1472-62-4

Usage

Uses

Used in Pharmaceutical Industry:
7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methylis used as a potential therapeutic agent for various diseases, particularly cancer, due to its anti-inflammatory, antioxidant, anti-tumor, and anti-proliferative properties. Its potential to treat different types of cancer makes it a valuable compound for the development of new medications in the pharmaceutical industry.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-2-methylis used as a subject of study for its pharmacological properties and potential applications. Researchers are interested in exploring its anti-inflammatory and antioxidant effects, as well as its anti-tumor and anti-proliferative activities, to better understand its potential as a therapeutic agent and to develop new drugs based on its chemical structure.

Upstream product

• 121813-66-9 7-benzyloxy-1-(4-benzyloxy-benzyl)-6-methoxy-2-methyl-3,4-dihydro-isoquinolinium; iodide 
• 50-00-0 formaldehyd 
• 77410-37-8 longifolonine 
• 123-08-0 4-hydroxy-benzaldehyde 
• 50262-54-9 ethyl (4-formylphenyl) carbonate 
• 2033-08-1 coclaurine 
• 5990-67-0 d-tetrandrine 
• 80955-38-0 7-Hydroxy-1-(4-hydroxy-benzyl)-6-methoxy-2-methyl-3,4-dihydro-isoquinolinium 
• 67-56-1 methanol 

Downstream Products

• 72142-82-6 1,2-didehydrocoripallinium ion 
• 17127-48-9 N-methylcrotsparine 
• 623-05-2 (4-hydroxyphenyl)methanol 
• 72142-83-7 2-Methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10,11-triol 
• 450-14-6 6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol 
• 38474-22-5 (+/-)-<3',5',8-3H3>N-methyl-coclaurine 
• 123-08-0 4-hydroxy-benzaldehyde 
• 80955-38-0 7-Hydroxy-1-(4-hydroxy-benzyl)-6-methoxy-2-methyl-3,4-dihydro-isoquinolinium 
• 477-57-6 (+)-isotetrandrine 
• 1934-93-6 6,7-dimethoxy-1-(4-methoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Isolation and preparation of 3H-tetrandrine

Tetrandrine is a biabenzytehahydroisoquinoline alkaloid. Its structure is vary complex and the preparation of labeled derivatives is difficult. We have prepared 3H-tatrandrine using the tritium gas exposure method. This method produces many fragments which make isolation and purification of small quantities difficult. We investigated these fragments of unlabeled d-tetrandrine and found almost all contain one to several hydroxide groups. Using this information, we designed a two-step paper chromatography method for isolation and purification of 3H-Tetrandrine. This method involves the application of a pH 4.7 Na2HPO4-citric acid buffer to the paper to block the migration of hydroxide group fragments of tetrandrine. 3H-tetrandrine was successfully with a radiochemical purity of 90%.

Gene editing and synthetically accessible inhibitors reveal role for TPC2 in HCC cell proliferation and tumor growth

The role of two-pore channel 2 (TPC2), one of the few cation channels localized on endolysosomal membranes, in cancer remains poorly understood. Here, we report that TPC2 knockout reduces proliferation of cancer cells in vitro, affects their energy metabolism, and successfully abrogates tumor growth in vivo. Concurrently, we have developed simplified analogs of the alkaloid tetrandrine as potent TPC2 inhibitors by screening a library of synthesized benzyltetrahydroisoquinoline derivatives. Removal of dispensable substructures of the lead molecule tetrandrine increases antiproliferative properties against cancer cells and impairs proangiogenic signaling of endothelial cells to a greater extent than tetrandrine. Simultaneously, toxic effects on non-cancerous cells are reduced, allowing in vivo administration and revealing a TPC2 inhibitor with antitumor efficacy in mice. Hence, our study unveils TPC2 as valid target for cancer therapy and provides easily accessible tetrandrine analogs as a promising option for effective pharmacological interference.

Effect of isoquinoline alkaloids of different structural types on antiplatelet aggregation in vitro

Forty-one isoquinoline alkaloids were tested for antiplatelet aggregation effects. Among them, (-)-discretamine (6), protopine (7), ochotensimine (18), O-methylarmepavinemethine (23), lindoldhamine (25), isotetrandrine (26), thalicarpine (27), papaverine (28), and D-(+)-N-norarmepavine (32) exhibited significant inhibitory activity towards adenosine 5′-diphosphate (ADP)-, arachidonic acid (AA)-, collagen-, and/or platelet-activating factor (PAF)-induced platelet aggregation. The results are discussed on the basis of structure-activity relationships. Georg Thieme Verlag KG Stuttgart.

BIOMIMETIC OXIDATIONS OF BENZYLISOQUINOLINE ALKALOUDS. II. THE BIS(SALICYLALDEHYDE)ETHYLENEDIIMINECOBALT(II)-CATALYZED OXIDATION OF BENZYLISOQUINOLINES WITH OXYGEN

The complex bis(salicylaldehyde)ethylenediiminecobalt(II) (CoII salen) catalyzes the oxidation of benzylisoquinoline alkaloids with oxygen.Aminium radicals are formed and give rise to 1,2-dehydrobenzylisoquinoline ions.Cleavage of the C(1)-C(9) bond via C(9) oxidation is observed in some instances.

Alkaloids of Cryptocarya longifolia: X-ray Crystal Structure of Thalifoline and Longifolonine

The known alkaloids reticuline (1), coclaurine (3), N-methylcoclaurine (2), laurotetanine (7), N-methyllaurotetanine (8), laurolitsine (10), isoboldine (9), norisocorydine (6), norargemonine (11), bisnorargemonine (12), thalifoline (16) and scoulerine (13) were isolated from the New Caledonian plant Cryptocarya longifolia together with two new bases, longifolidine (4) and longifolonine (14).Spectroscopic methods were used for identification and structural investigation, and X-ray crystallographic analysis to determine the structures of thialifoline and longifolonine