168960-95-0

Basic information

• Product Name: 9S-Amino-9-deoxyquinine
• Synonyms: 9S-Amino-9-deoxyquinine;9-Amino(9-deoxy)epi-quinine trihydrochloride;(1S)-(6-Methoxyquinolin-4-yl)(5-vinylquinuclidin-2-yl)MethanaMine;(8α,9S)-9-amine-6'-methoxy-Cinchonan;(8α,9S)-6'-Methoxy-cinchonan-9-amine Trihydrochloride,99%e.e.;(S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine
• CAS NO: 168960-95-0
• Molecular Formula: C₂₀H₂₅N₃O
• Molecular Weight: 323.432
• Mol File: 168960-95-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 484.846 °C at 760 mmHg
• Flash Point: 247.026 °C
• Appearance: /
• Density: 1.187 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.42±0.70(Predicted)
• CAS DataBase Reference: 9S-Amino-9-deoxyquinine(CAS DataBase Reference)
• NIST Chemistry Reference: 9S-Amino-9-deoxyquinine(168960-95-0)
• EPA Substance Registry System: 9S-Amino-9-deoxyquinine(168960-95-0)

Safety Data

• Hazardous Substances Data: 168960-95-0(Hazardous Substances Data)

Usage

General Description

9S-Amino-9-deoxyquinine is a chemical compound that is derived from quinine, which is commonly used as a medication to treat malaria. It has a similar structure to quinine, but with an amino group at the 9th position instead of a methoxy group. 9S-Amino-9-deoxyquinine has been studied for its potential pharmacological properties such as antimalarial and antiviral activities. It is also being investigated as a potential building block for the synthesis of new drug candidates with improved properties. Further research is needed to fully understand the potential applications and benefits of 9S-Amino-9-deoxyquinine.

InChI:InChI=1S/C20H25N3O/c1-3-13-12-23-9-7-14(13)10-19(23)20(21)16-6-8-22-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20H,1,7,9-10,12,21H2,2H3

Upstream product

• 130-95-0 quinine 

Downstream Products

• 852913-16-7 C₂₉H₂₈F₆N₄OS 

Relevant articles and documents

Cooperative Catalysis with Coupled Chiral Induction in 1,3-Dipolar Cycloadditions of Azomethine Ylides

1,3-Dipolar cycloadditions (1,3-DC) between imino esters (as precursors of N-metallated azomethine ylides) and π-deficient alkenes are promoted by cooperative asymmetric Lewis acid/Br?nsted base catalysis. The components of these catalytic pairs are silver salts derived from enantiopure commercially available BINOL-based phosphoric acids and Cinchona alkaloids. Chiral phosphoric silver(I) salts promote HOMO raising of in situ formed 1,3-dipoles, whereas protonated cinchona alkaloids generate a LUMO lowering for the dipolarophiles resulting in a global acceleration of the 1,3-DC. The best results were obtained with BINOL-derived silver phosphate and hydrocinchonine. Matching between both cooperative metallo- and organocatalyst results in an enhanced enantiomeric excess, superior to that reached by both separate components. NOESY experiments and DFT calculations are compatible with a non-covalent interaction (hydrogen bond) between both catalysts, which results in close contacts and mutually coupled chiral environments.