Chan, A. W. Edith et al. published their research in Journal of Medicinal Chemistry in 2010 | CAS: 26832-08-6

1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 26832-08-6

Chemical Fragments that Hydrogen Bond to Asp, Glu, Arg, and His Side Chains in Protein Binding Sites was written by Chan, A. W. Edith;Laskowski, Roman A.;Selwood, David L.. And the article was included in Journal of Medicinal Chemistry in 2010.Recommanded Product: 26832-08-6 This article mentions the following:

We present an anal. of the chem. fragments from lead-like ligands in the Protein Data Bank (PDB) that form hydrogen bonds to the side chains of Asp, Glu, Arg, and His, which are the most common residues found in ligand binding sites. A fragment is defined as the largest ring assembly containing the atoms involved in hydrogen bonding. In total, 462 fragments were found in 2038 ligands from over 8000 protein-ligand structures in the PDB. The results show which fragments have a higher propensity for interaction with specific side chains. Some fragments interact with Asp but not with Glu, and vice versa, despite these side chains sharing the same chem. moiety. Arg side chains form hydrogen bonds almost exclusively with O-mediated ligands, and the fragments are the most diverse. Hydrogen bond distances from the imidazole of His showed a wider range than the other three amino acids. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Recommanded Product: 26832-08-6).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 26832-08-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Aoshima, Hisae et al. published their research in Cosmetics in 2021 | CAS: 26832-08-6

1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Quality Control of 1H-Imidazole-4-carboxamide

The Potential of 2-aza-8-Oxohypoxanthine as a Cosmetic Ingredient was written by Aoshima, Hisae;Ito, Masayuki;Ibuki, Rinta;Kawagishi, Hirokazu. And the article was included in Cosmetics in 2021.Quality Control of 1H-Imidazole-4-carboxamide This article mentions the following:

In this study, we verified the effects of 2-aza-8-oxohypoxanthine (AOH) on human epidermal cell proliferation by performing DNA microarray anal. Cell proliferation was assessed using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay, which measures mitochondrial respiration in normal human epidermal keratinocyte (NHEK) cells. Gene expression levels were determined by DNA microarray anal. of 177 genes involved in skin aging and disease. AOH showed a significant increase in cell viability at concentrations between 7.8 and 31.3μg/mL and a significant decrease at concentrations above 250μg/mL. DNA microarray anal. showed that AOH significantly increased the gene expression of CLDN1, DSC1, DSG1, and CDH1 (E-cadherin), which are involved in intercellular adhesion and skin barrier functioning. AOH also up-regulated the expression of KLK5, KLK7, and SPIMK5, which are proteases involved in stratum corneum detachment. Furthermore, AOH significantly stimulated the expression of KRT1, KRT10, TGM1, and IVL, which are considered general differentiation indicators, and that of SPRR1B, a cornified envelope component protein. AOH exerted a cell activation effect on human epidermal cells. Since AOH did not cause cytotoxicity, it was considered that the compound had no adverse effects on the skin. In addition, it was found that AOH stimulated the expression levels of genes involved in skin barrier functioning by DNA microarray anal. Therefore, AOH has the potential for practical use as a cosmetic ingredient. This is the first report of efficacy evaluation tests performed for AOH. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Quality Control of 1H-Imidazole-4-carboxamide).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Quality Control of 1H-Imidazole-4-carboxamide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Stevanovic, Darko et al. published their research in Neuroendocrinology in 2012 | CAS: 26832-08-6

1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Computed Properties of C4H5N3O

Intracerebroventricular Administration of Metformin Inhibits Ghrelin-Induced Hypothalamic AMP-Kinase Signalling and Food Intake was written by Stevanovic, Darko;Janjetovic, Kristina;Misirkic, Maja;Vucicevic, Ljubica;Sumarac-Dumanovic, Mirjana;Micic, Dragan;Starcevic, Vesna;Trajkovic, Vladimir. And the article was included in Neuroendocrinology in 2012.Computed Properties of C4H5N3O This article mentions the following:

Background/Aims: The antihyperglycemic drug metformin reduces food consumption through mechanisms that are not fully elucidated. The present study investigated the effects of intracerebroventricular administration of metformin on food intake and hypothalamic appetite-regulating signaling pathways induced by the orexigenic peptide ghrelin. Methods: Rats were injected intracerebroventricularly with ghrelin (5 μg), metformin (50, 100 or 200 μg), 5-amino-imidazole-4-carboxamide 1-β-D-ribofuranoside (AICAR, 25 μg) and L-leucine (1 μg) in different combinations. Food intake was monitored during the next 4 h. Hypothalamic activation of AMP-activated protein kinase (AMPK), acetyl-CoA carboxylase (ACC), regulatory-associated protein of mTOR (Raptor), mammalian target of rapamycin (mTOR) and p70 S6 kinase 1 (S6K) after 1 h of treatment was analyzed by immunoblotting. Results: Metformin suppressed the increase in food consumption induced by intracerebroventricular ghrelin in a dose-dependent manner. Ghrelin increased phosphorylation of hypothalamic AMPK and its targets ACC and Raptor, which was associated with the reduced phosphorylation of mTOR. The mTOR substrate, S6K, was activated by intracerebroventricular ghrelin despite the inhibition of mTOR. Metformin treatment blocked ghrelin-induced activation of hypothalamic AMPK/ACC/Raptor and restored mTOR activity without affecting S6K phosphorylation. Metformin also reduced food consumption induced by the AMPK activator AICAR while the ghrelin-triggered food intake was inhibited by the mTOR activator L-leucine. Conclusion: Metformin could reduce food intake by preventing ghrelin-induced AMPK signaling and mTOR inhibition in the hypothalamus. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Computed Properties of C4H5N3O).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Computed Properties of C4H5N3O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Extended knowledge of 1H-Imidazole-4-carboxamide

According to the analysis of related databases, 26832-08-6, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 26832-08-6 as follows. Recommanded Product: 26832-08-6

In a dried 125 mL, three-neck flask fitted with a magnetic stirrer, temperature probe, a reflux condenser, and a positive nitrogen atmosphere set-up was charged with 4-imidazole carboxamide 2.0 gm (18 mmol), acetonitrile 25 ml, and POCl3 6.6 gm (43.2 mmol). The brown slurry was agitated and heated to reflux. The reaction mixture was maintained at reflux for at least 15 hrs. Then the excess POCl3 was distilled under reduced pressure. After aqueous work up, the reaction mixture was adjusted to a pH of 9-11 using 25% sodium hydroxide, and extracted with 4×70 ml ethyl acetate. The combine ethyl acetate extracts were treated with 20 gm silica gel, distilled under pressure to remove ethyl acetate and to afford 4-cyanoimidazole as a white solid. After drying the 4-cyanoimidazole weighed 1.1 gm (65.9% yield): HPLC purity, >99.0 area %; 1H NMR (300 MHz, DMSO-D6) delta 7.89 (s, 1H), 8.08 (s, 1H); 13C NMR (300 MHz, DMSO-D6) delta 111.8, 116.0, 127, 138.1.

According to the analysis of related databases, 26832-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ampac Fine Chemicals LLC; US2009/292122; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of C4H5N3O

The synthetic route of 26832-08-6 has been constantly updated, and we look forward to future research findings.

Reference of 26832-08-6, These common heterocyclic compound, 26832-08-6, name is 1H-Imidazole-4-carboxamide, its 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.

D2O, H2O2 (30%), NaCl, NH4VO3 and ima were commercial products (Shanghai DingmiaoChemistry Co., Ltd) and used without purification. The ionic medium 0.15 mol L-1 NaCl/D2Osolution at 25 C was chosen to represent physiological conditions, in all solution NMR experiments.To form the ternary system of NH4VO3/H2O2/ima, NH4VO3 and H2O2 were first mixedin a 1:5 molar ratio in D2O to produce the species [VO(O2)2(D2O)]-/[VO(O2)2(HOD)]- followedby the addition of ima. Unless otherwise stated, the total concentration of vanadate specieswas 0.1 mol L-1. The NMR samples were allowed to stand at least 4 h to let the coordinationreactions reach equilibrium.The bisperoxovanadium crystals of 1 were prepared by adding 10 mL of H2O2 (30%, w/v,solution) and 1.17 g NH4VO3 to 50 mL distilled water. After NH4VO3 was dissolved, 1.11 g imawas added to the mixture. The mixture was stirred in an ice bath at 273 K for 0.5 h. The reactionmixture was then filtered and the solution was kept at 278-283 K for one week tocrystallize. The crystals were recovered by filtration and washed with 3 mL of cold water and5 mL of cold ethanol and then dried on a filter paper. Yield: ca. 50-70% (based on NH4VO3).

The synthetic route of 26832-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Shaowei; Xia, Wen; Yang, Yueyue; Yu, Xianyong; Li, Xiaofang; Journal of Coordination Chemistry; vol. 70; 17; (2017); p. 2958 – 2968;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Extended knowledge of C4H5N3O

The synthetic route of 26832-08-6 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 26832-08-6, name is 1H-Imidazole-4-carboxamide, A new synthetic method of this compound is introduced below., Product Details of 26832-08-6

A suspension of imidazole-4-carboxamide (313 mg) in DMF (3.8 ml) was treated with sodium hydride (60% in mineral oil, 129 mg) at ice-bath temperature and the mixture was stirred at room temperature for 20 min. A solution of 2-[(3S,4S)-4-benzyloxy-3-methanesulfonyloxypentyl]thioanisole (0.92 g) in DMF (7.5 ml) was added and the mixture was stirred at 85 C. for 3 days. The mixture was poured into water and extracted with ethyl acetate. The extract was washed with water, dried and concentrated in vacuo. Column chromatography (dichloromethane:methanol 30:1) gave 1-[(2S,3R)-2-benzyloxy-5-(2-(methylthio)phenyl)-3-pentyl]imidazole-4-carboxamide (1) (96.4 mg, 11.6%) as a pale yellow oil. NMR (CDCl3, d): 1.07 (3H, d, J=6 Hz), 2.0-2.4 (2H, m), 2.44(3H,s) 2.5-2.7(2H, m), 3.6-3.8(1H, m),3.9-4.1(1H, m), 4.39(1H, d, J=12 Hz), 4.58 (1H, d, J=12 Hz),5.37 (1H, s),6.9-7.2 (10H, m), 7.50(1H,d,J=1 Hz), 7.69(1H,d,J=1 Hz). MS (APCI, m/z): 410(M+H)+.

The synthetic route of 26832-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsuji, Kiyoshi; Terasaka, Tadashi; Nakamura, Katsuya; US2004/97571; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Extended knowledge of 26832-08-6

Statistics shows that 1H-Imidazole-4-carboxamide is playing an increasingly important role. we look forward to future research findings about 26832-08-6.

Application of 26832-08-6, These common heterocyclic compound, 26832-08-6, name is 1H-Imidazole-4-carboxamide, its 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.

In a dried 125 mL, three-neck flask fitted with a magnetic stirrer, temperature probe, a reflux condenser, and a positive nitrogen atmosphere set-up was charged with 4-imidazole carboxamide 2.0 gm (18 mmol), acetonitrile 25 ml, and POCl3 6.6 gm (43.2 mmol). The brown slurry was agitated and heated to reflux. The reaction mixture was maintained at reflux for at least 15 hrs. Then the excess POCl3 was distilled under reduced pressure. After aqueous work up, the reaction mixture was adjusted to a pH of 9-11 using 25percent sodium hydroxide, and extracted with 4.x.70 ml ethyl acetate. The combine ethyl acetate extracts were treated with 20 gm silica gel, distilled under pressure to remove ethyl acetate and to afford 4-cyanoimidazole as a white solid. After drying the 4-cyanoimidazole weighed 1.1 gm (65.9percent yield): HPLC purity, >99.0 area percent; 1H NMR (300 MHz, DMSO-D6) delta 7.89 (s, 1H), 8.08 (s, 1H); 13C NMR (300 MHz, DMSO-D6) delta 111.8, 116.0, 127, 138.1.

Statistics shows that 1H-Imidazole-4-carboxamide is playing an increasingly important role. we look forward to future research findings about 26832-08-6.

Reference:
Patent; Ampac Fine Chemicals LLC; US2009/292122; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some tips on 26832-08-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Imidazole-4-carboxamide, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 26832-08-6, name is 1H-Imidazole-4-carboxamide, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 26832-08-6, category: imidazoles-derivatives

General procedure: To a solution of 4-imidazolecarboxamide (1.94 mmol) in DMF(3 mL) was added NaH (60% in mineral oil, 1.94 mmol) at roomtemperature and the reaction mixture was stirred for 20 min. The methanesulfonate (1.29 mmol) prepared above was added andthe resulting mixture was stirred at 85 C for 3 days. The reactionmixture was cooled, and the insoluble material was filtered andwashed thoroughly with CH2Cl2. The filtrate and washings werecombined and washed with brine. The organic layer was dried overNa2SO4 and concentrated in vacuo. The residue was purified by silicagel column chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Imidazole-4-carboxamide, and friends who are interested can also refer to it.

Reference:
Article; Kandalkar, Sachin R.; Ramaiah, Parimi Atchuta; Joshi, Manoj; Wavhal, Atul; Waman, Yogesh; Raje, Amol A.; Tambe, Ashwini; Ansari, Shariq; De, Siddhartha; Palle, Venkata P.; Mookhtiar, Kasim A.; Deshpande, Anil M.; Barawkar, Dinesh A.; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5799 – 5819;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem