353746-54-0

Usage

Structure

Tricyclic ring system and a carboxylic acid group
The compound consists of a complex arrangement of carbon atoms in three interlocking rings and a carboxyl functional group (-COOH).

Classification

Alpha amino acids and derivatives
It belongs to a class of organic compounds that include amino acids and their modified forms.

Natural occurrence

Not found in nature
2-(3,5-DIOXO-4-AZA-TRICYCLO[5.2.1.0(2,6)]DEC-8-EN-4-YL)-PROPIONIC ACID does not occur naturally and must be synthesized in a laboratory.

Synthesis

Laboratory setting
The synthesis of 2-(3,5-DIOXO-4-AZA-TRICYCLO[5.2.1.0(2,6)]DEC-8-EN-4-YL)-PROPIONIC ACID requires controlled laboratory conditions and specific chemical reactions.

Potential applications

Medicinal chemistry
The complex structure of the compound suggests that it may have biological activity, which could be useful in the development of pharmaceuticals.

Further research

Necessary to determine potential uses and effects
Additional studies and tests are needed to explore the compound's properties, applications, and potential effects on biological systems.

Upstream product

• 826-62-0 5-norbornene-2,3-dicarboxylic anhydride 
• 302-72-7 rac-Ala-OH 
• 56-41-7 L-alanin 
• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 
• 2746-19-2 (1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 542-92-7 cyclopenta-1,3-diene 

Relevant academic research and scientific papers

Modification of polyhedral oligomeric silsesquioxane derivatives with heck reaction as possible new bio-hybrid materials

The regioselective synthesis of Polyhedral oligomeric silsesquioxane (POSS)-based norbornyl imide derivatives through palladium catalyzed Heck coupling reaction was reported on an effective synthetic method to organic–inorganic bio-hybrids serving as advanced materials. The reaction of POSS-based imide derivatives with various aryl iodides catalyzed by palladium acetate in the presence of triethyl amine, as the base, in DMF afforded the products in moderate yields. All new POSS derivatives were structurally characterized by FTIR, 1H, 13C NMR, HRMS and GC/MS analyses.

Synthesis of new polyhedral oligomeric silsesquioxane derivatives as some possible antimicrobial agents

1,3-Dipolar cycloaddition reactions were studied to synthesize Polyhedral oligomeric silsesquioxane (POSS)-based norbornyl imide derivatives containing izoxazoline groups in good yields. And also 1,3-dipolar cycloaddition reactions of azomethine ylides with POSS-based norbornene dipolarophiles for a synthesis of the novel POSS-based norbornane-fused spiro-1,3-indandionolylpyrrolidines are reported. All newly synthesized POSS compounds were structurally characterized by FTIR, 1H, 13C NMR, HRMS and GC/MS analyses.

Amide compounds for regulating WNT signal channel and application of compounds

The invention belongs to the technical field of medicine, and particularly relates to amide compounds for regulating a WNT signal channel and an application of the compounds. The compounds have a structure represented by a general formula I shown in the description.

Synthesis of New Cyclopentenofullerenes Containing a Norbornene Fragment

Endic acid imides were synthesized by direct fusion of endic anhydride with various amino acids. Further transformations of the resulting acids gave new 2,3-dienoic acids containing a norbornene fragment. Triphenylphosphine-catalyzed [3+2]-cycloaddition of the latter to fullerene C60 afforded the corresponding cyclopentenofullerenes.

Design, synthesis and mechanism of novel shikonin derivatives as potent anticancer agents

In this study, a series of novel shikonin derivatives (30-49) were designed and synthesized and their anti-proliferative activities were evaluated against five different cancer cell lines, including HeLa, HepG2, MCF-7, BGC and A549. Some of the compounds show strong anti-proliferative effects against HeLa, HepG2 and MCF-7 with IC50 values ranging from 1.26 to 18.50 μM and show lower side effects towards normal cell lines as compared to shikonin. Compared to other compounds and shikonin itself, compound 40 displayed much stronger anti-proliferative effects against various cancer cell lines. Furthermore, the flow cytometry results demonstrated that compound 40 could obviously induce apoptosis in a dose- and time-dependent manner and also cause cell cycle arrest at the G2/M phase. For further investigation of the aforementioned mechanisms, we performed Western blot experiments and found that the cleavage of PARP and upstream caspase-3 increased; moreover, caspase-9 was activated by cleavage but not caspase-8. These aforementioned results also indicate that compound 40 could induce caspase-9 involved apoptosis and G2/M phase cell cycle arrest via the P21, p-CDC2 (Tyr15) pathway independent of P53.

Features of reactions between (3,5-dioxo-4-azatricyclo-[5.2.1.0 2-endo,6-endo ]dec-8-en-4-yl)carboxylic acids and p-nitrophenyl azide

Reactions were performed of (3,5-dioxo-4-azatricyclo[5.2.1.0 2-endo,6-endo ]dec-8-en-4-yl)carboxylic acids and their derivatives with p-nitrophenyl azide. A significant fact of the involvement of the carboxy group into the formation of aziridine ring was established and the intermolecular character of this process was confirmed. The structure of compounds synthesized was proved by IR and 1H NMR spectra.

The synthesis of N-norbornenyl-amino acids and esters: Monomers for the preparation of well defined polymers

Two routes to the synthesis of various norbornene containing amino acid derivatives are described. The methodology also allows the preparation of the 7-oxonorbornene analogues, and a kinetics study of the racemisation of one of the monomers is reported.