191408-24-9

Upstream product

• 4392-24-9 Cinnamyl bromide 
• 147849-60-3 Methyl (S)-4-(benzyloxy)-3-hydroxybutanoate 
• 14618-80-5 (R)-benzyl glycidol 
• 82859-39-0 trans-cinnamyl iodide 

Downstream Products

• 191408-31-8 (2S,3R,6S)-2-Benzyloxycarbamoyl-6-methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-10-carboxylic acid tert-butyl ester 
• 191408-40-9 ((S)-4-{(E)-(R)-2-[(S)-2-Benzyloxy-1-(2-bromomethyl-allyloxy)-ethyl]-5-phenyl-pent-4-enoylamino}-4-methylcarbamoyl-butyl)-carbamic acid tert-butyl ester 
• 191408-27-2 ((S)-4-{(E)-(R)-2-[(S)-2-Benzyloxy-1-((E)-4-bromo-but-2-enyloxy)-ethyl]-5-phenyl-pent-4-enoylamino}-4-methylcarbamoyl-butyl)-carbamic acid tert-butyl ester 
• 191408-34-1 (2S,3R,6S)-10-Acetyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-2,6-dicarboxylic acid 2-(benzyloxy-amide) 6-methylamide 
• 191408-45-4 (2S,3R,6S)-10-Acetyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-2,6-dicarboxylic acid 2-(benzyloxy-amide) 6-methylamide 
• 191408-42-1 (2S,3R,6S)-10-Acetyl-2-benzyloxymethyl-12-methylene-4-oxo-3-((E)-3-phenyl-allyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide 
• 791043-26-0 (2S,3R,6S)-4-Oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-2,6-dicarboxylic acid 2-(benzyloxy-amide) 6-methylamide 
• 191408-30-7 (2S,3R,6S)-6-Methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-2,10-dicarboxylic acid 10-tert-butyl ester 
• 191408-26-1 {(S)-4-[(E)-(R)-2-((S)-2-Benzyloxy-1-hydroxy-ethyl)-5-phenyl-pent-4-enoylamino]-4-methylcarbamoyl-butyl}-carbamic acid tert-butyl ester 
• 191408-29-4 (2S,3R,6S)-2-Hydroxymethyl-6-methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotetradecane-10-carboxylic acid tert-butyl ester 
• 191408-44-3 (2S,3R,6S)-10-Acetyl-12-methyl-6-methylcarbamoyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-2-carboxylic acid 
• 191408-43-2 (2S,3R,6S)-10-Acetyl-2-hydroxymethyl-12-methyl-4-oxo-3-(3-phenyl-propyl)-1-oxa-5,10-diaza-cyclotridecane-6-carboxylic acid methylamide 
• 191408-25-0 2R,3S-4-Benzyloxy-3-hydroxy-2-(2E-3-phenyl-2-propen-1-yl)butyric acid 

Relevant academic research and scientific papers

P1, P2'-linked macrocyclic amine derivatives as matrix metalloproteinase inhibitors

A novel series of 13- and 14-membered macrocyclic amines was developed by linking the P1 and P2' groups. The synthesis entails stereoselective Frater alkylation to install the anti-succinate configuration and macrocyclic amination via nucleophilic displacement. This strategy resulted in a new class of conformationally constrained inhibitors that are potent and selective for MMP-8 and 9 over MMP-1 and 3.

Macrocyclic compounds as metalloprotease inhibitors

This invention relates to macrocyclic molecules which inhibit metalloproteinases, including aggrecanase, and the production of tumor necrosis factor (TNF). In particular, the compounds are inhibitors of metalloproteinases involved in tissue degradation and inhibitors of the release of tumor necrosis factor. The present invention also relates to pharmaceutical compositions comprising such compounds and to methods of using these compounds for the treatment of inflammatory diseases.