109558-14-7

Upstream product

• 18698-97-0 ortho-bromophenylacetic acid 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 55116-09-1 2-bromophenylacetyl chloride 

Downstream Products

• 260552-68-9 (2-bromo-phenyl)-(6,7-dimethoxy-3,4-dihydro-[1]isoquinolyl)-ketone 
• 78946-24-4 1-(2-bromobenzyl)-N-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 1491132-45-6 11B-(2-bromobenzyl)-9,10-dimethoxy-2-methyl-7,11b-dihydro-4H,6H-[1,3]oxazino[2,3-a]isoquinolin-4-one 
• 1491132-43-4 1-(2-bromophenyl)-9,10-dimethoxy-2-methyl-6,7-dihydro-4H-pyrido[2,1-a]isoquinolin-4-one 
• 5531-98-6 atherosperminine 
• 754919-24-9 C₂₀H₂₄NO₂⁽¹⁺⁾ 
• 69424-55-1 1,2-demethylnuciferine 
• 47206-72-4 2,3-dimethoxyberbine 
• 80041-84-5 1-(2-bromophenyl)-5,6-dihydro-8,9-dimethoxypyrrolo[2,1-a]isoquinoline-2,3-dione 
• 869105-08-8 t-butyl-2-{3,4-dimethoxy-2-[(2-vinylphenyl)acetyl]phenyl}ethylcarbamate 
• 869105-06-6 t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate 
• 78946-19-7 1-(2'-bromobenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 839673-88-0 C₂₅H₂₆BrNO₄S 
• 839673-87-9 C₂₀H₂₂BrNO₃ 

Relevant academic research and scientific papers

1-(2′-Bromobenzyl)-6,7-dihydroxy- N-methyl-tetrahydroisoquinoline and 1,2-Demethyl-nuciferine as Agonists in Human D2 Dopamine Receptors

Certain D2-like dopamine receptor (DR) agonists are useful therapeutically as antiparkinsonian drugs, whereas D2-like DR antagonists or partial agonists are proven effective as antipsychotics. Two isoquinoline derivatives, 1-(2′-brom

PALLADIUM CATALYZED INSERTION OF CARBON MONOXIDE INTO BENZYL-TETRAHYDROISOQUINOLINES. A NEW SYNTHESIS OF BERBINE ALKALOIDS

A new total synthesis of the berbine alkaloid ring system has been achieved.Palladium catalyzed insertion of carbon monoxide into the 1-(2-bromobenzyl)-substituted-1,2,3,4-tetrahydroisoquinolines (1a-d) by the use of catalytic amounts of palladium diaceta

Synthesis and evaluation of nuciferine and roemerine enantiomers as 5-HT2 and α1 receptor antagonists

In this study, the (S)-enantiomers of the aporphine alkaloids, nuciferine and roemerine, were prepared via a synthetic route involving catalytic asymmetric hydrogenation and both stereoisomers were evaluated in vitro for functional activity at human 5-HT2 and adrenergic α1 receptor subtypes using a transforming growth factor-α shedding assay. Both enantiomers of each of the compounds were found to act as antagonists at 5-HT2 and α1 receptors. (R)-roemerine was the most potent compound at 5-HT2A and 5-HT2C receptors (pKb = 7.8-7.9) with good selectivity compared to (S)-roemerine at these two receptors and compared to its activity at 5-HT2B, α1A, α1B and α1D receptors.

Tetrahydroisoquinoline derivative and application thereof

Provided are a tetrahydroisoquinoline derivative and an application thereof. The invention relates to a compound represented by the formula (V) and a preparation method and an application thereof in medicines. In particular, the invention relates to the d

Synthesis of pyrido[2,1-a]isoquinolin-4-ones and oxazino[2,3-a]isoquinolin- 4-ones: New inhibitors of mitochondrial respiratory chain

Benzo[a]quinolizine is an important heterocyclic framework that can be found in numerous bioactive compounds. The general scheme for the synthesis of these compounds was based on the preparation of the appropriate dihydroisoquinolines by Bischler-Napieral

3,4-Dihydroxy- and 3,4-methylenedioxy- phenanthrene-type alkaloids with high selectivity for D2 dopamine receptor

Dopamine-mediated neurotransmission plays an important role in relevant psychiatric and neurological disorders. Nowadays, there is an enormous interest in the development of new drugs acting at the dopamine receptors (DR) as potential new targets for the

Total syntheses of telisatin A, telisatin B and lettowianthine

Treatment of 1-(2-bromoarylmethyl)-3,4-dihydroisoquinolines with oxalyl chloride and triethylamine gave 1-(2-bromophenyl)-5,6-dihydropyrrolo[2,1-a] isoquinoline-2,3-dione derivatives, for example, 1-(2-bromophenyl)-5,6-dihydro- 8,9-dimethoxypyrrolo[2,1-a]

Aporphine alkaloid synthesis and diversification via direct arylation

Palladium-catalyzed direct arylation of aryl chlorides, bromides and iodides has been applied to the preparation of new aporphine analogues including C2-substituted aporphines by reaction with benzodioxole, pyridine N-oxide and pyrazine N-oxide. Successful application of direct arylation in these diversification reactions highlights its utility not only in convergent, but also in divergent synthesis. We also describe enantioselective syntheses of (R)-nornuciferine and (R)-nuciferine employing a catalytic asymmetric transfer hydrogenation in high yield and excellent enantiomeric excess. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

A variation of the Pictet-Spengler reaction via a sequential reduction-cyclization reaction of N-acylcarbamates: synthesis of 1-substituted tetrahydroisoquinoline derivatives

A new variation of the Pictet-Spengler reaction for the synthesis of 1-substituted tetrahydroisoquinoline derivatives has been developed. The reaction employs the reduction of N-acylcarbamates by DIBAL-H followed by simultaneous cyclization mediated by BF3·OEt2. The synthetic potential of this method has been illustrated by the synthesis of the tetrahydroisoquinoline alkaloids, (±)-xylopinine, (±)-laudanosine, (±)-8-oxo-O-methylbharatamine, and (±)-isoindoloisoquinolone.

One-pot formation of nitrogen-containing heterocyclic ring systems using a deprotection-cyclisation-asymmetric reduction sequence

A one-pot sequence of amine deprotection, intramolecular C=N bond formation and subsequent asymmetric reduction may be promoted by a ruthenium catalyst. The Royal Society of Chemistry 2005.