2-Phenyl-9H-purine-6-carbonitrile derivatives as selective cathepsin S inhibitors

被引：13

作者：

Cai, Jiaqiang ^{[1
]}

Bennett, D. Jonathan ^{[1
]}

Rankovic, Zoran ^{[1
]}

Dempster, Maureen ^{[1
]}

Fradera, Xavier ^{[1
]}

Gillespie, Jonathan ^{[1
]}

Cumming, Iain ^{[1
]}

Finlay, William ^{[1
]}

Baugh, Mark ^{[1
]}

Boucharens, Sylviane ^{[1
]}

Bruin, John ^{[1
]}

Cameron, Kenneth S. ^{[1
]}

Hamilton, William ^{[1
]}

Kerr, Jennifer ^{[1
]}

Kinghorn, Emma ^{[1
]}

McGarry, George ^{[1
]}

Robinson, John ^{[1
]}

Scullion, Paul ^{[1
]}

Uitdehaag, Joost C. M. ^{[2
]}

van Zeeland, Mario ^{[2
]}

Potin, Dominique ^{[3
]}

Saniere, Laurent ^{[3
]}

Fouquet, Andre ^{[3
]}

Chevallier, Francois ^{[3
]}

Deronzier, Hortense ^{[3
]}

Dorleans, Cecile ^{[3
]}

Nicolai, Eric ^{[3
]}

机构：

[1] Merck Res Labs, MSD, Newhouse ML1 5SH, Lanark, Scotland

[2] Merck Res Labs, MSD, NL-5340 BH Oss, Netherlands

[3] Cerep, F-91951 Courtaboeuf, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 15期

关键词：

Cathepsin S; Transition state; Purine-6-carbonitrile; Lysosomotropism; K INHIBITORS; NEUROPATHIC PAIN; TARGET; 2-CYANO-PYRIMIDINES; DISCOVERY; REVERSAL; SCAFFOLD; SERIES;

D O I：

10.1016/j.bmcl.2010.06.049

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Starting from previously disclosed equally potent cathepsin K and S inhibitor 4-propyl-6-(3-trifluoromethylphenyl) pyrimidine-2-carbonitrile 1, a novel 2-phenyl-9H-purine-6-carbonitrile scaffold was identified to provide potent and selective cathepsin S inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：4447 / 4450

页数：4

共 50 条

[11] Synthesis of Vinyl Sulfone-tethered Proline Derivatives as Highly Selective Cathepsin S Inhibitors
Kim, Mira
Jeon, Jiyoung
Baek, Jongouk
Choi, Jaeyul
Park, Eun Ju
Song, Jiyeon
Bang, Hyojeong
Suh, Kwee Hyun
Kim, Young Hoon
Kim, Jongmin
Kim, Doran
Min, Kyung Hoon
Lee, Kwang-Ok
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2014, 35 (02): : 345 - +
[12] Benzyl 2-amino-6-chloro-9H-purine-9-carboxylate
Adebambo, KF
Howarth, NM
Rosair, GM
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O486 - O488
[13] 6-Chloro-9-(2-nitrophenylsulfonyl)-9H-purine
Wang, Ning-Yu
Deng, Mei
Xia, Yong
Yu, Luo-Ting
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O687 - U2335
[14] PURINES .9. REACTION OF 9-PHENYL-9H-PURINE-2-CARBONITRILES WITH GRIGNARD-REAGENTS
TANJI, K
HIGASHINO, T
HETEROCYCLES, 1990, 30 (01) : 435 - 440
[15] Design, Synthesis and Biological Evaluation of Novel 9H Purine Derivatives as Potent CDK9 Inhibitors
Tang, Chunlei
Wang, Dong
Wang, Huabing
Cui, Shengkai
Fan, Weizheng
Zhang, Yan
CHEMICAL BIOLOGY & DRUG DESIGN, 2025, 105 (02)
[16] Novel 6-Morpholino-9H-purine Derivatives: Synthesis, Pharmacological and In Silico Evaluation
Nadaf, AfraQuasar A.
Dixit, Shruti
Yaseen, Mohammed
Mantur, Shivaraj
Najare, Mahesh S.
Joshi, Shrinivas
Vootla, Shyamkumar
Khazi, Imtiyaz Ahmed M.
CHEMISTRYSELECT, 2020, 5 (28): : 8635 - 8643
[17] 5-Acetyl-2-amino-6-methyl-4-phenyl-4H-pyran-3-carbonitrile and 2-amino-5-benzoyl-6-methyl-4-phenyl-4H-pyran-3-carbonitrile acetonitrile solvate
Nesterov, Vladimir N.
Wiedenfeld, David J.
Nesterova, Svitlana V.
Hastings, Lucas F.
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2006, 62 : O705 - O708
[18] SYNTHESIS OF 9-(2-FLUOROBENZYL)-6-METHYLAMINO-9H-PURINE
KELLEY, JL
MCLEAN, EW
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1986, 23 (04) : 1189 - 1193
[19] Synthesis of Novel 6-Cyano-9-(aryl)-9H-purine Derivatives Via Formamidine Intermediates
Hashemi, Seyyed Milad
Yahyazadeh, Asieh
Nami, Navabeh
E-JOURNAL OF CHEMISTRY, 2012, 9 (01) : 219 - 223
[20] 6-UREIDO DERIVATIVES OF 9-[BETA-D-RIBOFURANOSYL]PURINE AS INHIBITORS OF ADENOSINE KINASE
DIVEKAR, AY
HAKALA, MT
CHHEDA, GB
HONG, CI
BIOCHEMICAL PHARMACOLOGY, 1973, 22 (04) : 545 - 548

← 1 2 3 4 5 →