6530-09-2

Basic information

• Product Name: 3-Aminoquinuclidine dihydrochloride
• Synonyms: LABOTEST-BB LT00012585;3-AMINOQUINUCLIDINE DIHYDROCHLORIDE;3-AMINO-1-AZABICYCLO[2.2.2]OCTANE DIHYDROCHLORIDE;3-AMINOCHINUCLIDIN DIHYDROCHLORIDE;QUINUCLIDIN-3-AMINE DIHYDROCHLORIDE;TIMTEC-BB SBB000378;1-Azabicyclo[2.2.2]octan-3-amine, Dihydrochloride;3-Aminoquiuclidine diHCl
• CAS NO: 6530-09-2
• Molecular Formula: C₇H₁₄N₂*2ClH
• Molecular Weight: 199.12
• EINECS: 229-424-6
• Product Categories: Amines;Ring Systems;Building Blocks;Heterocyclic Building Blocks;Quinuclidines;Heterocycles;Intermediates
• Mol File: 6530-09-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 321-323 °C (dec.)(lit.)
• Boiling Point: 165.9 °C at 760 mmHg
• Flash Point: 51.1 °C
• Appearance: White to almost white/Powder
• Density: 1.06 g/cm3
• Vapor Pressure: 1.83mmHg at 25°C
• Storage Temp.: Refrigerator
• Solubility: Methanol, Water
• CAS DataBase Reference: 3-Aminoquinuclidine dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Aminoquinuclidine dihydrochloride(6530-09-2)
• EPA Substance Registry System: 3-Aminoquinuclidine dihydrochloride(6530-09-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: VD4590000
• Hazardous Substances Data: 6530-09-2(Hazardous Substances Data)

Usage

Chemical Properties

white to almost white powder

Uses

An intermediate in the preparation of Azasetron.

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

Upstream product

• 6238-15-9 3-acetamido-1-azabicyclo<2.2.2>octane 
• 134932-30-2 R-N-(Quinuclidinyl-3)-propionamide 
• 120570-06-1 N-((S)-1-phenylethyl)-3-quinuclidinimine 
• 1193-65-3 3-quinuclidinone hydrochloride 
• 3731-38-2 3-Quinuclidinone 
• 120577-33-5 (3R)-3-<(S)-(1-phenyl)ethylamino>-quinuclidine 
• 120570-09-4 (3R)-3-<(S)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride 
• 134932-29-9 S-N-(quinuclidinyl-3)-propionamide 
• 827-61-2 3-acetoxyquinuclidine 
• 59653-40-6 (+)-Aceclidine 
• 120570-06-1 N-((R)-1-phenylethyl)-3-quinuclidinimine 
• 142999-60-8 (3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine 
• 120570-09-4 (3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride 
• 142999-65-3 N-<(3S)-3-quinuclidinyl> phthalimide 

Downstream Products

• 123464-89-1 PNU 282987 hydrochloride 
• 478149-53-0 PHA-543613 
• 821781-69-5 (3S)-N-{[2-(trifluoromethyl)phenyl]-methyl}-1-azabicyclo[2.2.2]octan-3-amine 
• 373357-49-4 (R)-(+)-(1-Aza-bicyclo[2.2.2]oct-3-yl)-carbamic acid benzyl ester 
• 355385-47-6 (R)-N-(1-Azabicyclo[2.2.2]oct-3-yl)(5-(4-chlorophenyl)furan-2-carboxamide) 
• 355386-91-3 (R)-N-(1-azabicyclo[2.2.2]oct-3-yl)(5-bromothiophene-3-carboxamide) 
• 335155-34-5 (R)-N-(1-Aza-bicyclo[2.2.2]oct-3-yl)[Z-3-(phenylthio)propenamide]hydrochloride 
• 151477-40-6 (R)-(+)-4-Amino-N-(1-azabicyclo[2,2,2]oct-3-yl)-5-chloro-2-[(2-methyl-4-thiazolyl)methoxy]benzamide 
• 1199793-62-8 (+/-)-N-(1-azabicyclo[2.2.2]oct-3-yl)-4-methoxy-2-nitrobenzamide 
• 1403993-24-7 (R)-4-phenyl-1-(quinuclidin-3-yl)-1H-1,2,3-triazol-5-amine 

Relevant articles and documents

Kinetic Self-Sorting of Dynamic Covalent Catalysts with Systemic Feedback Regulation

Constructing small molecule systems that mimic the functionality exhibited in biological reaction networks is a key objective of systems chemistry. Herein, we report the development of a dynamic catalytic system where the catalyst activity is modulated through a dynamic covalent bond. By connecting a thermodynamically controlled rearrangement process to resolution under kinetic control, the catalyst system underwent kinetic self-sorting, resulting in amplification of a more reactive catalyst while establishing a catalytic feedback mechanism. The dynamic catalyst system furthermore responded to catalytic events by self-perturbation to regulate its own activity, which in the case of upregulation gave rise to systemic autocatalytic behavior.

Improved preparation of (R) and (S)-3-aminoquinuclidine dihydrochloride

An improved procedure for the synthesis of either (R) or (S)-3-aminoquinuclidine was developed. Key intermediate imine 2 was made in a one pot process using lithium oxide as the base and molecular sieves.

Preparation of S-(-)- and R-(+)-N-(quinuclidinyl-3)-amide

Optical active forms of the carboxylic acid amines of 3-aminoquinuclidine of formula (I), and the preparation thereof. These can be hydrolysed to the optical active forms of 3-aminoquinuclidine.