3034-31-9

Usage

Chemical Properties

White to light yellow or grey solid

Upstream product

• 14254-57-0 4-(chlorocarbonyl)pyridine 
• 62-53-3 aniline 
• 55-22-1 pyridine-4-carboxylic acid 
• 4013-73-4 isonicotinoyl azide 
• 39178-35-3 isonicotinoyl chloride hydrochloride 
• 252930-61-3 N-(2-bromophenyl)-4-pyridinecarboxamide 
• 1453-82-3 isonicotinamide 
• 2996-92-1 phenyl trimethylsiloxane 
• 100-48-1 pyridine-4-carbonitrile 
• 98-80-6 phenylboronic acid 
• 14548-46-0 4-Benzoylpyridine 
• 1570-45-2 isonicotinic acid ethylester 

Downstream Products

• 134312-88-2 3-Methylselanyl-N-phenyl-isonicotinamide 
• 102729-91-9 3-[Hydroxy-(4-methoxy-phenyl)-methyl]-N-phenyl-isonicotinamide 
• 102729-90-8 3-(1-Hydroxy-ethyl)-N-phenyl-isonicotinamide 
• 156638-77-6 2,3-dihydro-3-hydroxy-2-phenyl-1H-pyrrolo<3,4-c>pyridin-1-one 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 133030-39-4 3-Hydroxy-2,3-diphenyl-2,3-dihydro-pyrrolo[3,4-c]pyridin-1-one 
• 88329-54-8 3-methyl-N-phenyl-4-pyridinecarboxamide 
• 88329-56-0 3,N-dimethylisonicotinanilide 
• 81795-19-9 1-methyl-4-phenylaminocarbonylpyridininium iodide 
• 73415-85-7 N-phenyl-4-piperidinecarboxamide 
• 102729-64-6 C₁₂H₉⁽²⁾HN₂O 
• 89565-24-2 4-[(Pyridine-4-carbonyl)-amino]-benzenesulfonyl chloride 
• 14178-44-0 isonicotinanilide-1-oxide 
• 1027219-03-9 3-Benzylsulfanyl-N-phenyl-isonicotinamide 

Relevant academic research and scientific papers

Practical synthesis of (1 s,4 s)-4-(methylamino)-1′ H-spiro[cyclohexane-1,3′-furo[3,4-c]pyridin]-1′-one

A practical and scalable process for the preparation of (1s,4s)-4-(methylamino)-1′H-spiro[cyclohexane-1,3′-furo[3,4-c] pyridin]-1′-one 2a, a highly functionalized and potentially useful building block for pharmaceutical research is described. The material

Diverse, Potent, and Efficacious Inhibitors That Target the EED Subunit of the Polycomb Repressive Complex 2 Methyltransferase

Aberrant activity of the histone methyltransferase polycomb repressive complex 2 (PRC2) has been linked to several cancers, with small-molecule inhibitors of the catalytic subunit of the PRC2 enhancer of zeste homologue 2 (EZH2) being recently approved fo

Designing Metallogelators Derived from NSAID-based Zn(II) Coordination Complexes for Drug-Delivery Applications

A crystal engineering approach has been invoked to design a new series of eight Zn(II) coordination complexes derived from various non-steroidal anti-inflammatory drugs (NSAIDs), namely diclofenac (DIC), ibuprofen (IBU), naproxen (NAP), flufenamic acid (FLU) and meclofenamic acid (MEC), and two co-ligands, namely N-phenyl-3-pyridylamide (3-Py) and N-phenyl-4-pyridylamide (4-Py), and Zn(NO3)2 as potential supramolecular gelators. Half of the coordination complexes thus synthesized were able to form aqueous gels (MG-3-PyMEC, MG-3-PyDIC, MG-4-PyNAP and MG-4-PyMEC). Single-crystal structures of all eight complexes revealed that they possessed a gelation-inducing 1D hydrogen-bonded network including amide…amide synthon in some cases, which supported strongly the design principles based on which these complexes were synthesized. Interestingly, one such metallogelator complex, namely 3-PyMEC, showed an intriguing anticancer property against a human breast cancer cell line (MDA-MB-231), as revealed by both MTT and cell migration assays.

Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages

The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.

Manganese-catalyzed directed methylation of C(sp2)-H bonds at 25 °C with high catalytic turnover

We report here a manganese-catalyzed C-H methylation reaction of considerable substrate scope, using MeMgBr, a catalytic amount of MnCl2· 2LiCl, and an organic dihalide oxidant. The reaction features ambient temperature, low catalyst loading, typically 1%, high catalytic turnover reaching 5.9 × 103, and no need for an extraneous ligand and illustrates a unique catalytic use of simple manganese salts for C-H activation, which so far has relied on catalysis by manganese carbonyls.

AZA-A-RING INDENOISOQUINOLINE TOPOISOMERASE I POISONS

The invention described herein pertains to four series of aza-A-ring indenoisoquinolines, which are inhibitors of topoisomerase IB (Top1), and the processes for preparing said aza-A-ring indenoisoquinolines. Also described are methods for treating cancer

Synthesis of N -Aryl Amides by Ligand-Free Copper-Catalyzed ipso -Amidation of Arylboronic Acids with Nitriles

A facile copper-catalyzed ipso-amidation of arylboronic acids with nitriles has been developed. The method provides a highly efficient and economical synthesis of N-aryl amides with a broad substrate scope.

Investigation of the Structure-Activity Relationships of Aza-A-Ring Indenoisoquinoline Topoisomerase i Poisons

Several indenoisoquinolines have shown promise as anticancer agents in clinical trials. Incorporation of a nitrogen atom into the indenoisoquinoline scaffold offers the possibility of favorably modulating ligand-binding site interactions, physicochemical properties, and biological activities. Four series of aza-A-ring indenoisoquinolines were synthesized in which the nitrogen atom was systematically rotated through positions 1, 2, 3, and 4. The resulting compounds were tested to establish the optimal nitrogen position for topoisomerase IB (Top1) enzyme poisoning activity and cytotoxicity to human cancer cells. The 4-aza compounds were the most likely to yield derivatives with high Top1 inhibitory activity. However, the relationship between structure and cytotoxicity was more complicated since the potency was influenced strongly by the side chains on the lactam nitrogen. The most cytotoxic azaindenoisoquinolines 45 and 46 had nitrogen in the 2- or 3-positions and a 3′-dimethylaminopropyl side chain, and they had MGM GI50 values that were slightly better than the corresponding indenoisoquinoline 64.

Cell Penetrant Inhibitors of the KDM4 and KDM5 Families of Histone Lysine Demethylases. 2. Pyrido[3,4-d]pyrimidin-4(3H)-one Derivatives

Following the discovery of cell penetrant pyridine-4-carboxylate inhibitors of the KDM4 (JMJD2) and KDM5 (JARID1) families of histone lysine demethylases (e.g., 1), further optimization led to the identification of non-carboxylate inhibitors derived from pyrido[3,4-d]pyrimidin-4(3H)-one. A number of exemplars such as compound 41 possess interesting activity profiles in KDM4C and KDM5C biochemical and target-specific, cellular mechanistic assays.

Amine Activation: Synthesis of N-(Hetero)arylamides from Isothioureas and Carboxylic Acids

A novel method for N-(hetero)arylamide synthesis based on rarely explored amine activation, rather than classical acid activation, is reported. The activated amines are easily prepared using a three-component reaction with commercial reagents. The new method shows a broad scope including challenging amides not (efficiently) accessible via classical protocols.