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Title: Synthesis Of Labeled Metabolites

Abstract

The present invention is directed to labeled compounds, for example, isotopically enriched mustard gas metabolites including: [1,1',2,2'-.sup.13 C.sub.4 ]ethane, 1,1'-sulfonylbis[2-(methylthio); [1,1',2,2'-.sup.13 C.sub.4 ]ethane, 1-[[2-(methylsulfinyl)ethyl]sulfonyl]-2-(methylthio); [1,1',2,2'-.sup.13 C.sub.4 ]ethane, 1,1'-sulfonylbis[2-(methylsulfinyl)]; and, 2,2'-sulfinylbis([1,2-.sup.13 C.sub.2 ]ethanol of the general formula ##STR1## where Q.sup.1 is selected from the group consisting of sulfide (--S--), sulfone (--S(O)--), sulfoxide (--S(O.sub.2)--) and oxide (--O--), at least one C* is .sup.13 C, X is selected from the group consisting of hydrogen and deuterium, and Z is selected from the group consisting of hydroxide (--OH), and --Q.sup.2 --R where Q.sup.2 is selected from the group consisting of sulfide (--S--), sulfone(--S(O)--), sulfoxide (--S(O.sub.2)--) and oxide (--O--), and R is selected from the group consisting of hydrogen, a C.sub.1 to C.sub.4 lower alkyl, and amino acid moieties, with the proviso that when Z is a hydroxide and Q.sup.1 is a sulfide, then at least one X is deuterium.

Inventors:
 [1];  [2];  [3];  [4]
  1. Santa Fe, NM
  2. (Los Alamos, NM)
  3. Los Alamos, NM
  4. White Rock, NM
Issue Date:
Research Org.:
Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
OSTI Identifier:
880001
Patent Number(s):
6709645
Application Number:
10/419310
Assignee:
The Regents of the University of California (Los Alamos, NM)
Patent Classifications (CPCs):
A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61K - PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
DOE Contract Number:  
W-7405-ENG-36
Resource Type:
Patent
Country of Publication:
United States
Language:
English

Citation Formats

Martinez, Rodolfo A, Silks, III, Louis A., Unkefer, Clifford J, and Atcher, Robert. Synthesis Of Labeled Metabolites. United States: N. p., 2004. Web.
Martinez, Rodolfo A, Silks, III, Louis A., Unkefer, Clifford J, & Atcher, Robert. Synthesis Of Labeled Metabolites. United States.
Martinez, Rodolfo A, Silks, III, Louis A., Unkefer, Clifford J, and Atcher, Robert. Tue . "Synthesis Of Labeled Metabolites". United States. https://www.osti.gov/servlets/purl/880001.
@article{osti_880001,
title = {Synthesis Of Labeled Metabolites},
author = {Martinez, Rodolfo A and Silks, III, Louis A. and Unkefer, Clifford J and Atcher, Robert},
abstractNote = {The present invention is directed to labeled compounds, for example, isotopically enriched mustard gas metabolites including: [1,1',2,2'-.sup.13 C.sub.4 ]ethane, 1,1'-sulfonylbis[2-(methylthio); [1,1',2,2'-.sup.13 C.sub.4 ]ethane, 1-[[2-(methylsulfinyl)ethyl]sulfonyl]-2-(methylthio); [1,1',2,2'-.sup.13 C.sub.4 ]ethane, 1,1'-sulfonylbis[2-(methylsulfinyl)]; and, 2,2'-sulfinylbis([1,2-.sup.13 C.sub.2 ]ethanol of the general formula ##STR1## where Q.sup.1 is selected from the group consisting of sulfide (--S--), sulfone (--S(O)--), sulfoxide (--S(O.sub.2)--) and oxide (--O--), at least one C* is .sup.13 C, X is selected from the group consisting of hydrogen and deuterium, and Z is selected from the group consisting of hydroxide (--OH), and --Q.sup.2 --R where Q.sup.2 is selected from the group consisting of sulfide (--S--), sulfone(--S(O)--), sulfoxide (--S(O.sub.2)--) and oxide (--O--), and R is selected from the group consisting of hydrogen, a C.sub.1 to C.sub.4 lower alkyl, and amino acid moieties, with the proviso that when Z is a hydroxide and Q.sup.1 is a sulfide, then at least one X is deuterium.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2004},
month = {3}
}

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Works referenced in this record:

Synthese und NMR-Spektren einiger 13 C-markierter Thio- und Seleno-äther, -acetale und -orthoester
journal, June 1984


Rearrangements and fragmentations of [C2H5S]+ ions
journal, April 1978


Synthesis of isotopically labelled 1,1′-thiobis (2-chloroethane) and some related compounds
journal, October 1991