4591-55-3

Usage

Uses

Used in Organic Synthesis:
Dimethyl pyridine-3,5-dicarboxylate is used as an intermediate in the synthesis of various organic compounds. Its application is primarily due to its ability to serve as a building block for the creation of more complex molecules, which can be utilized in the pharmaceutical, agrochemical, and material science industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, dimethyl pyridine-3,5-dicarboxylate is used as a key component in the development of new drugs. Its application is attributed to its potential role in the synthesis of novel drug candidates with potential therapeutic properties.
Used in Agrochemical Industry:
Dimethyl pyridine-3,5-dicarboxylate is also utilized in the agrochemical industry for the synthesis of new pesticides and other agrochemical products. Its application is due to its ability to contribute to the development of more effective and environmentally friendly solutions for pest control and crop protection.
Used in Material Science:
In the field of material science, dimethyl pyridine-3,5-dicarboxylate is used in the development of new materials with specific properties. Its application is driven by its potential to enhance the performance of materials in various applications, such as in the creation of advanced polymers and composites with improved mechanical, thermal, or electrical properties.
Overall, dimethyl pyridine-3,5-dicarboxylate is a versatile compound with a wide range of applications across different industries, primarily due to its unique chemical structure and properties that make it an essential building block in the synthesis of more complex molecules.

InChI:InChI=1/C9H9NO4/c1-13-8(11)6-3-7(5-10-4-6)9(12)14-2/h3-5H,1-2H3

Upstream product

• 67-56-1 methanol 
• 15074-61-0 pyridine-3,5-dicarbonyl dichloride 
• 499-81-0 3,5-Pyridinedicarboxylic acid 
• 5453-67-8 2,6-bis(methoxycarbonyl)pyridine 
• 30766-22-4 methyl 5-hydroxy-3-pyridinecarboxylate 
• 74-95-3 1,1-dibromomethane 
• 1027053-71-9 pyridine-3,5-dicarbonyl diazide 
• 592543-50-5 1-Benzhydryl-5-(2,2,2-trichloro-acetyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester 
• 1026186-40-2 1-benzhydryl-1,4-dihydro-pyridine-3-carboxylic acid methyl ester 
• 592543-53-8 1-benzhydryl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 

Downstream Products

• 4663-99-4 pyridine-3,5-dicarboxamide 
• 77903-77-6 N-<2-<2-(1-Cyanoethyl)-1H-indol-3-yl>ethyl>-3,5-bis(carbomethoxy)pyridinium p-toluenesulfonate 
• 126225-71-6 1-(2-bromobenzyl)-3,5-dimethoxycarbonylpyridinium bromide 
• 21636-51-1 3,5-bis(hydroxymethyl)pyridine 
• 5027-65-6 pyridine-3,5-dicarboxylic acid monomethyl ester 
• 41711-38-0 3,5-bis(chloromethyl)pyridine 
• 38940-61-3 methyl 5-acetylpyridine-3-carboxylate 
• 98664-62-1 (5-ethylpyridin-3-yl)methanol 
• 126225-85-2 1-benzyl-1,4-dihydro-3,5-dimethoxycarbonylpyridine 
• 126225-72-7 1-(2-bromobenzyl)-1,4-dihydro-3,5-dimethoxycarbonylpyridine 
• 129747-52-0 methyl 5-(hydroxymethyl)pyridine-3-carboxylate 
• 1072286-56-6 1-Benzyl-3,5-bis(methoxycarbonyl)pyridin-1-ium Bromide 
• 534572-17-3 (3R,5S)-1-(tert-butoxycarbonyl)piperidine-3,5-dicarboxylic acid 
• 35991-75-4 3,5-bis(bromomethyl)pyridine 

Relevant academic research and scientific papers

Identification and synthesis of novel alkaloids from the root system of Nicotiana tabacum: Affinity for neuronal nicotinic acetylcholine receptors

A novel pyridine derivative, 3,5-bis-(1-methyl-pyrrolidin-2-yl)-pyridine, and a pair of diastereomers of 1,1′-dimethyl-[2,3′]bipyrrolidinyl were isolated from the root of Nicotiana tabacum plants and identified as novel alkaloids by GC-MS analysis. The structures of these new alkaloids were confirmed by total synthesis. The affinities of these novel alkaloids, and other structurally related compounds for α4β2*, α7* neuronal nicotinic acetylcholine receptors (nAChRs), and for nAChRs mediating nicotine-evoked dopamine release from rat striatum were also assessed. The results indicate that these compounds do not interact with α7* nAChRs, but inhibit [3H]nicotine binding to the α4β 2* nAChR subtype. The results also demonstrate that these compounds act as antagonists at nAChRs mediating nicotine-evoked dopamine release from rat striatum.

1D, 2D and 3D coordination polymers of 5,5′-methylenebis(oxy) dinicotinic acid with Co(ii), Mn(ii), Cu(ii) and Cd(ii) ions

A series of new coordination polymers of the 5,5′-methylenebis(oxy) dinicotinic acid ligand with various metal ions, have been synthesized under hydro(solvo)thermal conditions and characterized by X-ray crystallography: [Co(L)(H2O)4]n (1), [Cu(L)(H2O) 2]n (2), two polymorphs of [Cd(L)(H2O)] n·(DMA)n (3 and 4), [Co4(L) 4(H2O)3]n·(acetonitrile) n (5), [Mn2(L)2(H2O)] n·(acetonitrile)n (6) and [Cd2(L) 2(H2O)]n·(DMA)n·1/ 2;(H2O)n (7) (H2L = 5,5′- methylenebis(oxy)dinicotinic acid; DMA = dimethyl acetamide) The hybrid metal-organic polymeric assemblies reveal diverse connectivity and topological features in one-, two- and three-dimensions, depending on the number of ligation sites available on the metal centers for binding the organic ligands and the nuclearity of connecting nodes. Compounds 1-4 involve mono-nuclear metal connectors and represent 1D and 2D coordination polymers. The three-dimensional single-framework polymers in compounds 5-7 are tessellated via dinuclear coordination nodes. Solid-state variable temperature magnetic susceptibility data of 5 and 6 involving the paramagnetic Co(ii) and Mn(ii) ions are reported as well. They reveal week anti-ferromagnetic coupling between the proxime metal centers observed in these two complexes.

Bis-isatin hydrazones with novel linkers: Synthesis and biological evaluation as cytotoxic agents

Many bis-isatins and isatins with hydrazide extension were reported to have a potential anti-proliferative effects against different cancer cell lines and cancer targets. In this study, four series of bis-isatins with hydrazide linkers were synthesized. These compounds were investigated for their antitumor activity by assessing their cytotoxic potency against HepG2, MCF-7 and HCT-116 cancer cell lines. Compound 21c possessed significant cytotoxic activity against MCF-7 (IC50 = 1.84 μM) and HCT-116 (IC50 = 3.31 μM) that surpasses the activity of doxorubicin against both cell lines (MCF-7; IC50 = 2.57 μM and HCT-116; IC50 = 3.70 μM). Cell cycle analysis and annexin V-FITC staining of MCF-7 cells treated with 21c suggested that the cytotoxic effect of the compound could be attributed to its pro-apoptotic activity.

Ternary self-assemblies in water: Forming a pentanuclear ReLn4 assembly by association of binuclear lanthanide binding pockets with fac-Re(CO)3(dinicotinate)2Cl

The self-assembly of higher order structures in water is realised by using the association of 1,3-biscarboxylates to binuclear meta-xylyl bridged DO3A complexes. Two dinicotinate binding sites are placed at a right-angle in a rhenium complex, which is shown to form a 1:2 complex with α, α′-bis(Eu·DO3A)-5-amino-m-xylene.

Multi-dimensional copper(I) and silver (I) coordination polymers assembled with a pyridyl bis-urea macrocyclic ligand

We report the synthesis of a new flexible multimodal macrocyclic ligand, protected pyridyl bis-urea macrocycle 1, and two of its coordination polymers Cu2I2(1)2·(CH3CN)1.63 (2) and [Ag(1)](NO3).(H2O)2.49 (3). The ligand possesses conformational flexibility and adopts different conformations and binding modes depending on the metal ions. The crystal structure of 2 shows a 2D coordination network constructed from rhomboidal Cu2I2 dimer units and 1 as a bridging ligand binding through the pyridyl N atoms. 3 forms a sophisticated 3D structure with 1D chains formed by N-Ag-N links between pyridyl N atoms of two adjacent macrocyclic ligands and Ag(I) ions. These chains form 2D layers through longer Ag-O interactions and the chains are linked together into a 3D network by hydrogen bonding involving interstitial water molecules. These results indicate the potential of ligand 1 in the self-assembly of coordination polymers with diverse topology and functional applications.

A predictive model for additions to: N -alkyl pyridiniums

Disclosed in this communication is a thorough study on the dearomative addition of organomagnesium nucleophiles to N-alkyl pyridinium electrophiles. The regiochemical outcomes have observable and predictable trends associated with the substituent patterns on the pyridinium electrophile. Often, the substituent effects can be either additive, giving high selectivities, or ablative, giving competing outcomes. Additionally, the nature of the organometallic nucleophilic component was also investigated for its role in the regioselective outcome. The effects of either reactive component are important to both the overall reactivity and site of nucleophilic addition. The utility of these observed trends is demonstrated in a concise, dearomative synthesis of a tricyclic compound shown to have insecticidal activity. This journal is

Optimization of Small Molecules That Sensitize HIV-1 Infected Cells to Antibody-Dependent Cellular Cytotoxicity

With approximately 37 million people living with HIV worldwide and an estimated 2 million new infections reported each year, the need to derive novel strategies aimed at eradicating HIV-1 infection remains a critical worldwide challenge. One potential strategy would involve eliminating infected cells via antibody-dependent cellular cytotoxicity (ADCC). HIV-1 has evolved sophisticated mechanisms to conceal epitopes located in its envelope glycoprotein (Env) that are recognized by ADCC-mediating antibodies present in sera from HIV-1 infected individuals. Our aim is to circumvent this evasion via the development of small molecules that expose relevant anti-Env epitopes and sensitize HIV-1 infected cells to ADCC. Rapid elaboration of an initial screening hit using parallel synthesis and structure-based optimization has led to the development of potent small molecules that elicit this humoral response. Efforts to increase the ADCC activity of this class of small molecules with the aim of increasing their therapeutic potential was based on our recent cocrystal structures with gp120 core.

SMALL MOLECULES THAT SENSITIZE HIV-1 INFECTED CELLS TO ANTIBODY DEPENDENT CELLULAR CYTOTOXICITY

Compounds and methods of treating HIV-1 in a human infected with HIV-1 or preventing HIV-1 infection in a human susceptible to infection with HIV-1 are provided. The compounds are of formula (I), (II), and (IA), wherein R1-R7, X, X', Y, Y', Z, and n are defined herein, and the methods comprises administering therapeutically effective amounts of these compounds to the human.

NOVEL MACROCYCLIC DIACETYLENE COMPOUND AND METHOD FOR MANUFACTURING THEREOF

The present invention relates to a macrocyclic diacetylene compound, and a production method thereof. More specifically, the present invention relates to a macrocyclic diacetylene compound enabling production of diameter-adjustable polydiacetylene nanotube. The present invention further relates to a production method thereof. According to the present invention, it is possible to produce diacetylene nanotube having various ranges of diameter by undergoing crystallization of the diacetylene compound, and polydiacetylene nanotube can be formed by making the diacetylene nanotube irradiated with ultraviolet light or gamma rays.COPYRIGHT KIPO 2018

Discovery of TAK-272: A Novel, Potent, and Orally Active Renin Inhibitor

The aspartic proteinase renin is an attractive target for the treatment of hypertension and cardiovascular/renal disease such as chronic kidney disease and heart failure. We introduced an S1′ site binder into the lead compound 1 guided by structure-based drug design (SBDD), and further optimization of physicochemical properties led to the discovery of benzimidazole derivative 10 (1-(4-methoxybutyl)-N-(2-methylpropyl)-N-[(3S,5R)-5-(morpholin-4-yl)carbonylpiperidin-3-yl]-1H-benzimidazole-2-carboxamide hydrochloride, TAK-272) as a highly potent and orally active renin inhibitor. Compound 10 demonstrated good oral bioavailability (BA) and long-lasting efficacy in rats. Compound 10 is currently in clinical trials.