synthesis of novel derivatives of 4-amino-3-(2-furyl)-5-mercapto-1,2,4-triazole as potential hiv-1 nnrtis(合成新颖的衍生品4-amino-3)- 2-furyl 5-mercapto-1,2,4-triazole作为潜在的hiv - 1 nnrtis.pdfVIP
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synthesis of novel derivatives of 4-amino-3-(2-furyl)-5-mercapto-1,2,4-triazole as potential hiv-1 nnrtis(合成新颖的衍生品4-amino-3)- 2-furyl 5-mercapto-1,2,4-triazole作为潜在的hiv - 1 nnrtis
Molecules 2007, 12, 2003-2016
molecules
ISSN 1420-3049
© 2007 by MDPI
/molecules
Full Paper
Synthesis of Novel Derivatives of
4-Amino-3-(2-Furyl)-5-Mercapto-1,2,4-Triazole as
Potential HIV-1 NNRTIs
Jingde Wu 1, Xinyong Liu 1,*, Xianchao Cheng 1, Yuan Cao 1, Defeng Wang 1, Zhong Li 1,
1 2 2 2
Wenfang Xu , Christophe Pannecouque , Myriam Witvrouw and Erik De Clercq
1 Institute of Medicinal Chemistry, School of Pharmaceutical Sciences, Shandong University, No.44,
Wenhuaxi Road, Jinan, 250012, P.R. China
2 Rega Institute for Medical Research, Katholieke Universiteit Leuven, B-3000 Leuven, Belgium; E-
mail: erik.declercq@rega.kuleuven.be (Erik De Clercq)
* Author to whom correspondence should be addressed; E-mail: xinyongl@;
Tel: (+86)-531 Fax: (+86)-531
Received: 21 July 2007; in revised form: 17 August 2007 / Accepted: 20 August 2007 / Published: 21
August 2007
Abstract: A series of 5-alkylthio (2a-d), 4-arylideneamino (3a-d) and 4-arylideneamino-
5-alkylthio derivatives (4a-f) of 4-amino-3-(2-furyl)-5-mercapto-1,2,4-triazole (1) were
synthesized by alkylation of the parent compound with alkyl halides and condensation with
aldehydes, respectively. Sulfanyl dimers 5a-d and 4-iminomethyl dimer 6 were
correspondingly prepared by reaction with alkane dibromides and 1,4-diformylbenzene.
Mannich base 7 was also synthesized by aminomethylation of the 3-sulfanyltriazole 1 at
the N
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