Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP): A potential ddUMP prodrug

Saeed R. Khan; David Farquhar

doi:10.1016/S0040-4039(98)02446-0

Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP): A potential ddUMP prodrug

Saeed R. Khan, David Farquhar

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM₂-ddUMP) (1a) was synthesized as a potential membrane- permeable prodrug of ddUMP (3). Unlike the bis(pivaloyloxymethyl) analog, 1b, 1a was completely resistant to degradation by plasma enzymes - a property that should enhance its bioavailability.

Original language	English (US)
Pages (from-to)	607-610
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	4
DOIs	https://doi.org/10.1016/S0040-4039(98)02446-0
State	Published - Jan 22 1999
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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title = "Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP): A potential ddUMP prodrug",

abstract = "Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP) (1a) was synthesized as a potential membrane- permeable prodrug of ddUMP (3). Unlike the bis(pivaloyloxymethyl) analog, 1b, 1a was completely resistant to degradation by plasma enzymes - a property that should enhance its bioavailability.",

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T1 - Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP)

T2 - A potential ddUMP prodrug

AU - Khan, Saeed R.

AU - Farquhar, David

PY - 1999/1/22

Y1 - 1999/1/22

N2 - Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP) (1a) was synthesized as a potential membrane- permeable prodrug of ddUMP (3). Unlike the bis(pivaloyloxymethyl) analog, 1b, 1a was completely resistant to degradation by plasma enzymes - a property that should enhance its bioavailability.

AB - Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP) (1a) was synthesized as a potential membrane- permeable prodrug of ddUMP (3). Unlike the bis(pivaloyloxymethyl) analog, 1b, 1a was completely resistant to degradation by plasma enzymes - a property that should enhance its bioavailability.

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Bis(N,N-dimethylcarbamoyloxymethyl) 2', 3'-dideoxyuridine 5'- monophosphate (DM2-ddUMP): A potential ddUMP prodrug

Abstract

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