Category: 60546-77-2

The author of 《Syntheses and spectral properties of substituted imidazolidones and imidazolines》 were Kohn, Harold; Cravey, Melanie J.; Arceneaux, Janice H.; Cravey, Rodney L.; Willcott, M. R. III. And the article was published in Journal of Organic Chemistry in 1977. Quality Control of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate The author mentioned the following in the article:

Imidazolidones I (R = H, Me, Ac, CO2Me; R1 = Me, Ac, CO2Me, CO2Et; Z = O, S) and imidazolines II (R = H, Me, Ac, CO2Me; R1 = Me, Et, allyl, CH2Ph, CH2Bz, CH2COMe, CH2CO2Et; Z = O, S) (40 compounds) were prepared by a variety of synthetic methods. Acyl-substituted I (X = O) were prepared by treating I (R1 = H) with NaH, then an acylating agent and I (X = S) by adding the acylating agent to a mixture of I (R1 = H) and pyridine. I and II are potential model compounds for the coenzyme biotin. Mass, ir, 1H NMR, and 13C NMR spectral properties of I and II were described.Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Quality Control of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate) was used in this study.

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Quality Control of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1977,Journal of Medicinal Chemistry included an article by Kohn, Harold; Kohn, Barbara A.; Steenberg, Marie L.; Buckley, Joseph P.. Application of 60546-77-2. The article was titled 《Syntheses and pharmacological activity of substituted imidazolidinethiones and thioimidazolines》. The information in the text is summarized as follows:

Five title compounds, prepared by S-alkylation or N-acetylation of the appropriate imidazolidinethiones, all decreased respiration and body temperature and produced ptosis in rats in gross observation studies. Thioimidazolines N-carbomethoxy- (I) [60546-77-2] and N-acetyl-2-methylthioimidazoline (II) [60546-75-0] were the most active central nervous system depressants and had the highest safety index. The isomeric imidazolidinethiones N-carbomethoxy- (III) [60546-78-3] and N-acetyl-N’-methylimidazolidinethione (IV) [60546-76-1] were much less effective and were much more toxic. NMR and ir spectra of the compounds are presented and discussed. The results came from multiple reactions, including the reaction of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Application of 60546-77-2)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Application of 60546-77-2 Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2010,Chemistry – A European Journal included an article by Smejkal, Tomas; Gribkov, Denis; Geier, Jens; Keller, Manfred; Breit, Bernhard. Formula: C6H10N2O2S. The article was titled 《Transition-State Stabilization by a Secondary Substrate-Ligand Interaction: A New Design Principle for Highly Efficient Transition-Metal Catalysis》. The information in the text is summarized as follows:

A library of monodentate phosphane ligands, each bearing a guanidine receptor unit for carboxylates, was designed. Screening of the library gave some excellent catalysts for regioselective hydroformylation of β,γ-unsaturated carboxylic acids. A terminal alkene, but-3-enoic acid, was hydroformylated with a linear/branched (l/b) regioselectivity up to 41. An internal alkene, pent-3-enoic acid was hydroformylated with regioselectivity up to 18:1. Further substrate selectivity (e.g., acid vs. Me ester) and reaction site selectivity (monofunctionalization of 2-vinylhept-2-enoic acid) were also achieved. Exploration of the structure-activity relationship and a practical and theor. mechanistic study gave us an insight into the nature of the supramol. guanidinium-carboxylate interaction within the catalytic system. This allowed us to identify a selective transition-state stabilization by a secondary substrate-ligand interaction as the basis for catalyst activity and selectivity. The results came from multiple reactions, including the reaction of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Formula: C6H10N2O2S)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Formula: C6H10N2O2S

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Correction: Substituent effects on the basicity (pKa) of aryl guanidines and 2-(arylimino)imidazolidines: correlations of pH-metric and UV-metric values with predictions from gas-phase ab initio bond lengths [Erratum to document cited in CA168:305952]》 was published in New Journal of Chemistry in 2017. These research results belong to Dardonville, Christophe; Caine, Beth A.; Navarro de la Fuente, Marta; Martin Herranz, Guillermo; Corrales Mariblanca, Beatriz; Popelier, Paul L. A.. Synthetic Route of C6H10N2O2S The article mentions the following:

In the original publication, there are errors in the acknowledgments section; the correction is provided here. In the experiment, the researchers used many compounds, for example, Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Synthetic Route of C6H10N2O2S)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Synthetic Route of C6H10N2O2S In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Category: imidazoles-derivativesOn September 30, 1981 ,《The reaction of imidazolidine-2-thione with carbon disulfide》 was published in Journal of the Chemical Society. The article was written by Yokoyama, Masataka; Motozawa, Kosei; Kawamura, Eiichi; Imamoto, Tsuneo. The article contains the following contents:

The reaction of imidazolidine-2-thione (I) with CS2 in the presence of strong bases is reported. E. g., in the presence of NaH (THF/HMPA/DMSO) 64% bis(thioamide) II and 16% tetrahydrodiimidazothiadiazinethione III were formed, whereas reaction of I with CS2 using BuLi, followed by methylation gave 79% carbodithiolate IV. In the experiment, the researchers used many compounds, for example, Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Category: imidazoles-derivatives)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Category: imidazoles-derivatives In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2014,Angewandte Chemie, International Edition included an article by Jacob, Nicholas T.; Lockner, Jonathan W.; Kravchenko, Vladimir V.; Janda, Kim D.. Safety of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate. The article was titled 《Pharmacophore Reassignment for Induction of the Immunosurveillance Cytokine TRAIL》. The information in the text is summarized as follows:

Tumor necrosis factor (TNF)-related apoptosis-inducing ligand (TRAIL) is an immunosurveillance cytokine that kills cancer cells but demonstrates little toxicity against normal cells. While investigating the TRAIL-inducing imidazolinopyrimidinone TIC10, a misassignment of its active structure was uncovered. Syntheses of the two isomers, corresponding to the published and reassigned structures, are reported. The ability of each to induce TRAIL expression in macrophages was investigated and only the compound corresponding to the reassigned structure shows the originally reported activity; the compound corresponding to the published structure is inactive. Importantly, this structural reassignment has furnished a previously unknown antitumor pharmacophore. The results came from multiple reactions, including the reaction of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Safety of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Safety of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《C-N bond forming reactions in the synthesis of substituted 2-aminoimidazole derivatives》 were Gomez-SanJuan, Asier; Botija, Jose Manuel; Mendez, Almudena; Sotomayor, Nuria; Lete, Esther. And the article was published in ARKIVOC (Gainesville, FL, United States) in 2014. Name: Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate The author mentioned the following in the article:

Carbon-nitrogen bond forming reactions oriented to the synthesis of 2-amino-imidazolidine derivatives and imidazole derivatives were investigated. The C-2 amination of imidazolidinone by corresponding 2-chlorodihydroimidazole derivatives led to 2-(benzylamino)dihydroimidazole or bis(dihydroimidazole)amine derivatives by choosing the adequate exptl. conditions. On the other hand, the use of N-acyl-2-methylsulfanyldihydroimidazoles allowed carrying out the reactions with aromatic amines, such as p-anisidine. Finally, a palladium catalyzed Buchwald-Hartwig amination was the method of choice for C-N coupling between 2-haloimidazoles and aromatic amines in the synthesis of the corresponding imidazoles. The title compounds thus formed included a 1H-imidazol-2-amine derivative (I) and related substances, 4,5-dihydro-N-(phenylmethyl)-1H-imidazol-2-amine, 1-[4,5-dihydro-2-(methylthio)-1H-imidazol-1-yl]ethanone, 4,5-dihydro-2-(methylthio)-1H-imidazole-1-carboxylic acid Me ester. The synthesis of the target compounds was achieved using 2-imidazolidinone and 2-imidazolidinethione as starting materials. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Name: Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
Name: Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate However, the application of imidazoles is not limited to the field of peptides and peptidomimetics.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem