80754-02-5Relevant academic research and scientific papers
Electrochemical Activation of Diverse Conventional Photoredox Catalysts Induces Potent Photoreductant Activity**
Chernowsky, Colleen P.,Chmiel, Alyah F.,Wickens, Zachary K.
, p. 21418 - 21425 (2021/08/25)
Herein, we disclose that electrochemical stimulation induces new photocatalytic activity from a range of structurally diverse conventional photocatalysts. These studies uncover a new electron-primed photoredox catalyst capable of promoting the reductive cleavage of strong C(sp2)?N and C(sp2)?O bonds. We illustrate several examples of the synthetic utility of these deeply reducing but otherwise safe and mild catalytic conditions. Finally, we employ electrochemical current measurements to perform a reaction progress kinetic analysis. This technique reveals that the improved activity of this new system is a consequence of an enhanced catalyst stability profile.
3-(1',1'-Dimethylbutyl)-1-deoxy-Δ8-THC and related compounds: Synthesis of selective ligands for the CB2 receptor
Huffman, John W.,Liddle, John,Yu, Shu,Aung, Mie Mie,Abood, Mary E.,Wiley, Jenny L.,Martin, Billy R.
, p. 2905 - 2914 (2007/10/03)
The synthesis and pharmacology of 15 1-deoxy-Δ8-THC analogues, several of which have high affinity for the CB2 receptor, are described. The deoxy cannabinoids include 1-deoxy-11-hydroxy-Δ8-THC (5), 1-deoxy-Δ8-THC (6), 1-deoxy-3-butyl-Δ8-THC (7), 1-deoxy-3-hexyl-Δ8-THC (8) and a series of 3-(1',1'-dimethylalkyl)-1-deoxy-Δ8-THC analogues (2, n=0-4, 6, 7, where n=the number of carbon atoms in the side chain-2). Three derivatives (17-19Scheme 3(a) (C6H5)3PCH3+ Br-, n-BuLi/THF, 65°C; (b) LiAlH4/THF, 25°C; (c) KBH(sec-Bu)3/THF, -78 to 25°C then H2O2/NaOH.) of deoxynabilone (16) were also prepared. The affinities of each compound for the CB1 and CB2 receptors were determined employing previously described procedures. Five of the 3-(1',1'-dimethylalkyl)-1-deoxy-Δ8-THC analogues (2, n=1-5) have high affinity (K(i)=2 receptor. Four of them (2, n=1-4) also have little affinity for the CB1 receptor (K(i)=>295nM). 3-(1',1'-Dimethylbutyl)-1-deoxy-Δ8-THC (2, n=2) has very high affinity for the CB2 receptor (K(i)=3.4±1.0nM) and little affinity for the CB1 receptor (K(i)=677±132nM). Copyright (C) 1999 Elsevier Science Ltd.
Synthesis, structure and properties of various molecules based on the 4,8,12-trioxa-4,8,12,12c-tetrahydrodibenzo[cd,mn]pyrene system with an evaluation of the effect differing molecular substitution patterns has on the space group symmetry
Faldt, Andre,Krebs, Frederik C.,Thorup, Niels
, p. 2219 - 2227 (2007/10/03)
4,8,12-Trioxa-4,8,12,12c-tetrahydrodibenzo[cd,mn]pyrene(3),2,6,10-tri-tert- butyl-4,8,12-trioxa-4,8,12,12c-tetrahydrodibenzo[cd,mn]pyrene (11) and 2,6,10-tri-tert-butyl-4,8,12-trioxa-12c-methyl-4,8,12,12c-tetrahydrodibenzo[cd, mn]pyrene (12) have been syn
Neuroprotective (+) 3S, 4S cannabinoids with modified 5'-side chain
Pop, Emil,Browne, Clinton E.,Nadler, Varda,Biegon, Anat,Brewster, Marcus E.
, p. 1553 - 1558 (2007/10/03)
The synthesis and evaluation of two novel cannabinoids belonging to the (+) 3S, 4S nonpsychotropic series are described. These derivatives bind to the NMDA receptor but have lower affinities than dexanabinol (HU-211), the series benchmark. The novel compounds protect neurons against MDA- induced toxicity in cortical cell cultures and have lower toxicity to host neurons than dexanabinol.
