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N1-{4-[2-(Methylthio)-1H-imidazol-5-yl]pyridin-2-yl}benzene-1,4-diamine

1
Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, Eberhard Karls Universi-tät Tübingen, Auf der Morgenstelle 8, 72076 Tübingen, Germany
2
Chemistry Department, Faculty of Science, Menofia University, Gamal Abdel-Nasser Street, 32511 Shebin El-Koum, Menofia, Egypt
3
Department of Organic Chemistry, Johannes Gutenberg-University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany
4
Department of Pharmaceutical/Medicinal Chemistry II, Institute of Pharmacy, University of Regensburg, Universitätsstraße 31, 93053 Regensburg, Germany
*
Author to whom correspondence should be addressed.
Molbank 2019, 2019(1), M1048; https://doi.org/10.3390/M1048
Received: 22 December 2018 / Revised: 8 February 2019 / Accepted: 12 February 2019 / Published: 20 February 2019
(This article belongs to the Section Structure Determination)
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PDF [1407 KB, uploaded 28 February 2019]

Abstract

The title compound N1-{4-[2-(methylthio)-1H-imidazol-5-yl]pyridin-2-yl}benzene-1,4-diamine (2) was synthesized via nucleophilic aromatic substitution of 2-chloro-4-[2-(methylthio)-1H-imidazol-5-yl]pyridine (3) and p-phenylenediamine under acidic conditions. The synthesized compound 2 was characterized by 1H-NMR, 13C-NMR, MS HPLC, IR and UV-VIS. Additionally, the structure of 2 was confirmed by single crystal X-ray diffraction. Pyridinylimidazole 2 displays moderate affinity towards the c-Jun N-terminal kinase 3 and shows selectivity versus the closely related p38α mitogen-activated protein kinase. View Full-Text
Keywords: pyridinylimidazole; kinase inhibitor; c-Jun N-terminal kinase 3; JNK3; heterocycle; single crystal diffraction pyridinylimidazole; kinase inhibitor; c-Jun N-terminal kinase 3; JNK3; heterocycle; single crystal diffraction
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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MDPI and ACS Style

El-Gokha, A.; Ansideri, F.; Andreev, S.; Schollmeyer, D.; Laufer, S.; Koch, P. N1-{4-[2-(Methylthio)-1H-imidazol-5-yl]pyridin-2-yl}benzene-1,4-diamine. Molbank 2019, 2019, M1048.

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