727-45-7

Usage

Chemical class

Indolizinoindole 11b-methyl-5,6,11,11b-tetrahydro-1H-indolizino[8,7-b]indol-3(2H)-one belongs to a class of organic compounds characterized by a fused indole and pyrrolidine ring systems.

Molecular structure

Complex carbon ring with nitrogen atoms The compound features a complex arrangement of carbon and nitrogen atoms in its molecular structure.

Potential biological activity

Unknown The compound may have potential biological activity, but further scientific studies are required to determine its specific effects.

Pharmacological and medicinal research

Of interest The compound is of interest for various pharmacological and medicinal research purposes due to its unique structure and potential biological activity.

Specific properties

Dependent on further studies The specific properties and potential applications of 11b-methyl-5,6,11,11b-tetrahydro-1H-indolizino[8,7-b]indol-3(2H)-one would depend on the results of further scientific studies and investigations.

Stereochemistry

Tetrahydro The compound has a tetrahydro (four hydrogen atoms) substitution in its structure, which may influence its properties and potential applications.

Functional groups

Indolizine and indole rings The compound contains both indolizine and indole ring systems, which are common in various biologically active compounds.

Solubility

Unknown The solubility of the compound in different solvents is not provided in the material and would require further investigation.

Stability

Unknown The stability of the compound under various conditions (e.g., temperature, pH, light exposure) is not provided and would require further study.

Synthesis

Not provided The synthesis method for 11b-methyl-5,6,11,11b-tetrahydro-1H-indolizino[8,7-b]indol-3(2H)-one is not mentioned in the material, and further information would be needed to understand its preparation.

Applications

Not specified The specific applications of 11b-methyl-5,6,11,11b-tetrahydro-1H-indolizino[8,7-b]indol-3(2H)-one are not provided in the material, but its unique structure and potential biological activity suggest it may have uses in the pharmaceutical or chemical industries.

Upstream product

• 5956-86-5 tryptamine-2-carboxylic acid 
• 123-76-2 levulinic acid 
• 61-54-1 tryptamine 
• 6089-09-4 4-pentynoic acid 
• 534-22-5 2-methylfuran 
• 10008-73-8 5-methylenedihydrofuran-2-one 
• 111-76-2 2-Butoxyethanol 
• 17416-72-7 N-[2-(1H-indol-3-yl)ethyl]-4-oxopentanamide 
• 624-45-3 levulinic acid methyl ester 

Relevant academic research and scientific papers

Diverse synthesis of natural product inspired fused and spiro-heterocyclic scaffolds via ring distortion and ring construction strategies

Several natural product inspired fused and spiro-heterocyclic scaffolds were prepared by ring distortion and ring construction strategies and evaluated for anti-breast cancer activity. A facile domino Pictet-Spengler lactamization (PSL) afforded nine natural product inspired indolo[2,3-a]quinolizidine and indolo[8,7-b]indolizidine scaffolds which are converted to seven other scaffolds by functional group transformation, ring distortion and ring construction strategies. In vitro screenings of this library of sixteen scaffolds with six distinct architectures against MCF7 cell lines afforded two compounds (10 and 21) with modest activity. Principal component analysis of this library against databases of FDA approved drugs, commercial compounds and FDA approved breast cancer compounds indicated an eclectic mix of structures among the molecules.

From simple furans to complex nitrogen-bearing aromatic polycycles by means of a flexible and general reaction sequence initiated by singlet oxygen

All-in-one: A new and general one-pot reaction sequence initiated by singlet oxygen that transforms simple furan substrates into complex nitrogen-bearing aromatic polycycles having all the structural features of a number of important natural products (for example, the erythrina alkaloids; see scheme, RB=rose Bengal) is reported. The reaction sequence itself uses mild conditions and has wide functional group tolerance. Copyright

Racemic and diastereoselective construction of indole alkaloids under solvent- and catalyst-free microwave-assisted Pictet-Spengler condensation

An environment-friendly high-yielding method for the racemic and asymmetric diastereoselective preparation of indole alkaloids via Pictet-Spengler reaction is reported. The reaction proceeds with short reaction times under solvent-free and microwave-irrad

Green and facile assembly of diverse fused N-heterocycles using gold-catalyzed cascade reactions in water

The present study describes an AuPPh3Cl/AgSbF6-catalyzed cascade reaction between amine nucleophiles and alkynoic acids in water. This process proceeds in high step economy with water as the sole coproduct, and leads to the generation of two rings, together with the formation of three new bonds in a single operation. This green cascade process exhibits valuable features such as low catalyst loading, good to excellent yields, high efficiency in bond formation, excellent selectivity, great tolerance of functional groups, and extraordinarily broad substrate scope. In addition, this is the first example of the generation of an indole/thiophene/pyrrole/pyridine/naphthalene/ benzene-fused N-heterocycle library through gold catalysis in water from readily available materials. Notably, the discovery of antibacterial molecules from this library demonstrates its high quality and potential for the identification of active pharmaceutical ingredients.

Gold-catalyzed Rapid Construction of Nitrogen-containing Heterocyclic Compound Library with Scaffold Diversity and Molecular Complexity

1,3-unsubstituted 2-(1H-indol-2-yl)ethanamines were employed for the first time to react with alkynoic acids (AAs) to achieve gold-catalyzed highly selective cascade reactions to furnish novel indole-fused skeletons. Furthermore, with this powerful gold catalytic system, a library of indole/pyrrole/thiophene/benzene/naphthalene/pyridine-based nitrogen-containing heterocyclic compounds (NCHCs) with scaffold diversity and molecular complexity was constructed rapidly using various amine nucleophiles (ANs) and diverse AAs as the building blocks. This general protocol features excellent selectivity, extraordinarily broad substrate scope, readily available inputs, good to high yields, high bond-forming efficiency, and step economy, thus providing a facile and efficient access to a variety of valuable nitrogen-containing heterocycles.

Application of chlorotrimethylsilane in Pictet-Spengler reaction

Chlorotrimethylsilane has been found to be an efficient condensing agent in the Pictet-Spengler reaction, affording an extremely straightforward synthetic route to tetrahydro-β-carboline derivatives and their analogs. The applicability of the method has b

A Au(I)-catalyzed N-acyl iminium ion cyclization cascade

A one-pot Au(I)-catalyzed reaction cascade to multi-ring heterocyclic products from alkynoic acids and primary amines is reported. The gold catalyst initially primes the alkynoic acid, via cyclization to an enol lactone, to react with a primary amine teth

A practical approach to the fused β-carboline system. Asymmetric synthesis of indolo[2,3-a]indolizidinones via a diastereoselective intramolecular α-amidoalkylation reaction

Fused β-carboline systems, as indolo[2,3-a]indolizidinones, indolo[2,3-a]quinolizidinones, their 2-oxa analogues, and benzo[a]indolo[2,3-a]indolizidinones are prepared efficiently via an RLi addition-N-acyliminium ion cyclisation sequence on readily available imides. In an enantioselective variant of these α-amidoalkylation reactions, the addition of MeLi to a chiral non-racemic imide derived from tryptophan yielded an oxo amide, which was cyclised diastereoselectively upon treatment with BF3·OEt2, to afford 5,11b-trans-indoloindolizidinone in moderate yield and high ee (99%).

Indole fused heterocyclic diuretic compounds

Substituted 1,2,4,5,6,7,8,9-octahydro-3H-azecino[5,4-b]-indoles and substituted 1,2,3,4,5,6,7,8-octahydroazonino[5,4-b]-indoles are prepared by cleavage of the corresponding quaternary alkyl iodide salts with lithium in liquid ammonia. The products posses