Tetrazole based amides as growth hormone secretagogues

被引：12

作者：

Li, James J. ^{[1
]}

Wang, Haixia ^{[1
]}

Li, Jun ^{[1
]}

Qu, Fucheng ^{[1
]}

Swartz, Stephen G. ^{[1
]}

Hernandez, Andres S. ^{[1
]}

Biller, Scott A. ^{[1
]}

Robl, Jeffrey A. ^{[1
]}

Tino, Joseph A.

Slusarchyk, Dorothy

Seethala, Ramakrishna

Sleph, Paul

Yan, Mujing

Grover, Gary

Flynn, Neil

Murphy, Brian J.

Gordon, David

机构：

[1] Bristol Myers Squibb Res & Dev, Princeton, NJ 08543 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 08期

关键词：

GHS; growth hormone secretagogues; Tetrazole amide;

D O I：

10.1016/j.bmcl.2008.03.059

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel series of N1 substituted tetrazole amides were prepared and showed to be potent growth hormone (GH) secretagogues. Among them, hydroxyl containing analog 31 displayed excellent in vivo activity by increasing plasma GH 10-fold in an anesthetized IV rat model. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：2536 / 2539

页数：4

共 15 条

[1] Stimulation of the growth hormone (GH)-insulin-like growth factor I axis by daily oral administration of a GH secretogogue (MK-677) in healthy elderly subjects [J].

Chapman, IM ;

Bach, MA ;

vanCauter, E ;

Farmer, M ;

Krupa, D ;

Taylor, AM ;

Schilling, LM ;

Cole, KY ;

Skiles, EH ;

Pezzoli, SS ;

Hartman, ML ;

Veldhuis, JD ;

Gormley, GJ ;

Thorner, MO .

JOURNAL OF CLINICAL ENDOCRINOLOGY & METABOLISM, 1996, 81 (12) :4249-4257

[2] 3 SYNTHETIC ROUTES TO A STERICALLY HINDERED TETRAZOLE - A NEW ONE-STEP MILD CONVERSION OF AN AMIDE INTO A TETRAZOLE [J].

DUNCIA, JV ;

PIERCE, ME ;

SANTELLA, JB .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) :2395-2400

[3] Creation of genome-wide protein expression libraries using random activation of gene expression [J].

Harrington, JJ ;

Sherf, B ;

Rundlett, S ;

Jackson, PD ;

Perry, R ;

Cain, S ;

Leventhal, C ;

Thornton, M ;

Ramachandran, R ;

Whittington, J ;

Lerner, L ;

Costanzo, D ;

McElligott, K ;

Boozer, S ;

Mays, R ;

Smith, E ;

Veloso, N ;

Klika, A ;

Hess, J ;

Cothren, K ;

Lo, K ;

Offenbacher, J ;

Danzig, J ;

Ducar, M .

NATURE BIOTECHNOLOGY, 2001, 19 (05) :440-445

[4] Discovery, synthesis, and structure-activity studies of tetrazole based growth hormone secretagogues [J].

Hernandez, Andres S. ;

Cheng, Peter T. W. ;

Musial, Christa M. ;

Swartz, Stephen G. ;

George, Rocco J. ;

Grover, Gary ;

Slusarchyk, Dorothy ;

Seethala, R. Krishna ;

Smith, Mark ;

Dickinson, Kenneth ;

Giupponi, Leah ;

Longhi, Daniel A. ;

Flynn, Neil ;

Murphy, Brian J. ;

Gordon, David A. ;

Biller, Scott A. ;

Robl, Jeffrey A. ;

Tino, Joseph A. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (21) :5928-5933

[5] UNTOWARD EVENTS IN PATIENTS TREATED WITH GROWTH-HORMONE IN THE USA [J].

HINTZ, RL .

HORMONE RESEARCH, 1992, 38 :44-49

[6]

Lawrence RM, 1997, SYNTHESIS-STUTTGART, P553

[7] Discovery of a tetrazole-based growth hormone secretagogue: 4-(Hydroxybutyl)carbamic acid 2-{5-[1-(2-amino-2-methylpropionylamino)-2-benzyloxyethyl]tetrazol-1-yl}ethyl ester (BMS-317180) [J].

Li, Jun ;

Chen, Stephanie Y. ;

Li, James J. ;

Wang, Haixia ;

Hernandez, Andres S. ;

Tao, Shiwei ;

Musial, Christa M. ;

Qu, Fucheng ;

Swartz, Stephen ;

Chao, Sam T. ;

Flynn, Neil ;

Murphy, Brian J. ;

Slusarchyk, Dorothy A. ;

Seethala, Ramakrishna ;

Yan, Mujing ;

Sleph, Paul ;

Grover, Gary ;

Smith, Mark A. ;

Beehler, Blake ;

Giupponi, Leah ;

Dickinson, Kenneth E. ;

Zhang, Hongjian ;

Humphreys, William G. ;

Patel, Bharat P. ;

Schwinden, Mark ;

Stouch, Terry ;

Cheng, Peter T. W. ;

Biller, Scott A. ;

Ewing, William R. ;

Gordon, David ;

Robl, Jeffrey A. ;

Tino, Joseph A. .

JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (24) :5890-5893

[8] Peptidomimetic growth hormone secretagogues. Design considerations and therapeutic potential [J].

Nargund, RP ;

Patchett, AA ;

Bach, MA ;

Murphy, MG ;

Smith, RG .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (17) :3103-3127

[9] Preclinical pharmacology of CP-424,391, an orally active pyrazolidinone-piperidine growth hormone secretagogue [J].

Pan, LC .

ENDOCRINE, 2001, 14 (01) :121-132

[10] DESIGN AND BIOLOGICAL-ACTIVITIES OF L-163,191 (MK-0677) - A POTENT, ORALLY-ACTIVE GROWTH-HORMONE SECRETAGOGUE [J].

PATCHETT, AA ;

NARGUND, RP ;

TATA, JR ;

CHEN, MH ;

BARAKAT, KJ ;

JOHNSTON, DBR ;

CHENG, K ;

CHAN, WWS ;

BUTLER, B ;

HICKEY, G ;

JACKS, T ;

SCHLEIM, K ;

PONG, SS ;

CHAUNG, LYP ;

CHEN, HY ;

FRAZIER, E ;

LEUNG, KH ;

CHIU, SHL ;

SMITH, RG .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1995, 92 (15) :7001-7005

← 1 2 →