1616100-65-2

Basic information

• Product Name: tert-butyl (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-ylcarbamate
• Synonyms: tert-butyl (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-ylcarbamate
• CAS NO: 1616100-65-2
• Molecular Weight: 516.407
• Mol File: 1616100-65-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-ylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-ylcarbamate(1616100-65-2)
• EPA Substance Registry System: tert-butyl (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-ylcarbamate(1616100-65-2)

Safety Data

• Hazardous Substances Data: 1616100-65-2(Hazardous Substances Data)

Upstream product

• 1585971-22-7 (1R,3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol 
• 35166-20-2 1-(3,5-dimethyl-1,2-oxazol-4-yl)ethanone 
• 1223452-45-6 N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide 
• 2510-36-3 3,5-dimethyl-4-isoxazolecarboxylic acid 
• 864773-64-8 1-(5-bromo-2,4-difluorophenyl)ethan-1-one 
• 1616101-02-0 (3S)-3-amino-3-(5-bromo-2,4-difluorophenyl)-1-(3,5-dimethylisoxazol-4-yl)butan-1-ol 
• 1616100-63-0 N-((2S)-2-(5-bromo-2,4-difluorophenyl)-4-(3,5-dimethylisoxazol-4-yl)-4-hydroxybutan-2-ylcarbamothioyl)benzamide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1616100-64-1 (4S,6S)-4-(5-bromo-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine 

Downstream Products

• 1616100-66-3 tert-butyl ((4S,6S)-4-(2,4-difluoro-5-(pyrimidin-5-yl)phenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-yl)carbamate 
• 1616100-84-5 tert-butyl ((4S,6S)-4-(5-acetyl-2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-yl)carbamate 
• 1616100-85-6 tert-butyl (4S,6S)-4-(2,4-difluorophenyl)-6-(5-(2-hydroxy-2-methylpropyl)-3-methylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-ylcarbamate 
• 1616101-00-8 tert-butyl ((4S,6S)-4-(2,4-difluoro-5-(2-hydroxypropan-2-yl)phenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-yl)carbamate 
• 1616100-81-2 tert-butyl ((4S,6R)-4-(2,4-difluorophenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-yl)carbamate 
• 1616100-83-4 tert-butyl ((4S,6S)-4-(2,4-difluoro-5-(2-fluoropyrimidin-5-yl)phenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-yl)carbamate 
• 1616100-86-7 tert-butyl ((4S,6S)-4-(2,4-difluoro-5-(2-methylpyrimidin-5-yl)phenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-yl)carbamate 
• 1616100-22-1 (4S,6S)-4-(2,4-difluoro-5-(pyrimidin-5-yl)phenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine 
• 1616100-32-3 (4S,6S)-4-(2,4-difluoro-5-(2-fluoropyrimidin-5-yl)phenyl)-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-amine 
• 1616100-33-4 1-(5-((4S,6S)-2-amino-6-(3,5-dimethylisoxazol-4-yl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-4-yl)-2,4-difluorophenyl)ethanone 

Relevant articles and documents

Targeting the BACE1 Active Site Flap Leads to a Potent Inhibitor That Elicits Robust Brain Aβ Reduction in Rodents

By targeting the flap backbone of the BACE1 active site, we discovered 6-dimethylisoxazole-substituted biaryl aminothiazine 18 with 34-fold improved BACE1 inhibitory activity over the lead compound 1. The cocrystal structure of 18 bound to the active site indicated two hydrogen-bond interactions between the dimethylisoxazole and threonine 72 and glutamine 73 of the flap. Incorporation of the dimethylisoxazole substitution onto the related aminothiazine carboxamide series led to pyrazine-carboxamide 26 as a very potent BACE1 inhibitor (IC50 1 nM). This compound demonstrated robust brain Aβ reduction in rat dose-response studies. Thus, compound 26 may be useful in testing the amyloid hypothesis of Alzheimer's disease.