Month: November 2022

Stepanov, Andrei I. published the artcileA facile synthesis and microtubule-destabilizing properties of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines, Synthetic Route of 332026-86-5, the publication is European Journal of Medicinal Chemistry (2015), 237-251, database is CAplus and MEDLINE.

A series of 4-(1H-benzo[d]imidazol-2-yl)furazan-3-amines (BIFAs) were prepared in good yields (60-90% for each reaction step) via a novel procedure from aminofurazanyl hydroximoyl chlorides (I) and o-diaminobenzenes. The synthetic sequence was run under mild reaction conditions, it was robust and did not require extensive purification of intermediates or final products. Furthermore, there was no need for protection of reactive moieties allowing for the parallel synthesis of diverse BIFA derivatives Subsequent biol. evaluation of the resulting compounds revealed their anti-proliferative effects in the sea urchin embryo model and in cultured human cancer cell lines. The most active compounds showed 0.2-2 μM activities in both assay systems. The unsubstituted benzene ring of the benzimidazole template as well as the unsubstituted amino group in the furazan ring were essential prerequisites for the antimitotic activity of BIFAs. Compound II bearing the 2-chlorophenyl acetamide substituent at the nitrogen atom of the imidazole ring was the most active mol. in the examined set.

European Journal of Medicinal Chemistry published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C19H21N3O3S, Synthetic Route of 332026-86-5.

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

Gujraty, Kunal V. published the artcileThiol-Mediated Anchoring of Ligands to Self-Assembled Monolayers for Studies of Biospecific Interactions, Synthetic Route of 359860-27-8, the publication is Langmuir (2006), 22(24), 10157-10162, database is CAplus and MEDLINE.

The authors report a method to immobilize thiol-containing ligands onto self-assembled monolayers (SAMs) of alkanethiolates presenting chloracetylated hexa(ethylene glycol) groups. The chloroacetyl groups react with thiols under mild basic conditions, enabling the stable immobilization of biol. active ligands in a well-defined orientation. These SAMs on gold are well suited for studies of biospecific interactions of immobilized ligands with proteins and cells. As a demonstration, the authors functionalized these SAMs with thiol-containing derivatives of biotin and benzene sulfonamide and observed the specific binding of Neutravidin and carbonic anhydrase, resp. The authors also used this method to generate mixed SAMs presenting the Arg-Gly-Asp (RGD) peptide sequence and demonstrated the integrin-mediated adhesion of fibroblast cells to these SAMs. This approach would allow the immobilization of proteins and other sensitive biomols. and ligands for a wide variety of applications in biotechnol.

Langmuir 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, Synthetic Route of 359860-27-8.

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

Kuramochi, Kouji published the artcileSynthesis of neoechinulin A and derivatives, HPLC of Formula: 359860-27-8, the publication is Synthesis (2008), 3810-3818, database is CAplus.

Neoechinulin A isolated from Eurotium rubrum showed cytoprotective activity against peroxynitrite generated from SIN-1 [3-(4-morpholinyl)sydnonimine.HCl] in PC12 cells. As the authors are interested in this biol. activity, they synthesized neoechinulin A and its derivatives The isolation of natural neoechinulin A and B, a total synthesis of (-)-neoechinulin A, and the determination of the absolute configuration of natural neoechinulin A was reported. In addition, syntheses of neoechinulin A derivatives, including a biotinylated neoechinulin A derivative, which will be useful for identification of the binding proteins of neoechinulin A, were described.

Synthesis 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, HPLC of Formula: 359860-27-8.

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

Pesson, Marcel published the artcileAntibacterials. 8-Alkyl-5,8-dihydro-5-oxo-6-pyrido[2,3-d]pyrimidinecarboxylic acids derivatives. III. 2-(4-Arylpiperazinyl)-, 2-(4-aralkylpiperazinyl)-, and 2-(2-imidazolinyl)- derivatives, SDS of cas: 4760-35-4, the publication is European Journal of Medicinal Chemistry (1975), 10(6), 567-72, database is CAplus.

Piperazinylpyridopyrimidinecarboxylic acids I (R = Ph, n = O; R = Ph, 4-ClC6H4, 4-MeOC6H4, 3,4-(MeO)2C6H3, 3,4-methylenedioxyphenyl, 2-furyl, 2-benzimidazolyl, 1-methyl-2-benzimidazolyl, n = 1; R = Ph, PhO, n = 2) were prepared by hydrolyzing the Et esters, obtained by treating the chloropyridopyrimidinecarboxylates with substituted piperazines. II (R1 = Me, Pr, Ph) were obtained by treating the methylsulfonylpyridopyrimidinecarboxylate with 2-imidazolines and hydrolyzing. I (R = Ph, n = 1) had the widest spectrum of bactericidal activity.

European Journal of 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, SDS of cas: 4760-35-4.

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

Rein, Jonas published the artcileUnlocking the Potential of High-Throughput Experimentation for Electrochemistry with a Standardized Microscale Reactor, Recommanded Product: 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile, the publication is ACS Central Science (2021), 7(8), 1347-1355, database is CAplus and MEDLINE.

Organic electrochem. has emerged as an enabling and sustainable technol. in modern organic synthesis. Despite the recent renaissance of electrosynthesis, the broad adoption of electrochem. in the synthetic community, and especially in industrial settings, has been hindered by the lack of general, standardized platforms for high-throughput experimentation (HTE). Herein, we disclose the design of the HTe^–Chem, a high-throughput microscale electrochem. reactor that is compatible with existing HTE infrastructure and enables the rapid evaluation of a broad array of electrochem. reaction parameters. Utilizing the HTe^–Chem to accelerate reaction optimization, reaction discovery, and chem. library synthesis is illustrated using a suite of oxidative and reductive transformations under constant current, constant voltage, and electrophotochem. conditions.

ACS Central Science published new progress about 1016841-67-0. 1016841-67-0 belongs to imidazoles-derivatives, auxiliary class Imidazoles, name is 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile, and the molecular formula is C10H8N4, Recommanded Product: 2-(2-Methyl-1H-imidazol-1-yl)pyridine-4-carbonitrile.

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

Sasaki, Tadashi published the artcileHeteroaromaticity. VII. Application of the Horner reaction to benzimidazoles, HPLC of Formula: 7467-35-8, the publication is Yuki Gosei Kagaku Kyokaishi (1968), 26(1), 70-4, database is CAplus.

2-(α-Hydroxyethyl)benzimidazole (2 g.) in 50 ml. tetrahydrofuran is stirred for 2 days with 15 g. activated MnO2 to give 1.4 g. I (R = Ac) (Ia), m. 194°. I (0.01 mole) in 50 ml. tetrahydrofuran is stirred for 30 min. with 0.015 mole AcCl to give the following II (R, m.p., and % yield given): H, 112-13°, 90; Me, 115-16°, 100; CH2Cl, 108-9°, 83; Ac, 120-1°, 42. Also prepared are 2-chloromethylbenzimidazole ethiodide (m. 185-92°), N-methyl-2-chloromethylbenzimidazole (m. 92-4°), and N-methyl-2-hydroxymethylbenzimidazole (m. 146-7°); Horner reaction was then carried out. Thus, 2 g. diethyl benzylphosphonate in 20 cc. tetrahydrofuran is refluxed for 2 hrs. with 0.7 g. 50% NaH and 3 g. II (R = Ac) to give 11% III (R1 = Ac, R2 = Me), m. 124-6°. Similarly prepared are the following compounds: trans-III (R1 = Et, R2 = H) (m. 207-8°); trans-p-dimethylaminostilbene; trans-stilbene.

Yuki Gosei Kagaku Kyokaishi 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, HPLC of Formula: 7467-35-8.

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

Sasaki, Tadashi published the artcileHeteroaromaticity. VII. Application of the Horner reaction to benzimidazoles, Application In Synthesis of 4760-35-4, the publication is Yuki Gosei Kagaku Kyokaishi (1968), 26(1), 70-4, database is CAplus.

2-(α-Hydroxyethyl)benzimidazole (2 g.) in 50 ml. tetrahydrofuran is stirred for 2 days with 15 g. activated MnO2 to give 1.4 g. I (R = Ac) (Ia), m. 194°. I (0.01 mole) in 50 ml. tetrahydrofuran is stirred for 30 min. with 0.015 mole AcCl to give the following II (R, m.p., and % yield given): H, 112-13°, 90; Me, 115-16°, 100; CH2Cl, 108-9°, 83; Ac, 120-1°, 42. Also prepared are 2-chloromethylbenzimidazole ethiodide (m. 185-92°), N-methyl-2-chloromethylbenzimidazole (m. 92-4°), and N-methyl-2-hydroxymethylbenzimidazole (m. 146-7°); Horner reaction was then carried out. Thus, 2 g. diethyl benzylphosphonate in 20 cc. tetrahydrofuran is refluxed for 2 hrs. with 0.7 g. 50% NaH and 3 g. II (R = Ac) to give 11% III (R1 = Ac, R2 = Me), m. 124-6°. Similarly prepared are the following compounds: trans-III (R1 = Et, R2 = H) (m. 207-8°); trans-p-dimethylaminostilbene; trans-stilbene.

Yuki Gosei Kagaku Kyokaishi 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, Application In Synthesis of 4760-35-4.

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

Duner, Gunnar published the artcileSignal enhancement in ligand-receptor interactions using dynamic polymers at quartz crystal microbalance sensors, Application of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Analyst (Cambridge, United Kingdom) (2016), 141(13), 3993-3996, database is CAplus and MEDLINE.

The signal enhancement properties of QCM sensors based on dynamic, biotinylated poly(acrylic acid) brushes was studied in interaction studies with an antibiotin F_ab fragment. The poly(acrylic acid) sensors showed a dramatic increase in signal response with more than ten times higher signal than the carboxyl-terminated self-assembled monolayer surface.

Analyst (Cambridge, United Kingdom) 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 of N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

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

Wang, Ting-Hsuan published the artcileNickel-Catalyzed Heteroarenes Cross Coupling via Tandem C-H/C-O Activation, Synthetic Route of 2622-67-5, the publication is ACS Catalysis (2018), 8(12), 11368-11376, database is CAplus.

Inert aryl Me ethers as coupling components via C-O activation have been established with a Ni catalyst for C-H activation of heteroarene. The key to simultaneous C-H/C-O bond activation is the use of sterically demanding o-tolylMgBr. The protocol is effective for a wide scope of substrates including naphthyl Me ethers, anisoles, and a variety of other heteroarene derivatives Detailed mechanistic studies indicated that the C-O cleavage is assisted via synergistic effect of nickel and Grignard reagent in this C-H/C-O reaction, which is supported by DFT calculation At this stage, single-electron transfer can be ruled out as a main operative process for this tandem strategy.

ACS Catalysis published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C8H4FNO3, Synthetic Route of 2622-67-5.

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

Kracmar, J. published the artcileUV spectrophotometry in drug analysis. Part 19. New drugs with substituted benzene chromophores, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Pharmazie (1976), 31(9), 614-17, database is CAplus.

Data are given on the uv-spectrophotometric properties of 14 drugs and related compounds containing substituted benzene chromophores. The substituents are alkyl, alkoxy, OH, NO2, NH2, and azomethine. Further, a study of solvent effects (alcs. and H2O, acidic and basic solutions) is reported.

Pharmazie 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, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

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