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Halogenated 2,5-pyrrolidinediones: Synthesis, bacterial mutagenicity in Ames tester strain TA-100 and semi-empirical molecular orbital calculations

The chloroimide 3,3-dichloro-4-(dichloromethylene)-2,5-pyrrolidinedione, a tetrachloroitaconimide, is the principal mutagen produced by chlorination of simulated poultry chiller water. It is the second most potent mutagenic disinfection by-product of chlorination ever reported. Six of seven new synthetic analogs of this compound are direct-acting mutagens in Ames tester strain TA-100. Computed energies of the lowest unoccupied molecular orbital (ELUMO) and of the radical anion stability (DeltaHf/rad – DeltaHf) from MNDO-PM3 for the chloroimides show a quantitative correlation with the Ames TA-100 bacterial mutagenicity values. The molar mutagenicities of these direct acting mutagenic imides having an exocyclic double bond fit the same linear correlation (lnMm vs. ELUMO; lnMm vs. DeltaHf/rad – DeltaHf) as the chlorinated 2(5H)-furanones, including the potent mutagen MX, 3-chloro-4-(dichloro-methyl)-5-hydroxy-2(5H)-furanone, a by-product of water chlorination and paper bleaching with chlorine. Mutagenicity data for related haloimides having endocyclic double bonds are also given. For the same number of chlorine atoms, the imides with endocyclic double bonds have significantly higher Ames mutagenicity compared to their structural analogs with exocyclic double bonds, but do not follow the same ELUMO or DeltaHf/rad – DeltaHf correlation as the exocyclic chloroimides and the chlorinated 2(5H)-furanones.

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Pyrroline – Wikipedia,
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Related Products of 1193-54-0, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 1193-54-0, molcular formula is C4HCl2NO2, introducing its new discovery.

<2 + 2> Photocycloadditions of Dichloromaleimide and Dichloromaleic Anhydride to Cyclic Olefins

The photocycloaddition of dichloromaleimide to cyclohexadiene, cyclopentadiene, and cyclopentene on direct photolysis gave <2 + 2> addition products with the cis,endo- and cis,exo-configurations as the major products.However, a similar photocycloaddition to cyclohexene yielded the trans-fused cycloaddition product (between the four- and six-membered rings) as the major product in addition to the cis,endo- and cis,exo-isomers.The photocycloadditions of dichloromaleic anhydride to cyclopentadiene and cyclohexadiene were reinvestigated; two major products were obtained which were identified as the cis,endo- and cis,exo-addition products, while the reported trans-fused isomers were not isolated.The structures of these photoaddition products were investigated by 400 MHz n.m.r. spectroscopy to ascertain the configuration of the ring fusion.An X-ray crystallographic analysis established the stereochemistry of one product.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Final Thoughts on Chemistry for 2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 25021-08-3 is helpful to your research. Synthetic Route of 25021-08-3

Synthetic Route of 25021-08-3, Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 25021-08-3, molcular formula is C6H5NO4, introducing its new discovery.

Self-replication vs. reactive binary complexes – Manipulating recognition-mediated cycloadditions by simple structural modifications

The rate of reaction and the selectivity of a Diels – Alder cycloaddition between a furan and a maleimide can be enhanced by the introduction of complementary recognition sites on the reactant species. Subtle manipulation of other structural elements allows the generation of the observed rate enhancements and selectivities through either self-replication or formation of a pre-reactivc binary complex.

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Pyrroline – Wikipedia,
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Synthesis of New Bifunctional Maleimide Compounds for the Preparation of Chemoimmunoconjugates

Bifunctional maleimide compounds are suitable for binding small molecules to carrier proteins in that they bind to the sulfhydryl group of proteins through the double bond of the maleimide group and to molecules of low molecular weight (e.g. anticancer drugs) through a functional group X. 18 maleimide compounds of the general formula Maleimid-R-X (R = phenylene, benzyl-, methylene-, ethylene, or a m-benzoylethylamide group and X = hydroxy-, amino-, hydrazino-, carboxylic acid-, carboxylic anhydride-, carboxylic acid chloride-, carboxylic acid hydrazide-, oxycarbonylchloride-, aldehyde, keto-, or p-toluenesulfonate-group) were synthesized and characterized through 1H- and 13C-NMR-spectroscopy, elemental analysis, and mass spectrometry.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Maleimidyl-containing material and production method thereof

The invention provides a maleimidyl-containing material having a substituent group defined by the following structural formula (1) containing a maleimidyl group (maleimido group): wherein A denotes a spacer containing an amino acid or a peptide spacer P. Also, the invention provides a production method of the above-mentioned maleimidyl-containing material involving a step of reacting a material containing an amino acid or a peptide chain with a compound containing a maleimido group.

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Pyrroline – Wikipedia,
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Palladium-catalyzed hydrofunctionalization of vinyl phenol derivatives with heteroaromatics

A hydroheteroarylation reaction of vinyl phenols using an alkyl chloride as the sacrificial hydride source is reported. The method tolerates a wide range of heterocycles as the exogenous nucleophile including indoles and pyrroles. The resulting products are easily processed to biologically relevant scaffolds.

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Pyrroline – Wikipedia,
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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Application In Synthesis of 1-(2-Hydroxyethyl)-1H-pyrrole-2,5-dione, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 1585-90-6, Name is 1-(2-Hydroxyethyl)-1H-pyrrole-2,5-dione, molecular formula is C6H7NO3

Precisely albumin-hitchhiking tumor cell-activated reduction/oxidation-responsive docetaxel prodrugs for the hyperselective treatment of breast cancer

The anticancer efficacy of chemotherapy is greatly limited by short blood circulation and poor tumor selectivity. Thus, anticancer prodrugs with prolonged systemic circulation, tumor-specific distribution and bioactivation, could significantly strengthen the chemotherapy efficacy. Herein, we design two novel tumor cell reduction/oxidation-responsive docetaxel (DTX) prodrugs, DTX-maleimide conjugates with disulfide bond (DSSM) or thioether bond (DSM) linkages, to evaluate the roles of different sensitive linkages in drug release, pharmacokinetics and therapeutic efficacy. An ester bond-linkage prodrug (DM) is utilized as a non-sensitive control. DSSM and DSM show reduction- or oxidation-sensitive release behavior, respectively, and exhibit hyperselective bioactivation and cytotoxicities between cancerous and normal cells. They could instantly hitchhike blood circulating albumin after i.v. administration with albumin-binding half-lives as short as 1 min, resulting in prolonged systemic circulation, increased tumor accumulation. In response to the upregulated reduction/oxidation environment within tumor cells, DSSM and DSM exhibit selectively release capacity in tumor tissues, their TAITumor/Liver values are over 30-fold greater than DM. Combining the above delivery advantages into one, DSSM and DSM achieve enhanced antitumor efficacy of DTX. Such a uniquely developed strategy, integrating high albumin-binding capability and reduction/oxidation-sensitive drug superselective release in tumors, has great potential to be applied in clinical cancer therapy.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Benzopyrazinoisoindigo or Its Reduced Form? Synthesis, Clarification, and Application in Field-Effect Transistors

Benzopyrazinoisoindigo, a pigment reported 40 years ago, should be a good candidate for n-type semiconductors if the reported structure is correct. Reinvestigation of this molecule revealed that it is actually (4H,4?H)-benzopyrazinoisoindigo, which could be considered as the reduced form of benzopyrazinoisoindigo, and hence, it is a good candidate for p-type semiconductors. The route toward the synthesis of this molecule was optimized, and a mechanism was accordingly proposed. A field-effect transistor based on this material showed a hole mobility up to 2.5 ¡Á 10-2 cm2 V-1 s-1. An expedient route for the synthesis of unexpectedly alkylated (4H,4?H)-benzopyrazinoisoindigo is developed, which also clarifies the previously reported structure. A mechanism is accordingly proposed. A field-effect transistor based on this material shows a hole mobility up to 2.5 ¡Á 10-2 cm2 V-1 s-1.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Diastereoselective construction of a new class of nicotine analogues having contiguous stereocenters via 1,3-dipolar cycloaddition of azomethine ylides

Diastereoselective synthesis of several nicotine analogues via the intermolecular cycloaddition of azomethine ylides derived from the condensation reaction of nicotinaldehyde/ picolinaldehyde/ isonicotinaldehyde and N-methyl glycine/N-benzyl glycine hydrochloride with several readily available electron-deficient 2p components, (maleimides, dialkyl fumarates, dialkyl maleates and fumaronitrile) is reported. The assembling of a new class of nicotine analogues/ functionalized 2-pyridylpyrrolidine derivatives having contiguous stereocenters has been accomplished. The stereochemistry of the representative products is unequivocally established from the single crystal X-ray structure analyses.

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Pyrroline – Wikipedia,
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Process for Preparing Dithiine-tetracarboxy-diimides

The present invention relates to a new process for preparing dithiine-tetracarboxy-diimides.

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Pyrroline – Wikipedia,
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