Category: imidazoles-derivatives

Manganese-zeolitic imidazolate frameworks-90 with high blood circulation stability for MRI-guided tumor therapy was written by Jiang, Zhenqi;Yuan, Bo;Qiu, Nianxiang;Wang, Yinjie;Sun, Li;Wei, Zhenni;Li, Yanyin;Zheng, Jianjun;Jin, Yinhua;Li, Yong;Du, Shiyu;Li, Juan;Wu, Aiguo. And the article was included in Nano-Micro Letters in 2019.Recommanded Product: 1H-Imidazole-4-carboxamide This article mentions the following:

Zeolitic imidazolate frameworks (ZIFs) as smart drug delivery systems with microenvironment-triggered release have attracted much attention for tumor therapy. However, the exploration of ZIFs in biomedicine still encounters many issues, such as inconvenient surface modification, fast drug release during blood circulation, undesired damage to major organs, and severe in vivo toxicity. To address the above issues, we developed an Mn-ZIF-90 nanosystem functionalized with an originally designed active-targeting and pH-responsive magnetic resonance imaging (MRI) Y₁ receptor ligand [Asn²⁸, Pro³⁰, Trp³²]-NPY (25-36) for imaging-guided tumor therapy. After Y₁ receptor ligand modification, the Mn-ZIF-90 nanosystem exhibited high drug loading, better blood circulation stability, and dual breast cancer cell membrane and mitochondria targetability, further favoring specific microenvironment-triggered tumor therapy. Meanwhile, this nanosystem showed promising T1-weighted magnetic resonance imaging contrast in vivo in the tumor sites. Especially, this nanosystem with fast clean-up had almost no obvious toxicity and no damage occurred to the major organs in mice. Therefore, this nanosystem shows potential for use in imaging-guided tumor therapy. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Recommanded Product: 1H-Imidazole-4-carboxamide).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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鈥揅6) is higher than in water and generally decreases with a 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).Recommanded Product: 1H-Imidazole-4-carboxamide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Oxazolidine Formation, or Loss of Acid, from Attempted Fluorination of Amide Side-Chain in 2-Nitroimidazoles was written by Baird, Ian R.;Patrick, Brian O.;Skov, Kirsten A.;James, Brian R.. And the article was included in Journal of Heterocyclic Chemistry in 2018.Formula: C5H5N3O4 This article mentions the following:

Reaction of Etanidazole (a 2-nitroimidazole derivative with an amide side-chain containing a hydroxyethyl group) with triflic anhydride gives, depending on conditions, a trifluoromethyl(sulfonyl)oxazolidine via a cyclization reaction, or a fluorine-free formate derivative; reaction with tosyl chloride gives only a chloroethyl derivative An attempt to replace a Br-atom in a related propyl-containing amide side-chain by a F-atom forms instead a propylene derivative via loss of HBr. The studies stem from interest in use of 2-nitroimidazoles with fluorine-containing amide side-chains as hypoxia markers. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Formula: C5H5N3O4).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) 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 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.Formula: C5H5N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

From industrial black liquor to pure phenolic compounds: A combination of catalytic conversion with ionic liquids extraction was written by Garron, Anthony;Arquilliere, Philippe P.;Maksoud, Walid Al;Larabi, Cherif;Walter, Jean-Jacques;Santini, Catherine C.. And the article was included in Applied Catalysis, A: General in 2015.HPLC of Formula: 404001-48-5 This article mentions the following:

The conversion, in a sustainable way, of paper industry wastes such as black liquor into value-added mols. is still challenging. Herein, a direct catalytic conversion of black liquor into an aqueous solution has been achieved at moderate temperature and pressure (<250 掳C, 2 MPa). For this purpose, a multimetallic catalyst (Pd_0.5/Ni₁Cu₁-Mg₃₀AlO_x) has been synthesized and fully characterized. In presence of this material, a carbon-based conversion of 12 weight% has been obtained. The final liquid is composed of value-added phenolic compounds (i.e., guaiacol, creosol…) and the reaction can be afforded up to five cycles without deactivation. The green chem. concept consists of extracting these compounds without the use of volatile solvent and in safe operating conditions. For these reasons, the use of hydrophobic ionic liquids for the liquid-liquid extraction of these phenols has been investigated. The influences of the side chains of sym. and asym. imidazolium-NTf₂ as well as operational conditions (stirring rate and temperature) have been studied. As a result, [C₁C₆Im][NTf₂] has been found to be efficient in one-step total extraction phenolic components contained in the solution issued from the catalytic conversion of black liquor. This study showed that the catalytic hydropyrolysis of black liquor could be considered as an alternative source of phenolic compounds to conventional fossil resources. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5HPLC of Formula: 404001-48-5).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) 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. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. HPLC of Formula: 404001-48-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

DFT study on the effect of exocyclic substituents on the proton affinity of 1-methylimidazole was written by Liu, Haining;Bara, Jason E.;Turner, C. Heath. And the article was included in Chemical Physics in 2013.SDS of cas: 3034-41-1 This article mentions the following:

A deeper understanding of the acid/base properties of imidazole derivatives will aid the development of solvents, polymer membranes and other materials that can be used for CO₂ capture and acid gas removal. The authors employ d. functional theory calculations to study the effect of various electron-donating and electron-withdrawing groups on the proton affinity of 1-methylimidazole. Electron-donating groups are able to increase the proton affinity relative to 1-methylimidazole, i.e., making the mol. more basic. But electron-withdrawing groups cause a decrease of the proton affinity. When multiple substituents are present, their effects on the proton affinity are additive. This finding offers a quick approach for predicting and targeting the proton affinities of this series of mols., and the authors show the strong correlation between the calculated proton affinities and exptl. pK_a values. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1SDS of cas: 3034-41-1).

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 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).SDS of cas: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Printable biflourene based ultra-violet (UV) organic light-emitting electrochemical cells (OLECs) with improved device performance was written by Arumugam, Sasikumar;Li, Yi;Pearce, James E.;Court, Katie L.;Piana, Giacomo;Jackman, Edward H.;Ward, Oliver J.;Charlton, Martin D. B.;Tudor, John;Harrowven, David C.;Beeby, Steve P.. And the article was included in Organic Electronics in 2022.Electric Literature of C11H20N2 This article mentions the following:

A series of printable UV emitting ionic bifluorene derivatives have been prepared incorporating pendent alkylimidazolium groups. Herein, we detail the synthesis of compounds and the methods used in device fabrication. We show how ink formulation is improved by increasing the solubility of the active bifluorene through extension of the alkyl chain length and switching the counter ion from PF^–₆ to CF₃SO^–₃. We also show how organic light emitting electrochem. cells (OLECs) can be fabricated by spray coating to achieve an active layer with a thickness of 鈭?50-200 nm, leading to working devices with a turn on voltage of around 6.5 V. This gives electroluminescent (EL) that peaks between 385 nm and 390 nm with a maximum EL emission intensity of 1.29 渭W/cm². Thus, EL emission within the UV range has been demonstrated successfully with the synthesized mols. via spray coating onto glass slides. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Electric Literature of C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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鈥揅6) is higher than in water and generally decreases with a The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Electric Literature of C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

N-Heterocyclic carbenes – catalysts for the preparation of polyhedral silsesquioxanes was written by Kozelj, Matjaz;Orel, Boris. And the article was included in Dalton Transactions in 2013.Synthetic Route of C7H13ClN2 This article mentions the following:

N-Heterocyclic carbenes could be used as powerful catalysts for the preparation of various polyhedral silsesquioxanes. NHCs also catalyze a rearrangement of existing cages and a scrambling between two different cages at a concentration as low as 1 mol%. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Synthetic Route of C7H13ClN2).

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.Synthetic Route of C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis, In silico and in vitro studies of Silver(I)-N-heterocyclic carbene complexes was written by Sarfraz, Ayesha;Ashraf, Rizwan;Ali, Shaukat;Taskin-Tok, Tugba;Khalid, Zohra;Ullah, Sana;Kahlid, Talha;Mushtaq, Muhammad;El-Bahy, Salah M.;El-Bahy, Zeinhom M.. And the article was included in Journal of Molecular Structure in 2022.SDS of cas: 21252-69-7 This article mentions the following:

In the present study, four silver based NHC (N-heterocyclic carbene) complexes (1c–4c) were designed and synthesized from their precursor salts (1b–4b). The successful synthesis of salts and complexes was assured through spectroscopic techniques (UV-visible, FTIR, ¹H NMR) as well as mass spectrometry. The in silico ADMET study and mol. docking calculations predicted the compounds are good drug candidates having therapeutic potential against multiple cancer targets including COX-1, VEGFA, HIF as well as VGF. Results of in vitro study conducted through MTT assay confirmed that all test compounds have concentration dependent potency but silver complexes (1c–4c) have far superior activity than precursor, salts (1b–4b) and slightly lower than standard drugs (carboplatin and cisplatin) against various cancer cell lines. Among the studied compounds, 3c showed lowest IC₅₀ value of 0.981 卤 0.09, 1.10 卤 0.14 and 0.973 卤 0.12渭g/mL against MCF-7, HCT-116 and A549 resp. The test compounds were found good antibacterial agents, when screened against bacterial strains (Staphylococcus aureus, Micrococcus luteus, Escherichia coli and S. typhimurium), as well as antioxidant agents when tested against DPPH free radicals. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7SDS of cas: 21252-69-7).

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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.SDS of cas: 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Insight into the role of ion-pairing in the adsorption of imidazolium derivative-based ionic liquids by activated carbon was written by Liu, Mengping;Zhu, Ling;Zhang, Xiaoxian;Han, Wenhui;Qiu, Yuping. And the article was included in Science of the Total Environment in 2020.Product Details of 79917-89-8 This article mentions the following:

The association of the cation and anion of ionic liquids (ILs) dominates the absorbability of ILs by activated carbon (AC). Nevertheless, the mechanism behind the role of ion-pairs is largely unknown. In this study, the adsorption of a series of imidazolium derivative-based ILs by AC was involved in response to the octanol-water partition coefficient (K_OW), hydrogen bonding acidity (伪), ion-pair binding constants (K_IP), binding energy of ion-pairs (E_binding) and d. functional theory (DFT) calculation of ILs. A significant pos. correlation between lg K_OW and K_d and between K_IP and lg K_OW was observed (p < 0.05). However, both E_binding and 伪 was inversely proportional to K_IP. Hence, the substitution of oxygen-containing functional groups, such as carboxyethyl, 1-methoxyethyl, and 1-(ethoxycarbonyl)methyl, on imidazolium ring enhanced the hydrogen bond interaction with water mols. and then weakened the binding of imidazolium cation and [NTf₂]^–, thereby reducing the adsorption of ILs to AC. DFT calculation further revealed that the polar substitution improved the electron d. and electronegativity of imidazolium skeleton. By contrast, the ILs functionalized with non-polar groups (e.g., Bu, allyl, and benzyl) generally displayed high K_IP values and low 伪 values. Consequently, the formation of hydrogen bond between the oxygen-containing functional groups of IL cation and water would facilitate the dissociation of IL ion-pairs and then decrease the adsorption of ILs on AC. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Product Details of 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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鈥揅6) is higher than in water and generally decreases with a 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.Product Details of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Pharmacokinetic results of a phase I trial of sorafenib in combination with dacarbazine in patients with advanced solid tumors was written by Brendel, Erich;Ludwig, Matthias;Lathia, Chetan;Robert, Caroline;Ropert, Stanislas;Soria, Jean-Charles;Armand, Jean-Pierre. And the article was included in Cancer Chemotherapy and Pharmacology in 2011.Name: 1H-Imidazole-4-carboxamide This article mentions the following:

Sorafenib, a multikinase inhibitor of Raf and several growth factor receptors, is under investigation in combination with dacarbazine, a commonly used chemotherapeutic agent for the treatment of many cancers. The current phase I study investigates the effects of sorafenib on the pharmacokinetic (PK) profile of dacarbazine and its metabolite 5-amino-imidazole-4-carboxamide (AIC). AIC is formed in amounts equimolar to the active alkylating moiety, methane diazohydroxide, which is undetectable by known validated assays. Patients with advanced solid tumors received i.v. dacarbazine 1000 mg/m² on day 1 of a 21-day cycle to evaluate the PK of dacarbazine alone. Sorafenib 400 mg was administered twice daily continuously starting at day 2 of cycle 1. The PK of dacarbazine in the presence of sorafenib was assessed on day 1 of cycle 2. Sorafenib PK was also assessed at steady state. PK data were available for 15 of 23 patients. With concomitant administration of sorafenib, the mean AUC and C _max values of dacarbazine were reduced by 23% and 16%, resp. Mean AUC and C _max values of AIC were increased by 41% and 45%, resp., with individual increases of up to 106% and 136%, resp. The apparent terminal half-lives of the two compounds were not significantly influenced by sorafenib. Based on coefficients of variation, the AUC and C _max values for sorafenib and its three metabolites were highly variable with dacarbazine coadministration. Concomitant administration of sorafenib and dacarbazine as described above may result in decreased dacarbazine exposure but increased AIC exposure. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Name: 1H-Imidazole-4-carboxamide).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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 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.Name: 1H-Imidazole-4-carboxamide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Palladium-catalyzed C3-selective C-H oxidative carbonylation of imidazo[1,2-a]pyridines with CO and alcohols: a way to access esters was written by Wang, Shoucai;Zhang, Siyu;Liu, Meichen;Zang, Jiawang;Jiang, Guangbin;Ji, Fanghua. And the article was included in Organic Chemistry Frontiers in 2020.Category: imidazoles-derivatives This article mentions the following:

A palladium-catalyzed C3-selective C-H oxidative carbonylation for the synthesis of various esters such as I [R¹ = H, Ph, 2-thienyl, etc.; R² = H, 8-Me, 7-CN, etc.; R³ = Me, Et, Bn, etc.] from imidazo[1,2-a]pyridines, CO and alcs. with high efficiency and high atom economy was developed. This process featured excellent functional-group tolerance and was safely conducted on a gram scale. This reaction also facilitated the convenient synthesis of clin. used saripidem. Moreover, several natural products such as leaf alc., phytol, nerol and tetrahydrogeraniol were well tolerated, delivering the desired products in good to excellent yields. In the experiment, the researchers used many compounds, for example, 6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3Category: imidazoles-derivatives).

6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem