Structure-activity relationship study of phenylpyrazole derivatives as a novel class of anti-HIV agents

被引：28

作者：

Mizuhara, Tsukasa ^{[1
]}

Kato, Takayuki ^{[2
]}

Hirai, Atsushi ^{[2
]}

Kurihara, Hideki ^{[2
]}

Shimada, Yaguhiro ^{[2
]}

Taniguchi, Masahiko ^{[2
]}

Maeta, Hideki ^{[2
]}

Togami, Hiroaki ^{[3
]}

Shimura, Kazuya ^{[3
]}

Matsuoka, Masao ^{[3
]}

Okazaki, Shiho ^{[1
]}

Takeuchi, Tomoki ^{[1
]}

Ohno, Hiroaki ^{[1
]}

Oishi, Shinya ^{[1
]}

Fujii, Nobutaka ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

[2] FUJIFILM Corp, Pharmaceut & Healthcare Res Labs, Kaisei, Kanagawa 2588577, Japan

[3] Kyoto Univ, Inst Virus Res, Sakyo Ku, Kyoto 6068507, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 16期

关键词：

Anti-HIV agent; Phenylpyrazole; HUMAN IMMUNODEFICIENCY VIRUSES; CXCR4; ANTAGONISTS; METABOLISM; ASSAY; AIDS;

D O I：

10.1016/j.bmcl.2013.06.026

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The structure-activity relationship of phenylpyrazole derivative 1 was investigated for the development of novel anti-HIV agents. Initial efforts revealed that the diazenyl group can be replaced by an aminomethylene group. In addition, we synthesized various derivatives by the reductive amination of benzaldehydes with 5-aminopyrazoles and carried out parallel structural optimization on the benzyl group and the pyrazole ring. This optimization led to a six-fold more potent derivative 32j than the lead compound 1, and this derivative has a 3',4'-dichloro-(1,1'-biphenyl)-3-yl group. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：4557 / 4561

页数：5

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