- New Polynuclear Manganese(II) Complexes with Orotic Acid and some of its Derivatives: Crystal Structures, Spectroscopic and Magnetic Studies
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Three polynuclear manganese(II) complexes containing orotic acid (2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid, H3L1) or one of its substituted derivatives 2L2) or 5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (H3L1)> have been synthesized and characterized by X-ray crystallography.UV/VIS and magnetic susceptibility measurements.Complex 1 consists of neutral 1)2(H2O)6> units, which form polymer chains along the z axis with a Mn(1)...Mn(2) distance in the unit cell of 5.628(1) Angstroem while the Mn(2)...Mn(2) distance in the chain is 4.715(1) Angstroem.Each unit cell of complex 2 contains one neutral centrosymmetric dimer 2)2(H2O)6> containing a short Mn...Mn distance and an antiferromagnetic exchange interaction is present.The experimental data were fitted to the susceptibility equations resulting from the Hamiltonian H = -2JS1S2 to give exchange parameter J = -1.3 cm-1 and g = 1.95.From EPR spectra of 2, the hyperfine interaction parameter A = -0.27 GHz and the zero-field splitting parameter D = +/-2.93 GHz have been calculated.Each unit cell of complex 3 consists of one dinuclear anion 3)2(H2O)4Cl2>2- and of one cation 2+.The Mn(1) and Mn(2) atoms and the water molecule of the cation 2+ are situated at inversion sites.The dinuclear anions are associated to form chains but the shortest Mn...Mn distance of 5.642(3) Angstroem is observed within the 3)2(H2O)4Cl2>2- unit between Mn(1) and Mn(2).
- Nepveu, Francoise,Gaultier, Nicolas,Korber, Nikolaus,Jaud, Joel,Castan, Paule
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Read Online
- Impact of Stereo- And Regiochemistry on Energetic Materials
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The synthesis, physical properties, and calculated performances of six stereo- and regioisomeric cyclobutane nitric ester materials are described. While the calculated performances of these isomers, as expected, were similar, their physical properties were found to be extremely different. By alteration of the stereo- and regiochemistry, complete tunability in the form of low- or high-melting solids, stand-alone melt-castable explosives, melt-castable explosive eutectic compounds, and liquid propellant materials was obtained. This demonstrates that theoretical calculations should not be the main factor in driving the design of new materials and that stereo- and regiochemistry matter in the design of compounds of potential relevance to energetic formulators.
- Barton, Lisa M.,Edwards, Jacob T.,Johnson, Eric C.,Bukowski, Eric J.,Sausa, Rosario C.,Byrd, Edward F. C.,Orlicki, Joshua A.,Sabatini, Jesse J.,Baran, Phil S.
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supporting information
p. 12531 - 12535
(2019/08/26)
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- Preparation method of 2-(4-fluorophenyl)pyrimidine derivative
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The invention discloses a preparation method of a 2-(4-fluorophenyl)pyrimidine derivative: 6-chloro-2-(4-fluorophenyl)pyrimidine-4-carboxylate. Diethyl oxalate is used as a starting raw material, andcondensation, cyclization, chlorination and esterification are performed for obtaining a target product. The compound is an important medical intermediate.
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Paragraph 0020; 0021; 0022
(2018/03/26)
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- Pyrrolone Derivatives as Intracellular Allosteric Modulators for Chemokine Receptors: Selective and Dual-Targeting Inhibitors of CC Chemokine Receptors 1 and 2
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The recent crystal structures of CC chemokine receptors 2 and 9 (CCR2 and CCR9) have provided structural evidence for an allosteric, intracellular binding site. The high conservation of residues involved in this site suggests its presence in most chemokine receptors, including the close homologue CCR1. By using [3H]CCR2-RA-[R], a high-affinity, CCR2 intracellular ligand, we report an intracellular binding site in CCR1, where this radioligand also binds with high affinity. In addition, we report the synthesis and biological characterization of a series of pyrrolone derivatives for CCR1 and CCR2, which allowed us to identify several high-affinity intracellular ligands, including selective and potential multitarget antagonists. Evaluation of selected compounds in a functional [35S]GTPγS assay revealed that they act as inverse agonists in CCR1, providing a new manner of pharmacological modulation. Thus, this intracellular binding site enables the design of selective and multitarget inhibitors as a novel therapeutic approach.
- Ortiz Zacarías, Natalia V.,Van Veldhoven, Jacobus P. D.,Portner, Laura,Van Spronsen, Eric,Ullo, Salviana,Veenhuizen, Margo,Van Der Velden, Wijnand J. C.,Zweemer, Annelien J. M.,Kreekel, Roy M.,Oenema, Kenny,Lenselink, Eelke B.,Heitman, Laura H.,Ijzerman, Adriaan P.
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p. 9146 - 9161
(2018/10/24)
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- Preparation method for pyrimidine compound
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The invention discloses a preparation method for a pyrimidine compound, i.e., 6-chloro-2-phenylpyrimidine-4-methylcarboxylate. According to the invention, diethyl oxalate is used as a starting material and subjected to condensation, ring closure, chlorination and esterification so as to prepare the pyrimidine compound. The prepared pyrimidine compound is an important medical intermediate.
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Paragraph 0020-0022
(2017/07/21)
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- Preparation method of 2-nitropyrimidine derivative
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The invention discloses a preparation method of 2-nitropyrimidine derivative which is methyl 6-chloro-2-nitropyrimidine-4-carboxylate. The method comprises the following steps: taking diethyl oxalate as a starting raw material, and carrying out condensation, cyclization, chlorination and esterification to obtain a target product. The compound is used as an important medical intermediate.
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Paragraph 0021; 0022
(2017/08/29)
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- Preparation method of 2-substituted pyrimidine derivative
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The invention discloses a preparation method of 2-substituted pyrimidine derivative 6-chlorine-2-(4-fluorophenyl)pyrimidine-4-carboxylic acid methyl ester. A target product is obtained by taking diethyl oxalate as a starting raw material through condensation, ring closing, chlorination and esterification. The compound is an important medicine intermediate.
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Paragraph 0020-0022
(2017/11/04)
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- Preparation method of 2-pyrrolylpyrimidine derivative
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The invention discloses a preparation method of methyl 2-pyrrolylpyrimidine derivative 6-chloro-2-pyrrolylpyrimidine-4-carboxylate, comprising using diethyl oxalate as a starting material, and performing condensing, ring closure, chlorinating and esterifying to obtain the target product; the compound is an important pharmaceutical intermediate.
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Paragraph 0020; 0021
(2017/08/29)
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- A 2 - substituted pyrimidine derivatives of the preparation method (by machine translation)
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The invention discloses a 2 - substituted pyrimidine derivatives 2 - (4 - bromophenyl) - 6 - chloro-pyrimidine - 4 - carboxylic acid ethyl ester preparation method, in order to diethyl oxalate as the raw material, after condensation, ring, chlorinated, esterification to obtain the target product, the compound is an important medical intermediates. (by machine translation)
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Paragraph 0021; 0022
(2018/03/01)
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- Regioselective Synthesis of Dihydrothiophenes and Thiophenes via the Rhodium-Catalyzed Transannulation of 1,2,3-Thiadiazoles with Alkenes
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A method for the regioselective synthesis of a wide range of dihydrothiophenes was developed from the rhodium-catalyzed transannulation of 1,2,3-thiadiazoles with aliphatic, aromatic, and heteroaromatic alkenes. Tandem rhodium-catalyzed transannulation of 1,2,3-thiadiazoles with alkenes followed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation was also demonstrated for the one-pot regioselective synthesis of various thiophenes. Advantages of the present method include a broad substrate scope, wide functional group compatibility, and high regioselectivity.
- Son, Jeong-Yu,Kim, Jonghye,Han, Sang Hoon,Kim, Sung Hong,Lee, Phil Ho
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supporting information
p. 5408 - 5411
(2016/11/06)
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- NOVEL PYRROLIDINE DERIVED BETA 3 ADRENERGIC RECEPTOR AGONISTS
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The present invention provides compounds of Formula (I), pharmaceutical compositions thereof, and method of using the same in the treatment or prevention of diseases mediated by the activation of β3-adrenoceptor.
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Page/Page column 59; 60
(2015/04/22)
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- Platinum- and gold-catalyzed hydroalkoxylation and tetramerization of propiolate esters
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PtCl2 was found to efficiently catalyze intermolecular additions of propiolate esters with alcohols. The reaction of propiolate esters and alcohols in the presence of PtCl2 gave (E)-vinyl ethers as the major products at 60 °C, whereas alkyl 3,3-dialkoxypropanoates were predominantly obtained when the reaction temperature was set to 80°C. On the other hand, a novel regioselective tetramerization of propiolate esters catalyzed by AuCl3 under mild conditions afforded 1,2,5,6-tetrasubstituted- cyclooctatetraene (1,2,5,6-COT) in moderate yields.
- Chen, Qian,Zhang, Changyuan,Wen, Chunxiao,Fang, Jin,Du, Zhiyun,Wu, Dongling
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p. 101 - 105
(2014/08/18)
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- Discovery of pyrazole carboxylic acids as potent inhibitors of rat long chain l-2-hydroxy acid oxidase
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Long chain l-2-hydroxy acid oxidase 2 (Hao2) is a peroxisomal enzyme expressed in the kidney and the liver. Hao2 was identified as a candidate gene for blood pressure (BP) quantitative trait locus (QTL) but the identity of its physiological substrate and its role in vivo remains largely unknown. To define a pharmacological role of this gene product, we report the development of selective inhibitors of Hao2. We identified pyrazole carboxylic acid hits 1 and 2 from screening of a compound library. Lead optimization of these hits led to the discovery of 15-XV and 15-XXXII as potent and selective inhibitors of rat Hao2. This report details the structure activity relationship of the pyrazole carboxylic acids as specific inhibitors of Hao2.
- Barawkar, Dinesh A.,Bandyopadhyay, Anish,Deshpande, Anil,Koul, Summon,Kandalkar, Sachin,Patil, Pradeep,Khose, Goraksha,Vyas, Samir,Mone, Mahesh,Bhosale, Shubhangi,Singh, Umesh,De, Siddhartha,Meru, Ashwin,Gundu, Jayasagar,Chugh, Anita,Palle, Venkata P.,Mookhtiar, Kasim A.,Vacca, Joseph P.,Chakravarty, Prasun K.,Nargund, Ravi P.,Wright, Samuel D.,Roy, Sophie,Graziano, Michael P.,Cully, Doris,Cai, Tian-Quan,Singh, Sheo B.
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scheme or table
p. 4341 - 4347
(2012/07/17)
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- Efficient synthesis of an A-B-C-tricycle fragment for a structural model of tolyporphin
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An efficient stereocontrolled synthesis of an A-B-C-tricycle fragment 7 for a structural model of tolyporphin 3 is described. All the rings were prepared from readily available starting materials. One of the two key steps is a selective ring-opening reaction of the lactone cycle in bicyclolactam-lactone 17 to cyanopyrrolidone 18, which introduces the chirality into synthetic compounds. The other key step is the combination of A ring with B-C-bicycle via a two-time Eschenmoser sulfide contraction. A-B-C-tricycle fragment 7 allows a new approach toward tolypophin compounds and other uroporphinoids.
- Hu, Bing C.,Zhou, Wei Y.,Liu, Zu L.,Cai, Chao J.,Xu, Shi C.
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experimental part
p. 89 - 100
(2010/11/18)
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- Regioselective synthesis of 4-acyl-1-hydroxy-2,3-benzodioates by chelation-controlled [3+3] annulation of 3-acyl-4-ethoxy-2-oxo-3-enoates with 1,3-bis(trimethylsilyloxy)-1,3-butadienes
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4-Acyl-1-hydroxy-2,3-benzodioates were regioselectively prepared by chelation-controlled [3+3] cyclization of 1,3-bis(trimethylsilyloxy)-1,3- butadienes with 3-acyl-4-ethoxy-2-oxo-3-enoates.
- Riahi, Abdolmajid,Shkoor, Mohanad,Fatunsin, Olumide,Khera, Rasheed Ahmad,Fischer, Christine,Langer, Peter
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supporting information; experimental part
p. 4248 - 4251
(2009/12/06)
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- CANNABINOID RECEPTOR LIGANDS AND USES THEREOF
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Compounds of Formula (I) that act as cannabinoid receptor ligands and their uses in the treatment of diseases linked to the mediation of the cannabinoid receptors in animals are described herein.
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Page/Page column 27
(2010/11/26)
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- Some Sulfur-containing Quinoxalines (1)
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A series of quinoxalines having oxygen, chlorine or sulfur substituted at the 2-position and long-chain alkyl, alkylthio, arylthio, alkylthioalkyl or arylthioalkyl groups at the 3-position have been synthesized.
- Campaigne, E.,McLaughlin, Astley R.
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p. 623 - 628
(2007/10/02)
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