Estrogen receptor ligands. Part 3: The SAR of dihydrobenzoxathiin SERMs

被引：41

作者：

Chen, HY

Kirn, S

Wu, JY

Birzin, ET

Chan, W

Yang, YT

Dahllund, J

DiNinno, F

Rohrer, SP

Schaeffer, JM

Hammond, ML

机构：

[1] Merck Res Labs, Dept Med Chem, Rahway, NJ 07065 USA

[2] Karolinska Inst, Novum, Karo Bio AB, S-14157 Huddinge, Sweden

[3] Merck Res Labs, Dept Atherosclerosis & Endocrinol, Rahway, NJ 07065 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 10期

关键词：

dihydrobenzoxathiin; SERMs; SERAMs;

D O I：

10.1016/j.bmcl.2004.02.084

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 3-alkyl, 3-cycloalkyl, and 3-heteroaryl dihydrobenzoxathim analogs 1 were prepared and evaluated for estrogen/anti-estrogen activity in both in vitro and in vivo models. In general, the compounds were found to exhibit a high degree of selectivity for ERalpha over ERbeta, but were less potent than the original lead compound la in the inhibition of estradiol-driven uterine proliferation. (C) 2004 Elsevier Ltd. All rights reserved.

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收藏

页码：2551 / 2554

页数：4

相关论文

共 21 条

[1] CONVERSION OF FURFURYLALKYL AND ARYLKETONES BY DERIVATIVES OF ISOCOUMARIN AND ISOQUINOLINE [J].

AICART, M ;

MAVOUNGOUGOMES, L .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (03) :921-925

[2]

ASCOLI RD, 1979, TETRAHEDRON, V35, P2905

[3]

BRYANT HU, 2002, ENDOCRINE METABOLISM, V3, P231

[4] A facile synthesis of 2-hydroxy-2-aryl 1,4-benzodioxanes [J].

Ganesh, T ;

Kumar, CH ;

Krupadanam, GLD .

SYNTHETIC COMMUNICATIONS, 1999, 29 (12) :2069-2078

[5] Synthesis and pharmacology of conformationally restricted raloxifene analogues: Highly potent selective estrogen receptor modulators [J].

Grese, TA ;

Pennington, LD ;

Sluka, JP ;

Adrian, MD ;

Cole, HW ;

Fuson, TR ;

Magee, DE ;

Phillips, DL ;

Rowley, ER ;

Shetler, PK ;

Short, LL ;

Venugopalan, M ;

Yang, NN ;

Sato, M ;

Glasebrook, AL ;

Bryant, HU .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (08) :1272-1283

[6] SYNTHESIS OF MERCAPTURIC ACID-DERIVATIVES OF PUTATIVE TOXIC METABOLITES OF BROMOBENZENE [J].

HANZLIK, RP ;

WELLER, PE ;

DESAI, J ;

ZHENG, J ;

HALL, LR ;

SLAUGHTER, DE .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) :2736-2742

[7] A CURRENT VIEW OF TAMOXIFEN FOR THE TREATMENT AND PREVENTION OF BREAST-CANCER [J].

JORDAN, VC .

BRITISH JOURNAL OF PHARMACOLOGY, 1993, 110 (02) :507-517

[8] Antiestrogens and selective estrogen receptor modulators as multifunctional medicines. 2. Clinical considerations and new agents [J].

Jordan, VC .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (07) :1081-1111

[9] Antiestrogens and selective estrogen receptor modulators as multifunctional medicines. 1. Receptor interactions [J].

Jordan, VC .

JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (06) :883-908

[10] Use of hormone replacement therapy by postmenopausal women in the United States [J].

Keating, NL ;

Cleary, PD ;

Rossi, AS ;

Zaslavsky, AM ;

Ayanian, JZ .

ANNALS OF INTERNAL MEDICINE, 1999, 130 (07) :545-553