3-azaspiro[5.5]undecane hydrochloride
![3-azaspiro[5.5]undecane hydrochloride Structure](CAS/GIF/1125-01-5.gif)
- CAS No.
- 1125-01-5
- Chemical Name:
- 3-azaspiro[5.5]undecane hydrochloride
- Synonyms
- hydrochloride - [A81406];3-Azaspiro[5.5]undecane HCl;4,4-Pentamethylenepiperidine;4,4-Pentamethylenepiperidine HCl;9-azaspiro[5.5]undecane chloride;3-azaspiro[5.5]undecane hydrochloride
- CBNumber:
- CB9923980
- Molecular Formula:
- C10H20ClN
- Molecular Weight:
- 189.7255
- MDL Number:
- MFCD02093801
- MOL File:
- 1125-01-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H319-H315-H335 |
| Precautionary statements | P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P |
3-azaspiro[5.5]undecane hydrochloride price More Price(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 254415 | 4,4-Pentamethylenepiperidine hydrochloride Asreported | 1125-01-5 | 50mg | $366 | 2026-06-03 | Buy |
| Usbiological | 019241 | 4,4-Pentamethylenepiperidine | 1125-01-5 | 100mg | $403 | 2026-06-03 | Buy |
| ChemScene | CS-0029483 | 3-Azaspiro[5.5]undecane hydrochloride ≥97% | 1125-01-5 | 1g | $80 | 2026-06-04 | Buy |
| ChemScene | CS-0029483 | 3-Azaspiro[5.5]undecane hydrochloride ≥97% | 1125-01-5 | 5g | $296 | 2026-06-04 | Buy |
| ChemScene | CS-0029483 | 3-Azaspiro[5.5]undecane hydrochloride ≥97% | 1125-01-5 | 10g | $591 | 2026-06-04 | Buy |
3-azaspiro[5.5]undecane hydrochloride Chemical Properties, Uses, Production
Uses
A M2 proton channel blocker. Inhibits influenza virus M2 protein (AM2).
Uses
4,4-Pentamethylenepiperidine Hydrochloride is a M2 proton channel blocker. Inhibits influenza virus M2 protein (AM2).
Synthesis
1130-32-1
![3-azaspiro[5.5]undecane hydrochloride](/CAS/GIF/1125-01-5.gif)
1125-01-5
The synthesis of BL-1743 started with 3,3-cyclopentane glutarimide, which was first subjected to a reductive reaction with lithium aluminum hydride (LiAlH4) in tetrahydrofuran (THF) under refluxing conditions to afford 3-azaspiro[5,5]undecane hydrochloride (9), which was followed by treatment with HCl/ethyl ether to obtain the target product in 75% yield (see Scheme 1). Next, model compound BL-1743 was prepared by nucleophilic substitution of compound 9 by 2-methylthio-2-imidazoline.In addition, compound 9 was subjected to reductive amination with different aldehydes in dichloroethane using sodium triacetoxyborohydride (NaBH(OAc)3) and formic acid (HCO2H) as reducing agents to afford derivatives 1-8 in yields ranging from 65% to 95%. The results of activity tests showed that the inhibitory activity of BL-1743 was completely lost at 100 μM concentration after the imidazoline ring was replaced by a hydrophobic substituent or a heterocyclic ring that lacked a hydrogen bond donor (HBD), and the AM2 activity remained >90%. In contrast, inhibitors 7 and 8 containing an imidazole head group showed moderate inhibitory activity, suggesting that the presence of a hydrogen bond donor may be a structural feature necessary for inhibitory activity.
References
[1] Patent: US2010/69420, 2010, A1. Location in patent: Page/Page column 7
3-azaspiro[5.5]undecane hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15350 | 60 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Shanghai Balmxy Pharmaceutical Co., Ltd | 021-24206007 13764915196 | sales@balmxy.com | China | 6966 | 55 |
| Shanghai HuanChuan Industry Co.,Ltd. | 021-61478794 | sales@hcshhai.com | China | 9781 | 50 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 18916372613 | yanzihan@shyuanye.com | China | 87240 | 60 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Shanghai Civic Chemical Technology Co., Ltd. | 021-34053660 | sale2@labgogo.com | China | 2018 | 58 |
| Hangzhou Molcore Biopharmatech Co.,Ltd | 400-711-5280 86-571-81025280 | sales@molcore.com | China | 9957 | 58 |
