120570-09-4

Basic information

• Product Name: (S-(R* S*))-(+)-N-(1-PHENYLETHYL)-1- AZ&
• Synonyms: (S-(R* S*))-(+)-N-(1-PHENYLETHYL)-1- AZ&;(S-(R*,S*))-(+)-N-(1-phenylethyl)-1- aza bicyclo(;(+)-N-(1(S)-Phenylethyl)-1-azabicyclo[2.2.2]octan-3(R)-amine dihydrochloride, 98%;(+)-N-(1(S)-Phenylethyl)-1-azabicyclo[2.2.2]octan-3(R)-aMine hydrochloride
• CAS NO: 120570-09-4
• Molecular Formula: C₁₅H₂₂N₂*2ClH
• Molecular Weight: 303.27046
• Product Categories: Chiral Building Blocks;Heterocyclic Building Blocks;Others
• Mol File: 120570-09-4.mol

Chemical Properties

• Melting Point: 285 °C (dec.)(lit.)
• Boiling Point: 394.4°Cat760mmHg
• Flash Point: 192.3°C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: (S-(R* S*))-(+)-N-(1-PHENYLETHYL)-1- AZ&(CAS DataBase Reference)
• NIST Chemistry Reference: (S-(R* S*))-(+)-N-(1-PHENYLETHYL)-1- AZ&(120570-09-4)
• EPA Substance Registry System: (S-(R* S*))-(+)-N-(1-PHENYLETHYL)-1- AZ&(120570-09-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 120570-09-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(S-(R S))-(+)-N-(1-PHENYLETHYL)-1-AZ& is used as an intermediate in the synthesis of cevimeline, a thiolating agent. This application is due to its unique chemical structure, which allows for the formation of cevimeline through a series of chemical reactions.
Used in the Preparation of Cannabinoid Receptor Ligands:
In the field of medicinal chemistry, (S-(R S))-(+)-N-(1-PHENYLETHYL)-1-AZ& is used as a starting material for the preparation of novel CB1 and CB2 cannabinoid receptor ligands. The compound's specific stereochemistry and structure make it suitable for the development of these ligands, which can potentially be used in the treatment of various medical conditions related to the endocannabinoid system.
Used in the Chemical Industry:
(S-(R S))-(+)-N-(1-PHENYLETHYL)-1-AZ& may also find applications in the chemical industry, where it can be used as a building block for the synthesis of other complex organic molecules. Its unique structure and reactivity make it a valuable component in the development of new compounds with potential applications in various fields, such as materials science, pharmaceuticals, and agrochemicals.

InChI:InChI=1/C15H22N2.2ClH/c1-12(13-5-3-2-4-6-13)16-15-11-17-9-7-14(15)8-10-17;;/h2-6,12,14-16H,7-11H2,1H3;2*1H/t12-,15-;;/m0../s1

Upstream product

• 1193-65-3 3-quinuclidinone hydrochloride 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 120570-06-1 N-((S)-1-phenylethyl)-3-quinuclidinimine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 120570-06-1 N-((R)-1-phenylethyl)-3-quinuclidinimine 

Downstream Products

• 142999-61-9 (S)-N-(R)-1-Aza-bicyclo[2.2.2]oct-3-yl-3,3,3-trifluoro-2-methoxy-2-phenyl-propionamide 
• 6530-09-2 (3R)-quinuclidin-3-amine dihydrochloride 
• 142999-66-4 (1-chloromethyl)-(3R)-3-<(S)-(1-phenyl)ethylamino>quinuclidinium chloride 
• 142999-61-9 (S)-N-(S)-1-Aza-bicyclo[2.2.2]oct-3-yl-3,3,3-trifluoro-2-methoxy-2-phenyl-propionamide 
• 6530-09-2 (S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride 

Relevant articles and documents

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.

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.

Enantiomers of absolute configuration S of amide derivatives of 3-aminoquinuclidine, the process for preparing them and their application in therapy

Enantiomer of absolute configuration S of formula: STR1 where: X=O or S; and Ar denotes a: * phenyl ring substituted with one, two or three C1 -C4 alkoxy groups; * phenyl ring substituted at the 2-position with a OCH3 group and at the 5-position with a halogen atom or a lower alkylcarbonyl group; * phenyl ring substituted at the 2-position with OCH3, at the 4-position with NH2 or alkylcarbonyl-NH and at the 5-position with a halogen; * 3-fluoro-2-methoxyphenyl group; * 5-pyrimidinyl group substituted at the 2-position with NH2 and in the 4-position with alkoxy or phenyloxy. These compounds are useful as medicinal products having activity in respect of gastric movements and antiemetic activity.

Method of treating or preventing schizophrenia and/or psychosis using S-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 antischizophrenic and/or antipsychotic agents. A preferred compound is S(-)-4-amino-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-chloro-2-methoxybenzamide.