n-Butyl 5-Chloro-2-pyrimidoxyacetate—A Plant Growth Regulator Analog

Crosby, Donald G.; Berthold, Robert V.

doi:10.1021/jo01081a023

Cited by 26 publications

(13 citation statements)

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“…5-chloro-2-hydroxypyrimidine, [15] 5-bromo-2-hydroxypyrimidine, [16] 5-iodo-2-hydroxypyrimidine, [16] and [{Pt(en)A C H T U N G T R E N N U N G (pymo)} 4 ] (NO 3 ) 4 (1) [10] were prepared according to literature methods. 4 (2: LH=5-Chloro-2-pyrimidinolate; 3: LH = 5-Bromo-2-pyrimidinolate; 4: LH = 5-Iodo-2-pyrimidinolate): [PtCl 2 (en)] (1 mmol) was suspended in an aqueous solution of AgNO 3 (2 mmol, 25 mL).…”

Section: Methodsmentioning

confidence: 99%

Design and Non‐Covalent DNA Binding of Platinum(II) Metallacalix[4]arenes

Galindo

Olea

Romero

et al. 2007

Chemistry A European J

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A set of cyclic tetranuclear complexes of the metallacalix[4]arene type with formula [{Pt(en)(L)}(4)](4+) (en=ethylenediamine; 2: LH=5-chloro-2-hydroxypyrimidine (5-Cl-Hpymo); 3: LH=5-bromo-2-hydroxypyrimidine (5-Br-Hpymo); 4: LH=5-iodo-2-hydroxypyrimidine (5-I-Hpymo)) have been obtained from the reaction between cis-protected square-planar [Pt(en)(H(2)O)(2)](2+) metal entities and LH in aqueous media. Additionally, the binding properties of 2, 3, 4 and their congener [{Pt(en)(L)}(4)](4+) (1: LH=2-hydroxypyrimidine (Hpymo)) with calf thymus-DNA (ct-DNA) have been studied by using different techniques including circular and linear dichroism (CD and LD, respectively) and UV-visible absorbance spectroscopies, gel electrophoresis, fluorescence competitive-binding studies and atomic force microscopy (AFM). The results are consistent with significant non-covalent interactions taking place between the polynuclear cyclic species and ct-DNA. Moreover, gel electrophoresis, linear dichroism titrations and AFM images of ct-DNA with metallacalixarenes show ct-DNA coiling at low metallacalixarene concentrations and upon subsequent increments in metallacalixarene concentration ct-DNA can be seen to uncoil with concomitant formation of long and inflexible ct-DNA structures.

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Section: Methodsmentioning

confidence: 99%

Design and Non‐Covalent DNA Binding of Platinum(II) Metallacalix[4]arenes

Galindo

Olea

Romero

et al. 2007

Chemistry A European J

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“…Extensive investigations1"4 followed the discovery of N-acetyl-L-cysteine (NAC)5,6 as a mucolytic agent. The present paper deals with the preparation of the meta (I) and para (21) isomers of the title compounds (Table I) as well as six stable salts of 1 (Table II). The mucolytic activity of the representative sulfhydryl compounds is demonstrated (Tables III and IV).…”

Section: N-[[(mercaptoacety 1)amino]benzoy 1 ]Glycines As Mucolytic A...mentioning

confidence: 99%

Synthesis and biological activities of 2-pyrimidinone nucleosides. 2. 5-Halo-2-pyrimidinone 2'-deoxyribosides

Efange¹,

Alessi²,

Shih³

et al. 1985

J. Med. Chem.

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1-(2-Deoxy-beta-D-ribofuranosyl)-5-bromo-2-pyrimidinone (BrPdR) and 1-(2-deoxy-beta-D-ribofuranosyl)-5-iodo-2-pyrimidinone (IPdR) have been synthesized by condensation of the appropriate silylated bases 2a and 2b, respectively, with 3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-alpha-D-ribofuranosyl chloride (8) in 1,2-dichloroethane, in the presence of SnCl4, followed by separation of the anomeric blocked nucleosides via column chromatography and subsequent deprotection with methanolic ammonia. Both BrPdR and IPdR exhibited significant antiherpes activities against various strains of HSV-1 and HSV-2, the latter compound (IPdR) showing the higher activity as well as the stronger binding to the virus-specific thymidine kinase.

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“… BG vapor pressure reported by Crosby and Berthold (1960) ( ), reported by Forman et al (1941) ( ), measured in FISCHER ® LABODEST ® VLE 602 ( ), measured in LMI (◊), and calculated (---). …”

Section: Resultsmentioning

confidence: 99%

Reactive Distillation of Glycolic Acid Using Heterogeneous Catalysts: Experimental Studies and Process Simulation

et al. 2022

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The glycerol oxidation reaction was developed leading to selective catalysts and optimum conditions for the production of carboxylic acids such as glycolic acid. However, carboxylic acids are produced in highly diluted mixtures, challenging the recovery and purification, and resulting in high production costs, polymerization, and thermal degradation of some of the products. The protection of the acid function by esterification reaction is one of the most promising alternatives through reactive distillation (RD); this technique allows simultaneously the recovery of carboxylic acids and the elimination of most part of the water. The reactive distillation, experimental and simulation, of glycolic acid was performed, based on kinetic and thermodynamic models developed. For the thermodynamic model, binary parameters of the missing couples were determined experimentally, and the non-random two-liquid (NRTL) model was selected as the most suitable to represent the binary behavior. The kinetic study of the esterification in the presence of homogeneous and heterogeneous catalysis concluded that the heterogeneous reaction can be accurately described either by a pseudo-homogeneous model or the Langmuir–Hinshelwood (L-H) adsorption model. Reactive distillation was conducted in a distillation column filled with random packing sulfonated ion-exchange resin, Nafion NR50®, or with extruded TiO2-Wox. The conversion rate of glycolic acid in reactive distillation increases from 14% without catalyst to 30% and 36% using Nafion NR50® and TiO2-Wox, respectively. As opposed to the batch reactor study, the conversion rate of glycolic acid was better with TiO2-Wox than with sulfonated ion-exchange resin. The better performance was related to an increase in the hydrodynamics inside the column. Tests using water in the feed confirm the hypothesis by increasing the conversion rate because of the decrease in the mass transfer resistance by reducing the average diffusion coefficient. The simulation of the reactive distillation column with ProSim® Plus showed that the yield of the ester increased operating at a low feed rate with reactive stripping. In the presence of water in the feed, nonreactive stages are required, including an enrichment region to separate water vapor.

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n-Butyl 5-Chloro-2-pyrimidoxyacetate—A Plant Growth Regulator Analog

Cited by 26 publications

References 0 publications

Design and Non‐Covalent DNA Binding of Platinum(II) Metallacalix[4]arenes

Design and Non‐Covalent DNA Binding of Platinum(II) Metallacalix[4]arenes

Synthesis and biological activities of 2-pyrimidinone nucleosides. 2. 5-Halo-2-pyrimidinone 2'-deoxyribosides

Reactive Distillation of Glycolic Acid Using Heterogeneous Catalysts: Experimental Studies and Process Simulation

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