Month: November 2022

Watson, Andrew A. published the artcileChiral heterocyclic ligands. VIII. Syntheses and complexes of new chelating ligands derived from camphor, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Australian Journal of Chemistry (1995), 48(9), 1549-72, database is CAplus.

The syntheses of 23 new chelating ligands are described. Most of these ligands are derived from the chiral pyrazole (I) which was linked to a variety of heterocycles, pyridine, pyrimidine, pyridazine, isoxazole, benzimidazole, thiophene and furan. In certain cases the parent achiral analogs also were prepared Preliminary studies of the coordination chem. of these ligands with selected transition metals were carried out. The x-ray crystal structures of palladium complexes of isoxazole- and thiophene-containing ligands also were determined

Australian Journal of Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H20Cl2Si, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Qu, Rui published the artcilePrediction on the combined toxicities of stimulation-only and inhibition-only contaminants using improved inverse distance weighted interpolation, SDS of cas: 79917-90-1, the publication is Chemosphere (2022), 287(Part_3), 132045, database is CAplus and MEDLINE.

The evaluation of ecol. risks of contaminant mixtures to organisms is very challenging due to the non-linear response of organisms to each component, especially under the co-existence of both stimulators and inhibitors. Whether the stimulatory effect can reduce or even offset the inhibitory effect would be critical to the risk assessment and the treatment measures of mixed pollutants. Here, the combined toxicity of sodium fluoride (NaF), a stimulator with stimulation rate >100%, and six compounds that cannot induce hormesis (four ionic liquids (ILs) and two pesticides) were studied. The time-dependent toxicity of each toxicant on Vibrio qinghaiensis sp.-Q67 was investigated at 0.25, 2, 4, 6, 8, 10 and 12 h. Results showed that four ILs and two pesticides failed to induce hormesis, while NaF induced hormesis from 2 to 6 h and induced stimulation only after 6 h and reached its maximum (650%) at 12 h. All mixture rays with NaF induced hormesis at different times. In the four NaF-IL mixture systems, the absolute value of maximum stimulation demonstrated an upwards and then a downwards trend with the increasing of mixture ratio of IL. In two NaF-pesticide systems, the maximum stimulation effect declined with the increasing of the mixture ratio of pesticide. The toxicities of the mixture were successfully predicted by the improved inverse distance weighted interpolation, which are not able to be predicted by the commonly used concentration addition or independent action models. This paper shed lights on evaluating the hormesis of mixtures and the ecol. risk of fluoride.

Chemosphere published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, SDS of cas: 79917-90-1.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Kang, Byungjoon published the artcilePhotoredox mediated nickel catalyzed C(sp³)-H thiocarbonylation of ethers, HPLC of Formula: 258278-25-0, the publication is Chemical Science (2017), 8(9), 6613-6618, database is CAplus and MEDLINE.

The first direct C(sp³)-H thiocarbonylation reaction is achieved by visible light photoredox/Ni dual catalysis. The thioester group of thiobenzoate 4-F₃CC₆H₄C(O)SR (R = 4-FC₆H₄CH₂, 3-H₃COC₆H₄, 2-naphthyl, etc.) is transferred to the α-oxy carbon of various cyclic/acyclic ethers such as THF, tetrahydropyran, 1,4-dioxane, diethylether, anisole, and tert-butylmethylether, which is opposite to the commonly expected chem. reactivity involving acyl group transfer via the weaker C(acyl)-S activation. Through mechanistic studies, it was proposed that the reaction has been initiated by photocatalytic reduction and fragmentation of the thioester into an acyl radical and a thiolate. A nickel complex binds to the thiolate and induces the decarbonylation of the acyl radical to form an aryl radical, which abstracts hydrogen from the α-oxy carbon of the ether. The resulting α-oxy C(sp³) centered radical re-binds to the (RS)(CO)Ni complex, which undergoes CO migratory insertion and reductive elimination to give the desired thioester product RSC(O)R¹ (R¹ = tetrahydrofuran-2-yl, dioxan-2-yl, tetrahydropyran-2-yl, etc.).

Chemical Science published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, HPLC of Formula: 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Jeong, Seung Pyo published the artcilePolymeric Functionalization of Cyclic Olefin Copolymer Surfaces with Nonbiofouling Poly(oligo(Ethylene Glycol) Methacrylate), Application In Synthesis of 359860-27-8, the publication is Asian Journal of Organic Chemistry (2013), 2(7), 568-571, database is CAplus.

A photoreaction-based method was developed for forming functionalizable and nonbiofouling Poly(oligo(Ethylene Glycol) Methacrylate) (pOEGMA) films on chem. inert Cyclic olefin copolymer (COC) surfaces, and generated a protein pattern on COC by using the post-functionalizability of pOEGMA. The method used herein will not only widen the applications of COC substrates to multiplexed detection of analytes in microfluidic devices and biosensors, but also be applicable to various other polymeric materials that need to be functionalized spatioselectively for their applications. In that sense, the photoreaction-based functionalization developed in this work is advantageous because it could be seamlessly combined with conventional lithog. techniques.

Asian Journal of Organic Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Application In Synthesis of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Miller, Ross A. published the artcileIodine as a Chemoselective Reoxidant of TEMPO: Application to the Oxidation of Alcohols to Aldehydes and Ketones, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, the publication is Organic Letters (2003), 5(3), 285-287, database is CAplus and MEDLINE.

Chemoselective alc. oxidations using catalytic TEMPO and stoichiometric iodine as the terminal oxidant were studied. Iodine was compared to other pos. halogens as the terminal oxidant and shown to be superior in cases of electron-rich and heteroaromatic rings. The new conditions were successfully applied to the oxidation of 2-butyl-5-chloro-4-imidazolemethanol to its aldehyde derivative, which is an important intermediate in the synthesis of losartan.

Organic Letters published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Safety of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Huang, Jian-Qiang published the artcile[(NHC)Ni^IIH]-Catalyzed Cross-Hydroalkenylation of Cyclopropenes with Alkynes: Cyclopentadiene Synthesis by [(NHC)Ni^II]-Assisted C-C Rearrangement, Quality Control of 258278-25-0, the publication is Angewandte Chemie, International Edition (2019), 58(17), 5702-5706, database is CAplus and MEDLINE.

The cross-hydroalkenylation/rearrangement cascade (HARC), using a cyclopropene, e.g., 3′,4′-dihydrospiro[2-cyclopropene-1,1′(2’H)-naphthalene] and alkyne RCCR¹ (R = H, CH₃, C₂H₅, (CH₂)₂CH₃, OC₂H₅; R¹ = CH₂OCH₃, CH₂OC₆H₅, cyclohexyl, etc.) as substrate pairs was achieved for the first time by using new [(NHC)Ni(allyl)]BArF (Ar = mesityl, diisopropylphenyl, 3-pentyl) catalysts (NHCN-heterocyclic carbenes). By controlling the (NHC)Ni^IIH relative insertion reactivity with cyclopropene and alkyne, a broad scope of cyclopentadienes, e.g., I was obtained with high selectivity. The structural features of new (NHC)Ni^II catalyst were important for the success of the reaction. The mild reaction conditions employed may serve as an entry for exploring (NHC)Ni^II-assisted vinylcyclopropane rearrangement reactivity.

Angewandte Chemie, International Edition published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Quality Control of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Pec, Pavel published the artcileInhibition of pig kidney diamine oxidase by some 4,5-dihydroimidazole derivatives, Synthetic Route of 2508-72-7, the publication is Acta Universitatis Palackianae Olomucensis, Facultas Rerum Naturalium (1988), 91(Chem. 27), 227-34, database is CAplus.

The inhibitory activity of some physiol. interesting 4,5-dihydroimidazole derivatives on the activity of diamine oxidase (EC 1.4.3.6) was investigated. The enzyme was isolated from the cortex of pig kidney. Using 2-Me, 2-benzyl, (tolazoline), 2-N(4-tolyl)-N-(3-hydroxyphenyl)aminomethyl (phentolamine), 2-(1-naphthyl)methyl (naphazoline), 2-(2,6-dimethyl-4-tert-butylphenyl)methyl (xylometazoline) and 2-(N-phenyl-N-benzylamino)methyl (antazoline) 4,5-dihydro-imidazoles, the enzyme inhibition was noncompetitive in all cases. The K_i values were in the range 0.2-1.5 mM. The relations among inhibitor structure, K_i, and possible physiol. effects were discussed.

Acta Universitatis Palackianae Olomucensis, Facultas Rerum Naturalium published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Synthetic Route of 2508-72-7.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Yoshikawa, Masato published the artcileDesign and synthesis of potent and selective pyridazin-4(1H)-one-based PDE10A inhibitors interacting with Tyr683 in the PDE10A selectivity pocket, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Bioorganic & Medicinal Chemistry (2016), 24(16), 3447-3455, database is CAplus and MEDLINE.

Utilizing structure-based drug design techniques, we designed and synthesized phosphodiesterase 10A (PDE10A) inhibitors based on pyridazin-4(1H)-one. These compounds can interact with Tyr683 in the PDE10A selectivity pocket. Pyridazin-4(1H)-one derivative 1 was linked with a benzimidazole group through an alkyl spacer to interact with the OH of Tyr683 and fill the PDE10A selectivity pocket. After optimizing the linker length, we identified 1-(cyclopropylmethyl)-5-[3-(1-methyl-1H-benzimidazol-2-yl)propoxy]-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one (16f) as having highly potent PDE10A inhibitory activity (IC₅₀ = 0.76 nM) and perfect selectivity against other PDEs (>13,000-fold, IC₅₀ = >10,000 nM). The crystal structure of 16f bound to PDE10A revealed that the benzimidazole moiety was located deep within the PDE10A selectivity pocket and interacted with Tyr683. Addnl., a bidentate interaction existed between the 5-alkoxypyridazin-4(1H)-one moiety and the conserved Gln716 present in all PDEs.

Bioorganic & Medicinal Chemistry published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C19H14N2, Application of (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Rasal, Rahul M. published the artcileMicropatterning proteins of PLA films using photolithography, Computed Properties of 359860-27-8, the publication is Annual Technical Conference – Society of Plastics Engineers (2008), 533-537, database is CAplus.

In this research, proteins were micropatterned on poly (lactic acid) (PLA) films. Poly(acrylic acid) (PAA) was micropatterned using photolithograph. These micropatterns were characterized using ATR-FTTR spectroscopy and toluidine blue dye staining. Acid groups were subsequently conjugated with amine terminated biotin using carbodiimide chem. Biotin micropatterned PLA films were then immersed in a solution of fluorescence-conjugated streptavidin. The streptavidin adsorption behavior was examined by fluorescence microscopy.

Annual Technical Conference – Society of Plastics Engineers published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Computed Properties of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Ono, Takeshi published the artcileThe synthesis of ophidin, Name: (2-Methyl-1H-imidazol-4-yl)methanol, the publication is Hoppe-Seyler’s Zeitschrift fuer Physiologische Chemie (1956), 77-81, database is CAplus.

cf. f. Biochem. (Tokyo) 36, 265(1942). Ophidin (I), a dipeptide from snake muscle, was proven by synthesis to be 2-methyl-Nα – (β-alanyl)-L-histidine (II). D-fructose, AcH, NH₃, and CuCO₃ gave the Cu salt of 2-methyl-4-(hydroxymethyl)imidazole, which was freed from Cu by H₂S and isolated in 60% yield as the picrate, m. 187-90°, giving an HCl salt (III), m. 138-40°. III and SOCl₂ gave 2-methyl-4-(chloromethyl)imidazole, m. 125°, condensed with AcNHCH(CO₂Et), to give Et α-acetamido-α-carbethoxy-β-[4-(2-methylimidazolyl)]propionate (IV), m. 120°, in 50% yield. IV refluxed with concentrated HCl gave DL-2-methylhistidine (V) (isolated as the Hg salt and freed with H₂S), m. 231°; di-HCl salt (VI), m. 247°; dipicrate, m. 165°. V gave pos. ninhydrin and diazo reactions. The Ac derivative of V was resolved with acylase I to give L-2-methylhistidine (VII), m. 235°, [α]¹⁵_D -25.00° (1% aqueous solution). VI and β-phthalimido-propionyl chloride gave 50% phthalimide of DL-II, decompose 240°, which with N₂H₄ gave DL-II, m. 249°, in 72% yield. By similar reactions VII gave II, m. 246-8°, [α]¹²_D 36.6° (1% aqueous solution); picrolonate, m. 232° (undepressed by I picrolonate).

Hoppe-Seyler’s Zeitschrift fuer Physiologische Chemie published new progress about 45533-87-7. 45533-87-7 belongs to imidazoles-derivatives, auxiliary class Imidazole,Alcohol,Imidazole, name is (2-Methyl-1H-imidazol-4-yl)methanol, and the molecular formula is C5H8N2O, Name: (2-Methyl-1H-imidazol-4-yl)methanol.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem