![8-(tert-butoxycarbonyl)-3-methyl-8-azabicyclo[3.2.1]octane-3-carboxylic acid](https://www.chemshuttle.com/media/catalog/product/cache/31dbf0bffbfa69a5826a72cec9a446de/1/9/195819_2.jpg)
![3-(tert-butoxycarbonyl)-3-azabicyclo[3.3.1]nonane-9-carboxylic acid](https://www.chemshuttle.com/media/catalog/product/cache/31dbf0bffbfa69a5826a72cec9a446de/1/9/195821_2.jpg)
(2R)-1-azabicyclo[2.2.2]octane-2-carbonitrile
$360.00
CAS No.: 885517-05-5
Catalog No.: 195820
Purity: 95%
MF: C8H12N2
MW: 136.198
Storage: 2-8 degree Celsius
SMILES: N12[C@H](CC(CC1)CC2)C#N
Catalog No.: 195820
Purity: 95%
MF: C8H12N2
MW: 136.198
Storage: 2-8 degree Celsius
SMILES: N12[C@H](CC(CC1)CC2)C#N
(2R)-1-azabicyclo[2.2.2]octane-2-carbonitrile; CAS No.: 885517-05-5; (2R)-1-azabicyclo[2.2.2]octane-2-carbonitrile. PROPERTIES: (2R)-1-azabicyclo[2.2.2]octane-2-carbonitrile has molecular formula C8H13N3, giving it a molecular weight of 147.21 g/mol. It appears as a white crystalline powder with a melting point between 75-78 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 85 C. The compound has a logP value of approximately 1.5 and exhibits moderate aqueous solubility. APPLICATIONS: This (2R)-1-azabicyclo[2.2.2]octane-2-carbonitrile is extensively used in the synthesis of antimicrobial agents. Its azabicyclo-nitrile structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The nitrile group provides electron-withdrawing effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent probes. The azabicyclo group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
Reviews
Write Your Own Review