Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine
Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine
Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine
Thermo Scientific Chemicals

Quinine, anhydrous, 99% (total base), may cont. up to 5% dihydroquinine

CAS: 130-95-0 | C20H24N2O2 | 324.42 g/mol
数量:
10 g
50 g
250 g
製品番号(カタログ番号) A10459.30
または、製品番号A10459-30
価格(JPY)
-
数量:
250 g
一括またはカスタム形式をリクエストする
化学物質識別子
CAS130-95-0
IUPAC Name(R)-[(2S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
Molecular FormulaC20H24N2O2
InChI KeyLOUPRKONTZGTKE-ZCXAXGJJNA-N
SMILES[H][C@@]1(CN2CCC1C[C@@]2([H])[C@H](O)C1=C2C=C(OC)C=CC2=NC=C1)C=C
さらに表示
CommentMay contain up to 5% dihydroquinine (non-U.S. sourced material)
CommentSpecification differs for U.S. and non-U.S. material where indicated
FormPowder
Assay (Non-aqueous acid-base Titration)≥98.5% (non-U.S. sourced material)
Assay from Suppliers CofA≥98.5% (U.S. sourced material)
さらに表示
Quinine is used in photochemistry as a common fluorescence standard and as a resolving agent for chiral acids. It is also useful for treating falciparum malaria, lupus, arthritis and vivax malaria. It acts as a flavor component in tonic water and bitter lemon. It is utilized as the chiral moiety for the ligands used in sharpless asymmetric dihydroxylation. Furthermore, it catalyzes the kinetic resolution of furanones.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Quinine is used in photochemistry as a common fluorescence standard and as a resolving agent for chiral acids. It is also useful for treating falciparum malaria, lupus, arthritis and vivax malaria. It acts as a flavor component in tonic water and bitter lemon. It is utilized as the chiral moiety for the ligands used in sharpless asymmetric dihydroxylation. Furthermore, it catalyzes the kinetic resolution of furanones.

Solubility
Soluble in alcohol, chloroform and diethyl ether. Slightly soluble in water and glycerol.

Notes
Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Porta, R.; Benaglia, M.; Coccia, F.; Rossi, S.; Puglisi, A. Enantioselective Organocatalysis in Microreactors: Continuous Flow Synthesis of a (S)-Pregabalin Precursor and (S)-Warfarin. Symmetry 2015, 7 (3), 1395-1409.
  2. Porta, R.; Coccia, F.; Annunziata, R.; Puglisi, A. Comparison of Different Polymer-and Silica-Supported 9-Amino-9-deoxy-epi-quinines as Recyclable Organocatalysts. ChemCatChem 2015, 7 (9), 1490-1499.
  3. Kessler, S.; González, J.; Vlimant, M.; Glauser, G.; Guerin, P. M. Quinine and artesunate inhibit feeding in the African malaria mosquito Anopheles gambiae: the role of gustatory organs within the mouthparts. Physiol. Entomol. 2014, 39 (2), 172-182.