Dihydroquinidine

Dihydroquinidine (also called hydroquinidine) is an organic compound, a cinchona alkaloid closely related to quinine. The specific rotation is +226° in ethanol at 2g/100 ml. A derivative of this molecule is used as chiral ligand in the AD-mix for Sharpless dihydroxylation.

Dihydroquinidine
Names
IUPAC name
(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
Other names
(9S)-10,11-Dihydro-6'-methoxycinchonan-9-ol
Identifiers
CAS Number
ChEMBL
ECHA InfoCard 100.007.578
PubChem CID
UNII
Properties
Chemical formula
C20H26N2O2
Molar mass 326.4 g/mol
Melting point 169 to 172 °C (336 to 342 °F; 442 to 445 K)
Pharmacology
C01BA13 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

The substance is also a class Ia antiarrhythmic medication.[1]

See also

References

  1. Drugs.com: International Drug Names for hydroquinidine.
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