Document Detail

Facile preparation of 6-chloro-9-amino-2-hydroxyacridine, a urinary metabolite of quinacrine and quinacrine mustard.
MedLine Citation:
PMID:  50435     Owner:  NLM     Status:  MEDLINE    
6-Chloro-9-amino-2-hydroxyacridine was found to be a metabolite of both quinacrine and the antimalarial alkylating agent quinacrine mustard. Its structure was confirmed by a one-step reaction of quinacrine with 48 percent hydrobromic acid. The presence of this compound as a metabolite of quinacrine mustard suggests a possible in vivo activation mechanism for its antitumor activity and a pharmacological basis for its toxicity to the liver. In vitro experiments showed that this new compound does react with chromosomes and, therefore, can be both a useful chromosome stain and an intercalating agent.
K C Tsou; S Ledis; E Steiger; R Nietrzeba
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Journal of pharmaceutical sciences     Volume:  64     ISSN:  0022-3549     ISO Abbreviation:  J Pharm Sci     Publication Date:  1975 Aug 
Date Detail:
Created Date:  1975-11-06     Completed Date:  1975-11-06     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985195R     Medline TA:  J Pharm Sci     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  1418-9     Citation Subset:  IM    
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MeSH Terms
Acridines / chemical synthesis,  metabolism*
Chromosomes / ultrastructure
Quinacrine / analogs & derivatives*,  metabolism*
Quinacrine Mustard* / metabolism
Staining and Labeling
Reg. No./Substance:
0/Acridines; 4213-45-0/Quinacrine Mustard; 83-89-6/Quinacrine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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