Category: imidazoles-derivatives

Demirayak, Seref; Ogretir, Cemil published an article in 1990, the title of the article was Proton-loss behaviors of some benzimidazole derivatives and their Hammett relationships.Synthetic Route of 5709-67-1 And the article contains the following content:

The proton-loss acidity constants, pKa, of 39 (un)substituted benzimidazole derivatives were determined by UV-visible spectroscopy. The calculated ΔpKa values were plotted vs. δm values to get Hammett graphs, and the results were discussed. The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Synthetic Route of 5709-67-1

The Article related to lfer acidity benzimidazole, Physical Organic Chemistry: Acid-Base, Tautomerism, and Other Equilibrium Studies and other aspects.Synthetic Route of 5709-67-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On September 30, 1983, Kashik, T. V.; Ponomareva, S. M.; Abramova, N. D.; Skvortsova, G. G. published an article.Computed Properties of 5709-67-1 The title of the article was Effect of meso-substituents on NH-acidity of benzimidazoles. And the article contained the following:

The pK2 values of I (R = Me, Et, H, Ph, OEt, COMe, SMe, SCH:CH2, Cl, NO2) decreased in the order stated, ranging from 26.43 to 18.75 in MeCN at 20°. A linear correlation with σm constants of R was obtained, and the following 2-parameter equation was obtained: pKa = 25.58-9.83σI – 3.86σC, where σI and σC are inductive and conjugation substituent constants The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Computed Properties of 5709-67-1

The Article related to benzimidazole acidity lfer, Physical Organic Chemistry: Acid-Base, Tautomerism, and Other Equilibrium Studies and other aspects.Computed Properties of 5709-67-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On September 3, 2009, Levin, Jeremy Ian; Hopper, Darrin William; Torres, Nancy; Dutia, Minu Dhanjish; Berger, Dan Maarten; Wang, Xiaolun; Di Grandi, Martin Joseph; Zhang, Chunchun; Dunnick, Alejandro Lee published a patent.Synthetic Route of 40644-16-4 The title of the patent was Preparation of bridged, bicyclic heterocyclic or spiro bicyclic heterocyclic derivatives of pyrazolo[1,5-a]pyrimidines as Raf kinase inhibitors.. And the patent contained the following:

Title compounds [I; R1 = (substituted) 5-7 membered heterocyclyl, heteroaryl; R2 = (substituted) (bicyclic) aryl, heteroaryl; R3-R5 = H, cyano, (substituted) alkyl, cycloalkyl aryl, heterocyclyl, heteroaryl, etc.], were prepared Thus, title compound 3-[7-[6-[(1-azabicyclo[2.2.2]oct-4-ylmethyl)amino]pyridin-3-yl]-2-pyridin-4-ylpyrazolo[1,5-a]pyrimidin-3-yl]phenol [multistep preparation from 5-acetyl-2-bromopyridine, DMF di-Me acetal, 3-methoxyphenylacetonitrile, Me isonicotinate, and 1-(1-azabicyclo[2.2.2]oct-4-yl)methylamine given] inhibited B-Raf kinase with IC50 = 0.002 μM. The experimental process involved the reaction of 4-Bromo-1H-benzo[d]imidazol-2(3H)-one(cas: 40644-16-4).Synthetic Route of 40644-16-4

The Article related to pyrazolopyrimidine preparation raf kinase inhibitor, cancer inflammation treatment azabicyclooctylmethylaminopyridinylpyridin4ylpyrazolopyrimidinylphenol preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Synthetic Route of 40644-16-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On September 11, 2009, Berger, Dan Maarten; Levin, Jeremy Ian; Dutia, Minu Dhanjisha; Norton, Emily Boucher; Diamantidis, George published a patent.Application of 40644-16-4 The title of the patent was Preparation of aminosulfonylphenyl pyrazolo[1,5-a]pyrimidines as Raf kinase inhibitors.. And the patent contained the following:

Title compounds [I; R = H, halo, NO2, N3, cyano, CHO, CF3, OCF3, R5, OR5, N(R5)2, etc.; R1 = (substituted) heteroaryl, heterocyclyl; R2 = (substituted) aryl, heteroaryl, heterocyclyl; R3, R4 = H, (substituted) alkyl, cycloalkyl, heteroaryl; R5 = H, alkyl, alkenyl, alkynyl, cycloalkyl; N(R5)2 = atoms to form a substituted ring containing 2-7 C atoms], were prepared Thus, N-[2-(diethylamino)ethyl]-N-ethyl-3-[3-(3-hydroxyphenyl)-2-pyridin-4-ylpyrazolo[1,5-a]pyrimidin-7-yl]benzenesulfonamide (multistep preparation given) inhibited B-Raf kinase with IC50 <0.0003 μM. The experimental process involved the reaction of 4-Bromo-1H-benzo[d]imidazol-2(3H)-one(cas: 40644-16-4).Application of 40644-16-4

The Article related to phenylsulfonamide pyrazolopyrimidine preparation raf kinase inhibitor, cancer inflammation treatment aminosulfonylphenylpyrazolopyrimidine preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Application of 40644-16-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On January 31, 2021, AlNeyadi, Shaikha S.; Adem, Abdu; Amer, Naheed; Ghattas, Mohammad A.; Atatreh, Noor; Salem, Alaa A.; Abdou, Ibrahim M. published an article.COA of Formula: C6H11N3 The title of the article was Activation of the GLP-1 receptor by chloropyrimidine derivatives. And the article contained the following:

The anti-diabetic activities of a series of chloropyrimidine derviativeswere investigated after they were designed, synthesized, and docked against the GLP-1 receptor target. In comparison to exenatide, which was utilized as a reference drug, the three chloropyrimidine synthesized compounds I, II and III exhibited potent in vitro and in vivo antidiabetic activities. Interestingly, compounds I, II and III showed to be the most effective in lowering blood glucose levels and led to even higher glucose uptake than the reference drug, exenatide. Consistent with the in vitro and in vivo data, compounds II and III had the lowest docking energy scores (Glide-XP score = 5.1 kcal/mol) and the greatest ligand efficiency score (> – 0.40 kcal/mol) among all docked compounds These findings give up new possibilities for the development of high-efficacy compounds to treat hyperglycemia. The experimental process involved the reaction of N-(3-Aminopropyl)-imidazole(cas: 5036-48-6).COA of Formula: C6H11N3

The Article related to alkylated chloropyrimidine prpen antidiabetic sar mol docking glp receptor, aliphatic and aromatic amine nucleophilic substitution, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.COA of Formula: C6H11N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On January 7, 2015, Jansa, Josef; Lycka, Antonin; Ruzicka, Ales; Grepl, Martin; Vanecek, Jan published an article.Quality Control of Imidazo[1,2-c]pyrimidin-5(6H)-one The title of the article was Synthesis, structure and rearrangement of iodinated imidazo[1,2-c]pyrimidine-5(6H)-ones derived from cytosine. And the article contained the following:

We describe mild and selective iodination of various 8-substituted imidazo[1,2-c]pyrimidine-5(6H)-ones (ethenocytosines). Starting ethenocytosines were obtained by cyclization of 5-halogenocytosines with chloroacetaldehyde or by subsequent Suzuki-Miyaura cross-coupling between 8-iodoimidazo[1,2-c]pyrimidine-5(6H)-one 1d and corresponding arylboronic acids. When imidazo[1,2-c]pyrimidine-5(6H)-one or 8-iodoimidazo[1,2-c]pyrimidine-5(6H)-one 1d was iodinated by N-iodosuccinimide (NIS) in DMF, pure 3,8-diiododerivative 2d was obtained. Under basic or acidic conditions, this mol. is subject to rearrangement into 2,8-diododerivative 3d, which can be subsequently iodinated to 2,3,8-triododerivative 4d. Since the positions of iodine atoms on the imidazole ring could not be determined convincingly from NMR spectra only, x-ray anal. of 2d was carried out with the aim of confirming the structure undoubtedly. The same sequence of reactions was applied to another eight ethenocytosines, providing excellent regioselectivity, easy rearrangement and high yields of iodinated products. All ethenocytosines were properly characterized by 1H, 13C and 15N NMR spectroscopy. The experimental process involved the reaction of Imidazo[1,2-c]pyrimidin-5(6H)-one(cas: 55662-66-3).Quality Control of Imidazo[1,2-c]pyrimidin-5(6H)-one

The Article related to cytosine cyclization suzuki miyaura coupling iodination dimroth rearrangement, iodinated imidazopyrimidine preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Quality Control of Imidazo[1,2-c]pyrimidin-5(6H)-one

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Yanai, Mitsuji; Takeda, Shigeko; Baba, Tsuyomi; Kitagawa, Koichi published an article in 1974, the title of the article was Heterocyclic compounds. XVIII. Synthesis of imidazo[1,2-c]- and pyrimido[1,2-c]pyrimidine derivatives.Name: Imidazo[1,2-c]pyrimidin-5(6H)-one And the article contains the following content:

Reaction of the amino alcs. H2N(CH2)nOH (n = 2,3) and HN(CH2CH2OH)2 with the chloropyrimidines I (R = H, Me) and 4,6-dichloropyrimidine nII) gave the 4-substituted derivatives which, when treated with SOCl2 in THF, cyclized to give III, IV (R1 = H, Cl), V (R2 = H, Me, Cl; R3 = H, CH2CH2Cl), and VI. Treatment of V (R2 = Cl, R3 = CH2CH2Cl) with mild alk. solution gave the imidazolidines VII (R4 = H, CHO). Treatment of I and II with the amino acetal H2NCH2CH(OEt)2 gave the 4-(2,2-diethoxyethylamino) derivatives, which when treated with 6N HCl followed by concentrated H2SO4 gave III (R1 = H) and VIII resp. The experimental process involved the reaction of Imidazo[1,2-c]pyrimidin-5(6H)-one(cas: 55662-66-3).Name: Imidazo[1,2-c]pyrimidin-5(6H)-one

The Article related to imidazopyrimidine, pyrimidopyrimidine, amino alc chloropyrimidine cyclization, alc acetal chloropyrimidine cyclization, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Name: Imidazo[1,2-c]pyrimidin-5(6H)-one

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On January 20, 2022, Venkatraman, Shankar; Katz, Jason; Roush, William R.; Seidel, Hans Martin published a patent.Category: imidazoles-derivatives The title of the patent was Preparation of indoles, imidazopyridines, pyrazolopyrimidines and related heterocycles useful alone or in compositions in treatment of diseases associated with STING activity. And the patent contained the following:

The invention relates to preparation of indoles, imidazopyridines, pyrazolopyrimidines and related heterocycles(I) or a pharmaceutically acceptable salt, hydrate, cocrystal, or drug combination that inhibit (e.g., antagonize) Stimulator of Interferon Genes (STING). Compounds I wherein X1 and X2 each independently is O, S, N, etc.; Z and Y1-Y3 each independently is heteroaryl; ring B is bicyclic or polycyclic C5-15 cycloalkyl or C5-15 cycloalkenyl, etc.; etc., are claimed. The example compound II was prepared via 4-steps synthesis using 5-bromo-1H-indole as starting material (procedure given). Compounds I were evaluated for their biol. activity (data given). Compounds I are useful, e.g., for treating a diseases in which increased (e.g., excessive) STING activation (e.g., STING signaling) contributes to the pathol. and/or symptoms and/or progression of the disease (e.g., cancer) in a subject (e.g., a human). The experimental process involved the reaction of 6-(Trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid(cas: 1774893-22-9).Category: imidazoles-derivatives

The Article related to pyrazolopyrimidine preparation sting activation inhibitor cancer disease treatment, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On March 15, 2012, Lin, Hong; Erhard, Karl; Hardwicke, Mary Ann; Luengo, Juan I.; Mack, James F.; McSurdy-Freed, Jeanelle; Plant, Ramona; Raha, Kaushik; Rominger, Cynthia M.; Sanchez, Robert M.; Schaber, Michael D.; Schulz, Mark J.; Spengler, Michael D.; Tedesco, Rosanna; Xie, Ren; Zeng, Jin J.; Rivero, Ralph A. published an article.Quality Control of 7-Chloroimidazo[1,2-a]pyrimidin-5(1H)-one The title of the article was Synthesis and structure-activity relationships of imidazo[1,2-a]pyrimidin-5(1H)-ones as a novel series of beta isoform selective phosphatidylinositol 3-kinase inhibitors. And the article contained the following:

A series of PI3K-beta selective inhibitors, imidazo[1,2-a]-pyrimidin-5(1H)-ones, has been rationally designed based on the docking model of the more potent R enantiomer of TGX-221, identified by a chiral separation, in a PI3K-beta homol. model. Synthesis and SAR of this novel chemotype are described. Several compounds in the series demonstrated potent growth inhibition in a PTEN-deficient breast cancer cell line MDA-MB-468 under anchorage independent conditions. The experimental process involved the reaction of 7-Chloroimidazo[1,2-a]pyrimidin-5(1H)-one(cas: 57473-33-3).Quality Control of 7-Chloroimidazo[1,2-a]pyrimidin-5(1H)-one

The Article related to phosphatidylinositol kinase isoform inhibitor imidazopyrimidinone preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Quality Control of 7-Chloroimidazo[1,2-a]pyrimidin-5(1H)-one

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

O’Harra, Kathryn E.; Noll, Danielle M.; Kammakakam, Irshad; DeVriese, Emily M.; Solis, Gala; Jackson, Enrique M.; Bara, Jason E. published an article in 2020, the title of the article was Designing imidazolium poly(amide-amide) and poly(amide-imide) ionenes and their interactions with mono- and tris(imidazolium) ionic liquids.Computed Properties of 5036-48-6 And the article contains the following content:

Here we introduce the synthesis and thermal properties of a series of sophisticated imidazolium ionenes with alternating amide-amide or amide-imide backbone functionality, and investigate the structural effects of mono(imidazolium) and unprecedented tris(imidazolium) ionic liquids (ILs) in these ionenes. The new set of poly(amide-amide) (PAA) and poly(amide-imide) (PAI) ionenes represent the intersection of conventional high-performance polymers with the ionene archetype-presenting polymers with alternating functional and ionic elements precisely sequenced along the backbone. The effects of polymer composition on the thermal properties and morphol. were analyzed. Five distinct polymer backbones were synthesized and combined with a stoichiometric equivalent of the IL 1-benzyl-3-methylimidazolium bistriflimide ([Bnmim][Tf2N]), which were studied to probe the self-assembly, structuring, and contributions of intermol. forces when IL is added. Furthermore, three polyamide (PA) or polyimide (PI) ionenes with simpler xylyl linkages were interfaced with [Bnmim][Tf2N] as well as a novel amide-linked tris(imidazolium) IL, to demonstrate the structural changes imparted by the inclusion of functional, ionic additives dispersed within the ionene matrix. This work highlights the possibilities for utilizing concepts from small mols. which exhibit supramol. self-assembly to guide creative design and manipulate the structuring of ionenes. The experimental process involved the reaction of N-(3-Aminopropyl)-imidazole(cas: 5036-48-6).Computed Properties of 5036-48-6

The Article related to imidazolium polyamide amide imide ionene ionic liquid, composites, copolymers, ionenes, polyamides, polyelectrolytes, polyimides, Physical Properties of Synthetic High Polymers: Physical Properties Of Polymers and other aspects.Computed Properties of 5036-48-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem