SYNTHESIS AND CHEMICAL-REACTIVITY OF C-5 SUBSTITUTED 6,7-BIS-(HYDROXYMETHYL)-1H-PYRROLIZINE BISCARBAMATE TUMOR INHIBITORS

被引：10

作者：

ANDERSON, WK

MACH, RH

机构：

[1] Department of Medicinal Chemistry, School of Pharmacy, State University of New York at Buffalo, Buffalo, New York

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 04期

关键词：

D O I：

10.1002/jhet.5570270440

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of C‐5 substituted pyrrolizine biscarbamate alkylating agents were synthesized and evaluated in an in vitro alkylation assay. Introduction of electron‐withdrawing substituents at the C‐5 position resulted in a dramatic decrease in chemical reactivity toward the model nucleophile 4‐(4‐nitrobenzyl)pyridine (NBP). Copyright © 1990 Journal of Heterocyclic Chemistry

引用

页码：1025 / 1030

页数：6

共 10 条

[1] ANDERSON WK, 1982, CANCER TREAT REP, V66, P91
[2] SELECTIVE REDUCTION OF CARBOXYLIC-ACID ESTERS IN THE PRESENCE OF A 5-MEMBERED CYCLIC SULFONE
ANDERSON, WK
MACH, RH
[J]. SYNTHETIC COMMUNICATIONS, 1986, 16 (08) : 911 - 915
[3] ANDERSON WK, 1982, CANCER RES, V42, P2168
[4] VINYLOGOUS CARBINOLAMINE TUMOR INHIBITORS .21. SYNTHESIS, CHEMICAL-REACTIVITY, AND ANTILEUKEMIC ACTIVITY OF 5-SUBSTITUTED 6,7-BIS(HYDROXYMETHYL)PYRROLO[1,2-C]THIAZOLE BISCARBAMATES AND THE CORRESPONDING SULFOXIDES AND SULFONES
ANDERSON, WK
MACH, RH
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (11) : 2109 - 2115
[5] SYNTHESIS AND ANTILEUKEMIC ACTIVITY OF 5-SUBSTITUTED 2,3-DIHYDRO-6,7-BIS(HYDROXYMETHYL)-1H-PYRROLIZINE DIESTERS
ANDERSON, WK
COREY, PF
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (06) : 812 - 818
[6] ANDERSON WK, IN PRESS J MED CHEM
[7] A STUDY OF COMPARATIVE CHEMICAL AND BIOLOGICAL ACTIVITIES OF ALKYLATING AGENTS
BARDOS, TJ
DATTAGUP.N
HEBBORN, P
TRIGGLE, DJ
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1965, 8 (02) : 167 - &
[8] HANSCH C, 1979, SUBSTITUENT CONSTANT, pCH2
[9] HARPP DN, 1979, SYNTHESIS-STUTTGART, P181
[10] STEREOSPECIFIC SYNTHESIS OF 1-SUBSTITUTED PYRROLIZIDINES
PIZZORNO, MT
ALBONICO, SM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (05) : 731 - 731

← 1 →