Author: Jessica.F

Quality Control of 1H-Imidazol-2-amineIn 2017 ,《Synthesis and characterization of S(-)1-phenyl-1,2,3,4-tetrahydro isoquinoline acetamide analogues》 was published in Asian Journal of Chemistry. The article was written by Krishna Rao, N.; Surendra Babu, M.; Basaveswara Rao, M. V.; Keshavi, R.; Sundara Rao, N.; Eswara Prasad, N. H.; Murthy, Y. L. N.. The article contains the following contents:

S(-)1-Phenyl-1,2,3,4-tetrahydroisoquinoline acetamide analogs are prepared by sequence of reactions which involve a metal hydride reduction of 3,4-dihydroisoquinoline followed by separation of S-form with mandelic acid (chiral reagent) by resolution The product S(-)1-phenyl-1,2,3,4-tetrahydroisoquinoline is treated with chloroacetyl chloride to obtain tetrahydroisoquinoline acetyl chloride which is further employed to synthesize acetamide derivatives of tetrahydroisoquinoline I [R = Ph, 4-hydroxyphenyl, pyrimidin-2-yl, etc.] using various substituted aryl amines RNH2. The products were characterized by advanced spectroscopic techniques.1H-Imidazol-2-amine(cas: 7720-39-0Quality Control of 1H-Imidazol-2-amine) was used in this study.

1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Quality Control of 1H-Imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Azolium Aurates as Pre-Catalysts for the Oxidative Coupling of Terminal Alkynes under Mild Conditions》 was written by Ma, Xinyuan; Tzouras, Nikolaos V.; Peng, Min; Van Hecke, Kristof; Nolan, Steven P.. SDS of cas: 258278-25-0 And the article was included in Journal of Organic Chemistry on April 1 ,2022. The article conveys some information:

A simple and efficient method for the oxidative coupling of terminal alkynes was reported for the first time, using imidazol(in)ium aurates as pre-catalysts. This approach displayed high functional group tolerance and led to a broad range of 1,3-diyne compounds in moderate to excellent yields using low catalyst loading and was performed in air under mild and sustainable conditions. In addition to this study using 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, there are many other studies that have used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0SDS of cas: 258278-25-0) was used in this study.

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.SDS of cas: 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《From Cells to Mice to Target: Characterization of NEU-1053 (SB-443342) and Its Analogues for Treatment of Human African Trypanosomiasis》 was written by Devine, William G.; Diaz-Gonzalez, Rosario; Ceballos-Perez, Gloria; Rojas, Domingo; Satoh, Takashi; Tear, Westley; Ranade, Ranae M.; Barros-Alvarez, Ximena; Hol, Wim G. J.; Buckner, Frederick S.; Navarro, Miguel; Pollastri, Michael P.. Recommanded Product: 2-Chloro-1H-benzo[d]imidazoleThis research focused ontrypanosomiasis trypanosomicide Trypanosoma; crystal structure; Trypanosoma brucei; medicinal chemistry; methionyl-tRNA synthetase. The article conveys some information:

Human African Trypanosomiasis is a neglected tropical disease that is lethal if left untreated. Existing therapeutics have limited efficacy and severe associated toxicities. NEU-1053 I has recently been identified from a high throughput screen of >42,000 compounds as a highly potent and fast acting trypanocidal agent capable of curing a blood stream infection of T. brucei in mice. The authors have designed a library of analogs to probe the SAR and improve the predicted CNS exposure of NEU-1053. The authors report the activity of these inhibitors of Trypanosoma brucei, the efficacy of NEU-1053 in a murine CNS model of infection, and identification of the target of NEU-1053 via x-ray crystallog. The results came from multiple reactions, including the reaction of 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Recommanded Product: 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.Recommanded Product: 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Rapid and mild synthesis of Au-NHC complexes in a simple two-phase flow reactor》 was published in Dalton Transactions in 2021. These research results belong to Jonsson, Helgi Freyr; Fiksdahl, Anne; Harvie, Andrew J.. Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride The article mentions the following:

We describe a simple two-phase flow reactor which allows for the rapid synthesis of several Au(I)-NHC complexes in high yields (>88%), under mild conditions, and with minimal workup. Translation of the standard weak base method to a two-phase flow reaction prevents the common problem of decomposition to Au(0). The reaction can be scaled up more than ten-fold without loss in conversion efficiency. An optional second stage allows for direct synthesis of Au(III)-NHC complexes, without isolation of the Au(I)-NHC intermediate, with a two-step isolated yield of 82%. After reading the article, we found that the author used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) may be used as a precursor to the free carbene 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, and also used as an in situ formed catalyst in a variety of reactions, e.g. amination, Heck coupling reaction, the ring-opening metathesis polymerization (ROMP), hydrogenation.Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Solvent-mediated Highly Efficient Synthesis of [1,2,4]triazolo/benzimidazoloquinazolinone Derivatives》 was written by Malamiri, Fatemeh; Khaksar, Samad; Badri, Rashid; Tahanpesar, Elham. Safety of 1H-Benzo[d]imidazol-2-amineThis research focused ontriazoloquinazolinone preparation; aminotriazole dimedone benzaldehyde cyclocondensation trifluoroethanol mediated; benzimidazoloquinazolinone preparation; aminobenzimidazole dimedone benzaldehyde cyclocondensation trifluoroethanol mediated; Fluorinated alcohols; anticancer; green chemistry; heterocyclic; multicomponent; triazole. The article conveys some information:

An efficient and catalyst-free procedure for the synthesis of triazoloquinazolinones I [Ar = Ph, 4-MeC6H4, 2,4-di-ClC6H3, etc.] and benzimidazoloquinazolinones II [R = Ph, 4-ClC6H4, 4-O2NC6H4, etc.] was developed in 2,2,2-trifluoroethanol or deep eutectic solvent(DESs) as a clean and reusable media. Various products were obtained in good to excellent yields under reaction conditions. The results came from multiple reactions, including the reaction of 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Safety of 1H-Benzo[d]imidazol-2-amine)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Safety of 1H-Benzo[d]imidazol-2-amine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Product Details of 2403-66-9On September 12, 2005 ,《Selective nitrogen protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate》 was published in Tetrahedron Letters. The article was written by Woudenberg, Richard C.; Coughlin, E. Bryan. The article contains the following contents:

A method for selective N-protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate (Troc-Cl) applicable to various alkyl chain lengths was developed. In the specific case of 5-(1-[2,2,2-trichloroethyl formyl]-benzimidazol-2-yl)-propan-1-ol, migration of Troc from the benzimidazole to the primary alc. occurs in the presence of triethylamine, allowing the choice of selective N-Troc or O-Troc protection. After reading the article, we found that the author used 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Product Details of 2403-66-9)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) 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. Product Details of 2403-66-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

The author of 《Synthetic routes to [Au(NHC)(OH)] (NHC = N-heterocyclic carbene) complexes》 were Gomez-Suarez, Adrian; Ramon, Ruben S.; Slawin, Alexandra M. Z.; Nolan, Steven P.. And the article was published in Dalton Transactions in 2012. Recommanded Product: 852445-84-2 The author mentioned the following in the article:

New procedures for the synthesis of [Au(NHC)(OH)] (NHC = N-heterocyclic carbene = IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, SIPr = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene) are reported. Initially, a two-step reaction via the digold complex [{Au(NHC)}2(μ-OH)][BF4] was probed, enabling the preparation of the novel [Au(SIPr)(OH)] complex and of its previously reported congener [Au(IPr)(OH)]. After further optimization, a 1-step procedure was developed. The mol. structure of [Au(SIPr)(OH)] was determined by x-ray crystallog.Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Recommanded Product: 852445-84-2) was used in this study.

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) 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. Recommanded Product: 852445-84-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1974,Melendez, E.; Vilarrasa, J. published 《Diazo-, azo-, and azidoazoles. II. 2-Diazoimidazole》.Anales de Quimica (1968-1979) published the findings.Recommanded Product: 2-Bromo-1H-imidazole The information in the text is summarized as follows:

2-Diazoimidazole (I) and 3-diazo-s-triazole were prepared from the amines and their pKa determined I yielded 2-azidoimidazole, probably by dimerization and cleavage of the tetrazene. The experimental process involved the reaction of 2-Bromo-1H-imidazole(cas: 16681-56-4Recommanded Product: 2-Bromo-1H-imidazole)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Recommanded Product: 2-Bromo-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2002,Major, Dan T.; Laxer, Avital; Fischer, Bilha published 《Protonation Studies of Modified Adenine and Adenine Nucleotides by Theoretical Calculations and 15N NMR》.Journal of Organic Chemistry published the findings.Recommanded Product: 16681-56-4 The information in the text is summarized as follows:

The acid/base character of nucleobases affects phenomena such as self-association, interaction with metal ions, mol. recognition by proteins, and nucleic acid base-pairing. Therefore, the investigation of proton-transfer equilibrium of natural and synthetic nucleos(t)ides is of great importance to obtain a deeper understanding of these phenomena. For this purpose, a set of ATP prototypes was investigated using 15N NMR spectroscopy, and the corresponding adenine bases were investigated by theor. calculations 15N NMR measurements provided not only acidity constants but also information on the protonation site(s) on the adenine ring and regarding the ratio of the singly protonated species in equilibrium Substituents of different nature and position on the adenine ring did not change the preferred protonation site, which remained N1. However, for 2-thioether-ATP derivatives a mixed population of N1 and N7 singly protonated species was observed Reduction of basicity of 0.4-1 pKa units relative to ATP was also observed for all evaluated ATP derivatives, except for 2-Cl-ATP, for which Ka was ∼10,000-fold lower. To explain the substitution-dependent variations in the exptl. pKa values of the ATP analogs, gas-phase proton affinities (PA), ΔΔGhyd, and pKa values of the corresponding adenine bases were calculated using quantum mech. methods. The computed PA and ΔΔGhyd values successfully explained the exptl. pKa values. A computational procedure for the prediction of accurate pKa values was developed using d. functional theory and polarizable continuum model calculations In this procedure, we developed a set of parameters for the polarizable continuum model that was fitted to reproduce exptl. pKa values of nitrogen heterocycles. This method is proposed for the prediction of pKa values and protonation site(s) of purine analogs that have not been synthesized or analyzed. In the experimental materials used by the author, we found 2-Bromo-1H-imidazole(cas: 16681-56-4Recommanded Product: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Recommanded Product: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem