ChemicalBook > CAS DataBase List > 3-azaspiro[5.5]undecane hydrochloride

3-azaspiro[5.5]undecane hydrochloride

Product Name
3-azaspiro[5.5]undecane hydrochloride
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
Formula Weight
189.7255
MOL File
1125-01-5.mol
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3-azaspiro[5.5]undecane hydrochloride Property

storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble to 100 mM in water and to 100 mM in DMSO
form 
Powder
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Usbiological
Product number
019241
Product name
4,4-Pentamethylenepiperidine
Packaging
100mg
Price
$403
Updated
2021/12/16
TRC
Product number
P271760
Product name
4,4-PentamethylenepiperidineHydrochloride
Packaging
1g
Price
$970
Updated
2021/12/16
AK Scientific
Product number
Z3893
Product name
3-Azaspiro[5.5]undecanehydrochloride
Packaging
1g
Price
$313
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA141590
Product name
3-Azaspiro[5.5]undecane hydrochloride
Packaging
2g
Price
$712
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA141590
Product name
3-Azaspiro[5.5]undecane hydrochloride
Packaging
1g
Price
$418.75
Updated
2021/12/16
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3-azaspiro[5.5]undecane hydrochloride Chemical Properties,Usage,Production

Uses

4,4-Pentamethylenepiperidine Hydrochloride is a M2 proton channel blocker. Inhibits influenza virus M2 protein (AM2).

Uses

A M2 proton channel blocker. Inhibits influenza virus M2 protein (AM2).

Synthesis

1130-32-1

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

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1125-01-5, 3-azaspiro[5.5]undecane hydrochlorideRelated Search:


  • 3-azaspiro[5.5]undecane hydrochloride
  • 4,4-Pentamethylenepiperidine
  • 9-azaspiro[5.5]undecane chloride
  • 3-Azaspiro[5.5]undecane HCl
  • 4,4-Pentamethylenepiperidine HCl
  • hydrochloride - [A81406]
  • 1125-01-5
  • Heterocycles
  • Inhibitors