𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of [123I]tert-butyl 8-iodo-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine 3-carboxylate, a potential SPECT imaging agent for diazepam-insensitive (DI) benzodiazepine receptors

✍ Scribed by Xiao-Shu He; Dorota Matecka; Kan Sam Lee; Zi-Qiang Gu; Kenner C. Rice; Garry Wong; Phil Skolnick; Brian R. De Costa

Publisher
John Wiley and Sons
Year
1994
Tongue
French
Weight
355 KB
Volume
34
Category
Article
ISSN
0022-2135

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

[^123^I]tert‐Butyl 8‐iodo‐5,6‐dihydro‐5‐methyl‐6‐oxo‐4__H__‐imidazo [1,5‐a][1,4]benzodiazepine 3‐carboxylate ([^123^I]3), a high affinity and selective radioligand for the diazepam insensitive (DI) benzodiazepine receptor was synthesized in 2 steps from tert‐butyl 8‐bromo‐5,6‐dihydro‐5‐methyl‐6‐oxo‐4__H__‐imidazo[1,5‐a][1,4]benzodiazepine 3‐carboxylate (4). A key step in the synthesis of this potential SPECT imaging agent utilized (Ph~3~P)~3~Pd mediated stannylation of 4 with (Bu~3~Sn)~2~ to the corresponding 8‐tributyltin derivative 5. Iododestannylation of 5 with no carrier added [^123^]NaI in aqueous ethanolic CH~3~CO~3~H furnished [^123^I]3 (85%) in greater than 98% radiochemical purity following TLC purification.

📜 SIMILAR VOLUMES

Synthesis of [3H]tert-butyl 8-chloro-5,6
Synthesis of [3H]tert-butyl 8-chloro-5,6-dihydro-5-methyl-6-oxo-4h-imidazo[1,5-a][1,4]benzodiazepine 3-carboxylate, a selective, high affinity ligand for the diazepam insensitive (DI) subtype of the benzodiazepine receptor
✍ Zi-Qiang Gu; Brian R. de Costa; Garry Wong; Kenner C. Rice; Phil Skolnick 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 French ⚖ 388 KB

## Abstract The preparation of [^3^H]‐labelled tert‐butyl 8‐chloro‐5,6‐dihydro‐5‐methyl‐6‐oxo‐4H‐imidazo[1,5‐a][1,4]benzodiazepine 3‐carboxylate (TCIB, 6), a high affinity ligands for the diazepam insensitive (DI) subtype of the benzodiazepine receptor (BZR) is described. Synthesis of [^3^H]TCIB wa

The metabolism of iodine-123 labelled 3-
The metabolism of iodine-123 labelled 3-(5-cyclopropyl-1,2,4-oxadiazo-3-yl)-7-iodo-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine (NNC 13–8241) measured in human plasma is only minor
✍ Kari K. Åkerman; Kim A. Bergström; Christer Halldin; Simo Lötjönen; Meixiang Yu; 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 130 KB 👁 2 views

The imidazobenzodiazepine derivate 123 I-labelled 3-(5-cyclopropyl-1,2,4-oxadiazo-3-yl)-7-iodo-5,6-dihydro-5methyl-6-oxo-4H-imidazo [1,5-a][1,4]-benzodiazepine (NNC 13±8241) is a partial benzodiazepine agonist and binds with a high anity to the benzodiazepine receptor. The favourable kinetic propert