Analgesic and Anti-Inflammatory Effects of 1-(4'-Dimethylaminophenyl)-6, 7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline Hydrochloride

Abstract

It is known that natural isoquinoline alkaloids are widely used in pharmacology and have a variety of biological activities1. At the same time, synthetic analogs of isoquinoline alkaloids are of great interest, among which compounds have been identified that are promising agents that modulate the activity of the dopamine and serotonergic systems2,3, showing cardiprotective4 effect, antiproliferative5 and analgesic6 activity. Currently, in practical medicine, aspirin and anlagen are widely used as non-narcotic analgesics7. However, the low intensity of the analgesic effect, the lack of an analgesic effect in certain types of pain (thermal, mechanical, and other acute pain) and the large number of side effects caused by long-term use limits the scope of their application. The properties of 1-(4’-dimethylaminophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (3) have not been previously described in the scientific literature. The analgesic and anti-inflammatory activity of 1-(4'-dimethylaminophenyl)-6,7- dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (3) was studied under conditions of thermal (hot plate test) and chemical (vinegar writhing test) irritation, anti-inflammatory activity - on the model of acute inflammatory arthritis. As a result of the studies, it was found that the compound 1-(4'-dimethylaminophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline in various doses has an analgesic and anti-inflammatory effect. 1-(4'-Dimethylaminophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (3) showed a pronounced anti-inflammatory effect at a dose of 0.5 mg/kg, 3.3 times greater than the effect of diclofenac sodium. It has been shown that 1-(4’-dimethylaminophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (3) has a pronounced analgesic and anti-inflammatory activity and can be used in medical practice as a non-narcotic analgesic.

Evaluation of the Local Anesthetic Activity, Acute Toxicity, and Structure–Toxicity Relationship in Series of Synthesized 1-Aryltetrahydroisoquinoline Alkaloid Derivatives In Vivo and In Silico

“…In our previous work, we demonstrated that 1-aryltetrahydroisoquinoline derivatives possess neuroleptic [ 25 ], cardioprotective [ 26 ], antiarrhythmic, anti-inflammatory [ 27 , 28 , 29 ], and cytotoxic activities [ 30 ].…”

Effects of dihydroquercetin, 1-aryltetrahydroisoquinoline, and conjugate on the functional condition mitochondrial membrane of the rat liver

“…Dihydroquercetin has been clinically evaluated and clinical trials have revealed that it has strong natural antioxidant properties (Babkin et al 2004). Among 1-Aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines, sedative-anxiolytic (Mirzaev et al 2017), cytotoxic (Terentyeva et al 2019), antiarrhythmic, anti-inflammatory (Rakhmanova et al 2022), atypical neuroleptic (Mirzaev et al 2020) activities, and regulating the volume of thymocytes (Terentyeva et al 2016) substances have been found within their active characteristics. Some authors have explored the inotoropy and antiarrhythmic effects of isoquinoline alkaloids on heart muscle tissue (Zhumaev et al 2020), as well as the mechanisms of action on cardiomyocyte Ca 2+ transport systems (Zhumaev et al 2019).…”