15501-39-0

Upstream product

• 251988-75-7 N-[2,2-dimethyl-1-(4-methyl-benzoyl)-propyl]-acetamide 
• 5813-64-9 2.2-dimethylpropylamine 
• 96042-30-7 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 
• 75-36-5 acetyl chloride 
• 105971-03-7 N-methyl-N'-neopentylacetamidinium chloride 

Relevant academic research and scientific papers

N-heterocyclic inhibitors of TNF-α expression

N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I: Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-α expression utilizing compounds of the present invention are also disclosed.

N-heterocyclic inhibitors of TNF-alpha expression

N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I: Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-α expression utilizing compounds of the present invention are also disclosed.

N- heterocyclic inhibitors of TNF-alpha expression

N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I: Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-α expression utilizing compounds of the present invention are also disclosed.

Stereoselective synthesis of 2-aminocyclobutanols via photocyclization of α-amido alkylaryl ketones: Mechanistic implications for the Norrish/Yang reaction

A series of chiral N-acylated α-amino p-methylbutyrophenone derivatives 1a-1h was synthesized from α-amino acids via a three-step procedure. These substrates were photolyzed in benzene and gave Norrish II and Norrish I cleavage products as well as the N-acylated 2-aminocyclobutanols that derive from γ-hydrogen abstraction and 1,4-triplet biradical combination (Yang cyclization). The products were formed with characteristic Yang/cleavage ratios. The quantum yields for the photodecomposition of the N-acetyl-protected substrates 1b,e,f were moderate (12-26%); the diastereoselectivities of the cyclobutanol formation were remarkably high for all substrates. High diastereospecificity was observed for the isoleucine derivatives (2S,3S)-1g and allo-(2S,3R)-1g; the Yang reaction dominated the photochemistry of allo-1g, whereas 1g gave preferentially Norrish II cleavage. The role of hydrogen bonding as one of the stereo-directing effects was demonstrated by comparison of the cyclization efficiency of the valine derivative 1e with 1h,i,j. Also, aromatic β-keto esters gave the Yang cyclization products in low yields. The diastereoselectivity of the cyclobutanol formation was rationalized by a three-step mechanism where every step is connected with one distinct stereochemical induction mechanism: (a) diastereoselective hydrogen abstraction, (b) conformational equilibration of the 1,4-tetramethylene biradicals (as calculated by semiempiric methods) controlled by hydrogen bonding, and (c) diastereoselective biradical combination (versus cleavage) influenced by spin-orbit coupling controlled intersystem crossing geometries.

Hydrolysis of Unsymmetrical Acetamidines: Leaving Abilities and Stereoelectronic Effects

Unsymmetrical acetamidines hydrolyze in alkaline D2O to a mixture of two acetamides and two amines.Product ratios from three N-methylated acetamidines and five N-alkyl-N'-methylacetamidines were determined by NMR.The direction of cleavage is determined largely by the relative basicities of the two amines, rather than by the relative basicities of the two nitrogens in the tetrahedral intermediate.Steric repulsion in the product amides can also affect the product ratio, but only slightly.There is also a novel configurational effect, which favors cleavage of the nitrogen whose alkyl group is (Z) in the amidinium ion.This arises from a stereoelectronic preference for cleavage of a leaving group that is antiperiplanar to two lone pairs in the tetrahedral intermediate.However, it is concluded that this preference is weak.These results have guided the design of a test of this stereoelectronic preference in the hydrolysis of a set of cyclic amidinium ions where product stabilities and leaving abilities can be closely matched.