110544-77-9

Upstream product

• 67-56-1 methanol 
• 146292-90-2 6-azidohexan-1-ol 
• 14273-90-6 methyl 6-bromohexanoate 
• 2396-80-7 methyl 5-hexenoate 
• 4224-70-8 6-bromohexanoic acid 

Downstream Products

• 3009-88-9 5-cyanopentanoic acid methyl ester 
• 1037511-41-3 methyl 6-(4-(4-(4-pyridyl)phenyl)-1H-1,2,3-triazol-1-yl)hexanoate 
• 1037511-28-6 methyl 6-(4-(2-tolyl)-1H-1,2,3-triazol-1-yl)hexanoate 
• 1037511-34-4 methyl 6-(4-(biphenyl-4-yl)-1H-1,2,3-triazol-1-yl)hexanoate 
• 1037511-30-0 C₁₆H₂₁N₃O₃ 
• 1037511-31-1 C₁₆H₂₁N₃O₃ 
• 1037511-27-5 methyl 6-(4-(3-tolyl)-1H-1,2,3-triazol-1-yl)hexanoate 
• 1037511-32-2 methyl 6-(4-(2,6-dimethoxyphenyl)-1H-1,2,3-triazol-1-yl)hexanoate 
• 1037510-82-9 methyl 6-(4-phenyl-1H-1,2,3-triazol-1-yl)hexanoate 
• 1037511-16-2 C₁₇H₂₄N₄O₂ 
• 1037511-29-7 C₁₆H₂₁N₃O₃ 
• 1037511-26-4 methyl 6-(4-(4-tolyl)-1H-1,2,3-triazol-1-yl)hexanoate 
• 1093856-92-8 C₅₃H₈₉N₅O₁₄ 
• 1093856-93-9 C₄₅H₇₅N₅O₁₁ 

Relevant academic research and scientific papers

Dual-Responsive Polyphosphoester-Doxorubicin Prodrug Containing a Diselenide Bond: Synthesis, Characterization, and Drug Delivery

The development of novel stimuli-responsive and biodegradable polyphosphoester-anticancer prodrugs is of importance in designing water-soluble prodrugs utilized in the field of drug delivery. In this study, the focus is on the synthesis of biocompatible and biodegradable diselenide-containing polyphosphoester [PEEP-b-PBYP-Se]2 using reduction-responsive di(1-hydroxylundecyl) diselenide as an initiator to polymerize 2-(but-3-yn-1-yloxy)-2-oxo-1,3,2-dioxaphospholane (BYP) and 2-ethoxy-2-oxo-1,3,2-dioxaphospholane (EOP). After that, a doxorubicin (DOX) derivative containing an azide group was linked onto the side chain of [PEEP-b-PBYP-Se]2 via the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction to yield a pH/reduction-responsive polymeric prodrug, namely [PEEP-b-(PBYP-hyd-DOX)-Se]2. The chemical structures of various polymers were characterized by nuclear magnetic resonance spectroscopy, ultraviolet-visible spectrophotometer, Fourier transform infrared spectroscopy, and high-performance liquid chromatography. The self-assembly behavior measured by dynamic light scattering and transmission electron microscopy clearly supported the formation of the prodrug nanoparticles (NPs). The results indicated that the polymeric prodrug NPs were relatively uniform spheres that could maintain stability in a physiological condition but be cleaved in acidic or reductive medium. Furthermore, the pH- and reduction-responsive properties of the prodrug NPs were investigated via drug release in vitro in different media. It turned out that the drug was efficiently released in acidic or reductive medium compared with that under physiological conditions. The results of methyl thiazolyl tetrazolium assays confirmed the favorable biocompatibility of [PEEP-b-PBYP-Se]2. Moreover, the cell cytotoxicity and intracellular uptake experiments were carried out to verify the efficient cellular proliferation inhibition. This finding contributes to the design of a novel diselenide-containing polyphosphoester-doxorubicin prodrug.

Mannose-based graft polyesters with tunable binding affinity to concanavalin A

Glycopolymers have been widely used to understand the interactions between carbohydrates and lectins, which facilitate the diagnosis and detection of disease and pathogens as well as the development of vaccines. While studies have been focused on the correlation of glycopolymer structure and their binding to lectins, graft-type glycopolyesters are uncommon. Herein, we report the design and synthesis of mannose-based graft polyesters by “grafting-from” method and investigate their interactions with Concanavalin A (Con A). As confirmed by 1H NMR spectroscopy and sulfuric acid-UV method, graft polyesters with different lengths of mannose graft were successfully synthesized. Our results from turbidimetry binding assay showed that graft polyesters with longer mannose graft exhibit higher initial binding rate (ki). Isothermal titration calorimetry measurements of these graft polyesters with Con A showed that polymers exhibit higher binding affinity (ka) with the number of side chain mannose. This study provides understanding of the interaction between Con A and mannose-based graft polyesters, which can be employed for the development of glycopolymeric therapeutics.

Heterogeneous asymmetric Henry reaction using a chiral bis(oxazoline)-copper complex immobilized on magnetically separable mesocellular mesoporous silica support

A chiral bis(oxazoline) ligand was immobilized onto a magnetically separable hierarchically-ordered mesocellular mesoporous silica (M-HMMS) and this new catalytic system was examined in the asymmetric Henry reaction between various aldehydes and nitrometh

PolyMPC-doxorubicin prodrugs

We demonstrate the conjugation of the cancer drug doxorubicin (DOX) to poly(methacryloyloxyethyl phosphorylcholine) (polyMPC), linked by hydrazone groups, using (1) a one-pot ATRP/click sequence, and (2) a post-polymerization conjugation strategy. While the one-pot method gave polyMPC-DOX conjugates in a facile single step, post-polymerization conjugation gave higher-molecular-weight polymers with very high DOX loadings. DOX release from the polyMPC backbone was pH-dependent (faster at pH 5.0 than at pH 7.4) owing to the hydrazone linkage. Half-life values of DOX release ranged from 2 to 40 h at pH 5.0. Cell culture experiments showed that highly loaded polyMPC-DOX conjugates exhibited higher intracellular drug accumulation and lower half-maximal inhibitory concentration (IC50) values, while a polymer with 30 wt % drug loading showed a maximum tolerated dose in the range of 30-50 mg/kg DOX equivalent weight in healthy mice.

Iodine(III) reagent (ABX—N3)-induced intermolecular anti-Markovnikov hydroazidation of unactivated alkenes

Anti-Markovnikov hydroazidation of unactivated alkenes using ABX2014;N3 as an initiator has been developed at room temperature, wherein hydrogen azide (HN3) acts as both hydrogen and azidating agent. Notably, the HN3 reage

Discovery of Novel Indoleamine 2,3-Dioxygenase 1 (IDO1) and Histone Deacetylase (HDAC) Dual Inhibitors

In order to take advantage of both immunotherapeutic and epigenetic antitumor agents, the first generation of dual indoleamine 2,3-dioxygenase 1 (IDO1) and histone deacetylase (HDAC) inhibitors were designed. The highly active dual inhibitor 10 showed exc

Mixed micelle drug based on common carrying of adriamycin prodrug and gene and preparation method of mixed micelle drug

The invention discloses a mixed micelle drug based on common carrying of an adriamycin prodrug and a gene and a preparation method of the mixed micelle drug. The preparation method particularly comprises the steps of preparing an amphipathic main polymer chain mPEG-b-PBYP from polyethylene glycol and polyphosphate, preparing the acid-sensitive adriamycin prodrug (mPEG-b-PBYP-hyd-DOX) and a protonized cationic vector (mPEG-b-PBYP-g-DAT) by virtue of two-step reaction, finally preparing a mixed micelle from the two polymers, and mixing the mixed micelle with a gene p53, so as to obtain the mixed micelle commonly carrying adriamycin and the gene p53. The mixed micelle with pH responsiveness and enzyme responsiveness has good biocompatibility and biodegradability, can rapidly release drugs and genes in the presence of phosphodiesterase under an acid condition and therefore has relatively wide application prospects in the treatment of cancers.

Reduction/pH double responsibility in the adriamycin prodrug and its preparation method and application (by machine translation)

The invention discloses a reduction/pH double responsibility in the adriamycin prodrug and its preparation method and application. The specific preparation method is the use of small molecule compounds of the alkyne base sealed end 3, 3' - two sulfur two alkyne butyl b c ester (B -Ss- B) and azide end capping compound two azido ethyl diacetal polythyleneglycol (N3 -a- PEG -a- N3 ) Of the chemical reaction, the preparation of the alkyne base sealed end with reduction/pH-responsive polymer poly (SS -Alt- A)n ; Then the adriamycin derivatives is connected to the two ends of the polymer chain segments, get the reduction/pH double responsibility in the adriamycin prodrug DOX -Hyd- Poly (SS -Alt- A)n -Hyd- DOX. That such a reduction/pH double responsiveness of water-soluble adriamycin prodrug has good biocompatibility and controllable release characteristics, and thus can be used as the stimulus sensitive anti-tumor prodrug. (by machine translation)

Nickel-Catalyzed Azide-Alkyne Cycloaddition to Access 1,5-Disubstituted 1,2,3-Triazoles in Air and Water

Transition-metal-catalyzed or metal-free azide-alkyne cycloadditions are methods to access 1,4- or 1,5-disubstituted 1,2,3-triazoles. Although the copper-catalyzed cycloaddition to access 1,4-disubstituted products has been applied to biomolecular reaction systems, the azide-alkyne cycloaddition to access the complementary 1,5-regioisomers under aqueous and ambient conditions remains a challenge due to limited substrate scope or moisture-/air-sensitive catalysts. Herein, we report a method to access 1,5-disubstituted 1,2,3-triazoles using a Cp2Ni/Xantphos catalytic system. The reaction proceeds both in water and organic solvents at room temperature. This protocol is simple and scalable with a broad substrate scope including both aliphatic and aromatic substrates. Moreover, triazoles attached with carbohydrates or amino acids are prepared via this cycloaddition.

ZWITTERIONIC POLYMERS WITH THERAPEUTIC MOIETIES

The invention generally relates to zwitterionic polymers (including zwitterionic copolymers), such as polymethacrylic structures, with pendent functional moieties, such as therapeutic or biologic moieties. More particularly, the invention relates to phosphorylcholine-substituted methacrylic polymers prepared by free radical polymerization and click chemistry, for example, and compositions and products comprising same, as well as related methods and uses of the compositions, for example, as biological or therapeutic agents and in drug delivery thereof.