Lot numbers can be found on the outside label of a product:
3-Benzyl-3,9-diazaspiro[5.5]undecane
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CAS No. 189333-49-1
- Cat. No. CS-0000427
- Purity≥97%
- MDL No.MFCD11035940
*For research and further manufacturing use only, not for direct human use.
![3-Benzyl-3,9-diazaspiro[5.5]undecane|CS-0000427](https://file.chemscene.com/productPIC/CS-0000427.gif)
Structure of 189333-49-1
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General Information
- CAS No. 189333-49-1
- Cat. No. CS-0000427
- Purity ≥97%
- MDL No. MFCD11035940
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₆H₂₄N₂
- Molecular Weight 244.38
- Synonym(s) None
- SMILES C=1C=CC(=CC1)CN2CCC3(CCNCC3)CC2
Description
3-Benzyl-3,9-diazaspiro[5.5]undecane is a rigid, nitrogen-rich spirocyclic scaffold featuring a benzyl substituent at the bridgehead position. This configuration imparts enhanced conformational stability and favorable solubility characteristics, enabling its use in medicinal chemistry campaigns requiring defined spatial orientation and metabolic resilience.
Application
3-Benzyl-3,9-diazaspiro[5.5]undecane serves as a rigid, bifunctional scaffold in medicinal chemistry, enabling the construction of complex heterocyclic systems through established amine functionalization and cyclization protocols. Its spirocyclic architecture provides enhanced conformational control, while the benzylic position offers a site for selective derivatization. The compound exhibits good bench stability and facilitates efficient purification, making it a practical building block for targeted library synthesis and macrocyclic scaffold development.
Synthesis
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Route1
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In-stock
![1'-Benzyl-3,7-diazaspiro[bicyclo[3.3.1]nonane-9,4'-piperidine]-2,4,6,8-tetraone|CS-0085416](https://file.chemscene.com/productPIC/CS-0085416.gif)
1176981-06-8 - ~99%
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In-stock
189333-49-1
References
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NEUROGEN CORPORATION; XU, Yuelian; XIE, Linghong; HAN, Bingsong; MAYNARD, George D.; CHENARD, Bertrand, L.; STAAB, Andrew J. Patent: WO2009/97405 A2, 2009 ; Location in patent: Page/Page column 17 ;
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Route2
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In-stock
![9-Benzyl-3,9-diazaspiro[5.5]undecane-2,4-dione|CS-0000428](https://file.chemscene.com/productPIC/CS-0000428.gif)
189333-48-0 - ~43%
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In-stock
189333-49-1
References
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Shionogi and Co., Ltd.; HISAKAWA, Shinya; HASEGAWA, Yasushi; AOKI, Toshiaki; KUSANO, Hiroki; SANO, Masayuki; SATO, Jun; YAMAWAKI, Kenji Patent: EP2557082 A1, 2013 ; Location in patent: Paragraph 0248; 0251 ;
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Route3
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![9-Benzyl-3,9-diazaspiro[5.5]undecane-2,4-dione hydrochloride|CS-M0317](https://file.chemscene.com/productPIC/CS-M0317.gif)
1176981-07-9 - ~%
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In-stock
189333-49-1
References
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WO2009/97405 A2, ; Page/Page column 16 ;
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Safety Information
Download SDS|
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 : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 15.27
- LogP 2.6522
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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