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Structure of 3306-69-2
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2-Azabicyclo[2.2.2]octan-3-one delivers a rigid, nitrogen-substituted cycloalkanone framework ideal for probing conformational constraints in medicinal chemistry. The bridgehead nitrogen imparts enhanced polarity and hydrogen-bonding capacity, while the ketone group serves as a versatile handle for selective derivatization under mild conditions. This scaffold supports efficient integration into bioactive molecules requiring defined three-dimensional architecture.
2-Azabicyclo[2.2.2]octan-3-one serves as a conformationally constrained scaffold for medicinal chemistry, enabling the study of stereoregulated interactions in bioactive molecules. Its stable bicyclic structure features a ketone at C3 and a tertiary amine at N1, offering orthogonal reactivity for selective functionalization. The molecule exhibits excellent bench stability and facilitates efficient derivatization via enolate alkylation or reductive amination, making it a practical building block for targeted synthesis of nitrogen-containing heterocycles and drug-like compounds.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Lot numbers can be found on the outside label of a product: