524-20-9

Usage

Uses

Used in Oncology:
ArMEPAVINE is used as an anticancer agent for its potential antiproliferative and apoptotic effects on cancer cells. It may play a role in inhibiting the growth and proliferation of cancer cells, making it a candidate for further investigation in oncological applications.
Used in Neurology:
ArMEPAVINE is used as a neuroprotective agent due to its potential to protect neurons from damage or degeneration. This could be beneficial in the treatment of neurodegenerative diseases or conditions where neuronal protection is crucial.
Used in Inflammation Management:
ArMEPAVINE is used as an anti-inflammatory agent, potentially helping to reduce inflammation and associated symptoms. Its application in this area could be significant for managing inflammatory conditions.
Used in Pain Management:
ArMEPAVINE is used as an antinociceptive agent, which may help in alleviating pain by interfering with the pain signaling pathways. This could be useful in the development of analgesic medications or treatments.

InChI:InChI=1/C19H23NO3/c1-20-9-8-14-11-18(22-2)19(23-3)12-16(14)17(20)10-13-4-6-15(21)7-5-13/h4-7,11-12,17,21H,8-10H2,1-3H3

Upstream product

• 50-00-0 formaldehyd 
• 409366-27-4 (3,5-dichloro-4-hydroxyphenyl)acetic acid methyl ester 
• 42583-41-5 2-{4-[5-(carboxymethyl)-2-methoxyphenoxy]phenyl}acetic acid 
• 1580442-44-9 methyl 2-{4-hydroxy-3-[4-(2-methoxy-2-oxoethyl)phenoxy]phenyl}acetate 
• 1246431-54-8 C₁₈H₁₅Cl₃O₆ 
• 477-62-3 (R,R)-isochondodendrine 
• 6392-40-1 N-Norarmepavine 
• 518-94-5 (-)-cycleanine 
• 30745-31-4 cycleanine 
• 1246431-52-6 C₁₉H₁₇Cl₃O₇ 
• 1580442-46-1 C₅₃H₅₈N₂O₈ 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 228271-22-5 6,7-dimethoxy-1-[[4-[5-(6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinyl)methyl-2-methoxy]phenoxy]benzyl]-2-methyl-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 5701-00-8 (R)-O-methylarmepavine 
• 36417-79-5 2-methylisococlaurine 

Relevant academic research and scientific papers

Organocatalytic Enantioselective Pictet-Spengler Approach to Biologically Relevant 1-Benzyl-1,2,3,4-Tetrahydroisoquinoline Alkaloids

(Figure Presented) A general procedure for the synthesis of 1-benzyl-1,2,3,4-tetrahydroisoquinolines was developed, based on organocatalytic, regio- and enantioselective Pictet-Spengler reactions (86-92% ee) of N-(o-nitrophenylsulfenyl)-2-arylethylamines with arylacetaldehydes. The presence of the o-nitrophenylsulfenyl group, together with the MOM-protection in the catechol part of the tetrahydroisoquinoline ring system, appeared to be a productive combination. To demonstrate the versatility of this approach, 10 biologically and pharmaceutically relevant alkaloids were prepared using (R)-TRIP as the chiral catalyst: (R)-norcoclaurine, (R)-coclaurine, (R)-norreticuline, (R)-reticuline, (R)-trimemetoquinol, (R)-armepavine, (R)-norprotosinomenine, (R)-protosinomenine, (R)-laudanosine, and (R)-5-methoxylaudanosine.

Synthesis of (+)-O-methylthalibrine by employing a stereocontrolled Bischler-Napieralski reaction and an electrochemically generated diaryl ether

An efficient electrochemical four-step route was developed for the preparation of diaryl ether derivatives by using halogenation and dehalogenation processes in addition to electrochemical phenolic oxidation and reduction reactions. The synthesis of (+)-O

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.

THE BIOSYNTHESIS OF THE ALKALOIDS OF CISSAMPELOS PAREIRA LINN

Tracer experimets show that the bisbenzylisoqunoline alkaloid,(S,R)-hayatidin (10) is stereospecifically biosynthesized in young Cissampelos pareira Linn plants by intermolecular oxidativ coupling of (S)-(5)-and (R)-(3)-N-methylcoclaurines whereas (R,R)-isochondrodendrine (14) and (R,R)-bebeerine (12) are formed in the plants by oxidative dimerization of (R)-N-methyl-coclaurine (3).