13935-80-3Relevant academic research and scientific papers
Glycinamide derivative as well as preparation method and application thereof
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Paragraph 0013; 0031; 0037, (2021/06/12)
The invention discloses a glycinamide derivative as well as a preparation method and application thereof. The derivative with a structural formula as shown in the following formula (I) is provided; and in the formula, R1 is selected from Cl and H, R2 is one selected from H, CH3 and CH2CH3; and X is one selected from NHCH3, NHCH2CH3, N (CH2CH3) 2, a pyrrolyl group and a piperidyl group. During preparation, different phenyl glutaric acid compounds are selected as raw materials and are respectively subjected to amidation reaction twice with an aminoindane hydrochloride derivative and an ethylenediamine derivative to obtain a target derivative. The prepared derivative or the pharmaceutically acceptable salt thereof, or the pharmaceutical composition thereof can be used as an S-adenosyl homocysteine hydrolase inhibitor for the development of antitumor drugs .
Preparation method of indacaterol intermediate
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Paragraph 0026; 0027; 0028; 0029, (2018/11/22)
The invention provides a preparation method of an indacaterol intermediate. According to the preparation method provided by the invention, low-price raw materials are adopted, the operation is simpleand feasible, the reaction selectivity is good, complicated operations such as column chromatography are not required, the yield of a final prepared product is as high as 92.6%, and the total yield ofa whole route is as high as 71.2%, so that the preparation method is very suitable for industrial production.
Tetrahydro-2-naphthyl and 2-Indanyl Triazolopyrimidines Targeting Plasmodium falciparum Dihydroorotate Dehydrogenase Display Potent and Selective Antimalarial Activity
Kokkonda, Sreekanth,Deng, Xiaoyi,White, Karen L.,Coteron, Jose M.,Marco, Maria,De Las Heras, Laura,White, John,El Mazouni, Farah,Tomchick, Diana R.,Manjalanagara, Krishne,Rudra, Kakali Rani,Chen, Gong,Morizzi, Julia,Ryan, Eileen,Kaminsky, Werner,Leroy, Didier,Martínez-Martínez, María Santos,Jimenez-Diaz, Maria Belen,Bazaga, Santiago Ferrer,Angulo-Barturen, I?igo,Waterson, David,Burrows, Jeremy N.,Matthews, Dave,Charman, Susan A.,Phillips, Margaret A.,Rathod, Pradipsinh K.
, p. 5416 - 5431 (2016/07/06)
Malaria persists as one of the most devastating global infectious diseases. The pyrimidine biosynthetic enzyme dihydroorotate dehydrogenase (DHODH) has been identified as a new malaria drug target, and a triazolopyrimidine-based DHODH inhibitor 1 (DSM265) is in clinical development. We sought to identify compounds with higher potency against Plasmodium DHODH while showing greater selectivity toward animal DHODHs. Herein we describe a series of novel triazolopyrimidines wherein the p-SF5-aniline was replaced with substituted 1,2,3,4-tetrahydro-2-naphthyl or 2-indanyl amines. These compounds showed strong species selectivity, and several highly potent tetrahydro-2-naphthyl derivatives were identified. Compounds with halogen substitutions displayed sustained plasma levels after oral dosing in rodents leading to efficacy in the P. falciparum SCID mouse malaria model. These data suggest that tetrahydro-2-naphthyl derivatives have the potential to be efficacious for the treatment of malaria, but due to higher metabolic clearance than 1, they most likely would need to be part of a multidose regimen.
Discovery and structural analyses of S-adenosyl-l-homocysteine hydrolase inhibitors based on non-adenosine analogs
Nakao, Akira,Suzuki, Hiroko,Ueno, Hiroaki,Iwasaki, Hiroshi,Setsuta, Tomofumi,Kashima, Akiko,Sunada, Shinji
, p. 4952 - 4969 (2015/08/03)
Optimization of a new series of S-adenosyl-l-homocysteine hydrolase (AdoHcyase) inhibitors based on non-adenosine analogs led to very potent compounds 14n, 18a, and 18b with IC50 values of 13 ± 3, 5.0 ± 2.0, and 8.5 ± 3.1 nM, respectively. An X-ray crystal structure of AdoHcyase with NAD+ and 18a showed a novel open form co-crystal structure. 18a in the co-crystals formed intramolecular eight membered ring hydrogen bond formations. A single crystal X-ray structure of 14n also showed an intramolecular eight-membered ring hydrogen bond interaction.
Green synthesis of benzamides in solvent- and activation-free conditions
Alalla, Affef,Merabet-Khelassi, Mounia,Aribi-Zouioueche, Louisa,Riant, Olivier
supporting information, p. 2364 - 2376 (2014/07/22)
Herein, we describe a clean and ecocompatible pathway for both N-benzoylation and N-acetylation of anilines, amines, diamines, and aminoalcohols using three enol esters with good yields. We have improved the use of vinyl benzoate for the direct introduction of a benzamido-moiety under solvent- and activation-free conditions. The recovered amides are easily isolated by crystallization. Copyright
THERAPEUTIC AGENT FOR CEREBRAL INFARCTION
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, (2012/08/08)
The invention provides a therapeutic drug for ischemic stroke. The therapeutic drug has the formula (I) wherein each symbol is as defined herein, or a pharmacologically acceptable salt thereof, or a solvate thereof, as an active ingredient.
Melanin-concentrating hormone receptor 1 antagonists: Synthesis, structure-activity relationship, docking studies, and biological evaluation of 2,3,4,5-tetrahydro-1H-3-benzazepine derivatives
Kasai, Shizuo,Kamaura, Masahiro,Kamata, Makoto,Aso, Kazuyoshi,Ogino, Hitomi,Nakano, Yoshihide,Watanabe, Kaoru,Kaisho, Tomoko,Tawada, Michiko,Nagisa, Yasutaka,Takekawa, Shiro,Kato, Koki,Suzuki, Nobuhiro,Ishihara, Yuji
supporting information; experimental part, p. 6261 - 6273 (2011/12/14)
Melanin-concentrating hormone receptor 1 (MCHR1) antagonists have been studied as potential agents for the treatment of obesity. Initial structure-activity relationship studies of in-house hit compound 1a and subsequent optimization studies resulted in th
A facile deprotection of secondary acetamides
Koenig, Stefan G.,Vandenbossche, Charles P.,Zhao, Hang,Mousaw, Patrick,Singh, Surendra P.,Bakale, Roger P.
supporting information; experimental part, p. 433 - 436 (2009/07/04)
(Chemical Equation Presented) Imidoyl chlorides, generated from secondary acetamides and oxalyl chloride, can be harnessed for a selective and practical deprotection sequence. Treatment of these intermediates with 2 equiv of propylene glycol and warming enables the rapid release of amine hydrochloride salts in good yields. Notably, the reaction conditions are mild enough to allow for a swift deprotection with no observed epimerization of the amino center.
Indanesulfonamides as carbonic anhydrase inhibitors. Toward structure-based design of selective inhibitors of the tumor-associated isozyme CA IX
Thiry, Anne,Ledecq, Marie,Cecchi, Alessandro,Dogné, Jean-Michel,Wouters, Johan,Supuran, Claudiu T.,Masereel, Bernard
, p. 2743 - 2749 (2007/10/03)
Carbonic anhydrases are ubiquitous metalloenzymes which are involved in fundamental processes (i.e., acid-base regulation, respiration, calcification, etc.). The carbonic anhydrase isozyme IX becomes an interesting pharmacological target due to its overexpression in cancer and its absence in normal tissue. Therefore, several indanesulfonamides were synthesized and tested for their inhibition both against the human CA IX and against two other biologically relevant isozymes (CA I and II). Structure-activity relationships are discussed and point out different compounds for its selectivity and activity against CA IX. To establish preliminary hypothesis for the design of new isozyme-selective CA IX inhibitors, we conducted molecular modeling. We describe here the first human CA IX model built by homology with another CA isozyme already crystallized. Docking studies were performed to explore the binding mode of our indanesulfonamide derivatives.
Process for the preparation of substituted tetralin and substituted indane derivatives
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Page/Page column 28, (2008/06/13)
The present invention relates to novel processes for the preparation of substituted tetralin. and substituted indane derivatives. The present invention is further directed to novel processes for the preparation of intermediates in the preparation of the substituted tetralin and substituted indane derivatives.
