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(3R)-1-Azabicyclo[2.2.2]octan-3-ol
- CAS No.25333-42-0
- GradeIndustrial / Pharmaceutical
- Availability● In Stock
High-purity (3R)-1-azabicyclo[2.2.2]octan-3-ol (CAS 25333-42-0), a key chiral intermediate for pharmaceutical synthesis, including anticholinergic agents and anesthetic ligands.
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Product Overview
(3R)-1-Azabicyclo[2.2.2]octan-3-ol is a high-value chiral building block widely employed in the synthesis of advanced pharmaceutical intermediates. With a defined stereochemistry at the 3-position, this compound serves as a critical synthon in the development of selective receptor modulators, particularly within neurological and respiratory therapeutic domains. Its rigid bicyclic quinuclidine scaffold imparts conformational stability, making it ideal for structure-activity relationship (SAR) studies and targeted drug design.
Specifications
| Molecular Formula | C₇H₁₃NO |
|---|---|
| Molecular Weight | 127.18 g/mol |
| CAS Number | 25333-42-0 |
| Appearance | White to beige powder |
| Purity | ≥99.0% (by HPLC or GC) |
| Loss on Drying | ≤0.5% |
| Melting Point | 217–224 °C |
| Boiling Point | 120 °C at 27 mmHg |
| Density | 1.13 g/cm³ |
| Refractive Index | 1.549 |
Industrial Applications
This enantiomerically enriched intermediate is primarily utilized in the multi-step synthesis of complex active pharmaceutical ingredients (APIs). Notably, it functions as a core structural component in the preparation of muscarinic receptor antagonists, such as Aclidinium bromide (CAS 320345-99-1), used in the management of chronic obstructive pulmonary disease (COPD). Additionally, its utility extends to the development of cholinergic ligands and certain classes of anesthetics, where precise stereochemical control is essential for pharmacological efficacy and safety.
- Enables stereoselective synthesis of bioactive molecules
- Supports GMP-compliant API manufacturing workflows
- Compatible with standard organic transformation protocols (e.g., esterification, amidation)
Handling and Storage
Store in a tightly sealed container under cool, dry, and well-ventilated conditions. Keep away from oxidizing agents, acids, and moisture to maintain chemical integrity and shelf life. Standard industrial hygiene practices are recommended during handling.
