Discovery of novel series of benzoic acid derivatives containing biphenyl ether moiety as potent and selective human β3-adrenergic receptor agonists:: Part IV

被引：8

作者：

Nakajima, Yutaka ^{[1
]}

Imanishi, Masashi ^{[1
]}

Itou, Shinji ^{[1
]}

Hamashima, Hitoshi ^{[1
]}

Tomishima, Yasuyo ^{[1
]}

Washizuka, Kenichi ^{[1
]}

Sakurai, Minoru ^{[1
]}

Matsui, Shigeo ^{[2
]}

Imamura, Emiko ^{[2
]}

Ueshima, Koji ^{[3
]}

Yamamoto, Takao ^{[2
]}

Yamamoto, Nobuhiro ^{[2
]}

Ishikawa, Hirofumi ^{[2
]}

Nakano, Keiko ^{[2
]}

Unami, Naoko ^{[2
]}

Hamada, Kaori ^{[2
]}

Hattori, Kouji ^{[1
]}

机构：

[1] Astellas Pharma Inc, Chem Res Labs, Tsukuba, Ibaraki 3058585, Japan

[2] Astellas Pharma Inc, Pharmacol Res Labs, Tsukuba, Ibaraki 3058585, Japan

[3] Astellas Pharma Inc, Appl Pharmacol Res Labs, Tsukuba, Ibaraki 3058585, Japan

来源：

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

关键词：

beta(3)-adrenergic receptor agonist; overactive bladder;

D O I：

10.1016/j.bmcl.2008.08.009

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Identification and SAR study of novel series of beta(3)-AR agonists with benzoic acid are described. Conversion of ether linkage position of phenoxybenzoic acid derivative 2b led to compound 7b with moderate b(3)-AR activity. Further modi. cation in right, center and left parts of compound 7b was investigated to improve the b(3)-AR potency and selectivity. Compounds 7g and 7k, with the bulky aliphatic-substituted group at 2-position of benzoic acid moiety, were identified as potent and selective b(3)-AR agonists. In addition, in vivo efficacy of compounds 7g and 7k was exhibited on dog OAB model. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：5037 / 5040

页数：4

共 40 条

[1] Discovery of a novel series of biphenyl benzoic acid derivatives as potent and selective human β3-adrenergic receptor agonists with good oral bioavailability.: Part I
Imanishi, Masashi
Tomishima, Yasuyo
Itou, Shinji
Hamashima, Hitoshi
Nakajima, Yutaka
Washizuka, Kenichi
Sakurai, Minoru
Matsui, Shigeo
Imamura, Emiko
Ueshima, Koji
Yamamoto, Takao
Yamamoto, Nobuhiro
Ishikawa, Hirofumi
Nakano, Keiko
Unami, Naoko
Hamada, Kaori
Matsumura, Yasuhiro
Takamura, Fujiko
Hattori, Kouji
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (06) : 1925 - 1944
[2] Discovery of a novel series of benzoic acid derivatives as potent and selective human β3 adrenergic receptor agonists with good oral bioavailability.: 3.: Phenylethanolaminotetraline (PEAT) skeleton containing biphenyl or biphenyl ether moiety
Imanishi, Masashi
Nakajima, Yutaka
Tomishima, Yasuyo
Hamashima, Hitoshi
Washizuka, Kenichi
Sakurai, Minoru
Matsui, Shigeo
Imamura, Emiko
Ueshima, Koji
Yamamoto, Takao
Yamamoto, Nobuhiro
Ishikawa, Hirofumi
Nakano, Keiko
Unami, Naoko
Hamada, Kaori
Matsumura, Yasuhiro
Takamura, Fujiko
Hattori, Kouji
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (15) : 4804 - 4822
[3] Discovery of a novel series of biphenyl benzoic acid derivatives as highly potent and selective human β3 adrenergic receptor agonists with good oral bioavailability.: Part II
Imanishi, Masashi
Itou, Shinji
Washizuka, Kenichi
Hamashima, Hitoshi
Nakajima, Yutaka
Araki, Takanobu
Tomishima, Yasuyo
Sakurai, Minoru
Matsui, Shigeo
Imamura, Emiko
Ueshima, Koji
Yamamoto, Takao
Yamamoto, Nobuhiro
Ishikawa, Hirofumi
Nakano, Keiko
Unami, Naoko
Hamada, Kaori
Matsumura, Yasuhiro
Takamura, Fujiko
Hattori, Kouji
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (13) : 4002 - 4020
[4] Discovery of novel thiourea derivatives as potent and selective β3-adrenergic receptor agonists
Maruyama, Tatsuya
Seki, Norio
Onda, Kenichi
Suzuki, Takayuki
Kawazoe, Souichirou
Hayakawa, Masahiko
Matsui, Tetsuo
Takasu, Toshiyuki
Ohta, Mitsuaki
BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (15) : 5510 - 5519
[5] Discovery of novel acetanilide derivatives as potent and selective β3-adrenergic receptor agonists
Maruyama, Tatsuya
Onda, Kenichi
Hayakawa, Masahiko
Matsui, Tetsuo
Takasu, Toshiyuki
Ohta, Mitsuaki
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (06) : 2533 - 2543
[6] MEDI 268-Discovery of a novel series of biphenyl benzoic acid derivatives as potent, selective and orally bioavailable human beta 3 adrenergic receptor agonists with a long duration
Imanishi, Masashi
Tomishima, Yasuyo
Itou, Shinji
Hamashima, Hitoshi
Nakajima, Yutaka
Sakurai, Minoru
Washizuka, Kenichi
Matsui, Shigeo
Imamura, Emiko
Ueshima, Koji
Yamamoto, Takao
Hamada, Kaori
Takamura, Fujiko
Hattori, Kouji
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 235
[7] Three-dimensional QSAR and pharmacophore mapping of biphenyl benzoic acid derivatives as selective human β3-adrenergic receptor agonists
Vikas N. Telvekar
Dharmeshkumar J. Patel
Nikhil C. Jadhav
Sanket J. Mishra
Medicinal Chemistry Research, 2010, 19 : 1174 - 1190
[8] Three-dimensional QSAR and pharmacophore mapping of biphenyl benzoic acid derivatives as selective human β3-adrenergic receptor agonists
Telvekar, Vikas N.
Patel, Dharmeshkumar J.
Jadhav, Nikhil C.
Mishra, Sanket J.
MEDICINAL CHEMISTRY RESEARCH, 2010, 19 (09) : 1174 - 1190
[9] Tetrahydroisoquinoline derivatives containing a benzenesulfonamide moiety as potent, selective human β3 adrenergic receptor agonists
Parmee, ER
Brockunier, LL
He, JF
Singh, SB
Candelore, MR
Cascieri, MA
Deng, LP
Liu, Y
Tota, L
Wyvratt, MJ
Fisher, MH
Weber, AE
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (20) : 2283 - 2286
[10] Discovery of a novel, potent and selective human β3-adrenergic receptor agonist
Nakajima, Y
Hamashima, H
Washizuka, K
Tomishima, Y
Ohtake, H
Imamura, E
Miura, T
Kayakiri, H
Kato, M
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (02) : 251 - 254

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