1932-35-0Relevant academic research and scientific papers
New broad-spectrum parenteral cephalosporins exhibiting potent activity against both methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa. Part 3: 7β-[2-(5-Amino-1,2,4-thiadiazol-3-yl)-2- ethoxyiminoacetamido] cephalosporins beari
Yoshizawa, Hidenori,Kubota, Tadatoshi,Itani, Hikaru,Minami, Kyoji,Miwa, Hideaki,Nishitani, Yasuhiro
, p. 4221 - 4231 (2004)
Among the prepared C-3′ substituted-pyridinium cephalosporins, a series of 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetamido] cephalosporins bearing 4-[3-(aminoalkyl)-ureido]-1-pyridinium at C-3′ showed highly potent antibacterial activity agai
Phosgene-free synthesis of N-Aryl-N'-(4-pyridinyl)ureas via selenium-catalyzed oxidative carbonylation of 4-Aminopyridine with aromatic amines
Zhang, Xiaopeng,Li, Zhengwei,Wang, Yan,Dong, Shuxiang,Niu, Xueli,Zhang, Guisheng
, p. 197 - 209 (2016/10/22)
A facile, phosgene-free approach with high atom economy has been developed for the synthesis of N-Aryl-N'-(4-pyridinyl)ureas. With cheap selenium as the catalyst, carbon monoxide (instead of phosgene) as the carbonyl reagent, N-Aryl-N'-(4-pyridinyl)ureas can be obtained in a one-pot manner mostly in moderate to good yields via oxidative cross-carbonylation of 4-Aminopyridine with a variety of aromatic amines in the presence of oxygen under atmospheric pressure. The mechanism for the synthesis of N-Aryl-N'-(4-pyridinyl)ureas is also proposed.
Substituent effect of N-aryl-N′-pyridyl ureas as thermal latent initiators on ring-opening polymerization of epoxide
Makiuchi, Naoyuki,Sudo, Atsushi,Endo, Takeshi
, p. 2569 - 2574 (2015/10/12)
A series of N-aryl-N′-pyridyl ureas were synthesized by the reactions of 4-aminopyridine (4AP) with the corresponding isocyanates such as phenyl isocyanate, 4-methylphenyl isocyanate, 4-methoxyphenyl isocyanate, 4-chlorophenyl isocyanate, 4-(trifluorometh
Ring opening polymerization of epoxides with urea-derivatives of 4-aminopyridine as thermally latent anionic initiator
Makiuchi, Naoyuki,Sudo, Atsushi,Endo, Takeshi
, p. 2518 - 2522 (2014/08/18)
In this study, a series of urea-derivatives of 4-aminopyridine (4AP) were evaluated as thermally latent initiators for the anionic ring-opening polymerization of diglycidyl ether of bisphenol A (DGEBA). The urea-derivatives were synthesized by the reactio
Cu(acac)2-catalyzed N-arylations of phenylurea with aryl boronic acid
Gavade, Sandip,Balaskar, Ravi,Mane, Madhav,Pabrekar, Pramod N.,Mane, Dhananjay
experimental part, p. 1704 - 1714 (2012/05/05)
Cu(acac)2 activates aryl boronic acids for the reaction with NH2-phenylurea without additional ligand and heating. The procedure is simple, general, ligand-free, milder than the palladium-catalyzed arylation, and avoids the use of toxic phosphine ligands. Copyright Taylor & Francis Group, LLC.
An efficient method for the N-arylation of phenylurea via copper catalyzed amidation
Gavade, Sandip N.,Balaskar, Ravi S.,Mane, Madhav S.,Pabrekar, Pramod N.,Shingare, Murlidhar S.,Mane, Dhananjay V.
experimental part, p. 675 - 678 (2012/01/13)
The coupling reaction of phenylurea with different functionalized aryl halides in the presence of air stable CuI, N,N-dimethylethylenediamine as a ligand, and K3PO4 as a base gives symmetrical and unsymmetrical diarylureas in relatively high yields. This method is milder than the palladium catalyzed arylation and avoids the use of toxic phosphine ligands.
Microwave assisted, solvent- and ligand-free copper catalyzed N-arylation of phenylurea with aryl halides
Gavade, Sandip,Shingare, Murlidhar,Mane, Dhananjay
experimental part, p. 4167 - 4170 (2012/02/16)
An inexpensive and efficient catalyst system has been developed for the N-arylation of phenylurea including a variety of aryl halides. This simple protocol uses Cu2O as the catalyst, microwave assisted, solvent- and ligand-free, K3PO4.H2O as the base.
Regioselective preparation of pyridin-2-yl ureas from 2-chloropyridines catalyzed by Pd(0)
Abad, Antonio,Agullo, Consuelo,Cunat, Ana Carmen,Vilanova, Cristina
, p. 915 - 924 (2007/10/03)
The palladium-catalyzed ureidation reaction of 2-chloropyridines can be regioselectively performed in good yield, with both aryl and aliphatic ureas, using xantphos as the ligand, Pd(OAc)2 as the source of palladium, NaOt-Bu/H2O or N
Design and synthesis of Rho kinase inhibitors (I)
Takami, Atsuya,Iwakubo, Masayuki,Okada, Yuji,Kawata, Takehisa,Odai, Hideharu,Takahashi, Nobuaki,Shindo, Kazutoshi,Kimura, Kaname,Tagami, Yoshimichi,Miyake, Mika,Fukushima, Kayoko,Inagaki, Masaki,Amano, Mutsuki,Kaibuchi, Kozo,Iijima, Hiroshi
, p. 2115 - 2137 (2007/10/03)
Several structurally unrelated scaffolds of the Rho kinase inhibitor were designed using pharmacophore information obtained from the results of a high-throughput screening and structural information from a homology model of Rho kinase. A docking simulation using the ligand-binding pocket of the Rho kinase model helped to comprehensively understand and to predict the structure-activity relationship of the inhibitors. This understanding was useful for developing new Rho kinase inhibitors of higher potency and selectivity. We identified several potent platforms for developing the Rho kinase inhibitors, namely, pyridine, 1H-indazole, isoquinoline, and phthalimide.
Substituent Effects on Pyrid-2-yl Ureas toward Intramolecular Hydrogen Bonding and Cytosine Complexation
Chien, Chia-Hui,Leung, Man-Kit,Su, Jen-Kuan,Li, Gene-Hsiang,Liu, Yi-Hung,Wang, Yu
, p. 1866 - 1871 (2007/10/03)
Equilibria between two conformational isomers of pyrid-2-yl ureas, the (E,Z) and (Z,Z) forms, have been studied in DMF-d7 at -70 °C. Most of them show a small preference for the (E,Z) form with an equilibrium constant Ki around 1-2. However, the Ki value for 1-methyl-2-(3-(pyrid-2-yl)ureido)pyridinium iodide (12) was found to be 14.2 ± 1.2. That is 1 order of magnitude larger than those of the others, which indicates that the positively charged 1-methylpyridinium-2-yl substituent would facilitate the (E,Z) form formation. Pyrid-2-yl ureas bind cytosine in DMF-d7 with binding constants KB ranging from 30 to 1700 M-1. Electron withdrawing substituents, such as the 4-O 2NC6H4- or 1-methylpyridinium-4-yl substituent, preferentially facilitate the intermolecular cytosine complexation with large binding constants.
