A practical synthesis of N -alkyl- and N , N′ -dialkyl-polyamines

Haussener, Travis J.; Sebahar, Paul R.; Reddy, Hariprasada Reddy Kanna; Williams, Dustin L.; Looper, Ryan

doi:10.1016/j.tetlet.2016.05.034

Cited by 8 publications

(5 citation statements)

References 25 publications

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“…The synthesis predicates that the most likely impurities are of higher molecular weight and that distillation is effective at producing highly pure materials. This sequence is scalable, requires no protecting groups or chromatography, and provides the requisite polyamines in moderate to good yields [26].…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and Structural Analysis of Novel Norspermidine Derivatives

Brycki¹,

Kowalczyk²,

Werner³

et al. 2017

IJOC

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Section: Chemistrymentioning

confidence: 99%

Synthesis and Structural Analysis of Novel Norspermidine Derivatives

Brycki¹,

Kowalczyk²,

Werner³

et al. 2017

IJOC

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“…[21] Though the thorough structural and mechanistic investigations of N-acetylpyridinum ions were established, their synthetic applications as direct reagents were never studied before our group endeavoured into it wherein well de ned synthetic procedures were developed for isolation of Transient species of DMAP and also their structures are unambiguously corroborated from all the spectra. Inspired by our results on DMAP [22][23][24][25][26][27][28][29] , we wished for exploring the structures and chemical properties of transient species of DBU which is not attempted so far. Herein we report the synthesis, unambiguous structural characterization and their synthetic applications as green reagents of transient species of DBU as a super-nucleophilic base [30] as this area of DBU is not explored so far.…”

Section: Introductionmentioning

confidence: 99%

Preparation, Isolation and Structural Characterization of Transient Species of DBU. Their Application as Green Reagents

Thangalipalli,

Bandalla,

Vadala

et al. 2024

Preprint

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A state of the art synthesis and isolation procedure is developed for 17 different transient species of DBU. The structure of these transient species, which are thoroughly confirmed from various spectral data, is different from their parent compound DBU and provides emphatic support in favor of formation of transient species in various DBU catalyzed reactions. DFT studies of N-sulphonylTransient species of DBU has given a new insight of an alternate transient species in addition to the normal species which provides a new scope for further investigation. The applications of three Transient species as direct reagents for base free functionalizations are also documented. They can be directly employed as Eco-friendly reagents in water as solvent. The Lewis base can be recovered and reused for the preparation of Transient species after the reaction. The influence of N-substituent on the chemical shift of these transient species also documented.

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“…The goal of this project was to develop a method for loading PU foam with a first‐in‐class antibiofilm agent (CZ‐01179) and test its ability to elute out of the foam and eradicate biofilms in an in vitro flow cell system. CZ‐01179 was identified through a collaboration of the University of Utah and startup company, Curza Global, in an effort to expand a library of antibiofilm polyamine‐based compounds 10–14 . We hypothesized that PU foam loaded with CZ‐01179 would result in a statistically significantly greater reduction of methicillin‐resistant Staphylococcus aureus (MRSA) and Acinetobacter baumannii biofilms, when compared to GF Silver.…”

Section: Introductionmentioning

confidence: 99%

“…CZ-01179 was identified through a collaboration of the University of Utah and startup company, Curza Global, in an effort to expand a library of antibiofilm polyamine-based compounds. [10][11][12][13][14] We hypothesized that PU foam loaded with CZ-01179 would result in a statistically significantly greater reduction of methicillin-resistant Staphylococcus aureus (MRSA) and Acinetobacter baumannii biofilms, when compared to GF Silver. The long-term objective is to translate a foam loaded with CZ-01179 toward application in traumatic injuries or wound sites, where it can decrease biofilm burden and reduce the risk of biofilm-related infection when NPWT is applied.…”

Section: Introductionmentioning

confidence: 99%

Antibiofilm potential of a negative pressure wound therapy foam loaded with a first‐in‐class tri‐alkyl norspermidine‐biaryl antibiotic

et al. 2022

Self Cite

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Negative‐pressure wound therapy (NPWT) is commonly utilized to treat traumatic injuries sustained on the modern battlefield. However, NPWT has failed to decrease the incidence of deep tissue infections experienced by Wounded Warriors, despite attempts to integrate common antimicrobials, like Ag+ nanoparticles, into the wound dressing. The purpose of this study was to incorporate a unique antibiofilm compound (CZ‐01179) into the polyurethane matrix of NPWT foam via lyophilized hydrogel scaffolding. Foam samples with 2.5%, 5.0%, and 10.0% w/w CZ‐01179 were produced and antibiofilm efficacy was compared to the current standards of care: V.A.C.® GRANUFOAM SILVER™ and V.A.C.® GRANUFOAM™. Gravimetric analysis and elution kinetics testing confirmed that this loading technique was both repeatable and controllable. Furthermore, zone of inhibition and antibiofilm efficacy testing showed that foam loaded with CZ‐01179 had significantly increased activity against planktonic and biofilm phenotypes of methicillin‐resistant Staphylococcus aureus and Acinetobacter baumannii compared to the clinical standards. These findings motivate additional ex vivo and in vivo work with NPWT foam loaded with CZ‐01179 with the overall objective of reducing NPWT‐associated infections that complicate battlefield‐related and other wounds.

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A practical synthesis of N -alkyl- and N , N′ -dialkyl-polyamines

Cited by 8 publications

References 25 publications

Synthesis and Structural Analysis of Novel Norspermidine Derivatives

Synthesis and Structural Analysis of Novel Norspermidine Derivatives

Preparation, Isolation and Structural Characterization of Transient Species of DBU. Their Application as Green Reagents

Antibiofilm potential of a negative pressure wound therapy foam loaded with a first‐in‐class tri‐alkyl norspermidine‐biaryl antibiotic

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