137661-31-5

Basic information

• Product Name: (R)-quinuclidin-3-amine hydrochloride
• Synonyms: (R)-quinuclidin-3-amine hydrochloride;(R)-Auinuclidin-3-amine hydrochloride;(R)-1-Aza-bicyclo[2.2.2]oct-3-ylamine hydrochloride;(R)-QUINUCLIDIN-3-AMINE HCL
• CAS NO: 137661-31-5
• Molecular Formula: C₇H₁₄N₂*2ClH
• Molecular Weight: 162.6604
• Mol File: 137661-31-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-quinuclidin-3-amine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-quinuclidin-3-amine hydrochloride(137661-31-5)
• EPA Substance Registry System: (R)-quinuclidin-3-amine hydrochloride(137661-31-5)

Safety Data

• Hazardous Substances Data: 137661-31-5(Hazardous Substances Data)

Usage

General Description

(R)-quinuclidin-3-amine hydrochloride is a chemical compound that is commonly used as a chiral building block in the synthesis of pharmaceuticals and other organic compounds. It is an amine, meaning it has a nitrogen atom with a lone pair of electrons, and it is also a quinuclidine derivative, meaning it is a bicyclic compound with a nitrogen-containing ring structure. The hydrochloride salt form of this compound makes it more stable and easier to handle in laboratory settings. Its chiral nature makes it particularly useful for the creation of enantiomerically pure compounds, which are important for pharmaceuticals and other applications where the subtle differences between mirror-image isomers can have significant effects.

InChI:InChI=1/C7H14N2.ClH/c8-7-5-9-3-1-6(7)2-4-9;/h6-7H,1-5,8H2;1H/t7-;/m0./s1

Upstream product

• 142999-65-3 N-<(3S)-3-quinuclidinyl> phthalimide 
• 134932-29-9 S-N-(quinuclidinyl-3)-propionamide 
• 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 
• 1619-34-7 3-quinuclidinol 
• 25333-42-0 (R)-quinuclidin-3-ol 
• 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 

Downstream Products

• 142999-61-9 (S)-N-(S)-1-Aza-bicyclo[2.2.2]oct-3-yl-3,3,3-trifluoro-2-methoxy-2-phenyl-propionamide 
• 142999-61-9 (S)-N-(R)-1-Aza-bicyclo[2.2.2]oct-3-yl-3,3,3-trifluoro-2-methoxy-2-phenyl-propionamide 
• 373357-50-7 (S)-(-)-(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) 
• 1006600-64-1 (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-2-benzylbenzoxazole-4-carboxamide 
• 1006600-82-3 (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-2-cyclohexylbenzoxazole-4-carboxamide 
• 1403993-24-7 (R)-4-phenyl-1-(quinuclidin-3-yl)-1H-1,2,3-triazol-5-amine 

Relevant articles and documents

Synthesis and 5-HT-3 receptor binding activity of 5-[125I]iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl]benzamide and its 5-halogen-2-alkoxyl homologues

(S)-5-Iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide (MIZAC) was prepared from 5-iodo-2,3-dimethoxybenzoyl chloride and (S)-3-aminoquinuclidine. [125I]Iodode-stannylation of its corresponding 5-tri-n-butyltin derivative gave [125I]-MIZAC at 1800 Ci/mmol. Binding of [125I]-MIZAC in rat entorhinal cortex revealed a K(D) of 1.37 ± 0.21 nM. A series of racemic 2-O-alkyl derivatives of MIZAC were prepared and 5-HT-3 receptor affinities were determined by inhibition of [125I]-MIZAC binding. Optimal affinity for the receptor was obtained with small, electron-withdrawing substituents in the aromatic 5-position and with bulky substituents in the 3-position. [125I]-MIZAC is a selective radioligand useful for in vitro identification of the 5-HT-3 receptor.

Indole derivatives and drugs

The object of the invention is to provide a novel compound having serotonin antagonist activity. The invention is directed to an indolecarboxamide derivative of the following general formula [I] and a serotonin antagonist composition comprising the same derivative as an active ingredient. STR1 (wherein R1 is a lower alkyl and R2 is hydrogen, a halogen, a lower alkyl or a lower alkoxy.) The compound of the invention is effective as a gastrointestinal motor activity regulator, antimigraine, antipsychotic or antianxiety drug. The compound is also effective as a therapeutic drug for dementia or orthostatic hypotension.

Anxiolytic-R-n(1-azabicyclo[2.2.2]oct-3-yl) benzamides and thiobenzamides

Compounds of general formula I STR1 wherein: X represents oxygen or sulphur; each of R1 and R3 independently represents hydrogen or a C1 -C4 alkyl group; Ar represents: a phenyl ring optionally substituted by one, two or three C1 -C4 alkoxy groups and/or by one or two halogen atoms; a phenyl ring of the general formula STR2 wherein R2 represents halogen, 4,5-benzo, C1 -C8 alkoxy, C1 -C4 alkylcarbonyl or Am, wherein Am represents amino, methylamino or dimethylamino, R4 represents C1 -C8 alkyl, n is 1 or 2; or a pyrimidinyl moiety of the general formula STR3 wherein R5 is C1 -C4 alkyl; and their N-oxides and pharmaceutically acceptable salts are useful as anxiolytic agents. A preferred compound is R-(+)-4-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide.