongue: English
Weight: 309 KB
Volume: 21
Category: Article
ISSN: 0960-894X
DOI: 10.1016/j.bmcl.2010.11.075

No coin nor oath required. For personal study only.

✦ Synopsis

In our continued exploration of trishomocubane derivatives with central nervous system (CNS) activity, N-arylalkyl-8-aminopentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecanes (10-13) displaying affinity for the sigma (σ) receptor were also found, in several cases, to interact with the dopamine transporter (DAT). Compound 12 was identified as the first trishomocubane-derived high affinity DAT ligand (K(i) = 1.2 nM), with greater than 8300-fold selectivity over the monoamine transporters NET and SERT, and only low to moderate affinity for σ(1) and σ(2) receptors.

📜 SIMILAR VOLUMES

Development of the dopamine transporter

Development of the dopamine transporter selective RTI-336 as a pharmacotherapy for cocaine abuse

✍ F. Ivy Carroll; James L. Howard; Leonard L. Howell; Barbara S. Fox; Michael J. K 📂 Article 📅 2006 🏛 American Association of Pharmaceutical Scientists 🌐 English ⚖ 238 KB

7-Azabicyclo[2.2.1]heptane as a scaffold

7-Azabicyclo[2.2.1]heptane as a scaffold for the development of selective sigma-2 (σ2) receptor ligands

✍ Samuel D. Banister; Louis M. Rendina; Michael Kassiou 📂 Article 📅 2012 🏛 Elsevier Science 🌐 English ⚖ 396 KB

Potent and Selective Ligands for the Dop

Potent and Selective Ligands for the Dopamine Transporter (DAT): Structure−Activity Relationship Studies of Novel 4-[2-(Diphenylmethoxy)ethyl]-1-(3-phenylpropyl)piperidine Analogues

✍ Dutta, Aloke K.; Coffey, Lori L.; Reith, Maarten E. A. 📂 Article 📅 1998 🏛 American Chemical Society 🌐 English ⚖ 188 KB

New 2α-tropane amides as potential PET l

New 2α-tropane amides as potential PET ligands for the dopamine transporter

✍ Birte Drewes; Wiebke Sihver; Sabine Willbold; Ray A. Olsson; Heinz H. Coenen 📂 Article 📅 2007 🏛 Elsevier Science 🌐 English ⚖ 398 KB

Trishomocubanes, a new class of selectiv

Trishomocubanes, a new class of selective and high affinity ligands for the sigma binding site

✍ Michael Kassiou; Vu H. Nguyen; Robert Knott; MacDonald J. Christie; Trevor W. Ha 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 279 KB

The synthesis, receptor binding, and preliminary structural characterisation of trishomocubanes of types pentacyclo [5.4.0.02'6.03'l°.05'9]undecylamines and 4-azahexacyclo[5.4.1.0E'6.03'l°.05'9.08'll]dodecanes are described. These ligands demonstrated high selectivity and affinity for the sigma bind

Substituted pyrazoles as novel selective

Substituted pyrazoles as novel selective ligands for the human dopamine D4 receptor

✍ Sylvie Bourrain; Ian Collins; Joseph G. Neduvelil; Michael Rowley; Paul D. Leeso 📂 Article 📅 1998 🏛 Elsevier Science 🌐 English ⚖ 255 KB