Improved synthesis of the iodine-free thyromimetic GC-1

被引：33

作者：

Chiellini, G

Nguyen, NH

Yoshihara, HAI

Scanlan, TS ^{[1
]}

机构：

[1] Univ Calif San Francisco, Dept Pharmaceut Chem, San Francisco, CA 94143 USA

[2] Univ Calif San Francisco, Dept Cellular & Mol Pharmacol, San Francisco, CA 94143 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 23期

关键词：

D O I：

10.1016/S0960-894X(00)00531-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Synthesis of the TR beta -selective thyromimetic GC-1 has been improved using methoxymethyl (MOM) and triisopropylsilyl (TiPS) substituents as phenolic protecting groups. The new synthetic route is adaptable to analogue design. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：2607 / 2611

页数：5

相关论文

共 14 条

[1] REGIOSELECTIVE BROMINATION IN AROMATIC SERIES .1. PARA-MONOBROMINATION OF PHENOLS AND AROMATIC-AMINES USING TETRABUTYLAMMONIUM TRIBROMIDE [J].

BERTHELOT, J ;

GUETTE, C ;

DESBENE, PL ;

BASSELIER, JJ ;

CHAQUIN, P ;

MASURE, D .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1989, 67 (12) :2061-2066

[2] A high-affinity subtype-selective agonist ligand for the thyroid hormone receptor [J].

Chiellini, G ;

Apriletti, JW ;

Yoshihara, HA ;

Baxter, JD ;

Ribeiro, RCJ ;

Scanlan, TS .

CHEMISTRY & BIOLOGY, 1998, 5 (06) :299-306

[3]

GREENSPAN FS, 1994, BASIC CLIN ENDOCRINO

[4] Evidence that decreased heart rate in thyroid hormone receptor-α1-deficient mice is an intrinsic defect [J].

Johansson, C ;

Vennström, B ;

Thorén, P .

AMERICAN JOURNAL OF PHYSIOLOGY-REGULATORY INTEGRATIVE AND COMPARATIVE PHYSIOLOGY, 1998, 275 (02) :R640-R646

[5] Nuclear hormone receptors: Ligand-activated regulators of transcription and diverse cell responses [J].

Katzenellenbogen, JA ;

Katzenellenbogen, BS .

CHEMISTRY & BIOLOGY, 1996, 3 (07) :529-536

[6] THYROID-HORMONE RECEPTORS - MULTIPLE FORMS, MULTIPLE POSSIBILITIES [J].

LAZAR, MA .

ENDOCRINE REVIEWS, 1993, 14 (02) :184-193

[7] THE RXR HETERODIMERS AND ORPHAN RECEPTORS [J].

MANGELSDORF, DJ ;

EVANS, RM .

CELL, 1995, 83 (06) :841-850

[8] THE NUCLEAR RECEPTOR SUPERFAMILY - THE 2ND DECADE [J].

MANGELSDORF, DJ ;

THUMMEL, C ;

BEATO, M ;

HERRLICH, P ;

SCHUTZ, G ;

UMESONO, K ;

BLUMBERG, B ;

KASTNER, P ;

MARK, M ;

CHAMBON, P ;

EVANS, RM .

CELL, 1995, 83 (06) :835-839

[9] Beneficial effects of a novel thyromimetic on lipoprotein metabolism [J].

Taylor, AH ;

Stephan, ZF ;

Steele, RE ;

Wong, NCW .

MOLECULAR PHARMACOLOGY, 1997, 52 (03) :542-547

[10] STUDIES OF METHOXYMETHYL-DIRECTED METALATION [J].

TOWNSEND, CA ;

BLOOM, LM .

TETRAHEDRON LETTERS, 1981, 22 (40) :3923-3924