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Assignment of the carbon‐13 chemical shifts of quinacrine, chloroquine and related compounds in D 2 O solution
Author(s) -
Griggs Billy G.,
Wilson W. David,
Boykin David W.
Publication year - 1978
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270110206
Subject(s) - chemical shift , deprotonation , chemistry , chloroquine , proton , carbon fibers , decoupling (probability) , substituent , resonance (particle physics) , stereochemistry , organic chemistry , materials science , atomic physics , ion , physics , quantum mechanics , control engineering , malaria , composite number , engineering , immunology , composite material , biology
The carbon resonances of quinacrine, chloroquine, acranil, 4‐aminopyridine and 9‐aminoacridine in D 2 O solution have been assigned. Resonance assignments were made using empirical shift parameters, partial proton decoupling, selective proton decoupling and by interpretation of the fully coupled spectra. The effect of pD on the carbon chemical shifts for quinacrine and chloroquine over the range of about 4.5 to 8.5 was observed. Characteristic chemical shifts for the aromatic ring carbons for deprotonation of the heteroaromatic nitrogen were observed.