Synthesis of deuterated 4,4′-diaminodiphenylsulfone (Dapsone) and related analogs

被引:4
作者
Gannett, PM [1 ]
Johnson, EM [1 ]
Grimes, MA [1 ]
Myers, AL [1 ]
Deavers, RE [1 ]
Tracy, TS [1 ]
机构
[1] W Virginia Univ, Sch Pharm, Dept Basic Pharmaceut Sci, Morgantown, WV 26506 USA
关键词
4,4 '-diaminophenyl sulfone; Dapsone; deuterated; synthesis;
D O I
10.1002/jlcr.649
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A general scheme for the synthesis of 4,4'-diaminodiphenylsulfone-d(5) (Dapsone) from aniline-d(5) is described. The method may have general application and the preparation of the related analogs, 4,4'-dimethylaminodiphenyl sulfone from aniline-d(5) and 4,4'-dimethoxydiphenyl sulfone from phenol-d(5), is also described. Copyright (C) 2002 John Wiley Sons, Ltd.
引用
收藏
页码:107 / 114
页数:8
相关论文
共 9 条
[1]   A SIMPLIFIED PREPARATION OF FULLY DEUTERATED HIGH MOLECULAR WEIGHT HYDROCARBONS [J].
ATKINSON, JG ;
LUKE, MO ;
STUART, RS .
CANADIAN JOURNAL OF CHEMISTRY, 1967, 45 (13) :1511-&
[2]   PLATINUM-CATALYZED EXCHANGE OF AROMATIC COMPOUNDS WITH DEUTERIUM OXIDE [J].
BROWN, WG ;
GARNETT, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (19) :5272-5274
[3]  
FISCHER G, 1973, SYNTHESIS-STUTTGART, P218
[4]   PREPARATION OF DEUTERATED AROMATIC-HYDROCARBONS, HETEROATOM-CONTAINING AROMATICS, AND POLYCHLORINATED-BIPHENYLS AS INTERNAL STANDARDS FOR GC/MS ANALYSIS [J].
HAWTHORNE, SB ;
MILLER, DJ ;
AULICH, TR .
FRESENIUS ZEITSCHRIFT FUR ANALYTISCHE CHEMIE, 1989, 334 (05) :421-426
[5]  
Hutzler JM, 2001, DRUG METAB DISPOS, V29, P1029
[6]   Evaluation of atypical cytochrome P450 kinetics with two-substrate models: Evidence that multiple substrates can simultaneously bind to cytochrome P450 active sites [J].
Korzekwa, KR ;
Krishnamachary, N ;
Shou, M ;
Ogai, A ;
Parise, RA ;
Rettie, AE ;
Gonzalez, FJ ;
Tracy, TS .
BIOCHEMISTRY, 1998, 37 (12) :4137-4147
[7]  
PETROS AM, 1994, METHOD ENZYMOL, V239, P717
[8]  
SANGHAVI NM, 1971, INDIAN CHEM J, V6, P179
[9]  
Winter HR, 2000, DRUG METAB DISPOS, V28, P865