Tag: M.W=150-200

Kilburn, John Paul published the artcileN-Methylanilide and N-methylbenzamide derivatives as phosphodiesterase 10A (PDE10A) inhibitors, Computed Properties of 4760-35-4, the publication is Bioorganic & Medicinal Chemistry (2013), 21(19), 6053-6062, database is CAplus and MEDLINE.

PDE10A is a recently identified phosphodiesterase with a quite remarkable localization since the protein is abundant only in brain tissue. Based on this unique localization, research has focused extensively on using PDE10A modulators as a novel therapeutic approach for dysfunction in the basal ganglia circuit including Parkinson’s disease, Huntington’s disease, schizophrenia, addiction and obsessive compulsive disorder. Medicinal chem. efforts identified the N-methyl-N-[4-(quinolin-2-ylmethoxy)-phenyl]-isonicotinamide (8) as a nanomolar PDE10A inhibitor. A subsequent Lead-optimization program identified analogous N-methylanilides and their corresponding N-methylbenzamides (29) as potent PDE10A inhibitors, concurrently some interesting and unexpected binding modes were identified.

Bioorganic & Medicinal 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 C9H9ClN2, Computed Properties of 4760-35-4.

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

Benedetto, Antonio published the artcileAbsorption of the [bmim][Cl] Ionic Liquid in DMPC Lipid Bilayers across Their Gel, Ripple, and Fluid Phases, Computed Properties of 79917-90-1, the publication is Journal of Physical Chemistry B (2022), 126(17), 3309-3318, database is CAplus and MEDLINE.

Lipid bilayers are a key component of cell membranes and play a crucial role in life and in bio-nanotechnol. As a result, controlling their physicochem. properties holds the promise of effective therapeutic strategies. Ionic liquids (ILs)-a vast class of complex organic electrolytes-have shown a high degree of affinity with lipid bilayers and can be exploited in this context. However, the chem. physics of IL absorption and partitioning into lipid bilayers is yet to be fully understood. This work focuses on the absorption of the model IL [bmim][Cl] into 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) lipid bilayers across their gel, ripple, and fluid phases. Here, by small-angle neutron scattering, we show that (i) the IL cations are absorbed in the lipid bilayer in all its thermodn. phases and (ii) the amount of IL inserted into the lipid phase increased with increasing temperature, changing from three to four IL cations per 10 lipids with increasing temperature from 10 °C in the gel phase to 40 °C in the liquid phase, resp. An explicative hypothesis, based on the entropy gain coming from the IL hydration water, is presented to explain the observed temperature trend. The ability to control IL absorption with temperature can be used as a handle to tune the effect of ILs on biomembranes and can be exploited in bio-nanotechnol. applications.

Journal of Physical Chemistry B 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, Computed Properties of 79917-90-1.

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

Cao, Lei published the artcileRapid Continuous-Flow Water-Free Synthesis of Ultrapure Ionic Liquids Assisted by Microwaves, Formula: C8H15ClN2, the publication is Organic Process Research & Development (2022), 26(1), 207-214, database is CAplus.

A wide range of imidazole, pyridine including insoluble polymers, and tertiary amine derivatives rapidly reacted with orthoformate using various Bronsted acids or ammonium salts to control the anionic parts. The corresponding ionic liquids were formed in excellent yields under microwave-batch conditions within 10 min. A scale-up synthesis was easily achieved using a microwave flow system. Typically, [BMIM][BF₄] was produced at a rate of 26.2 g/h under an Ar atm. with an E-factor of 0.8. Both batch and flow experiments were also performed in a domestic microwave oven.

Organic Process Research & Development 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, Formula: C8H15ClN2.

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

Balaban, I. E. published the artcileTrypanocidal action and chemical constitution. III. Arsonic acids containing the glyoxaline nucleus, Safety of 4-(1H-Imidazol-2-yl)aniline, the publication is Journal of the Chemical Society, Abstracts (1925), 2801-14, database is CAplus.

Glyoxaline-4(or 5)-carboxyanilide nitrate is dimorphous, both forms crystallizing with 0.5 H₂O, unstable fluffy needles and stable, stout prisms, m. 170-1° (decomposition); gradually added to concentrated H₂SO₄ at O°, there results 36 g. of the p-nitro derivative (I), crystallizing with 2 AcOH, m. 307° (corrected), soluble in 2 N NaOH with a pale yellow color (HCl salt, crystallizing with 1 H₂O, decomposes about 298°; nitrate, m. 205° (decomposition)) and 14.3% of the o-nitro derivative, bright yellow, m. 229° (HCl salt, yellow prisms; nitrate, yellow, m. 196° (decomposition)). Reduction of I with SnCl₂ and HCl gives the p-amino derivative (II), plates, m. 228°; di-HCl salt, crystallizing with 1 H₂O, blackens about 290°; the diazo solution couples with alk. β-C₁₀H₇OH with a red color; chlorostannate, pale yellow, m. 290° (decomposition); picrate, yellow, darkens 256°, decomposes 266°, crystallizing with 1.5 H₂O. The o-amino derivative (III), m. 270°; di-HCl salt, crystallizing with 0.5 H₂O, decomposes 310°; diazoimide, m. 195-6°, produces no color with alk. β-C₁₀H₇OH; it is very sparingly soluble in H₂O and will detect HNO₂ as a solid crystalline derivative at a dilution of 1 in 6400 in the presence of AcONa, or, conversely, the anilide can be detected at a dilution of 1 in 5000. Dipicrate, crystallizing with 2.5 H₂O, m. 242° (decomposition). II, diazotized and treated with As₂O₃, gives 36% of glyoxaline-4′(or 5′)-carboxy-p-aminophenylarsonic acid, pale yellow, darkens 280°, crystallizing from 25% HCO₂H with 1 H₂O; Mg salt, fine needles; Ca salt, anisotropic spheroids; Na salt, needles; HCl salt, fine needles. Nitration at 0° gives the 3-nitro derivative, yellow plates with 1 H₂O, m. about 327° (decomposition); Mg, Ca, Ba and Li salts. Reduction with FeCl₂ in NaOH at -5° gives 86% of the 3-amino derivative, prisms, does not m. 320°; it crystallines with 0.5 H₂O, not lost at 100°. NaNO₂ in a HCl solution causes the immediate precipitation of the diazoimide, micro-leaflets, which does not couple with β-C₁₀H₇OH; Mg and Ca salts. 2-p-Aminophenylglyoxaline, oil turns brown on exposure to the air; di-HCl salt, prisms, darkens about 300°; chlorostannate, needles; picrate, orange, decomposes about 239°; no arsonic acid could be prepared from this compound 2-p-Nitrophenyl-1-methylglyoxaline, pale yellow, m. 116.5° (corrected); HCl salt, elongated plates; chloroaurate, Au-yellow, decomposes 226° (corrected), solubility 1 part in 300 boiling 3 N HCl; nitrate, plates, effervescing 186° (corrected); picrate, m. 212° (corrected). 2-m-Aminophenylglyoxaline, m. 203-4°; the monohydrate partly m. 130-40° and finally 202-3°; di-HCl salt, crystallines with 1 H₂O, m. 282° (decomposition); chlorostannate, prisms; picrate, decomposes 218°. No arsonic acid could be obtained. 2-0-Aminophenylglyoxaline, m. 136-7°; di-HCl salt, m. 234-6°, decomposes slightly higher; chlorostannate, thin plates; NaNO₂ gives a triazine, m. 113-4°, whose HCl salt crystallines in needles; it does not couple with alk. β-C₁₀H₇OH; picrate, m. 211-2°. 4-p-Amino-phenylglyoxaline, m. 98° (corrected); di-HCl salt, darkens 310°; chlorostannate, darkens 310°; dipicrate, yellow, m. 240° (decomposition); the diazo solution gives an intense purple dye with alk. β-C₁₀H₇OH; but a similar color is obtained with NaOH alone. Pauly’s reagent gives an intense red color. Glyoxaline-4(or 5)-phenyl-p-arsonic acid, reddish yellow, does not m. 310°; the yield is very small. 4-o-Aminophenylglyoxaline, m. 131°; di-HCl salt, crystallines with 1 H₂O, which is not lost at 95°, effervesce 256°; NaNO₂ gives a bright yellow solution, from which the triazine seps.; it is insoluble in alkali and does not couple with alk. βC₁₀H₇OH. Dipicrate, decomposes about 200°; normal tartrate, crystallizing with 1.5 H₂O and losing 1 H₂O in vacuum over H₂SO₄, m. 95-7°, effervesces about 130°; α₅₄₆₁ 14.8° (c 0.914 in H₂O); di-d-camphor-10-sulfonate, m. 198-200°, α₅₁₅₁ 21.3° (c 1.0 in H₂O). In the action of 28 cc. Me₂SO₄ on 40 g. 2-phenylglyoxaline, there were obtained 32% unchanged product, 18.2% 2-phenyl-1-methylglyoxaline, pale yellow oil, b₁₅ 175° (HCl salt, with 2 H₂O; chloroaurate, deep yellow, m. 189° (corrected); nitrate, m. about 100°; picrate, m. 133° (corrected); H oxalate, m. 135° (corrected)) and, after evaporation of the aqueous solution with HCl, 26.7% of the methochloride, hygroscopic, m. 272° (chloroaurate, pale yellow, m. 134° (corrected)). Distillation of the methochloride gave 56% of 2-phenyl-1-methylglyoxaline. The therapeutic action of some of these compounds is given.

Journal of the Chemical Society, Abstracts published new progress about 13682-33-2. 13682-33-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Amine,Benzene, name is 4-(1H-Imidazol-2-yl)aniline, and the molecular formula is C9H9N3, Safety of 4-(1H-Imidazol-2-yl)aniline.

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

Bevilacqua, Valentina published the artcileCopper-Chelating Azides for Efficient Click Conjugation Reactions in Complex Media, Related Products of imidazoles-derivatives, the publication is Angewandte Chemie, International Edition (2014), 53(23), 5872-5876, database is CAplus and MEDLINE.

The concept of chelation-assisted copper catalysis was employed for the development of new azides that display unprecedented reactivity in the copper(I)-catalyzed azide-alkyne [3+2] cycloaddition (CuAAC) reaction. Azides that bear strong copper-chelating moieties were synthesized; these functional groups allow the formation of azide copper complexes that react almost instantaneously with alkynes under diluted conditions. Efficient ligation occurred at low concentration and in complex media with only one equivalent of copper, which improves the biocompatibility of the CuAAC reaction. Furthermore, such a click reaction allowed the localization of a bioactive compound inside living cells by fluorescence measurements.

Angewandte Chemie, International Edition 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 C9H10N2O, Related Products of imidazoles-derivatives.

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

Harsagi, Nikoletta published the artcileSynthesis of Cyclic Phosphinates by Microwave-Assisted Ionic-Liquid-Promoted Alcoholysis, SDS of cas: 79917-90-1, the publication is Synthesis (2022), 54(17), 3899-3905, database is CAplus.

1-Alkoxy-3-methyl- and 3,4-dimethyl-3-phospholene 1-oxides, as well as 1-alkoxy-3-methylphospholane 1-oxides were prepared in good yields by the microwave (MW)-assisted [bmim][PF ₆]-catalyzed transesterification of the corresponding Me or Et esters. The alcoholyzes studied represent another case, where MW irradiation has had a crucial role on the reaction. The method developed is an alternative possibility to other esterifications starting from the corresponding phosphinic chlorides and acids.

Synthesis 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

Zhang, Zeyu published the artcileSynthesis of renewable soybean protein and acrylate copolymers via ATRP in ionic liquid, COA of Formula: C8H15ClN2, the publication is Industrial Crops and Products (2022), 114720, database is CAplus.

In this paper, acrylate and glycidyl methacrylate (GMA) were grafted onto the main chain of soy protein isolate (SPI) in 1-butyl-2,3-dimethylimidazole chloride ionic liquid ([BDMIM][Cl]), to prepare a renewable soy protein graft copolymer via atom transfer radical polymerization (ATRP). The effect of unfolding degree of soy protein structure on pretreated SPI was studied via Fourier-transform IR spectroscopy (FT-IR), hydrogen NMR spectroscopy (¹ H NMR), surface tension (ST) and contact angle (CA) measurements. The results of FT-IR, ¹ H NMR and energy dispersive spectrometry (EDS) indicated the successful synthesis of 2-bromoisobutyryl-functionalized SPI. The anal. of FT-IR and ¹H NMR spectra showed that the soybean protein graft copolymer was successfully synthesized. In addition, the grafting of acrylate onto soybean protein enhanced the hydrophobicity of the copolymer, and the static contact angle was above 90°. Differential scanning calorimetry (DSC) anal. revealed that the thermal stability of pretreated SPI was reduced. The new glass transition temperature in the copolymers also proved the successful synthesis of the copolymers. The tensile strength of the carbon fiber multifilament infiltrated with the copolymers was improved, indicating their potential application in the reinforcement of carbon fiber material.

Industrial Crops and Products 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 C11H7ClFNO3, COA of Formula: C8H15ClN2.

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

Estiarte, M. Angels published the artcile2-Amino-5-arylbenzoxazole derivatives as potent inhibitors of fatty acid amide hydrolase (FAAH), Recommanded Product: Imidazo[1,2-a]pyridine-6-boronic acid, the publication is MedChemComm (2012), 3(5), 611-619, database is CAplus.

2,5-Disubstituted benzoxazole derivatives were evaluated for their ability to inhibit hFAAH. Structure-activity studies indicated that an isoindoline group at the 2-position of the benzoxazole ring gave rise to particularly potent inhibitors. Further refinement resulted in compounds, such as 50, with low nanomolar potencies against hFAAH. Preliminary biochem. experiments revealed that model benzoxazole FAAH inhibitors inhibited the enzyme in a manner consistent with a reversible mechanism. Addnl., the species dependency of FAAH inhibition was measured. Of the species tested, inhibition of rabbit FAAH, but not rat and guinea pig FAAH, appeared to show close alignment to human FAAH. These results may suggest similarities between the active sites of the FAAH enzyme for these two species, and may also suggest that rabbit could be a viable species with which to conduct preclin. testing with benzoxazole FAAH inhibitors.

MedChemComm published new progress about 913835-63-9. 913835-63-9 belongs to imidazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is Imidazo[1,2-a]pyridine-6-boronic acid, and the molecular formula is C7H7BN2O2, Recommanded Product: Imidazo[1,2-a]pyridine-6-boronic acid.

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

Takada, Akihiko published the artcilePreparation of cellulosic soft and composite materials using ionic liquid media and ion gels, SDS of cas: 79917-90-1, the publication is Cellulose (Dordrecht, Netherlands) (2022), 29(5), 2745-2754, database is CAplus.

A review. Ionic liquids (ILs) are powerful media for the modification and functionalization of cellulose. This review article discusses the preparation of cellulosic soft and composite materials through the dissolution and gelation of cellulose with ILs. Based on the fact that the IL, 1-butyl-3-methylimidazolium chloride (BMIMCl) forms a cellulosic ion gel, the gel formation process has been employed to prepare a variety of cellulosic materials, of which the following are examples. The gel is converted into a thermoplastic composite film. The cellulose/BMIMCl composite film is reinforced with self-assembled chitin nanofibers. Solutions of cellulose in BMIMCl are converted into hydrogels, organogels, or organic solutions Binary ion gels of cellulose with other natural polysaccharides, such as starch, chitin, and hydrocolloid polysaccharides, are fabricated using BMIMCl and other ILs. The binary ion gels are converted into composite materials, such as films and fibers.

Cellulose (Dordrecht, Netherlands) 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 C5H9IO2, SDS of cas: 79917-90-1.

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

Tulecki, Jerzy published the artcileSynthesis of Bunte salts, isothiourea derivatives, and thioethers with expected radioprotective activity. XL, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Acta Poloniae Pharmaceutica (1977), 34(4), 359-69, database is CAplus and MEDLINE.

The thiosulfate I was prepared (77% yield) as the Na salt by heating equimol amounts of Na₂S₂O₃ and 2-chloroacetylamino-6-carbomethoxybenzothiazole in H₂O. Other Na or K salts of RS₂O₃H [R = PrCH(CONHCONH₂), 3,4-(HO)₂C₆H₃COCH₂, PhO₂CCH₂, 2-HOC₆H₄COCH₂, 4-IC₆H₄NHCOCH₂, 4-IC₆H₄NHCOCH₂CH₂, 2-IC₆H₄NHCOCH₂, 2-IC₆H₄NHCOCH₂CH₂, 5-uracilmethyl, 6-methyl-5-uracilmethyl] were prepared analogously in 42-75% yields. Treatment of 6-methyl-5-chloromethyluracil with thiourea in absolute EtOH yielded 88% II-HCl. Analogously were prepared (52-80% yields) other RSC(:NH)NH₂.HCl from 1-methyl- and 1-ethyl-2-chloromethylbenzimidazole, 5-chloromethyluracil, and N-(3-chloropropionyl)-2-iodoaniline. 4-Chloroquinoline 1-oxide added to a solution of 4-ClC₆H₄SH in EtONa-EtOH yielded 70% III (R = 4-ClC₆H₄). Other III were prepared analogously (54-89% yields) from 4-Me₃CC₆H₄SH, 2-naphthalenethiol, 2-mercapto-N-(2-naphthyl)acetamide, 2-mercaptobenzothiazole, and 2-mercaptobenzoxazole.

Acta Poloniae Pharmaceutica 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 C5H10O, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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