7083-40-1

Usage

Uses

Used in Pharmaceutical Industry:
9H-Purine-9-propanoic acid, 6-amino-, ethyl ester is used as a hypocholesterolemic agent for its ability to lower cholesterol levels in the body. This makes it a valuable compound for the development of medications aimed at treating hypercholesterolemia and related cardiovascular conditions. Its hypocholesterolemic activity is attributed to its structural similarity to Eritadenine, which is known for its cholesterol-lowering effects.

Upstream product

• 66224-66-6 adenine 
• 140-88-5 ethyl acrylate 
• 73-24-5 7H-purin-6-ylamine 
• 539-74-2 Ethyl 3-bromopropionate 
• 4244-84-2 ethyl β-alaninate hydrochloride 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 
• 87460-51-3 3-(5-Amino-4-cyano-imidazol-1-yl)-propionic acid ethyl ester 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 4244-47-7 3-(adenin-9-yl)propionic acid 
• 138117-79-0 4-[[3-(1,6-dihydro-6-oxo-9H-purin-9-yl)-1-oxopropyl]amino]benzoic acid,ethyl ester 
• 34397-00-7 3-(1,6-DIHYDRO-6-OXO-9H-PURIN-9-YL)-PROPANOIC ACID 
• 70138-80-6 9-(2-carboxyethyl)adenine p-nitrophenyl ester 

Relevant academic research and scientific papers

Microwave-assisted Michael addition of some pyrimidine and purine nucleobases with α,β-unsaturated esters: A rapid entry into carboacyclic nucleoside synthesis

An efficient procedure for the synthesis of some carboacyclic nucleosides via microwave-assisted Michael addition of various nucleobases to α,β-unsaturated esters in the presence of tetrabutylammonium bromide (TBAB) and DABCO is described. Using this method, some pyrimidine and purine nucleobases have been alkylated regioselectively in moderate to high yields and short reaction time. Georg Thieme Verlag Stuttgart.

In Vivo X-ray Triggered Catalysis of H2 Generation for Cancer Synergistic Gas Radiotherapy

To date, hydrogen (H2) therapy has received widespread attention. However, X-ray triggered sustainable H2-producing materials with controlled release for cancer treatment have not been reported. Herein, an X-ray triggered sustainable in situ H2 producing platform, Au NR-TiO2@ZnS:Cu,Co-A(Au-TiO2@ZnS), composed of Au-amorphous TiO2 nano-dumbbell-shaped heterostructure coated with long afterglow particles, was developed for cancer synergistic H2-radiotherapy. The mechanism of H2 production was verified by theoretical calculations and in vitro experiments. Changes in the apoptosis pathway caused by the synergistic effect of H2 and radiotherapy were reported. Guided by its excellent photoacoustic imaging capabilities, mice with orthotopic liver cancer achieved excellent therapeutic effects and low inflammatory side effects, suggesting that Au-TiO2@ZnS has promising application potential for cancer treatment and prognosis.

Spectroscopic Evaluation of Novel Adenine/Thymine-Conjugated Naphthalenediimides: Preference of Adenine-Adenine over Thymine-Thymine Intermolecular Hydrogen Bonding in Adenine- and Thymine-Functionalized Naphthalenediimides

The synthesis and spectroscopic characterization of novel nucleobase (adenine/thymine)-conjugated naphthalenediimides (NDIs), namely, NDI-AA, NDI-TT, and NDI-AT have been successfully achieved. NDI-AA, NDI-TT and NDI-AT have similar absorption in the 300–400?nm region. The effect of solvent on the absorption spectrum indicates aggregation, either through intermolecular π-σ interaction among the main chromophore or through intermolecular hydrogen bonding between adenine and adenine group. Addition of water does not assist hydrogen bond formation between thymine-thymine, rather increasing the polarity of the solvent encourages π-σ interaction among NDI-TTs. No spectral change for NDI-TT with increasing temperature confirms hydrogen bonding is not playing a crucial role in NDI-TT. A fluorescence study on NDI-AA also establishes excimer formation along with ground state aggregation. As the water content in the solvent mixture increases, aggregation of NDI-AA is discouraged due to adenine-adenine hydrogen bonding in accordance with earlier results. At the same time, the NDI-TT emission spectrum does not shift to the blue region and the intensity of the peak around 535?nm increases at the expense of fluorescence in 411?nm. Thus, increasing water content in the solvent mixture facilitates aggregation through π-σ interaction in NDI-TT as thymine-thymine hydrogen bonding is less pronounced.

Synthesis and antiplasmodial activity of purine-based C-nucleoside analogues

A series of homologous C-nucleoside mimics have been synthesized via an efficient and facile synthetic protocol involving the conjugate addition of purine to sugar derived olefinic ester in good yields. The synthesized compounds were evaluated for their a

Acidity and complex formation studies of 3-(adenine-9-yl)-propionic and 3-(thymine-1-yl)-propionic acids in ethanol-water media

The ligands 3-(adenine-9-yl)propionic acid (AA) and 3-(thymine-1-yl)propionic acid (TA) were prepared by N9-alkylation of adenine and N1-alkylation of thymine with ethylacrylate in presence of a base catalyst, followed by acid hydrolysis of the formed ethyl esters to give the corresponding propionic acid derivatives. The products were characterized by spectral methods (FTIR, 1H NMR and 13C NMR), which confirm their structures. The dissociation constants of ligands, were potentiometrically determined in 0.3 M KCl at 20-50 °C temperature range. The work was extended to study complexation behavior of AA and TA with various biologically important divalent metal ions (Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Mn2+ and Pb2+) in 50% v/v water-ethanol medium at four different temperatures, keeping ionic strength constant (0.3 M KCl). The order of the stability constants of the formed complexes decreases in the sequence Cu2+ > Pb2+ > Zn2+ > Ni2+ > Co2+ > Mn2+ > Cd2+ for both ligands. The effect of temperature was also studied and the corresponding thermodynamic functions (ΔG, ΔH, ΔS) were derived and discussed. The formation of metal complexes has been found to be spontaneous, and the stability constants were dependant markedly on the basicity of the ligands.

The family of N9-adenine: New entry for adenine-benzamide conjugates linked via versatile spacers

We have prepared 4-nitrobenzamide-adenine conjugates (8, 13 and 14) linked with versatile spacer such as triethylene glycol (TEG), aminocaproic acid and ethyl chains which were eventually reduced to obtain the corresponding 4-aminobenzamide-adenine conjug

The family of N9-adenine: New entry for adenine-benzamide conjugates linked via versatile spacers

We have prepared 4-nitrobenzamide-adenine conjugates (8, 13 and 14) linked with versatile spacer such as triethylene glycol (TEG), aminocaproic acid and ethyl chains which were eventually reduced to obtain the corresponding 4-aminobenzamide-adenine conjug

A new method for synthesis and angiogenic evaluation of leteprinim potassium and its novel analogs

We developed a novel pathway for the successful synthesis of leteprinim potassium 1, which is one of the candidate substances for treating Alzheimer's disease, and subsequently synthesized 4 types of corresponding novel derivatives 2-5 that have hypoxanthine or 2-chloro-6-aminopurine as the nucleobase. We then determined the angiogenic activity of these compounds by using human umbilical vein endothelial cells. Compounds 1-4 showed no angiogenic potencies judging from statistical analysis, student's t-test.

Microwave-promoted michael addition of azaheterocycles to α,β-unsaturated esters and acid under solvent-free conditions

Regioselective Michael addition of N-9 adenine to ethyl acrylate under microwave activation in solid-liquid solvent-free phase-transfer catalysis using TBAB as catalyst and DABCO as base was extended to tert-butyl acrylate and acrylic acid. Under these conditions and in the presence of a catalytic amount of KOH, first Michael addition of indole and indolylmaleimide to acrylates is also reported. Georg Thieme Verlag Stuttgart · New York.

KF/Al2O3 as a highly efficient, green, heterogeneous, and reusable catalytic system for the solvent-free synthesis of carboacyclic nucleosides via Michael addition reaction

KF/Al2O3 acts as an efficient catalytic system for the synthesis of carboacyclic nucleosides via Michael addition of pyrimidine and purine nucleobases to α,β-unsaturated esters under solvent-free and microwave conditions. Using this method, the title comp