105090-72-0

Upstream product

• 541-47-9 3-Methylbutenoic acid 

Downstream Products

• 42514-50-1 1-hydroxy-3-methylbut-3-ylamine 
• 625-05-8 3-amino-3-methylbutanoic acid 
• 1373433-81-8 3-(((benzyloxy)carbonyl)amino)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate 
• 1373433-83-0 3-amino-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate 
• 1373433-79-4 3-(dichloroamino)-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate 
• 1373433-85-2 3-(((benzyloxy)carbonyl)amino)-N-(2-methoxyethyl)-N,N,3-trimethylbutan-1-aminium chloride 
• 1373433-95-4 3-(((benzyloxy)carbonyl)amino)-N-(2-(hexyloxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate 
• 1373433-97-6 3-amino-N-(2-(hexyloxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate 
• 1373433-93-2 3-(dichloroamino)-N-(2-(hexyloxy)ethyl)-N,N,3-trimethylbutan-1-aminium 4-methylbenzenesulfonate 
• 1373433-99-8 3-(((benzyloxy)carbonyl)amino)-N-(2-butoxyethyl)-N,N,3-trimethylbutan-1-aminium chloride 
• 1426680-68-3 methyl N-(tert-butoxycarbonyl)-5,5-dimethyl-3-phenyl-Δ²-pyrroline-2-carboxylate 
• 349546-49-2 (3-hydroxy-1,1-dimethylpropyl)carbamic acid benzylester 
• 187107-78-4 S-3-(benzyloxycarbonylamino)-3-methylbutyl ethanethioate 
• 1226913-38-7 C₁₆H₂₇N₂O₂⁽¹⁺⁾*I^(1-) 

Relevant academic research and scientific papers

Synthesis of racemic δ,δ-dimethylproline derivatives

A versatile methodology for the preparation of racemic δ,δ- dimethylproline derivatives has been developed. Methyl N-Boc-δ,δ- dimethylprolinate was synthesized from a β-amino acid in six steps and 55 % overall yield. The route is amenable to the preparation of a broad range of δ,δ-disubstituted prolines by starting with the adequate β-amino acids. In addition, one of the intermediate compounds in the synthetic route has been used for the preparation of a δ,δ- dimethylproline derivative that is substituted at the β-position with a phenyl group. This has been achieved by coupling phenylboronic acid with a regioselectively generated vinyl triflate followed by a stereoselective hydrogenation. δ,δ-Dimethylproline derivatives have been efficiently synthesized by employing a β-amino acid as the starting material. The methodology is amenable to the preparation of other δ,δ- disubstituted prolines. Copyright

ANTIMICROBIAL POLYETHER AND POLYOL COMPOUNDS

The present application describes compounds of Formula I and Formula IA and as disclosed herein, that are useful as anti-microbial agents, including as antibacterial, disinfectant, antifungal, germicidal or antiviral agents.

Structure stability/activity relationships of sulfone stabilized N,N-dichloroamines

Structure stability/activity relationships (SXR) of a new class of N,N-dichloroamine compounds were explored to improve antimicrobial activity against Escherichia coli, Staphylococcus aureus, and Candida albicans while maintaining aqueous solution stability. This study identified a new class of solution-stable and topical antimicrobial agents. These agents are sulfone-stabilized and possess either a quaternary ammonium or sulfonate appendages as a water solubilizing group. Several unique challenges were confronted in the synthesis of these novel compounds which are highlighted in the discussion.

Quaternary ammonium N,N-dichloroamines as topical, antimicrobial agents

A series of backbone modified and sulfonic acid replacement analogs of our topical, clinical candidate (iii) were synthesized. Their antimicrobial activities and aqueous stabilities at pH 4 and pH 7 were determined, and has led us to identify quaternary ammonium N,N-dichloroamines as a new class of topical antimicrobial agents.

N-HALOGENATED AMINO COMPOUNDS AND DERIVATIVES

The present invention relates to active bactericidal, antibacterial, anti-infective, antimicrobial, sporicidal, disinfectant, antifungal and antiviral compounds and compositions and to new uses of these compositions in therapy. This specification also describes methods of use for the new compounds and compositions. The specification further describes methods for preparing these compounds.

Structure - Immunosuppressive activity relationships of new analogues of 15-deoxyspergualin. 2. Structural modifications of the spermidine moiety

A series of new analogues of 15-deoxyspergualin (DSG), an immunosuppressive agent commercialized in Japan, was synthesized and tested in a graft-versus-host disease (GVHD) model in mice. Various substitutions of the spermidine 'D' region were made in order to determine its optimum structure in terms of in vivo immunosuppressive activity. Various positions of methylation were first investigated leading to the discovery of the monomethylated malonic derivative 56h in which the pro-R hydrogen of the methylene α to the primary amine of the spermidine moiety has been replaced by a methyl group. Synthesis of the similarly methylated analogue of the previously reported glycolic derivative LF 08-0299 afforded 60c which demonstrated a powerful activity at a dose as low as 0.3 mg/kg in the GVHD model and was much more potent than DSG in the demanding heart allotransplantation model in rats. The improvement of in vivo activity was supposed to be related to an increase of the metabolic stability of the methylated analogues compared to the parent molecules. Due to its very low active dose, compatible with a subcutaneous administration in humans, and its favorable pharmacological and toxicological profile, 60e was selected as a candidate for clinical evaluation.

Chemistry of Naturally Occurring Polyamines. 10. Nonmetabolizable Derivatives of Spermine and Spermidine

Polyamine oxidases (PAO's) play an important role in the oxidative metabolism of spermidine, spermine, and their derivatives.Since the actual oxidation step involves deprotonation at the α-carbon(s) of the amine, gem-dimethyl substitution at those sites should retard catabolism.Moreover, synthetic methylated analogues of known biologically active polyamine conjugates may be expected to display enhanced activity and/or longer duration of action.This paper describes the synthesis of stable hydrochloride salts of five gem-dimethylspermidines 8-12 and two spermine analogues 13 and 14 that were designed to act as PAO inhibitors and to serve as useful probes of complex polyamine biosynthesis.