17768-29-5

Usage

Uses

Used in Research and Development:
1,3-Adamantanediacetic acid dimethyl ester is used as a research compound for its potential applications in various chemical reactions and processes. Its unique structure and properties make it a valuable tool for scientists and researchers in the field of organic chemistry.
Used in Chemical Reactions:
1,3-Adamantanediacetic acid dimethyl ester is used as a reagent in specific chemical reactions, where its adamantane backbone and acetate groups can contribute to the formation of new compounds or facilitate certain transformations.
Note: Due to the specialized nature of 1,3-Adamantanediacetic acid dimethyl ester, its exact physical, chemical, environmental, and health properties can be dependent on how it is manufactured and processed. As a result, its broader applications and uses may not be extensively documented in public resources.

InChI:InChI=1S/C14H20O4/c1-17-11(15)13-4-9-3-10(5-13)7-14(6-9,8-13)12(16)18-2/h9-10H,3-8H2,1-2H3

Upstream product

• 4942-47-6 (adamant-1-yl)-acetic acid 
• 768-95-6 1-adamanthanol 
• 768-90-1 1-Adamantyl bromide 
• 67-56-1 methanol 
• 17768-28-4 1,3-adamantane diacetic acid 
• 186581-53-3 diazomethane 
• 149281-85-6 methyl (3-bromo-1-adamantyl)acetate 
• 17768-34-2 (3-bromo-1-adamantyl)acetic acid 

Downstream Products

• 80121-66-0 1,3-bis[(2-tosyloxyethyloxy)methyl]adamantane 
• 80121-65-9 2-[3-(2-hydroxy-ethyl)-adamantan-1-yl]-ethanol 

Relevant academic research and scientific papers

An adamantane-based disubstituted binding motif with picomolar dissociation constants for cucurbit[n]urils in water and related quaternary assemblies

A non-axial centerpiece based on 1,3-disubstituted adamantane was designed, and three new guests were prepared. In the structure of the heterotritopic guests, the central adamantane site was combined with two terminal butyl or 1-adamantyl sites. The new central binding motif displayed an extraordinarily high affinity towards CB8 (Ka = (5.3 ± 0.3) × 1012 M?1 in water) to allow formation of quaternary assemblies with geometries which are dependent on the nature of macrocycles. Based on the individual binding strengths, the replacement of CB7 by CB8 led to inverse arrangements of the quaternary assemblies; i.e., β-CD is capped at the central site by two CB7 units, while the CB8 prefers the central site to be capped with two β-CD units.

Synthesis and cytotoxicity of novel simplified eleutherobin analogues as potential antitumour agents

Mixed simplified structures containing the paclitaxel and eleutherobin pharmacophore moieties were analyzed using molecular docking techniques and synthesized based on adamantane and 8-oxabicyclo[3.2.1]octane scaffolds. The crucial role of substituents' stereochemistry in biological activity is discussed. At micromolar concentrations the selected analogues interfered with tubulin dynamics in vitro and in a living organism. Furthermore, new compounds were cytotoxic against human tumour cell lines. The simplified eleutherobin analogues may be considered as prototypes of a new class of antitumour agents.

Compounds Useful for Promoting Protein Degradation and Methods Using Same

The present description includes compounds that act as degraders of a target protein, wherein degradation is independent of the class of the target protein or its localization. In certain embodiments, the description includes a compound comprising a protein degradation moiety covalently bound to a linker, wherein the ClogP of the compound is equal to or higher than 1.5. The target protein contemplated within the description comprises an androgen receptor. Compounds of the present description may be used to treat disease states wherein protein degradation is a viable therapeutic approach, such as cancer or any sort of oxidative stress disease state.

Structure-Anti-Parkinson Activity Relationships in the Aminoadamantanes. Influence of Bridgehead Substitution

A limited series of bridgehead alkyl-, dialkyl- and trialkyl-substituted amantadines was synthesized and tested for potential anti-Parkinson activity as dopamine (DA) agonists.The compounds were evaluated using a battery of three murine bioassays, including stimulation of locomotor activity, induction of circling in animals with unilateral striatal lesions, and reversal of reserpine/α-methyltyrosine induced akinesia.Apparent mechanistic differences were seen between the methyl-substituted series and the ethyl-substituted series.While activities in both series increase with increasing liphophilicity, the methyl series (1b-d), as well as amantadine itself (1a) exhibits only indirect DA agonist activity, as evidenced by ipsilateral rotation in the circling model and no significant difference from control in reversal of akinesia.The ethyl series (1e,f) exhibits weak but reprodicible direct DA agonist activity, as shown by contralateral rotation in the circling assay for 1e and reversal of akinesia by 1e and 1f.The 3-n-propyl derivative (1g) was devoid of any DA agonist activity.