Category: 36947-69-0

Wannberg, Johan; Gising, Johan; Lindman, Jens; Salander, Jessica; Gutierrez-de-Teran, Hugo; Ablahad, Hanin; Hamid, Selin; Groenbladh, Alfhild; Spizzo, Iresha; Gaspari, Tracey A.; Widdop, Robert E.; Hallberg, Anders; Backlund, Maria; Lesniak, Anna; Hallberg, Mathias; Larhed, Mats published the artcile< N-(Methyloxycarbonyl)thiophene sulfonamides as high affinity AT2 receptor ligands>, Product Details of C7H12N2, the main research area is AT2 receptor ligand thiophene sulfonamide; AT(2)R ligands; Angiotensin II type 2 receptor; Carboxylic acid bioisosteres; Liver microsomes; Sulfonyl carbamates.

A series of meta-substituted acetophenone derivatives, encompassing N-(alkyloxycarbonyl)thiophene sulfonamide fragments have been synthesized. Several selective AT2 receptor ligands were identified, among those a tert-butylimidazole derivative (20) with a Ki of 9.3 nM, that demonstrates a high stability in human liver microsomes (t1/2 = 62 min) and in human hepatocytes (t1/2 = 194 min). This methyloxycarbonylthiophene sulfonamide is a 20-fold more potent binder to the AT2 receptor and is considerably more stable in human liver microsomes, than a previously reported and broadly studied structurally related AT2R prototype antagonist 3 (C38). Ligand 20 acts as an AT2R agonist and caused an AT2R mediated concentration-dependent vasorelaxation of pre-contracted mouse aorta. Furthermore, in contrast to imidazole derivative C38, the tert-butylimidazole derivative 20 is a poor inhibitor of CYP3A4, CYP2D6 and CYP2C9. It is demonstrated herein that smaller alkyloxycarbonyl groups make the ligands in this series of AT2R selective compounds less prone to degradation and that a high AT2 receptor affinity can be retained after truncation of the alkyloxycarbonyl group. Binding modes of the most potent AT2R ligands were explored by docking calculations combined with mol. dynamics simulations.

Bioorganic & Medicinal Chemistry published new progress about Angiotensin AT1 receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, Product Details of C7H12N2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Konishi, Hideyuki; Muto, Takashi; Ueda, Tsuyoshi; Yamada, Yayoi; Yamaguchi, Miyuki; Manabe, Kei published the artcile< Imidazole Derivatives as Accelerators for Ruthenium-Catalyzed Hydroesterification and Hydrocarbamoylation of Alkenes: Extensive Ligand Screening and Mechanistic Study>, Recommanded Product: 2-(tert-Butyl)-1H-imidazole, the main research area is imidazole derivative accelerator ruthenium catalyzed hydroesterification hydrocarbamoylation alkene mechanism.

Imidazole derivatives are effective ligands for promoting the [Ru3(CO)12]-catalyzed hydroesterification of alkenes using formates. Extensive ligand screening was performed to identify 2-hydroxymethylated imidazole as the optimal ligand. Neither carbon monoxide gas nor a directing group was required, and the reaction also showed a wide substrate generality. The Ru-imidazole catalyst system also promoted intramol. hydrocarbamoylation to afford lactams. A Ru-imidazole complex was unambiguously analyzed by x-ray crystallog., and it had a trinuclear structure derived from one [Ru3(CO)12] and two ligands. This complex was also successfully used for hydroesterification. The mechanism was examined in detail by using D- and 13C-labeled formates, indicating that the hydroesterification reaction proceeds by a decarbonylation-recarbonylation pathway.

ChemCatChem published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, Recommanded Product: 2-(tert-Butyl)-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Jianwei; Zhang, Yanshi; Schnatter, Wayne F. K.; Herndon, James W. published the artcile< Coupling of N-heterocycle-fused enyne aldehydes with γ,δ-unsaturated Fischer carbene complexes>, Application In Synthesis of 36947-69-0, the main research area is aldehyde enyne heterocyclic preparation coupling unsaturated Fischer carbene; heterocycle polycyclic preparation.

The coupling of γ,δ-unsaturated Fischer carbene complexes, e.g. H2C:CHCH2CH2C(OMe):Cr(CO)5 with enyne aldehyde derivatives fused to indole, imidazole, and pyrazole ring systems, e.g. I (R1 = Me3Si, n-Bu; R2 = PhCH2, PhCHMe, ribofuranosyl; R3 = H, Me3C, Ph), has been examined The reaction leads to heterocycles fused to the hydronaphthalene ring system, e.g. II, in a single step. The products of the reaction feature heterocycles fused either to benzene rings or to a cyclohexane ring. The product distribution correlates with the electronic richness of the heterocyclic ring. A moderate degree of diastereoselectivity was observed using heterocycles featuring chiral nitrogen substituents.

Organometallics published new progress about Alkenynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, Application In Synthesis of 36947-69-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ikezaki, Akira; Nakamura, Mikio published the artcile< Models for Cytochromes c': Spin States of Mono(imidazole)-Ligated (meso-Tetramesitylporphyrinato)iron(III) Complexes as Studied by UV-Vis, 13C NMR, 1H NMR, and EPR Spectroscopy>, HPLC of Formula: 36947-69-0, the main research area is cytochrome c model imidazole iron porphyrin complex; spin state imidazole iron porphyrin complex; ESR imidazole iron porphyrinato; solvent effect spin state imidazole iron porphinato; UV visible imidazole iron porphyrin complex; NMR chem shift imidazole iron porphyrin complex.

A number of mono(imidazole)-ligated complexes of (meso-tetramesitylporphyrinato)iron(III) perchlorate, [Fe(TMP)L]ClO4, were prepared, and their spin states were examined by 1H NMR, 13C NMR, and EPR spectroscopy as well as solution magnetic moments. All the complexes examined showed a quantum mech. spin admixed state of high and intermediate-spin (S = 5/2 and 3/2) states, though the contribution of the S = 3/2 state varies depending on the nature of axial ligands. While the complex with extremely bulky 2-tert-butylimidazole (2-tBuIm) has exhibited an essentially pure S = 5/2 state, the complex with electron-deficient 4,5-dichloroimidazole (4,5-Cl2Im) adopts an S = 3/2 state with 30% of the S = 5/2 spin admixture From the 1H and 13C NMR results, the S = 3/2 contribution at ambient temperature increases according to the following order: 2-tBuIm < 2-(1-EtPr)Im < 2-MeIm ≤ 2-EtIm ≤ 2-iPrIm < 4,5-Cl2Im. The effective magnetic moments determined by the Evans method in CH2Cl2 solution are 5.9 and 5.0 μB at 25° for [Fe(TMP)(2-tBuIm)]ClO4 and [Fe(TMP)(2-MeIm)]ClO4, resp., which further verify the order given above. Comparison of the NMR and EPR data revealed that the S = 3/2 contribution changes sensitively by the temperature; the S = 3/2 contribution decreases as the temperature is lowered for all the mono(imidazole) complexes examined The solvent polarity also affects the spin state; polar solvents such as MeOH and MeCN increase the S = 3/2 contribution while nonpolar solvents such as benzene decrease it. These results are explained in terms of the structurally flexible nature of the mono(imidazole) complexes; structural parameters such as the Fe(III)-Naxial bond length, displacement of the Fe from the N4 core, tilting of the Fe(III)-Naxial bond to the heme normal, orientation of the coordinated imidazole ligand, etc., could be altered by the nature of the axial ligands as well as by the solvent polarity and temperature Some mysteries on the spin states of cytochromes c' isolated from various bacterial sources are possibly explained in terms of the flexible nature of the mono(imidazole)-ligated structure. Inorganic Chemistry published new progress about ESR (electron spin resonance). 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, HPLC of Formula: 36947-69-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Bocian, Wojciech; Jazwinski, Jaroslaw; Sadlej, Agnieszka published the artcile< 1H, 13C and 15N NMR studies on adducts formation of rhodium(II) tetraacylates with some azoles in CDCl3 solution>, Recommanded Product: 2-(tert-Butyl)-1H-imidazole, the main research area is rhodium acetate imidazole oxazole pyrazole thiazole complex preparation NMR; chem shift rhodium acetate azole dinuclear complex.

Adduct formations of Rh(II) tetraacetate and tetratrifluoroacetate with some 1H-imidazoles, oxazoles, thiazoles, 1H-pyrazoles and isoxazole were studied using 1H, 13C, 15N NMR and electronic absorption spectroscopy (visible) in the visible range. Azoles tend to form axial adducts containing Rh(II) tetraacylates bonded via N atom. Bulky substituents close to the N atom prevent the Rh-N bond formation, and in several cases switch over the binding site to the O or S atoms. The 15N adduct formation shift Δδ(15N) (Δδ = δadduct – δligand) varied from ∼-40 to -70 ppm for the N atom involved in complexation, and of a few ppm only, from ∼-6 to 3 ppm, for the nonbonded N atom within the same mol. The Δδ(1H) values do not exceed one ppm; Δδ(13C) ranges from -1 to 6 ppm. Various complexation modes were proved by electronic absorption spectroscopy in the visible region (visible). For comparison purposes, some adducts of pyridine, thiophene and furan derivatives were measured as well. The exptl. findings were compared with calculated chem. shifts, obtained by DFT B3LYP method, using 6-311 + G(2d,p), 6-31(d)/LanL2DZ and 6-311G(d,p) basis set.

Magnetic Resonance in Chemistry published new progress about Coordination sphere. 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, Recommanded Product: 2-(tert-Butyl)-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 36947-69-0, name is 2-(tert-Butyl)-1H-imidazole, molecular formula is C7H12N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 36947-69-0

Step c: 2-tert-butyl-N,N-dimethyl- 1H- imidazole- 1 -sulfonamide[0465] 2-tert-Butyl-lH- imidazole (0.5 g, 4.03 mmol) was added to a suspension of 60% sodium hydride (0.5 g, 12.1 mmol) in DMF (6.0 mL) at 0C and the mixture was stirred for 0.5 h. Then N,N-dimethylsulfamoyl chloride (0.7 g, 4.84 mmol) was added dropwise and the reaction mixture was stirred at room temperature for 2 h. Saturated NH4CI solution was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography on silica gel (DCM/MeOH = 20: 1 to 5: 1) to afford 0.8 g of the title compound as a white solid (86%> yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36947-69-0, its application will become more common.

Reference:
Patent; ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III; WO2012/178015; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 36947-69-0, name is 2-(tert-Butyl)-1H-imidazole, molecular formula is C7H12N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 2-(tert-Butyl)-1H-imidazole

Step c: 2-tert-butyl-N,N-dimethyl- 1H- imidazole- 1 -sulfonamide[0465] 2-tert-Butyl-lH- imidazole (0.5 g, 4.03 mmol) was added to a suspension of 60% sodium hydride (0.5 g, 12.1 mmol) in DMF (6.0 mL) at 0C and the mixture was stirred for 0.5 h. Then N,N-dimethylsulfamoyl chloride (0.7 g, 4.84 mmol) was added dropwise and the reaction mixture was stirred at room temperature for 2 h. Saturated NH4CI solution was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography on silica gel (DCM/MeOH = 20: 1 to 5: 1) to afford 0.8 g of the title compound as a white solid (86%> yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36947-69-0, its application will become more common.

Reference:
Patent; ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III; WO2012/178015; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 36947-69-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 36947-69-0 name is 2-(tert-Butyl)-1H-imidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A microwave tube was charged with 2,6-dibromo-N-tert-butylpyridine-4-carboxamide (intermediate 1, step A) (0.84 g, 2.5 mmol), 2-(tert-butyl)-1H-imidazole (310 mg, 2.5 mmol), potassium phosphate (1.06 g, 5 mmol) and tetrabutylammoniumbromide (403 mg, 1.25 mmol), DMSO (5 ml) was added, the reaction mixture purged with argon for 5 mm in an ultrasonic bath, copper(I)iodide (47.6 mg, 250 tmol) and 4,7-dihydroxy-1,10-phenanthroline (106 mg, 500 tmol) were added, the tube was sealed and the reaction mixture was allowed to stir for 20h at 120C. The reaction mixture was cooled to room temperature, diluted with water (10 nil), and the precipitate collected by filtration. The crude product (950 mg) was purified by flash chromatography on silica gel [heptane/ ethyl acetate (20-80%)j to yield the title compound (494 mg, 52%) as an off-white solid, MS (ISN) mlz = 381.1 [(M+H)i, mp 216C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(tert-Butyl)-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HOENER, Marius; WICHMANN, Juergen; (65 pag.)WO2017/9274; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem