Tetrahydro-4-pyranol (2081-44-9)

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(Chemical Equation Presented). In recent years, the first generation of β-secretase (BACE1) inhibitors advanced into clinical development for the treatment of Alzheimer’s disease (AD). However, the alignment of drug-like properties and selectivity remains a major challenge. Herein, we describe the discovery of a novel class of potent, low clearance, CNS penetrant BACE1 inhibitors represented by thioamidine 5. Further profiling suggested that a high fraction of the metabolism (>95percent) was due to CYP2D6, increasing the potential risk for victim-based drug-drug interactions (DDI) and variable exposure in the clinic due to the polymorphic nature of this enzyme. To guide future design, the solved crystal structures of CYP2D6 complexes with substrate 5 and its corresponding metabolic product pyrazole 6, which provided insight into the binding mode and movements between substrate/inhibitor complexes. Guided by the BACE1 and CYP2D6 crystal structures, it was designed and synthesized analogues with reduced risk for DDI, central efficacy, and improved hERG therapeutic margins.

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Tetrahydro-4-pyranol (2081-44-9) Specifications

CAS 2081-44-9
CAS Min % 95%
CAS Max % 100%
MDL Number MFCD00006633
Chemical Name or Material Tetrahydro-4-pyranol
Infrared Spectrum Authentic
Physical Form Clear Liquid at 20°C
Packaging Glass bottle
Molecular Formula C5H10O2
Molecular Weight (g/mol) 102.133
Color Colorless-Almost Colorless at 20°C
Boiling Point  190°C
Assay 98%

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Tetrahydro-4-pyranol (2081-44-9) Safety and Handling

  • Do not breath dust or vapor.
  • Have safety shower and eye wash available.
  • Do not get in eyes, on skin or on clothing.
  • Keep container tightly closed.
  • Store in a cool, dry, well-ventilated place.
  • Ensure adequate ventilation during use.
  • Use only in a chemical fume hood.

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

Tetrahydro-4-pyranol (2081-44-9) Articles

Utilizing Structures of CYP2D6 and BACE1 Complexes to Reduce Risk of Drug-Drug Interactions with a Novel Series of Centrally Efficacious BACE1 Inhibitors

(Chemical Equation Presented). In recent years, the first generation of β-secretase (BACE1) inhibitors advanced into clinical development for the treatment of Alzheimer’s disease (AD).

Journal of Medicinal Chemistry 2015

An atom efficient, solvent-free, green synthesis and antimycobacterial evaluation of 2-amino-6-methyl-4-aryl-8-[(E)-arylmethylidene]-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitriles

An atom efficient, green protocol for the synthesis of fifteen 2-amino-6-methyl-4-aryl-8-[(E)-arylmethylidene]-5,6,7,8-tetrahydro-4H-pyrano[3,2-c]pyridine-3-carbonitriles

Medicinal Chemistry Letters 2007

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