Potential anticancer agents. XXXVI. Alkylating agents derived from 5-aminouracil

被引:28
作者
Benitez, Allmn
Ross, Leonard O.
Goodman, Leon
Baker, B. R.
机构
关键词
D O I
10.1021/ja01502a036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two monofunctional alkylating agents, 5-(2-chloroethylamino)-uracil (V) and 5-12-chloroethyl)-ethylamino]-uracil (VIII), were synthesized for comparison of effectiveness as antitumor compounds with difunctional alkylating agents. An unknown material, obtained via the hydroxyethylation of 5-(ethylamino)-uracil (III), was identified as 3-(2-chloroethvl)-5-[(2-chloroethyl)-ethylaminol-uracil (XIIa) by comparison of its ultraviolet spectra with those of the previously unknown compounds, 5-[bis-(2-chloroethyl)-aminol-3-methyluracil (XVIII) and 5-[bis-(2-cliloroethyl)-amino]-1-methyluracil (XXVI).
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页码:4585 / 4591
页数:7
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共 23 条
[11]  
Emerson W. S., 1948, ORG REACTIONS, V4, P174
[12]   ARYL-2-HALOGENOALKYLAMINES .12. SOME CARBOXYLIC DERIVATIVES OF NN-DI-2-CHLOROETHYLANILINE [J].
EVERETT, JL ;
ROBERTS, JJ ;
ROSS, WCJ .
JOURNAL OF THE CHEMICAL SOCIETY, 1953, (AUG) :2386-2392
[13]  
HIRSCHBERG E, 1957, CANCER RES, V17, P904
[14]   Researches on pyrimidines LXXXVII Alkylation of 5-amino-uracil [J].
Johnson, TB ;
Matsuo, I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1919, 41 :782-789
[15]  
JOHNSON TB, 1907, AM CHEM J, V37, P628
[16]  
LARIONOV LF, 1955, LANCET, V269, P169
[17]   5-BIS-(2-CHLOROETHYL)-AMINOURACIL, A NEW ANTITUMOR AGENT [J].
LYTTLE, DA ;
PETERING, HG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (23) :6459-6460
[18]  
LYTTLE DA, 1959, J NATL CANCER I, V23, P153
[19]   THE SYNTHESIS OF META-[DI-(2-CHLOROETHYL)-AMINO]-DL-PHENYLALANINE [J].
OSDENE, TS ;
WARD, DN ;
CHAPMAN, WH ;
RAKOFF, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (12) :3100-3102
[20]   POTENTIAL ANTICANCER AGENTS .35. NONREDOX ANALOGS OF RIBOFLAVIN .2. SYNTHESIS OF 3,4-DIHYDRO-4,4,6,7-TETRAMETHYL-1-(1-D-RIBITYL)CARBOSTYSIL [J].
REIST, EJ ;
HAMLOW, HP ;
JUNGA, IG ;
SILVERSTEIN, RM ;
BAKER, BR .
JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (08) :1455-1458