62058-13-3Relevant articles and documents
An expeditious preparation of E-2-amino-5-hydroxyadamantane and its Z-isomer
Jaroskova, Libuse,Van der Veken, Louis,de Belser, Paul,Diels, Gaston,de Groot, Alex,Linders, Joannes T.M.
, p. 8063 - 8067 (2006)
Reductive amination of 5-hydroxy-2-adamantanone with S-α-methylbenzylamine using 5% Rh-C as the catalyst in the presence of Al(iOPr)3 gave a 3:1 mixture of the E- and Z-5-hydroxy-adamantane-1-phenethylamines. Choice of catalyst, concentration,
Discovery and structural characterization of peficitinib (ASP015K) as a novel and potent JAK inhibitor
Hamaguchi, Hisao,Amano, Yasushi,Moritomo, Ayako,Shirakami, Shohei,Nakajima, Yutaka,Nakai, Kazuo,Nomura, Naoko,Ito, Misato,Higashi, Yasuyuki,Inoue, Takayuki
, p. 4971 - 4983 (2018/08/29)
Janus kinases (JAKs) are considered promising targets for the treatment of autoimmune diseases including rheumatoid arthritis (RA) due to their important role in multiple cytokine receptor signaling pathways. Recently, several JAK inhibitors have been developed for the treatment of RA. Here, we describe the identification of the novel orally bioavailable JAK inhibitor 18, peficitinib (also known as ASP015K), which showed moderate selectivity for JAK3 over JAK1, JAK2, and TYK2 in enzyme assays. Chemical modification at the C4-position of lead compound 5 led to a large increase in JAK inhibitory activity and metabolic stability in liver microsomes. Furthermore, we determined the crystal structures of JAK1, JAK2, JAK3, and TYK2 in a complex with peficitinib, and revealed that the 1H-pyrrolo[2,3–b]pyridine-5-carboxamide scaffold of peficitinib forms triple hydrogen bonds with the hinge region. Interestingly, the binding modes of peficitinib in the ATP-binding pockets differed among JAK1, JAK2, JAK3, and TYK2. WaterMap analysis of the crystal structures suggests that unfavorable water molecules are the likely reason for the difference in orientation of the 1H-pyrrolo[2,3-b]pyridine-5-carboxamide scaffold to the hinge region among JAKs.
Adamantyl analogues of paracetamol as potent analgesic drugs via inhibition of TRPA1
Fresno, Nieves,Prez-Fernndez, Ruth,Goicoechea, Carlos,Alkorta, Ibon,Fernndez-Carvajal, Asia,De La Torre-Martnez, Roberto,Quirce, Susana,Ferrer-Montiel, Antonio,Martn, M. Isabel,Goya, Pilar,Elguero, Jos
, (2015/04/16)
Paracetamol also known as acetaminophen, is a widely used analgesic and antipyretic agent. We report the synthesis and biological evaluation of adamantyl analogues of paracetamol with important analgesic properties. The mechanism of nociception of compoun
2, 4 -DIAMINOPYRIMIDINE DERIVATIVES AS PROTEIN KINASE INHIBITORS
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Page/Page column 68-69, (2012/05/20)
The present invention relates to novel pyrimide derivatives of formula (I): that are useful as kinase inhibitors. More particularly, the present invention relates to novel pyrimidine compounds, methods for their preparation, pharmaceutical compositions containing these compounds and uses of these compounds in the treatment of proliferative disorders.
