Abstract:
:A series of carbamates of the phenolic compound 1 were prepared and evaluated in vivo as its prodrug. Each carbamate was orally administered to rats, and plasma concentrations of the parent compound 1 were measured with the passage of time. We judged which carbamate was suitable for the prodrug of 1 from both the AUC value of 1 and absence of the carbamate in plasma. The AUC value of 1 after oral administration of 2b was approximately 40-fold higher than that for an administration of 1, and the bioconversion from 2b to 1 was excellent. As a whole, di-substituted carbamates resulted in higher plasma concentrations of 1 than did mono-substituted ones. However di-substituted carbamates were almost always detected in plasma. As a result, we found that the ethycarbamoyl derivative 2b demonstrates the best prodrug property in this series.
journal_name
Chem Pharm Bull (Tokyo)journal_title
Chemical & pharmaceutical bulletinauthors
Igarashi Y,Yanagisawa E,Ohshima T,Takeda S,Aburada M,Miyamoto Kdoi
10.1248/cpb.55.328subject
Has Abstractpub_date
2007-02-01 00:00:00pages
328-33issue
2eissn
0009-2363issn
1347-5223pii
JST.JSTAGE/cpb/55.328journal_volume
55pub_type
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