(S)-3-Aminoquinuclidine dihydrochloride, CAS No. 119904-90-4

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119904-90-4

Catalog No. EBD1616936

CAS 119904-90-4

Name (S)-3-Aminoquinuclidine dihydrochloride

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Basic Information

Synonyms: (S)-(-)-3-Aminoquinuclidinedihydrochloride S-(-)-3-Aminoquinuclidine2HCl (3aR)-2-[(3S)-1-azabicyclo[2.2.2]oct-3-yl]-2,3,3a,4,5,6-hexahydro-1H-benzo[de]isoquinolin-1-one (3R)-3-ammonio-1-azoniabicyclo[2.2.2]octanedichloride (3aS)-2-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-2,3,3a,4,5,6-hexahydro-1H-benzo[de]isoquinolin-1-one S-3-Aminoquinuclidinedihydrochloride S-3-aminoquinuclidine2HCl (S)-(-)-3-AminoQuinuclidineDihcl (S)-3-Aminoquinuclidinedihydrochloride

Molecular Formula: C7H16Cl2N2

Molecular Weight: 199.12

MDL Number: MFCD00191753

Categories: Synthetic Chemistry > Organic Building Blocks > Amines Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

(S)-3-Aminoquinuclidine dihydrochloride is a chiral bicyclic amine compound featuring a quinuclidine core with a primary amino group at the 3-position in the (S)-configuration. It is typically supplied as a white to off-white crystalline dihydrochloride salt for enhanced stability and solubility. This compound is a key chiral intermediate in the synthesis of various pharmaceutical agents, most notably the cognition-enhancing drug cevimeline, which is used to treat dry mouth associated with Sj_gren's syndrome. As a building block, it enables the introduction of the (S)-3-aminoquinuclidine moiety into drug candidates targeting muscarinic acetylcholine receptors, particularly the M1 and M3 subtypes. Its primary application lies in medicinal chemistry for developing central nervous system (CNS) and autonomic nervous system drugs. The (S)-enantiomer is specifically preferred due to its higher pharmacological activity compared to the racemic mixture or the (R)-enantiomer. The compound is stored under inert atmosphere and protected from moisture to prevent degradation.

Physical Properties

Melting Point: 260°C

Boiling Point: 470.4 °C at 760 mmHg

Flash Point: 209.5 °C

Density: 1.24 g/cm3