3-Oxa-9-azaspiro[5.5]undecane Hydrochloride is the hydrochloride salt of a spirocyclic secondary amine. The molecule has a piperidine ring and a tetrahydropyran ring that share one carbon atom as the spiro centre. In medicinal chemistry and organic synthesis laboratories, it is used as a heterocyclic building block to add an sp3-rich spiro framework to drug candidate molecules. The result is a more three-dimensional structure than you get from flat aromatic scaffolds, which is why researchers working on modern compound libraries increasingly choose it.
Chemists choose this material because spirocyclic frameworks are drawing growing interest in modern drug design. A rigid, three-dimensional structure can help improve selectivity toward a biological target, improve solubility, and influence metabolic stability. The oxygen atom in the tetrahydropyran ring adds polarity without adding another hydrogen-bond donor group, which is useful when tuning physicochemical properties. The hydrochloride salt is generally easier to handle and store than the free amine. When the compound is needed for a reaction, the free amine can be released with a base.
In Indonesia, spirocyclic building blocks like this one are relevant to medicinal chemistry research groups at universities, research institutes, and drug development laboratories. Researchers working on new bioactive compounds, structure-activity relationship studies, or analogue series for academic and industrial projects can use it to explore three-dimensional chemical space. AMI Scientific supplies this TCI reagent to support synthetic chemistry work that needs reliable, well-characterised heterocyclic intermediates for laboratory-scale research.
TCI brochures (PDF)
- Building Blocks for Medicinal Chemistry 2025-05-12 · p. 1
Related TCI products
- TCI B5501 147804-30-6 tert-Butyl 1-Oxa-6-azaspiro[2.5]octane-6-carboxylate
- TCI O0679 3970-79-4 1-Oxa-8-azaspiro[4.5]decane Hydrochloride
- TCI O0509 1429056-28-9 2-Oxa-7-azaspiro[3.5]nonane Hemioxalate
- TCI O0466 174-78-7 2-Oxa-6-azaspiro[3.3]heptane
- TCI D6448 1211586-09-2 tert-Butyl 6-Amino-2-azaspiro[3.3]heptane-2-carboxylate
- TCI D6322 1402232-58-9 1,9-Dioxa-4-azaspiro[5.5]undecan-3-one
- Medicinal chemistry scaffold design: the spirocyclic piperidine–tetrahydropyran core adds a rigid, sp3-rich, three-dimensional framework that moves candidate molecules away from flat aromatic structures.
- Amine functionalisation reactions: once freed from its hydrochloride salt with a base, the secondary amine can serve as a nucleophile for building larger, more complex molecules.
- Structure-activity relationship studies: replacing simpler cyclic amines with this spiro building block lets researchers see how rigidity and three-dimensional shape affect target selectivity.
- Physicochemical property tuning: the tetrahydropyran oxygen adds polarity without adding a hydrogen-bond donor, which helps chemists adjust solubility and related properties of lead compounds.
- Compound library synthesis: as a heterocyclic building block, it helps research groups build diverse sp3-rich compound collections for screening in drug discovery and academic projects.
From the TCI brochure
- Bradykinin (BK) B1 receptor antagonist (SAR example, ref. 1)
| Brand | TCI (product code O0677) |
|---|---|
| CAS number | 1380300-88-8 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in the pack sizes listed for this TCI product; please check with AMI Scientific |
| Physical form | hydrochloride salt; refer to the TCI certificate of analysis for details |
| Storage | follow the storage conditions on the TCI label and safety data sheet |
Store 3-Oxa-9-azaspiro[5.5]undecane Hydrochloride in its original, tightly closed container in a cool, dry, well-ventilated place, away from moisture and incompatible substances such as strong bases and oxidising agents. Follow the specific storage temperature on the TCI label and safety data sheet. Reseal the container promptly after use so the salt does not absorb atmospheric moisture. Handle the material in a fume hood or well-ventilated area. Wear appropriate personal protective equipment, including gloves, safety glasses, and a laboratory coat. Avoid creating or inhaling dust, prevent contact with skin and eyes, and dispose of waste according to local laboratory and environmental regulations.
References cited in the TCI brochure
- Qin Guo. 1-Benzylbenzimidazoles: The discovery of a novel series of bradykinin B1 receptor antagonists Bioorganic & Medicinal Chemistry Letters, 2008. doi:10.1016/j.bmcl.2008.08.014
![1380300-88-8 3-Oxa-9-azaspiro[5.5]undecane Hydrochloride - AMI Scientific](http://amiscientific.com/cdn/shop/files/TCI2510O0677.jpg?v=1767132248&width=1445)