CAS 6530-09-2

1-Azabicyclo[2.2.2]octan-3-amine, hydrochloride (1:2)

Description:

1-Azabicyclo[2.2.2]octan-3-amine, hydrochloride (1:2), commonly referred to as quinuclidine, is a bicyclic amine characterized by its unique structure that includes a nitrogen atom within a bicyclic framework. This compound is typically encountered as a hydrochloride salt, which enhances its solubility in water and makes it suitable for various applications in organic synthesis and medicinal chemistry. It exhibits basic properties due to the presence of the amine group, allowing it to participate in protonation reactions. Quinuclidine is known for its role as a ligand in coordination chemistry and as a building block in the synthesis of pharmaceuticals, particularly in the development of drugs targeting the central nervous system. Its structural features contribute to its ability to interact with biological targets, making it of interest in neuropharmacology. Additionally, the compound is recognized for its potential use in the synthesis of other complex organic molecules, showcasing its versatility in chemical research and applications.

Formula: C₇H₁₆Cl₂N₂

InChI: InChI:1S/C7H14N2.2ClH/c8-7-5-9-3-1-6(7)2-4-9;;/h6-7H,1-5,8H2;2*1H

InChI key: InChIKey=STZHBULOYDCZET-UHFFFAOYSA-N

SMILES: NC1C2CCN(C1)CC2.Cl

Synonyms:

• (3R)-3-ammonio-1-azoniabicyclo[2.2.2]octane
• (3S)-3-ammonio-1-azoniabicyclo[2.2.2]octane
• 1-Azabicyclo[2.2.2]oct-3-ylamine dihydrochloride
• 1-Azabicyclo[2.2.2]octan-3-amine, Dihydrochloride
• 1-Azabicyclo[2.2.2]octan-3-amine, hydrochloride (1:2)
• 3-Amino-1-azabicyclo[2.2.2]octane dihydrochloride
• 3-Aminoquiuclidine diHCl
• 3-Quinuclidinone HCl
• NSC 93906
• Quinuclidin-3-amine dihydrochloride
• Quinuclidine, 3-amino-, dihydrochloride
• 3-Aminoquinuclidine dihydrochloride
• TIMTEC-BB SBB000378
• 3-Aminoquinuclidinedihydrochloride98%
• 3-AMINOCHINUCLIDIN DIHYDROCHLORIDE
• 3-Aminoquinuclidine dihydrochloride 98%
• LABOTEST-BB LT00012585
• 3-AMINOQUINUCLIDINE DIHYDROCHLORIDE 99+%

3-Aminoquinuclidine Dihydrochloride

CAS: 6530-09-2

Formula: C₇H₁₄N₂·2HCl

Purity: >98.0%(T)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 199.12

Ref: 3B-A1236

3-Aminoquinuclidine dihydrochloride

CAS: 6530-09-2

Formula: C₇H₁₆Cl₂N₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 199.1213

Ref: IN-DA003IY6

3-Aminoquinuclidine dihydrochloride

CAS: 6530-09-2

Ref: 7W-GK3291

3-Aminoquinuclidine dihydrochloride

CAS: 6530-09-2

3-Aminoquinuclidine dihydrochloride

Purity: 98%

Color and Shape: Off-White Powder

Molecular weight: 199.12g/mol

Ref: 54-OR2470

3-Aminoquinuclidine dihydrochloride

CAS: 6530-09-2

Purity: 97%

Color and Shape: Solid

Molecular weight: 199.1199951

Ref: 10-F788930

3-Aminoquinuclidine dihydrochloride

CAS: 6530-09-2

3-Aminoquinuclidine dihydrochloride (3-AQDH) is a chiral quinuclidine derivative that is an acetylcholine receptor agonist. It has been shown to bind to the α7 nicotinic acetylcholine receptor with high affinity and selectivity. 3-AQDH has also been shown to crosslink the cholinergic receptor, which may lead to increased sensitivity of the receptor. The binding constants between 3-AQDH and the α7 nicotinic acetylcholine receptors are very high and it has been shown to be enantiopure in its synthesis. 3-AQDH also has a hydrophilic interaction chromatography profile, which separates it from other compounds. This agent may have potential use as a drug for treating Alzheimer's disease and Parkinson's disease due to its ability to inhibit acetylcholinesterase activity.

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 199.12 g/mol

Ref: 3D-FA03742

3-Aminoquinuclidine Dihydrochloride

Controlled Product

CAS: 6530-09-2

Applications An intermediate in the preparation of Azasetron.
References Baker, S., et al.: Bioorg. Med. Chem. Lett., 15, 4727 (2005), Odzak, R., et al.: Bioorg. Chem., 34, 90 (2006), Anand, R., et al.: J. Med. Chem., 52, 1602 (2009),

Formula: C₇H₁₆Cl₂N₂

Color and Shape: Neat

Molecular weight: 199.12

Ref: TR-A629185