174627-50-0 Usage
Description
L-759,633 is a high-affinity peripheral cannabinoid receptor (CB2)-selective agonist, characterized by its Ki values of 6.4 nM for CB2 and 1,043 nM for central cannabinoid (CB1) receptors. It effectively inhibits forskolin-stimulated cyclic AMP production in CHO cells transfected with either CB2 or CB1 receptors, with IC50 values of 8.1 nM and 10 μM, respectively.
Uses
Used in Pharmaceutical Industry:
L-759,633 is used as a therapeutic agent for targeting the CB2 receptor, which is predominantly expressed in immune cells and has potential applications in treating various inflammatory and autoimmune diseases. Its high selectivity for CB2 over CB1 receptors makes it a promising candidate for developing drugs with fewer psychoactive side effects compared to non-selective cannabinoids.
Used in Research Applications:
L-759,633 serves as a valuable research tool for studying the role of CB2 receptors in various physiological and pathological processes. It can be used to investigate the mechanisms of CB2 receptor activation and its downstream signaling pathways, as well as to identify potential therapeutic targets for modulating CB2 receptor activity.
Used in Drug Discovery and Development:
L-759,633 is utilized in drug discovery and development efforts to design and optimize novel CB2 receptor agonists with improved potency, selectivity, and pharmacokinetic properties. These new compounds may offer enhanced therapeutic benefits and reduced side effects for the treatment of various diseases, including inflammatory and autoimmune disorders.
Biological Activity
High affinity, selective CB 2 receptor agonist (K i values are 6.4 and 1043 nM for CB 2 and CB 1 receptors respectively). Potently inhibits forskolin-stimulated cAMP production via CB 2 receptors expressed in CHO cells (EC 50 = 8.1 nM).
Check Digit Verification of cas no
The CAS Registry Mumber 174627-50-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,7,4,6,2 and 7 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 174627-50:
(8*1)+(7*7)+(6*4)+(5*6)+(4*2)+(3*7)+(2*5)+(1*0)=150
150 % 10 = 0
So 174627-50-0 is a valid CAS Registry Number.
174627-50-0Relevant articles and documents
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.
