18374-18-0

Usage

Uses

Used in Pharmaceutical Applications:
Methyl (41R,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate is used as a pharmaceutical agent for its potential therapeutic properties. The compound's unique structure may allow it to interact with specific biological targets, such as receptors or enzymes, which could lead to the development of new drugs for various diseases.
Used in Materials Science:
In the field of materials science, methyl (41R,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate may be used as a building block for the development of novel materials with specific properties. Its structural features could be exploited to create materials with tailored characteristics, such as improved stability, selectivity, or reactivity.
Used in Chemical Research:
As a complex organic molecule, methyl (41R,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate can be used as a research tool in chemical synthesis and mechanistic studies. Its synthesis and modification can provide insights into the reactivity of similar compounds and help develop new synthetic strategies for the preparation of complex molecular architectures.
Used in Drug Delivery Systems:
Similar to gallotannin, methyl (41R,12S,13aS)-13a-ethyl-12-hydroxy-2,3,41,5,6,12,13,13a-octahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate could be employed in the development of drug delivery systems. Its unique structure may allow for the design of targeted drug carriers that can improve the bioavailability and therapeutic efficacy of various drugs, particularly in the treatment of cancer and other diseases.

Upstream product

• 1007570-55-9 (1S,12bR)-1-(2',2'-diethoxycarbonylethyl)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a] quinolizine 
• 135099-82-0 C₂₆H₃₄N₂O₅ 
• 300661-83-0 diethyl 15aS-ethyl-2,3,6,11,15,15a-hexahydro-1H,5H-indolo[2,3-a]pyrano[3,2-i]quinolizine-14,14-(13H)-dicarboxylate 
• 23944-43-6 (1S,trans)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoic acid methyl ester 
• 85647-42-3 3-((1S,12bR)-1-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-1-yl)-2-[(E)-hydroxyimino]-propionic acid methyl ester 
• 3247-10-7 (-)-vincadifformine 

Downstream Products

• 1617-90-9 vincamin 

Relevant academic research and scientific papers

Preparation methods for chiral impurities of vincamine

The invention relates to preparation methods for chiral impurities of vincamine. Through oriented synthesis method and the later column chromatography separation, high purity product of seven chiral impurities can be obtained, and the preparation methods can be used for the qualitative and quantitative analysis of impurities in the production of vincamine, so that the separation and confirmation of the seven chiral impurities in vincamine drugs can be realized, and the drug standard of the vincamine can be enhanced, and therefore, the vincamine with high purity can be obtained. Compared with existing preparation methods for the vincamine, the preparation methods relate to the preparation of seven chiral isomers, and are more complete and simpler in operation.

Synthesis of 18-hydroxyvincamines and epoxy-1,14-secovincamines; A new proof for the aspidospermane-eburnane rearrangement

Chemical transformations started from tabersonine were studied. A one-pot oxidative ring-transformation with permaleic acid in methanol yielded 17,18-dehydrovincamine. Hydroboration-oxidation of the latter compound led to alkaloid 17,18-dehydrovincamone. Hydroboration-oxidation of tabersonine resulted 14β-hydroxyvincadifformine and 15β-hydroxyvincadifformine. Allowing 14β- and 15β- hydroxyvincadifformines to react with permaleic acid/methanol provided 1,14-secovincamines, serving as new evidence for the mechanism of the aspidospermane-eburnane transformation. On the other hand 18β-hydroxyvincamine was obtained from 14β-hydroxyvincadifformine by reaction with 3-chloroperbenzoic acid and successive treatment with triphenylphosphine/aqueous acetic acid.

Syntheses and Cardiovascular Activity of Stereoisomers and Derivatives of Eburnane Alkaloids

The synthesis of all the possible isomers of the eburnamenine-vincamine type alkaloids 1b, 2a*, 3a and derivatives 4, 8, 9, 10 is described.Structures were determined by 1H- and 13C-NMR spectroscopy including special techniques such as DR, DEPT, DNOE, and 2D-HSC.In contrast to the known cerebrovascular effects of cis-(3S,16S) compounds, trans-(3S,16R) derivatives show a significant peripheral vasodilator effect. Key Word: Eburnanes / Alkaloids / Cardiovascular effects / Indoloquinolizines