120538-52-5

Basic information

• Product Name: 3-aminoquinuclidine monohydrochloride
• Synonyms: 3-aminoquinuclidine monohydrochloride
• CAS NO: 120538-52-5
• Molecular Weight: 162.662
• Mol File: 120538-52-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3-aminoquinuclidine monohydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-aminoquinuclidine monohydrochloride(120538-52-5)
• EPA Substance Registry System: 3-aminoquinuclidine monohydrochloride(120538-52-5)

Safety Data

• Hazardous Substances Data: 120538-52-5(Hazardous Substances Data)

Upstream product

• 142999-65-3 N-<(3S)-3-quinuclidinyl> phthalimide 
• 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 
• 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

• 527680-56-4 N-(1-azabicyclo[2.2.2]oct-3(R)-yl)-2,3-dihydro-1,4-benzodioxin-6-carboxamide 
• 373357-50-7 (S)-(-)-(1-Aza-bicyclo[2.2.2]oct-3-yl)-carbamic acid benzyl ester 
• 373357-49-4 (R)-(+)-(1-Aza-bicyclo[2.2.2]oct-3-yl)-carbamic acid benzyl ester 
• 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 
• 1186331-95-2 3-(7-{6-[(3S)-1-azabicyclo[2.2.2]oct-3-ylamino]pyridin-3-yl}-2-pyridin-4-ylpyrazolo[1,5-a]pyrimidin-3-yl)phenol 
• 1186331-97-4 (3R)-N-{4-[3-(3-methoxyphenyl)-2-pyridin-4-ylpyrazolo[1,5-a]pyrimidin-7-yl]pyridin-2-yl}quinuclidin-3-amine 
• 1186331-98-5 7-{6-[(3R)-1-azabicyclo[2.2.2]oct-3-ylamino]pyridin-3-yl}-3-(4-chloro-3-methoxyphenyl)-2-pyridin-4-ylpyrazolo[1,5-a]pyrimidine 
• 1198111-93-1 (R)-methyl 1-benzyl-3-((quinuclidin-3-ylamino)methyl)-1H-indazole-4-carboxylate 
• 1198111-60-2 (S)-methyl 1-(4-fluorophenyl)-3-[(quinuclidin-3-ylamino)methyl]-1H-indazole-4-carboxylate 

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.

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.

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.