Category: 6972-05-0

Alajarin, Mateo published the artcileOn the [2+2] Cycloaddition of 2-Aminothiazoles and Dimethyl Acetylenedicarboxylate. Experimental and Computational Evidence of a Thermal Disrotatory Ring Opening of Fused Cyclobutenes, Safety of 1,1-Dimethylthiourea, the publication is Journal of Organic Chemistry (2006), 71(14), 5328-5339, database is CAplus and MEDLINE.

The reaction of 2-(phenylamino)- and 2-(dimethylamino)thiazoles with di-Me acetylenedicarboxylate led unexpectedly to di-Me 6-(phenylamino)- and 6-(dimethylamino)-3,4-pyridinedicarboxylates. Those compounds reasonably result from a sequence of reactions initiated by a [2 + 2] cycloaddition of the alkyne to the formal C:C of the thiazole ring. These pyridines were obtained in nearly all the cases assayed as the exclusive reaction products under rather mild conditions and in fair to good yields. In contrast, the regioisomeric 2-amino-3,4-pyridinedicarboxylates, which would result from a [4 + 2] cycloaddition followed by sulfur extrusion, were only obtained in one particular case. The two reaction paths leading alternatively to both regioisomers were investigated computationally. The resp. [2 + 2] and [4 + 2] cycloadducts were found to be formed stepwise from a common dipolar intermediate. Notably, the step following the [2 + 2] cycloaddition (i.e., the ring opening of the fused cyclobutene intermediate to give an all-cis 1,3-thiazepine) was found to take place in a disrotatory mode. Although geometric constraints and electronic factors may reduce the energy for the disrotation, the implication of the fused five-membered ring in the electronic reorganization leading to the 1,3-thiazepine is determinant. In this sense, this step could be regarded also as a thermally allowed six-electron five-center disrotatory electrocyclic ring opening. The proposed mechanism was exptl. supported by the isolation of several intermediates and other exptl. facts.

Journal of Organic Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Safety of 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Alajarin, Mateo published the artcile5-Alkenylthiazoles as In-Out Dienes in Polar [4+2] Cycloaddition Reactions, Formula: C3H8N2S, the publication is European Journal of Organic Chemistry (2013), 2013(33), 7500-7511, database is CAplus.

5-Alkenyl-2-thiazolamine derivatives react as in-out dienes with a wide range of electron-poor dienophiles leading to the corresponding cycloaddition products in good to excellent yields. A [4+2] cycloaddition of 5-alkenyl-2-aminothiazole derivatives can be classified as site-selective because only the diene group incorporating a formal carbon-carbon double bond (C-C double bond) of the heterocycle and that of the side-chain is involved. Calculations of the HOMO energy values of representative 5-alkenyl-2-aminothiazole derivatives were disclosed. The cycloaddition is endo-selective with N-phenylmaleimide or maleic anhydride and regioselective when the reactions are conducted with nonsym. dienophiles. Completely oxidized cycloadducts are obtained in a reaction of 5-alkenyl-2-aminothiazoles with naphthoquinone or di-Me acetylenedicarboxylate (DMAD). Unexpectedly, a reaction with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) was not stereospecific. A mechanism placed at the concerted/stepwise boundary is proposed. The synthesis of the target compounds was achieved by a reaction of N,N-dimethyl-5-[2-(phenyl)ethenyl]-2-thiazolamine 1-phenyl-1H-pyrrole-2,5-dione (maleimide), 2,5-furandione (maleic anhydride), 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione, 1,1,2,2-ethenetetracarbonitrile, 1,4-naphthalenedione, 2-butynedioic acid 1,4-di-Me ester, di-Me fumarate, 2-propenoic acid Me ester.

European Journal of Organic Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Formula: C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Alajarin, Mateo published the artcile4-Alkenyl-2-aminothiazoles: Smart Dienes for Polar [4 + 2] Cycloadditions, Computed Properties of 6972-05-0, the publication is European Journal of Organic Chemistry (2013), 2013(3), 474-489, database is CAplus.

An exhaustive investigation into the [4 + 2] cycloadditions of 4-alkenyl-2-aminothiazoles with a wide range of dienophiles has been carried out. 4-Alkenyl-2-aminothiazoles acted as good in-out dienes, reacting with dienophiles bearing electron-withdrawing groups. The heteroannulations, typically conducted under mild conditions, were endo-selective when cyclic dienophiles were used, and regioselective when the reactions are conducted with unsym. dienophiles. The endo-selective processes presumably took place by concerted but highly asynchronous mechanisms. In contrast, the low levels of endo selectivity and the lack of stereospecificity in the reactions with certain acyclic dienophiles indicated a stepwise mechanism with a zwitterion as the most plausible intermediate. The course of the reaction changed when the highly reactive PTAD and TCNE are used as dienophiles, since in these cases, only addition products were obtained. Calculations of the HOMO and LUMO energy values of representative 4-alkenyl-2-aminothiazoles, and the results of ¦Ð-facial diastereoselective processes by using chiral substrates are also disclosed.

European Journal of Organic Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Computed Properties of 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Beaulieu, Pierre L. published the artcileNon-Nucleoside Benzimidazole-Based Allosteric Inhibitors of the Hepatitis C Virus NS5B Polymerase: Inhibition of Subgenomic Hepatitis C Virus RNA Replicons in Huh-7 Cells, Application of 1,1-Dimethylthiourea, the publication is Journal of Medicinal Chemistry (2004), 47(27), 6884-6892, database is CAplus and MEDLINE.

A previously disclosed series of nonnucleoside allosteric inhibitors of the NS5B polymerase of the hepatitis C virus (HCV) was optimized to yield novel compounds with improved physicochem. properties and activity in cell-based assays. Replacement of ionizable carboxylic acids with neutral substituents in lead compounds produced inhibitors with cellular permeability and antiviral activity in a cell-based assay of subgenomic HCV RNA replication (replicon EC₅₀ as low as 1.7 ¦ÌM). The improvement in potency in this ex vivo model of HCV RNA replication validates, in part, the mechanism by which this class of allosteric benzimidazole derivatives inhibits the polymerase and represents a significant step forward in the discovery of novel HCV therapeutics.

Journal of Medicinal Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Application of 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Beaulieu, Pierre L. published the artcileDiscovery of the First Thumb Pocket 1 NS5B Polymerase Inhibitor (BILB 1941) with Demonstrated Antiviral Activity in Patients Chronically Infected with Genotype 1 Hepatitis C Virus (HCV), Recommanded Product: 1,1-Dimethylthiourea, the publication is Journal of Medicinal Chemistry (2012), 55(17), 7650-7666, database is CAplus and MEDLINE.

Combinations of direct acting antivirals (DAAs) that have the potential to suppress emergence of resistant virus and that can be used in interferon-sparing regimens represent a preferred option for the treatment of chronic HCV infection. We have discovered allosteric (thumb pocket 1) non-nucleoside inhibitors of HCV NS5B polymerase that inhibit replication in replicon systems. Herein, we report the late-stage optimization of indole-based inhibitors, which began with the identification of a metabolic liability common to many previously reported inhibitors in this series. By use of parallel synthesis techniques, a sparse matrix of inhibitors was generated that provided a collection of inhibitors satisfying potency criteria and displaying improved in vitro ADME profiles. “Cassette” screening for oral absorption in rat provided a short list of potential development candidates. Further evaluation led to the discovery of the first thumb pocket 1 NS5B inhibitor (BILB 1941) that demonstrated antiviral activity in patients chronically infected with genotype 1 HCV.

Journal of Medicinal Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Recommanded Product: 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Collins, Jon L. published the artcileN-(2-Benzoylphenyl)-L-tyrosine PPARγ Agonists. 2. Structure-Activity Relationship and Optimization of the Phenyl Alkyl Ether Moiety, Safety of 1,1-Dimethylthiourea, the publication is Journal of Medicinal Chemistry (1998), 41(25), 5037-5054, database is CAplus and MEDLINE.

We previously reported the identification of (2S)-((2-benzoylphenyl)amino)-3-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenyl}propanoic acid (I) (PPARγ pK_i = 8.94, PPARγ pEC₅₀ = 9.47) as a potent and selective PPARγ agonist. We now report the expanded structure-activity relationship around the Ph alkyl ether moiety by pursuing both a classical medicinal chem. approach and a solid-phase chem. approach for analog synthesis. The solution-phase strategy focused on evaluating the effects of oxazole and Ph ring replacements of the 2-(5-methyl-2-phenyloxazol-4-yl)ethyl side chain of I with several replacements providing potent and selective PPARγ agonists with improved aqueous solubility Specifically, replacement of the Ph ring of the phenyloxazole moiety with a 4-pyridyl group to give (2S)-((2-benzoylphenyl)amino)-3-{4-[2-(5-methyl-2-pyridin-4-yloxazol-4-yl)ethoxy]phenyl}propionic acid (PPARγ pK_i = 8.85, PPARγ pEC₅₀ = 8.74) or a 4-methylpiperazine to give (2S)-((2-benzoylphenyl)amino)-3-(4-{2-[5-methyl-2-(4-methylpiperazin-1-yl)thiazol-4-yl]ethoxy}phenyl)propionic acid (PPARγ pK_i = 8.66, PPARγ pEC₅₀ = 8.89) provided two potent and selective PPARγ agonists with increased solubility in pH 7.4 phosphate buffer and simulated gastric fluid as compared to I. The second strategy took advantage of the speed and ease of parallel solid-phase analog synthesis to generate a more diverse set of Ph alkyl ethers which led to the identification of a number of novel, high-affinity PPARγ ligands (PPARγ pK_i‘s 6.98-8.03). The combined structure-activity data derived from the two strategies provide valuable insight on the requirements for PPARγ binding, functional activity, selectivity, and aqueous solubility

Journal of Medicinal Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Safety of 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Fluck, Ekkehard published the artcile[1,3,4]Thiazaphospholidines. IV. [1,3,4]Thiazaphospholidine sulfide and oxide, ethynylaminophosphine, Recommanded Product: 1,1-Dimethylthiourea, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (1994), 90(1-4), 59-78, database is CAplus.

The synthesis of the ethynylaminophosphines, PhCCP(R)(NEt₂) (1, R = NEt₂; 2, R = Ph; 3, R = cyclohexyl), RCCP(Ph)(NEt₂) (4, R = Bu; 5, R = SiMe₃) from substituted alkynylmagnesium bromides and haloaminophosphantes is described. Reaction of 1 with urea derivatives yields the [1,3,4]thiazaphospholidines. 2 Reacts with thiouracil to give thiazaphospholidine I, with 2-mercaptobenzimidazole to give compound II and 3 reacts with 2-mercaptobenzimidazole to give similar benzoimidazothiazaphosphole. The new [1,3,4]thiazaphospholidines can be transferred into the corresponding sulfides by heating with elemental sulfur or into their oxides by treatment with tert-Bu hydroperoxide. The spirocyclic compound III is the product from the reaction with o-chloranil. All new ethynylaminophosphines, [1,3,4]thiazaphospholidines and their sulfides and oxides are characterized by NMR, mass and IR spectra. X-ray structure analyses of I and related compounds were performed.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Recommanded Product: 1,1-Dimethylthiourea.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Moazezi, Mohammad Reza published the artcileHydrothermal liquefaction of Chlorella vulgaris and catalytic upgrading of product: Effect of process parameter on bio-oil yield and thermodynamics modeling, Application In Synthesis of 6972-05-0, the publication is Fuel (2022), 123595, database is CAplus.

Replacing fossil fuel sources with biofuels is one way to degrade greenhouse gas issuance. Recently, the interest, effort, and investment of researchers around the world in biofuel technol., has been focused on microalgae. The aim of the present work was focused on optimizing the biocrude yield of hydrothermal liquefaction (HTL) of Chlorella vulgaris. The effect of temperature, reaction time and the weight ratio of feedstock in different conditions of hydrothermal liquefaction process has been investigated. Optimization of bio-oil performance was done applying design expert software and response surface method (central composite design). The consequences show that the highest yield of bio-oil was obtained from Chlorella vulgaris (56.21% by weight) at 287 °C, reaction time of 40 min, and microalgae to water ratio of 0.07 Anal. of variance (ANOVA), suggests that the liquefaction temperature and reaction time plays the influential role in the bio-oil yield. Ni-Mo/Al₂O₃ was applied as catalyst for upgrading Bio-oil. The amount of sulfur in bio-oil have completely removed and HHV increased 7% (41.11 MJ/Kg) by using catalyst. Moreover, GC/MS anal. illustrates the number of nitrogenous compounds in bio-oil using Ni-Mo/Al₂O₃ was reduced, so that the amount of pyrazine was changed from 4.25% to 2.10% and pyrrole from 4.75% to 3.11%. To thermodn. modeling and predict the phase behavior of the liquefaction process, manipulation of the UNIFAC coefficients equation was model to minimize the Gibbs free energy. The theor. model had a 9.8% prediction error. This generation of bio-oils is expected to be good support for biofuels.

Fuel published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Application In Synthesis of 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Jiang, Jingyun published the artcilePoly-quasi-eutectic solvents (PQESs): versatile solvents for dissolving metal oxides, Computed Properties of 6972-05-0, the publication is Green Chemistry (2019), 21(20), 5571-5578, database is CAplus.

The concept of poly-quasi-eutectic solvents (PQESs) has been proposed in this study. A class of PQESs composed of polymers, namely polyethylene glycol (PEG), poly(ethylene glycol)-block-poly(propylene glycol)-block poly(ethylene glycol) (P123), poly(propylene glycol) bis(2-aminopropyl ether) (PPG-NH₂), and poly(ethylene glycol) di-Me ether (DMPEG), and hydrogen bonding donors (HBDs, including carboxylic acids and amides) were prepared, which could be used for dissolving metal oxides. The PQESs were formed by simply mixing the selected polymers and HBDs. The PEG-based PQESs have excellent physiochem. properties, including negligible volatility, low viscosity, intrinsic conductivity, and wide electrochem. windows. Moreover, they were shown to be good solvents for metal oxides, which have potential applications in industrial metallurgical processes.

Green Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Computed Properties of 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Montoya, Iago Antonio published the artcileInfluence prediction of small organic molecules (ureas and thioureas) upon electrical percolation of AOT-based microemulsions using artificial neural networks, Formula: C3H8N2S, the publication is Tenside, Surfactants, Detergents (2012), 49(4), 316-320, database is CAplus.

In order to predict percolation temperature of AOT-Based microemulsions (AOT/iC₈/H₂O w/o microemulsions) in the presence of small organic mols. (ureas and thioureas), different Artificial Neural Network architectures (ANN) have been carried out using a Perceptron Multilayer Artificial Neural Network with three entrance variables (W = value of the microemulsion, additive concentration, logP value). Best ANN architecture consists in three input neurons, one middle layer (with two neurons) and one output neuron. Correlation values were R = 0.9251 for the training set and R = 0.9719 for the prediction set.

Tenside, Surfactants, Detergents published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Formula: C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia