5222-53-7Relevant academic research and scientific papers
Preparation of new chiral bisoxazoline ligands for the catalytic asymmetric intramolecular cyclopropanation of α-diazo-β-keto phenyl sulfone to afford a useful bicyclo[3.1.0]hexane derivative
Sawada, Takashi,Nakada, Masahisa
experimental part, p. 350 - 356 (2012/07/14)
Herein we describe the preparation of novel chiral bisoxazoline ligands with various substituents at the bisoxazoline linkage, for use in the catalytic asymmetric intramolecular cyclopropanation (CAIMCP) of α-diazo-β-keto phenyl-5-hexenyl sulfone to afford a simple, but useful, bicyclo[3.1.0]hexane derivative. The enantioselectivity of the CAIMCP of α-diazo-β-keto phenyl-5-hexenyl sulfone was improved and a product with 84% ee was obtained using 30 mol % of the catalyst, which was prepared in situ by CuOTf and the new bisoxazoline ligand with two 3,5-di-tert-butylbenzyl groups at the bisoxazoline linkage. The product was obtained in enantiomerically pure form by a single crystallization, enabling its use as a chiral building block.
Structure-activity relationship study of pyrimido[1,2-c][1,3]benzothiazin- 6-imine derivatives for potent anti-HIV agents
Mizuhara, Tsukasa,Oishi, Shinya,Ohno, Hiroaki,Fujii, Nobutaka,Shimura, Kazuya,Matsuoka, Masao
supporting information, p. 6434 - 6441,8 (2012/12/12)
3,4-Dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine (PD 404182) is an antiretroviral agent with submicromolar inhibitory activity against human immunodeficiency virus-1 (HIV-1) and HIV-2 infection. In the current study, the structure-activity relationships of accessory groups at the 3- and 9-positions of pyrimido[1,2-c][1,3]benzothiazin-6-imine were investigated for the development of more potent anti-HIV agents. Several different derivatives containing a 9-aryl group were designed and synthesized using Suzuki-Miyaura cross-coupling and Ullmann coupling reactions. Modification of the m-methoxyphenyl or benzo[d][1,3]dioxol-5-yl group resulted in improved anti-HIV activity. In addition, the 2,4-diazaspiro[5.5]undec-2-ene-fused benzo[e][1,3]thiazine derivatives were designed and tested for their anti-HIV activities. The most potent 9-(benzo[d][1,3]dioxol-5-yl) derivative was two-threefold more effective against several strains of HIV-1 and HIV-2 than the parent compound, PD 404182.
N′-(Arylsulfonyl)pyrazoline-1-carboxamidines as novel, neutral 5-hydroxytryptamine 6 receptor (5-HT6R) antagonists with unique structural features
Van Loevezijn, Arnold,Venhorst, Jennifer,Iwema Bakker, Wouter I.,De Korte, Cor G.,De Looff, Wouter,Verhoog, Stefan,Van Wees, Jan-Willem,Van Hoeve, Martijn,Van De Woestijne, Rob P.,Van Der Neut, Martina A. W.,Borst, Alice J. M.,Van Dongen, Maria J. P.,De Bruin, Natasja M. W. J.,Keizer, Hiskias G.,Kruse, Chris G.
experimental part, p. 7030 - 7054 (2011/12/15)
The 5-HT6 receptor (5-HT6R) has been in the spotlight for several years regarding CNS-related diseases. We set out to discover novel, neutral 5-HT6R antagonists to improve off-target selectivity compared to basic amine-con
SULFONYLPYRAZOLE AND SULFONYLPYRAZOLINE CARBOXAMIDINE DERIVATIVES AS 5-HT6 ANTAGONISTS
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Page/Page column 23, (2008/06/13)
This invention concerns sulfonylpyrazoline carboxamidine derivatives as antagonists of 5-HT6 receptors, to methods for the preparation of these compounds and to novel intermediates useful for their synthesis. The invention also relates to the uses of such compounds and compositions, particularly their use in administering them to patients to achieve a therapeutic effect in Parkinson's disease, Huntington's chorea, schizophrenia, anxiety, depression, manic depression, psychoses, epilepsy, obsessive compulsive disorders, mood disorders, migraine, Alzheimer's disease, age related cognitive decline, mild cognitive impairment, sleep disorders, eating disorders, anorexia, bulimia, binge eating disorders, panic attacks, akathisia, attention deficit hyperactivity disorder, attention deficit disorder, withdrawal from abuse of cocaine, ethanol, nicotine or benzodiazepines, pain, disorders associated with spinal trauma or head injury, hydrocephalus, functional bowel disorder, Irritable Bowel Syndrome, obesity and type-2 diabetes. The compounds have the general formula (1), wherein the symbols have the meanings given in the description.
A facile method for the construction of highly substituted acetonitriles and olefins. Malononitriles as acetonitrile carbanion and alkylidene dianion equivalents
Tsai, Ting-Yueh,Shia, Kak-Shan,Liu, Hsing-Jang
, p. 97 - 101 (2007/10/03)
The use of malononitrile to facilitate the preparation of highly substituted nitriles, via reductive alkylation/addition, and olefins, via a combination of reductive addition and reductive elimination, is described.
A tetraspiro nonacyclic compound by condensation of 1,1-bis(aminomethyl)cyclohexane with formaldehyde
Suissa, M. Rachel,Romming, Christian,Dale, Johannes
, p. 113 - 114 (2007/10/03)
1,1-Bis(aminomethyl)cyclohexane condenses with formaldehyde to precipitate a polymer, which upon heating is readily isomerized to the nonacyclic compound tetraspiro[tetrakis(cyclohexane)-1,5″″ : 1′,11″″ : 1″, 17″″ : 1?,23″″-[l,3,7,9,13,15,19,21]octaazapen
Atom transfer cyclization reactions of unsaturated phenylseleno- and iodomalononitriles
Curran, D. P.,Shu, Min
, p. 314 - 322 (2007/10/02)
Atom transfer cyclization reactions of substituted iodo(pent-4-enyl)- and iodo(hex-5-enyl)propanedinitriles are exceptionally facile and produce kinetic mixtures of exo and endo cyclization products.Regioselectivity depends on alkene substituents, and is
Phase Transfer Catalysis without Solvent. Synthesis of Cycloalkane-1,1-dicarbonitriles and Alkanetetracarbonitriles
Diez-Barra, Enrique,Hoz, Antonio de la,Moreno, Andres,Sanchez-Verdu, Prado
, p. 2593 - 2596 (2007/10/02)
Cycloalkane-1,1-dicarbonitriles 4 and alkane α,α,ω,ω-tetracarbonitriles 5 have been selectively synthesized in the absence of solvent.Cycloalkane-1,1-dicarbonitriles have been prepared by reaction of malononitrile with α,ω-dihalhalogenoalkanes, while alka
