SYNTHESIS OF 4-STANNYLATED TAMOXIFEN ANALOGS - USEFUL PRECURSORS TO RADIOLABELED IDOXIFENE AND AZIRIDINYL 4-IODOTAMOXIFEN

被引：7

作者：

MCCAGUE, R ^{[1
]}

POTTER, GA ^{[1
]}

机构：

[1] INST CANC RES,CANC RES CAMPAIGN LAB,DRUG DEV SECT,SUTTON SM2 5NG,SURREY,ENGLAND

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1994年 / 34卷 / 03期

关键词：

(E)-1-[4-[2-(N-PYRROLIDINO)ETHOXY]PHENYL]-1-(4-IODOPHENYL)-2-PHENYL-1-BUTENE; IDOXIFENE; TAMOXIFEN; AZIRIDINYL; 4-IODOTAMOXIFEN; STANNYLATION; RADIOIODINATION;

D O I：

10.1002/jlcr.2580340313

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

The 4-stannylated tamoxifen analogues (E)-1-[4-[2-(N-pyrrolidino)ethoxy]phenyl]-1-[4-(tributylstannyl)phenyl]-2-phenyl-1-butene and (E)-1-[4-[2-(aziridin-1-yl)ethoxy]phenyl]-1-[4-(tributylstannyl)phenyl]-2-phenyl-1-butene have been synthesised as precursors to radiolabelled idoxifene, an important new drug for the treatment of breast cancer, and to aziridinyl 4-iodotamoxifen, a potentially useful biological research tool for studying the action of tamoxifen, respectively.

引用

页码：297 / 302

页数：6

共 12 条

[1]

CHANDER SK, 1991, CANCER RES, V51, P5851

[2]

KROHN KA, 1980, J NUCL MED, V21, P593

[3] DERIVATIVES OF TAMOXIFEN - DEPENDENCE OF ANTIESTROGENICITY ON THE 4-SUBSTITUENT [J].

MCCAGUE, R ;

LECLERCQ, G ;

LEGROS, N ;

GOODMAN, J ;

BLACKBURN, GM ;

JARMAN, M ;

FOSTER, AB .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (12) :2527-2533

[4] METABOLISM OF THE 4-IODO DERIVATIVE OF TAMOXIFEN BY ISOLATED RAT HEPATOCYTES - DEMONSTRATION THAT THE IODINE ATOM REDUCES METABOLIC CONVERSION AND IDENTIFICATION OF 4 METABOLITES [J].

MCCAGUE, R ;

PARR, IB ;

HAYNES, BP .

BIOCHEMICAL PHARMACOLOGY, 1990, 40 (10) :2277-2283

[5]

MCCAGUE R, 1986, J CHEM RES-S, P58

[6]

MCCAGUE R, 1986, J CHEM RES M, P771

[7]

MCCAGUE R, 1986, Patent No. 21908

[8] [I-125] IODOTAMOXIFEN CYTO-TOXICITY IN CULTURED HUMAN (MCF-7) BREAST-CANCER CELLS [J].

MCLAUGHLIN, WH ;

PILLAI, KMR ;

EDASERY, JP ;

BLUMENTHAL, RD ;

BLOOMER, WD .

JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1989, 33 (04) :515-519

[9] HIGHLY STEREOSELECTIVE ACCESS TO AN (E)-VINYL BROMIDE FROM AN ARYL KETONE LEADS TO SHORT SYNTHESES OF (Z)-TAMOXIFEN AND IMPORTANT SUBSTITUTED DERIVATIVES [J].

POTTER, GA ;

MCCAGUE, R .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (25) :6184-6187

[10] VARIATION OF THE INHIBITION OF CALMODULIN DEPENDENT CYCLIC-AMP PHOSPHODIESTERASE AMONGST ANALOGS OF TAMOXIFEN - CORRELATIONS WITH CYTOTOXICITY [J].

ROWLANDS, MG ;

PARR, IB ;

MCCAGUE, R ;

JARMAN, M ;

GODDARD, PM .

BIOCHEMICAL PHARMACOLOGY, 1990, 40 (02) :283-289

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