Tag: 100-200

The preparation of some heteroaromatic and aromatic aldehydes was written by Katritzky, Alan R.;He, Hai-Ying;Long, Qiuhe;Cui, Xilin;Level, Julian;Wilcox, Allan L.. And the article was included in ARKIVOC [online computer file] in 2000.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Heteroaromatic α- and β-carboxaldehydes were prepared by the formylation with DMF of α-lithio benzofuran, benzothiophene, N-methylbenzimidazole and 10-methylphenothiazine obtained by direct lithiation and β-lithio compounds from lithium-bromine exchange. Dialkoxybenzaldehydes were prepared by the formylation of dialkoxybenzenes with hexamethylenetetramine (HMTA) or by the alkylation of dihydroxybenzaldehydes with alkyl bromides or iodides. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The 2-(4-trifluoromethylphenylsulfonyl)ethoxycarbonyl (Tsc) amino-protecting group: use in the solid-phase synthesis of pyrrole-imidazole polyamides was written by Choi, Jin Seok;Lee, Younjoo;Kim, Eunmyoung;Jeong, Nakcheol;Yu, Hosung;Han, Hogyu. And the article was included in Tetrahedron Letters in 2003.Application In Synthesis of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

The development of the 2-(4-trifluoromethylphenylsulfonyl)ethoxycarbonyl (Tsc) function, a novel base-sensitive amino-protecting group, and its application to the preparation of DNA-binding polyamides are described. Pyrrole-imidazole polyamides were synthesized by an efficient solid-phase method under conditions compatible with Fmoc chem. using two Tsc-protected amino acids I (X = CH, N). In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Application In Synthesis of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application In Synthesis of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Infrared spectra and structure of salts of nitroimidazoles was written by Epishina, L. V.;Slovetskii, V. I.;Osipov, V. G.;Lebedev, O. V.;Khmel’nitskii, L. I.;Sevost’yanova, V. V.;Novikova, T. S.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1967.COA of Formula: C4H5N3O2 This article mentions the following:

The ir spectra of nitroimidazoles and their salts indicate that salt formation involves only the NO2 group, with the formation of an isoimidazole ring. In polynitroimidazoles (I), only one NO2 group is involved as shown. The N-O absorption bands at �550 and �350 cm.-1 in mononitroimidazoles disappear on salt formation and bands at �180 and �50 cm.-1 appear. In salts of I, some of the N-O absorption in the uncharged NO2 group remains. N-Nitroimidazoles are characterized by an antisym. N-O vibration absorption band at �640 cm.-1 and a sym. one at �330 and �280 cm.-1 The presence of a C(NO2)3 group leads to 3 bands at 1600-1630 cm.-1 and usually to 2 bands at 1300-1325 cm.-1 In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1COA of Formula: C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.COA of Formula: C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Novel Aryl and Heteroaryl Acyl Sulfamide Synthesis via Microwave-Assisted Palladium-Catalyzed Carbonylation was written by Roberts, Bryan;Liptrot, David;Alcaraz, Lilian. And the article was included in Organic Letters in 2010.SDS of cas: 25676-75-9 This article mentions the following:

A novel, simple synthesis of aryl and heteroaryl acyl sulfamides has been developed via palladium-catalyzed carbonylation of aryl or heteroaryl halides in the presence of sulfamide nucleophiles. A range of reactions illustrating the wide scope of this reaction was carried out under microwave irradiation in a vessel equipped with a gas inlet adapter and proceeded in good to excellent yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9SDS of cas: 25676-75-9).

4-Bromo-1-methylimidazole (cas: 25676-75-9) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.SDS of cas: 25676-75-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Chemoselective iodination of 6-substituted imidazo[1,2-a]pyridine was written by Zhao, Chunshen;Li, Fei;Yang, Shuo;Liu, Li;Huang, Zhuyan;Chai, Huifang. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2018.Computed Properties of C7H5N3O2 This article mentions the following:

3- And 8-Iodoimidazo[1,2-a]pyridines were synthesized from imidazo[1,2-a]pyridines under different substitution conditions. The mol. electrostatic potential calculations were performed to investigate the chemoselectivity of the substitution reaction. The mol. structures of the target compounds were characterized by single crystal X-ray diffraction anal. In the experiment, the researchers used many compounds, for example, 6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3Computed Properties of C7H5N3O2).

6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3) 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 is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Computed Properties of C7H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Toward Designing “Sweet” Ionic Liquids Containing a Natural Terpene Moiety as Effective Wood Preservatives was written by Feder-Kubis, Joanna;Zabielska-Matejuk, Jadwiga;Stangierska, Anna;Przybylski, Piotr;Jacquemin, Johan;Geppert-Rybczynska, Monika. And the article was included in ACS Sustainable Chemistry & Engineering in 2019.Category: imidazoles-derivatives This article mentions the following:

This study is focused on the utilization of naturally occurring terpene alc. in the synthesis of ionic liquids (ILs) and their application potential in wood protection. A new series of ILs containing a natural, renewable source of (-)-menthol in the cation and a saccharinate derivative as the anion were obtained with a high yield under mild process conditions. The potential applications of synthesized compounds that belong to surface-active compounds were assessed for wood preservation, and they showed pos. results. Laboratory tests of their activity against fungi and saccharinate-based chiral ionic liquid (CIL) bonding with Scots pine (Pinus sylvestris L.) wood are described. The biol. results for salts with alkyl substituents ranging from pentyl to octyl chains are very promising, and their activity is similar to, and even higher than, that of the commonly used material benzalkonium chloride. The fungicidal values of saccharinate-based CILs against Coniophora puteana ranged from 2.75 to 4.4 kg m^-3 and were lower than those of com. benzalkonium chloride. Moreover, those salts penetrate to some extent into pine wood, which strongly increases their potential for use in wood industries. The attenuated total reflectance IR spectroscopy technique was used to characterize the fixing mechanism of the chiral “sweet” salts in the wood structure, and the CIL penetration depth into Scots pine wood was tested. These results were completed with the surface properties of the investigated saccharinates, the surface tension measurements, and contact angles of ILs on wood. The corrosiveness study of imidazolium saccharinate salt showed low aggressiveness against carbon steel, moreover, lower than that of IL with nitrate anion, didecyldimethylammonium nitrate, and com. used benzalkonium chloride. The incorporation of a saccharinate anion into the IL structure may eliminate this unfavorable property of com. protective agents based on ILs. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Category: imidazoles-derivatives).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. 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).Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Asymmetric [3 + 2] Cycloaddition Employing N,N’-Cyclic Azomethine Imines Catalyzed by Chiral-at-Metal Rhodium Complex was written by Gong, Jun;Wan, Qian;Kang, Qiang. And the article was included in Organic Letters in 2018.HPLC of Formula: 85692-37-1 This article mentions the following:

An efficient asym. 1,3-dipolar cycloaddition of α,β-unsaturated 2-acyl imidazoles with N,N’-cyclic azomethine imines catalyzed by a chiral-at-metal rhodium complex is reported. The corresponding N,N’-bicyclic pyrazolidine derivatives with three contiguous tertiary stereocenters, e.g., I, were obtained in good yields (up to 99%) with excellent stereoselectivities (>20:1 dr and >99% ee). Remarkably, as little as 0.5 mol % of a chiral Rh(III) complex can promote a gram-scale reaction with excellent yield and enantioselectivity. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1HPLC of Formula: 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.HPLC of Formula: 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nitroimidazoles. Part X. Spectral studies on isomeric 1-substituted 4- and 5-nitroimidazoles and some 2-nitroimidazoles was written by Nagarajan, K.;Sudarsanam, V.;Parthasarathy, P. C.;Arya, V. P.;Shenoy, S. J.. And the article was included in Indian Journal of Chemistry in 1982.Quality Control of 1-Methyl-4-nitroimidazole This article mentions the following:

Chem. shifts of C-4 in I (R = H, Me, vinyl, O₂N, etc.; R¹ = H, Me, Cl, O₂N, etc.; R² = H, Cl, O₂N, etc.) fall within a narrow range of 130-3 ppm and in the isomeric II at 120-4 ppm, offering a method for distinguishing between isomeric pairs. An addnl. diagnostic method utilizes the observation that for II the signal due to C-5 has extra multiplicity due to 3-bond coupling with protons of the group on N-1, which C-4 in I does not exhibit. DMSO induced chem. shifts for C-5 H in II (δ DMSO-d₆ – δ CDCl₃) are much larger than those for C-4 H in I and are useful aids for structure assignment. Mass spectra of the 1-alkyl-5-nitroimidazoles I generally show fragments due to loss of OH, which are mostly absent in II; the loss of NO₂ is also more intense in the former than in the latter. The phenomena are traced to participation by the alkyl group at position-1. Acid and alkali induced shifts in water and EtOH UV spectra of a variety of nitroimidazoles are described and discussed. 1-Alkyl-5-nitroimidazoles undergo hypsochromic shifts in 0.1 N H₂SO₄ more readily than the 4-nitro isomers. On silica gel plates, compounds of I generally move faster than those of II. The m. ps. of the 5-nitroimidazoles are as a rule lower than those of the 4-nitro counterparts. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Quality Control of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Quality Control of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ultrasonic chemical oxidative degradations of 1,3-dialkylimidazolium ionic liquids and their mechanistic elucidations was written by Li, Xuehui;Zhao, Jinggan;Li, Qianhe;Wang, Lefu;Tsang, Shik Chi. And the article was included in Dalton Transactions in 2007.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

A highly efficient process for oxidative degradation of 1,3-dialkylimidazolium ionic liquids in hydrogen peroxide/acetic acid aqueous medium assisted by ultrasonic chem. irradiation is, for the first time, described. It is shown that more than 93% of the 1,3-dialkylimidazolium cation with the corresponding Cl^–, Br^–, BF₄^– and PF₆^– counter-anions at a concentration of 2.5 mM can be degraded at 50 °C within 12 h while at 72 h the conversions approach 99%. A tentative mechanism for the degradation of these ILs is for the first time proposed through a detailed kinetic anal. of several characteristic transients and/or immediate products, which are identified during the ILs degradation using GC-MS. The results clearly indicate that three hydrogen atoms in the imidazolium ring are the first sites preferably oxidized, followed by cleavage of the alkyl groups attached to the N atoms from the ring. The nature of the alkyl chain length on the imidazolium ring and the type of counter anion do not seem to affect the degradation process. Further, selective fragmentations of C-N bonds of the imidazolium or derived ring lead to ring opening, forming degraded intermediates. It is also shown that acetoxyacetic acid and biurea are the final kinetically stable degraded products from the ILs under the degradation conditions. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of Isoindoline Amide Derivatives as Potent and Orally Bioavailable ADAMTS-4/5 Inhibitors for the Treatment of Osteoarthritis was written by Zhao, Peng;Liu, Dong;Song, Chunying;Li, Di;Zhang, Xinzhu;Horecny, Ivana;Zhang, Fengqi;Yan, Yuna;Zhuang, Linghang;Li, Jing;Liu, Suxing;Mao, Yuchang;Feng, Jun;Liu, Jian;Tao, Weikang. And the article was included in ACS Pharmacology & Translational Science in 2022.Application of 85692-37-1 This article mentions the following:

Osteoarthritis (OA) treatment is a highly unmet medical need. Development of a disease-modifying OA drug (DMOAD) is challenging with no approved drugs on the market. Inhibition of ADATMS-4/5 is a promising OA therapeutics to target cartilage degradation and potentially can reduce joint pain and restore its normal function. Starting from the reported ADAMTS-5 inhibitor GLPG1972, we applied a scaffold hopping strategy to generate a novel isoindoline amide scaffold. Representative compound I showed high potency in ADATMS-4/5 inhibition, as well as good selectivity over a panel of other metalloproteases. In addition, compound I exhibited excellent druglike properties and showed better pharmacokinetic (PK) profiles than GLPG1972 cross-species. Compound I demonstrated dose-dependent efficacy in two in vivo rat osteoarthritis models. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Application of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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 is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Application of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem