29976-56-5

Usage

Uses

Used in Organic Synthesis:
3,5-DIBROMO-2,4,6-TRIMETHYLPYRIDINE is used as a reactant in various organic synthesis reactions, contributing to the formation of complex organic molecules. Its unique structure allows it to participate in a range of chemical transformations, making it a valuable component in the synthesis of diverse chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3,5-DIBROMO-2,4,6-TRIMETHYLPYRIDINE is employed as a building block for the preparation of drugs. Its structural features enable it to be a part of the molecular framework of various medicinal compounds, potentially contributing to the development of new therapeutic agents.
Used in Agrochemical Industry:
3,5-DIBROMO-2,4,6-TRIMETHYLPYRIDINE also finds application in the agrochemical industry, where it is used in the synthesis of compounds that can protect crops from pests and diseases. Its role in creating effective agrochemicals is crucial for enhancing agricultural productivity and ensuring food security.
Used in Fine Chemicals Production:
3,5-DIBROMO-2,4,6-TRIMETHYLPYRIDINE is utilized in the production of fine chemicals, which are high-purity chemicals used in various specialized applications. The versatility of 3,5-DIBROMO-2,4,6-TRIMETHYLPYRIDINE in chemical reactions makes it suitable for the synthesis of high-quality specialty chemicals for use in industries such as fragrances, dyes, and advanced materials.

InChI:InChI=1/C8H9Br2N/c1-4-7(9)5(2)11-6(3)8(4)10/h1-3H3

Upstream product

• 108-75-8 2,4,6-trimethyl-pyridine 
• 7732-18-5 water 
• 7726-95-6 bromine 

Downstream Products

• 1539-48-6 2,4,6-trimethylpyridine-3,5-dicarbonitrile 

Relevant academic research and scientific papers

Introducing a Cantellation Strategy for the Design of Mesoporous Zeolite-like Metal-Organic Frameworks: Zr-sod-ZMOFs as a Case Study

Herein we report novel mesoporous zirconium-based metal-organic frameworks (MOFs) with zeolitic sodalite (sod) topology. Zr-sod-ZMOF-1 and -2 are constructed based on a novel cantellation design strategy. Distinctly, organic linkers are judiciously designed in order to promote the deployment of the 12-coordinated Zr hexanuclear molecular building block (MBB) as a tetrahedral secondary building unit, a prerequisite for zeolite-like nets. The resultant Zr-sod-ZMOFs exhibit mesopores with a diameter up to ≈43 ?, while the pore volume of 1.98 cm3·g-1 measured for Zr-sod-ZMOF-1 is the highest reported experimental value for zeolite-like MOFs based on MBBs as tetrahedral nodes.

Anibamine and Its Analogues: Potent Antiplasmodial Agents from Aniba citrifolia

In our continuing search for novel natural products with antiplasmodial activity, an extract of Aniba citrifolia was found to have good activity, with an IC50 value less than 1.25 μg/mL. After bioassay-directed fractionation, the known indolizinium alkaloid anibamine (1) and the new indolizinium alkaloid anibamine B (2) were isolated as the major bioactive constituents, with antiplasmodial IC50 values of 0.170 and 0.244 μM against the drug-resistant Dd2 strain of Plasmodium falciparum. The new coumarin anibomarin A (3), the new norneolignan anibignan A (5), and six known neolignans (7-12) were also obtained. The structures of all the isolated compounds were determined based on analyses of 1D and 2D NMR spectroscopic and mass spectrometric data, and the absolute configuration of anibignan A (5) was assigned from its ECD spectrum. Evaluation of a library of 28 anibamine analogues (13-40) indicated that quaternary charged analogues had IC50 values as low as 58 nM, while uncharged analogues were inactive or significantly less active. Assessment of the potential effects of anibamine and its analogues on the intraerythrocytic stages and morphological development of P. falciparum revealed substantial activity against ring stages for compounds with two C-10 side chains, while those with only one C-10 side chain exhibited substantial activity against trophozoite stages, suggesting different mechanisms of action.

PHENYL AMINO PIPERIDINE mTORC INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

The potential role of anibamine, a natural product CCR5 antagonist, and its analogues as leads toward development of anti-ovarian cancer agents

Chemokines and their receptors play important roles in the development of primary tumors and their metastases. Particularly CC chemokine receptor 5 (CCR5) and its ligand CC chemokine ligand 5 (CCL5/RANTES) seem to be critical in proliferation and invasion of ovarian cancer, the leading cause of death from gynecological malignancies in the United States. Anibamine, the first natural product CCR5 antagonist, and its analogues were examined for their effects on proliferation of the OVCAR-3 ovarian cancer cells in order to validate their candidacy as leads to develop novel anti-ovarian cancer agents. Acting as CCR5 antagonists, anibamine and its analogues significantly suppressed CCL5-induced intracellular Ca2+ flux. The compounds also inhibited the proliferation of OVCAR-3 at micromolar to submicromolar range. Moreover, anibamine and several analogues did not show significant cytotoxicity in NIH 3T3 cells at concentrations up to 20 μM. Based on these results, anibamine and one of its synthetic analogues were defined as potential leads to develop novel agents against ovarian cancer.

Structure activity relationship studies of natural product chemokine receptor CCR5 antagonist anibamine toward the development of novel anti prostate cancer agents

Recent studies have indicated that the CCR5 chemokine receptor may be a potential target for treating prostate cancer. Thus, development of CCR5 antagonists may provide novel prostate cancer therapy. Anibamine, a novel pyridine quaternary alkaloid isolated from Aniba sp., was found to effectively compete with 125I-gp120 in binding to the chemokine receptor CCR5, with an IC50 = 1 μM. Anibamine is the first natural product reported as a CCR5 antagonist, and thus provides a novel structural skeleton unique from other lead compounds that have generally been identified from high-throughput screening efforts. In order to refine the lead compound's structure and improve the therapeutic index of anibamine derivatives as potential anti prostate cancer agents, the approach of "deconstruction- reconstruction-elaboration" was applied in the structure-activity relationship studies of this work. Here, we report the design, syntheses and anti prostate cancer activities of anibamine and 17 analogues. The results from the in vitro and in vivo studies described here show that this class of compounds has potential to provide novel leads as anti prostate cancer agents.

Self-assembled columnar mesophase from a new disclike polar mesogen based on a 3,5-dicyano-2,4,6-tristyrylpyridine core

We report on the design and synthesis of a new disc-like Liquid crystal based on a 3,5-dicyano-2,4,6-tristyrylpyridine core. The mesogenic behavior was investigated by differential scanning calorimetry, polarized-light optical microscopy, and X-ray diffra

Conformational control and photoenolization of pyridine-3-carboxaldehydes in the solid state: Stabilization of photoenols via hydrogen bonding and electronic control

We have investigated the solid-state photobehavior of a broad set of pyridine-3-carboxaldehydes 1-5. The introduction of a heteroatom into mesitaldehydes as in aldehydes 1 raises the question of conformational preference in the solid state. The preferred conformations have been unequivocally established from X-ray crystal structure analyses of two of the aldehydes, 1c and 2c; it is shown that intramolecular hydrogen bonding could be utilized to achieve conformational control. In contrast to mesitaldehydes, which undergo efficient photocyclization to benzocyclobutenols in the solid state, the heteroatom analogues 1b and 1c exhibit a perceptible color change (from colorless to pale yellow for 1b and yellow-orange for 1c) upon UV irradiation; the color attributed to (E)-enols is persistent for several hours. Continued irradiation leads to an intractable polymeric material. The AM1 calculations, which have been reliably applied to the thermal cyclization of xylylenols to benzocyclobutenols, reveal that the (E)-enols of 1 are more stable than those of the mesitaldehydes relative to their corresponding benzocyclobutenols. The stabilization is interpreted as arising from the possibility of engaging the heteroatom in resonance delocalization. That the contribution from such a role of the nitrogen atom is so pronounced is elegantly demonstrated by forming the fluoroborate salts; 1a-HBF4 and 1b-HBF4 readily exhibit highly red-shifted absorption upon exposure to UV radiation as a result of stabilization of the photoenols. Notably, such a remarkable stabilization via electronic control of the photoenols is unprecedented. All of the 2-methoxy- and 2-chloro-substituted aldehydes 2-5 exhibit photochromism. Ab initio calculations show that the methoxy group in aldehydes 2 and 3 stabilizes the (E)-enols via O-H...O hydrogen bonding as compared to those of 1 by 5-6 kcal/mol relative to their corresponding benzocyclobutenols. Thus, the presence of methoxy and halo groups at position 2 serves not only to direct the formyl oxygen toward the methyl group for H-abstraction but also to stabilize the (E)-enols.