824430-38-8 Usage
Description
4-Ethyl-N,N-diphenyl-1-naphthalenecarboxamide is an organic compound that serves as a key intermediate in the synthesis of cannabinoids and their indole analogs. It is characterized by its unique molecular structure, which includes a naphthalene core, an amide group, and two phenyl rings connected to an ethyl group. 4-Ethyl-N,N-diphenyl-1-naphthalenecarboxaMide plays a crucial role in the development of novel therapeutic agents with selective targeting of the CB2 cannabinoid receptor.
Uses
Used in Pharmaceutical Industry:
4-Ethyl-N,N-diphenyl-1-naphthalenecarboxamide is used as a synthetic intermediate for the preparation of cannabinoids and their indole analogs with CB2 cannabinoid receptor selectivity. The CB2 receptor is a promising target for the development of new drugs due to its potential role in various physiological processes, including inflammation, pain, and neuroprotection. By selectively targeting the CB2 receptor, these analogs may offer improved therapeutic benefits with reduced side effects compared to non-selective cannabinoids.
In the preparation of these analogs, 4-Ethyl-N,N-diphenyl-1-naphthalenecarboxamide serves as a building block, allowing chemists to create a diverse range of compounds with tailored properties and activities. This enables the development of more effective and safer medications for the treatment of various diseases and conditions, such as chronic pain, inflammatory disorders, and neurodegenerative diseases.
Overall, 4-Ethyl-N,N-diphenyl-1-naphthalenecarboxamide is a valuable compound in the pharmaceutical industry, contributing to the advancement of cannabinoid-based therapeutics with CB2 receptor selectivity. Its unique structure and synthetic utility make it an essential component in the ongoing research and development of novel drugs with the potential to improve patient outcomes and quality of life.
Check Digit Verification of cas no
The CAS Registry Mumber 824430-38-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,2,4,4,3 and 0 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 824430-38:
(8*8)+(7*2)+(6*4)+(5*4)+(4*3)+(3*0)+(2*3)+(1*8)=148
148 % 10 = 8
So 824430-38-8 is a valid CAS Registry Number.
824430-38-8Relevant articles and documents
Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: Steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists
Huffman, John W.,Zengin, Gulay,Wu, Ming-Jung,Lu, Jianzhong,Hynd, George,Bushell, Kristen,Thompson, Alicia L.S.,Bushell, Simon,Tartal, Cindy,Hurst, Dow P.,Reggio, Patricia H.,Selley, Dana E.,Cassidy, Michael P.,Wiley, Jenny L.,Martin, Billy R.
, p. 89 - 112 (2007/10/03)
The synthesis and pharmacology of 47 1-alkyl-3-(1-naphthoyl)indoles (R = C3H7 and C5H11, R′ = H and CH3) is described. Naphthoyl substituents include 4- and 7-alkyl groups, plus 2, 4, 6, and 7-methoxy groups. Three of these compounds are highly selective CB2 receptor agonists. In an effort to improve indole-based CB2 cannabinoid receptor ligands and also to develop SAR for both the CB1 and CB2 receptors, 47 indole derivatives were prepared and their CB1 and CB2 receptor affinities were determined. The indole derivatives include 1-propyl- and 1-pentyl-3-(1- naphthoyl)indoles both with and without a 2-methyl substituent. Naphthoyl substituents include 4- and 7-alkyl groups as well as 2-, 4-, 6-, 7-methoxy and 4-ethoxy groups. The effects of these substituents on receptor affinities are discussed and structure-activity relationships are presented. In the course of this work three new highly selective CB2 receptor agonists were identified, 1-propyl-3-(4-methyl-1-naphthoylindole (JWH-120), 1-propyl-2-methyl-3-(6-methoxy-1-naphthoylindole (JWH-151), and 1-pentyl-3-(2-methoxy-1-naphthoylindole (JWH-267). GTPγS assays indicated that JWH-151 is a full agonist at CB2, while JWH-120 and JWH-267 are partial agonists. Molecular modeling and receptor docking studies were carried out on a set of 3-(4-propyl-1-naphthoyl)indoles, a set of 3-(6-methoxy-1- naphthoyl)indoles and the pair of N-pentyl-3-(2-methoxy-1-naphthoyl)indoles. Docking studies indicated that the CB1 receptor affinities of these compounds were consistent with their aromatic stacking interactions in the aromatic microdomain of the CB1 receptor.
