4742-01-2

Upstream product

• 195133-07-4 2-(3-(phenylamino)propyl)isoindoline-1,3-dione 
• 1126-00-7 1-phenylpyrazole 
• 25112-12-3 2-cyano-N-phenyl-acetaldimine 
• 123-51-3 i-Amyl alcohol 
• 1075-76-9 N-cyanoethylaniline 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 62-53-3 aniline 
• 57528-64-0 3-amino-propionanilide 
• 108-36-1 1,3-dibromobenzene 
• 109-76-2 Trimethylenediamine 
• 156-87-6 propan-1-ol-3-amine 
• 108-86-1 bromobenzene 
• 115022-93-0 benzyl (3-oxo-3-(phenylamino)propyl)carbamate 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 46348-93-0 3-Anilino-propylguanidin 
• 416898-05-0 [2-(3-phenylamino-propylamino)-ethyl]-carbamic acid tert-butyl ester 
• 74360-07-9 3,4,5,6-tetrahydro-1-phenylpyrimidine-2(1H)-thione 
• 187149-80-0 Dimethyl-(1-phenyl-hexahydro-pyrimidin-2-yl)-amine 

Relevant academic research and scientific papers

Insight into structural requirements for selective and/or dual CXCR3 and CXCR4 allosteric modulators

Based on the previously published pyrazolopyridine-based hit compound for which negative allosteric modulation of both CXCR3 and CXCR4 receptors was disclosed, we designed, synthesized and biologically evaluated a set of novel, not only negative, but also positive allosteric modulators with preserved pyrazolopyridine core. Compound 9e is a dual negative modulator, inhibiting G protein activity of both receptors. For CXCR4 receptor para-substituted aromatic group of compounds distinguishes between negative and positive modulation. Para-methoxy substitution leads to functional antagonism, while para-chloro triggers agonism. Additionally, we discovered that chemotaxis is not completely correlated with G protein pathways. This is the first work in which we have on a series of compounds successfully demonstrated that it is possible to produce selective as well as dual-acting modulators of chemokine receptors, which is very promising for future research in the field of discovery of selective or dual modulators of chemokine receptors.

Design, synthesis and antimycobacterial activity of novel imidazo[1,2-a]pyridine-3-carboxamide derivatives

We report herein the design and synthesis of “novel imidazo [1,2-a]pyridine-3-carboxamides (IPAs)” bearing a variety of different linkers, based on the structure of IMB-1402 discovered in our lab. Results reveal that 2,6-dimethyl-N-[2-(phenylamino)ethyl] IPAs with an electron-donating group on the benzene ring as a potent scaffold. Compounds 26g and 26h have considerable activity (MIC: 0.041–2.64 μM) against drug-sensitive/resistant MTB strains, and they have acceptable safety indices against MTB H37Rv with the SI values of 4395 and 1405, respectively. Moreover, N-[2-(piperazin-1-yl)ethyl] moiety was also identified as a potentially alternative linker (compound 31), opening a new direction for further SAR studies.

Salts of 2- or 3-haloalkylamines in the synthesis of N-aminoalkyl derivatives of heterocyclic and aromatic amines

Reactions of 2-haloethyl- or 3-halopropylamine salts with NH-substrates (indoline, 1,2,3,4-tetrahydroquinoline, aniline, and N-ethylaniline) in the presence of NaHCO3 in water furnished various N-aminoalkyl derivatives of heterocyclic and aromatic amines.

INHIBITORS OF BACTERIAL GLYCOSYL TRANSFERASES

Described herein are compounds of Formula (I'), Formula (IA), Formulae (I)-(VII), pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, isotopically labeled derivatives, and prodrug sthereof. The invention also provides pharmaceutical compositions of the compounds for human and veterinary use. Compounds of the present invention are useful for inhibiting bacterial growth and therefore are useful in treating and/or preventing bacterial infections. Methods of using the compounds for treating and/or preventing a bacterial infection in a subject are also described.

An efficient and recyclable chitosan supported copper(II) heterogeneous catalyst for C-N cross coupling between aryl halides and aliphatic diamines

A useful and convenient methodology has been developed for synthesis of mono N-arylated aliphatic 1,2- and 1,3-diamines and amino alcohols. A highly efficient and renewable heterogeneous chitosan supported copper(II) catalyst has been employed for the C-N cross coupling between aryl halides and aliphatic diamines/amino alcohols. The main advantages of this reaction are the high yields of the products, reduced reaction time, convenient work up procedure, renewability of the catalyst, and less metal contamination of the products. All these factors make the present C-N cross coupling reaction economical, green, and sustainable.

Solvent-free copper-catalyzed N-arylation of amino alcohols and diamines with aryl halides

A simple and mild method for the coupling of aryl halides with amino alcohols and diamines is described. The reactions can be performed under ligand-free and solvent-free conditions, and generate the products in good yield.

Synthesis of selectively mono-N-arylated aliphatic diamines via iridium-catalyzed amine alkylation

A highly selective phosphorus/nitrogen (P,N) ligand-based iridium catalyst system efficiently catalyzes the reaction of arylamines with unprotected amino alcohols, yielding N-arylated aliphatic diamines in yields of up to 93%. The reaction can be performe

Palladium-catalyzed arylation of linear and cyclic polyamines

The palladium-catalyzed arylation of polyandries is investigated and it is shown that the C-N coupling reaction for a given substrate is strongly dependent on the nature and the concentration of the catalytic system, as well as the nature of the base employed. The arylation of the primary amino group is favored when both primary and secondary amines are present; selective arylation is then possible without using any protecting group. The reaction of dihalobenzenes with polyamines gives the monoamination products in good yields without any significant formation of diamino compounds or reduced derivatives, unlike what is observed when monoamines are used. The extent of polyarylation of polyamines as a function of the excess of aryl halide and the nature and the amount of catalyst is also studied. Finally, N-arylation of a macrocyclic tetraamine (cyclam) is performed by using an appropriate catalytic system. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Substituted tetrahydro-pyrimidine-2(1H)-thione HDL-C elevators useful as antiatherosclerotic agents

Antiatherosclerotic agents are provided having the following structure: wherein: R1is hydrogen, alkyl of 1-6 carbon atoms, cycloalkyl of 3-8 carbon atoms, alkenyl of 2-7 carbon atoms, alkynyl of 2-7 carbon atoms, or phenylalkyl of 7-10 carbon atoms; and R2, R3, R4, R5, and R6are each, independently, hydrogen, halogen, alkyl of 1-6 carbon atoms, cycloalkyl of 3-8 carbon atoms, alkenyl of 2-7 carbon atoms, alkynyl of 2-7 carbon atoms, aralkyl of 7-10 carbon atoms, alkoxy of 1-6 carbon atoms, aryloxy of 6-12 carbon atoms, aralkyloxy of 7-12 carbon atoms, fluoroalkoxy of 1-6 carbon atoms, trifluoromethyl, alkylthio of 1-3 carbon atoms, alkylsulfonyl of 1-3 carbon atoms, —SCF3, nitro, alkylamino in which the alkylamino moiety has 1-6 carbon atoms, or dialkylamino in which each alkyl group has 1-6 carbon atoms; or a pharmaceutically acceptable salt thereof.

Selective monoformylation of 1,3-diaminopropane derivatives

A general procedure for regiospecific construction of N-aryl-N'-formyl- 1,3-diaminopropanes 2 (R=H) by selective monoformylation of N-(3- aminopropyl)arylamines 1 is described. Compounds 1 are readily obtained with high yields by aminolysis of 3-bromoprop