Honda, Masayoshi et al. published their research in Journal of Catalysis in 2014 | CAS: 26832-08-6

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Formula: C4H5N3O

Organic carbonate synthesis from CO2 and alcohol over CeO2 with 2-cyanopyridine: Scope and mechanistic studies was written by Honda, Masayoshi;Tamura, Masazumi;Nakagawa, Yoshinao;Nakao, Kenji;Suzuki, Kimihito;Tomishige, Keiichi. And the article was included in Journal of Catalysis in 2014.Formula: C4H5N3O This article mentions the following:

The combination system of CeO2-catalyzed carboxylation and 2-cyanopyridine hydration (CeO2 + 2-cyanopyridine system) is effective for the direct synthesis of organic carbonates from CO2 and alcs. This catalyst system can be applied to various alcs. to afford the corresponding carbonates in high alc.-based yields. The hydration of 2-cyanopyridine over CeO2 rapidly proceeds under the low concentration of water, which can remove the water from the reaction media. Since the reaction is limited by the chem. equilibrium, the removal of water remarkably shifts the chem. equilibrium to the carbonate side, leading to high carbonate yields. In addition, 2-picolinamide that is produced by hydration of 2-cyanopyridine forms an intramol. hydrogen bonding between H atom of the amide group and N atom of the pyridine ring, which weakens the adsorption of 2-picolinamide on CeO2 by reduction of the acidity. The reaction mechanism of DMC formation in CeO2 + 2-cyanopyridine system is also proposed. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Formula: C4H5N3O).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Formula: C4H5N3O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Jain, Preeti et al. published their research in Physical Chemistry Chemical Physics in 2018 | CAS: 35487-17-3

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride

Enthalpic interactions in aqueous strong electrolytes upon addition of ionic liquids was written by Jain, Preeti;Kumar, Anil. And the article was included in Physical Chemistry Chemical Physics in 2018.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

The present study deals with the inter-ionic interactions between strong electrolytes and ionic liquids based on the thermodn. properties such as excess partial molar enthalpy, HEIL, relative apparent molar enthalpy, ϕL, and the enthalpic interaction parameters. The thermodn. properties of the systems are the key indicators to understand the interionic interactions. We have conducted a systematic investigation of the enthalpic behavior of aqueous solution of salts and ionic liquids and their mixtures The present study also emphasizes how the HEIL values for the mixture of aqueous solution of ionic liquids and salts deviate from linearity as compared to those of the constituent aqueous ionic liquid or salt. This deviation from linearity for the HEIL values has been discussed here. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Application In Synthesis of 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Elfassy, Eitan et al. published their research in Langmuir in 2016 | CAS: 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. 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

Liquid-Mercury-Supported Langmuir Films of Ionic Liquids: Isotherms, Structure, and Time Evolution was written by Elfassy, Eitan;Mastai, Yitzhak;Pontoni, Diego;Deutsch, Moshe. And the article was included in Langmuir in 2016.Category: imidazoles-derivatives This article mentions the following:

Mercury-supported Langmuir films of imidazolium-based ionic liquids have been studied using surface tension and X-ray reflection spectra. The charge-delocalized ionic liquids exhibited no 2D lateral order but showed diffuse surface-normal electron d. profiles exhibiting gradual mercury penetration into the ionic liquid film, and surface-normal structure evolution over a period of hours. The effect of increasing the nonpolar alkyl chain length was also investigated. The results obtained provide insights into the interactions between these ionic liquids and liquid mercury and about the time evolution of the structure and composition of their interface. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Category: imidazoles-derivatives).

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. 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

Zhang, Peng et al. published their research in Industrial Crops and Products in 2015 | CAS: 35487-17-3

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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. Recommanded Product: 1-Methyl-1H-imidazol-3-ium chloride

Fractionation of corn stover into cellulose, hemicellulose and lignin using a series of ionic liquids was written by Zhang, Peng;Dong, Shi-Jia;Ma, Hui-Hui;Zhang, Bi-Xian;Wang, Yu-Fei;Hu, Xiao-Mei. And the article was included in Industrial Crops and Products in 2015.Recommanded Product: 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

Lignocellulosic biomass is increasingly being promoted as an environmentally and economically sustainable fuel. However, the complex structure of lignocellulose makes it difficult to be fractionated, which limits its conversion into valuable products. In this work, a series of functional acidic ionic liquids (ILs) with a simple synthetic procedure were prepared Fractionation of corn stover into cellulose, hemicellulose and lignin was successfully performed in ultrasound-assisted ILs at a low reaction temperature of 70 °C for 3 h followed by alk. extraction IL-isolated lignin, alk. lignin, hemicellulose and cellulose were obtained in good yields and their chem. properties were analyzed by FTIR. Significantly, a good yield of IL-isolated lignin was obtained, which accounted for 60.48% of the original lignin. The IL-isolated lignin was S-G-H type indicating by 13C NMR and 13C-1H correlation 2D NMR (HSQC) anal. Enzymic hydrolysis of cellulose was performed successfully. A high yield of 97.77% reducing sugar was achieved. Glucose and cellobiose were measured by HPLC anal., which accounted for 92.55% of cellulose conversion. Both of the hydrogen bond capability and the acidity of ILs contributed to achieve the effective fractionation. These ILs have a great potential for the preparation of biofuel. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Recommanded Product: 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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. Recommanded Product: 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhao, Jia et al. published their research in Applied Catalysis, B: Environmental in 2017 | CAS: 79917-89-8

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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.Related Products of 79917-89-8

Stabilizing Au(III) in supported-ionic-liquid-phase (SILP) catalyst using CuCl2 via a redox mechanism was written by Zhao, Jia;Yu, Yi;Xu, Xiaolong;Di, Shuxia;Wang, Bolin;Xu, Hao;Ni, Jun;Guo, Ling Ling;Pan, Zhiyan;Li, Xiaonian. And the article was included in Applied Catalysis, B: Environmental in 2017.Related Products of 79917-89-8 This article mentions the following:

High-valent Au(III) complexes have attracted much attention as catalysts in many reactions. Nevertheless Au(III) catalysts suffer from instability of the oxidized metal complexes during preparation and use. Herein, we demonstrated that Au(III) catalysts can be stabilized against reduction to metallic Au0 by modifying supported-ionic-liquid-phase-stabilized Au(III) catalyst with CuCl2. It was found that the reduced Au0 could be re-oxidized in situ to Au3+ species by CuCl2 during the reaction and further stabilized by the electron transfer from Cu to these active species. When evaluated in the acetylene hydrochlorination reaction, the Au-Cu-IL/AC catalyst displayed an excellent specific activity with the turnover frequency (TOF) as high as 168.5 h-1 and more than 99.8% selectivity for the product, vinyl chloride (VCM). Furthermore, the Au-Cu-IL/AC catalyst demonstrated a stable catalytic performance with a negligible loss of C2H2 conversion after 500 h under typical industrial reaction conditions for acetylene hydrochlorination. Therefore, the findings of this work provide an efficient approach for designing stable high-valent metals for long-term operation, and also pave the way for the application of Au-Cu-IL/AC catalyst in industrial VCM production In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Related Products of 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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.Related Products of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Wang, Bo et al. published their research in Tetrahedron Letters in 2003 | CAS: 79917-89-8

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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Reference of 79917-89-8

Ionic liquid-regulated sulfamic acid. Chemoselective catalyst for the transesterification of β-ketoesters was written by Wang, Bo;Ming, Yang Li;Shuan, Suo Ji. And the article was included in Tetrahedron Letters in 2003.Reference of 79917-89-8 This article mentions the following:

1-Propyl-3-methylimidazolium chloride ([C3MIm]Cl) ionic liquid and sulfamic acid (NH2SO3H), as a synergetic catalytic medium, were used for the transesterification of acetoacetate with alcs. of different structures. It shows the good ability for the chemoselective transesterification of β-ketoesters and maintains its catalytic activity in the reuse. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Reference of 79917-89-8).

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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Reference of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Yermalayeu, Andrei V. et al. published their research in Journal of Molecular Liquids in 2020 | CAS: 21252-69-7

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.HPLC of Formula: 21252-69-7

Symmetry vs. asymmetry – Enthalpic differences in imidazolium-based ionic liquids was written by Yermalayeu, Andrei V.;Varfolomeev, Mikhail A.;Verevkin, Sergey P.. And the article was included in Journal of Molecular Liquids in 2020.HPLC of Formula: 21252-69-7 This article mentions the following:

Enthalpies of ionic liquids [CnCnIm][X] synthesis reactions were measured with help of differential scanning calorimetry. These results in combination with quantum-chem. calculations were used for estimation of vaporization enthalpies of sym. imidazolium based ionic liquids with X = Cl, Br, and I. Vaporization enthalpies of the sym. ([CnCnIm][X]) series were found to be systematically lower (of 5-8 kJ mol-1) in comparison with the corresponding asym. imidazolium-based ILs ([CnC1Im][X]). This energetic difference was attributed to the intensity of dispersion interactions. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7HPLC of Formula: 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.HPLC of Formula: 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Furuta, Kyoji et al. published their research in Chemical & Pharmaceutical Bulletin in 2017 | CAS: 3012-80-4

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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. 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. Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Synthesis of 3-arylmethyl-2-oxindole derivatives and their effects on neuronal cell death was written by Furuta, Kyoji;Mizuno, Yosuke;Maeda, Masahide;Koyama, Hiroko;Hirata, Yoko. And the article was included in Chemical & Pharmaceutical Bulletin in 2017.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Various 3-arylmethyl-2-oxindole derivatives were synthesized by the Knoevenagel condensation of oxindoles and aromatic aldehydes followed by palladium-mediated hydrogenation or hydride-reduction Further substituted derivatives at C-3 and/or N-1 of the oxindole skeleton were prepared from the condensation products. Their protective effect against neuronal cell death induced by oxidative stress was evaluated by lactate dehydrogenase assay. A structure-activity relationship study revealed that compounds with any of the dialkylamino, nitro or hydroxy groups on the 3-arylmethyl moieties elicit a superior potency to suppress cell death, while others were ineffective. Substitutions with less polar functional groups on the benzene or lactam ring of the oxindole skeleton pos., but not remarkably, affect the potency. In addition, the stereochem. at C-3 of the oxindole core was not a crucial factor for the neuroprotective activity of the compounds 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. 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. 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. Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Regel, Erik et al. published their research in Justus Liebigs Annalen der Chemie in 1977 | 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).Recommanded Product: 1-Methyl-4-nitroimidazole

C-Acylation of 5-membered N-heterocycles. I. Acylation at C-2 of imidazoles and benzimidazoles was written by Regel, Erik;Buechel, Karl Heinz. And the article was included in Justus Liebigs Annalen der Chemie in 1977.Recommanded Product: 1-Methyl-4-nitroimidazole This article mentions the following:

2-Acylimidazoles (74 compounds) were prepared by acylating imidazoles in the presence of NEt3. 2-Imidazolecarboxylates were similarly obtained with chloroformates. Similar reactions with phthaloyl chlorides gave imidazo[1,2-b]isoquinoline-5,10-diones which underwent ring cleavage to 2-imidazolyl 2-acylphenyl ketones. Benzimidazoles reacted similarly with phthaloyl chlorides. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Recommanded Product: 1-Methyl-4-nitroimidazole).

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).Recommanded Product: 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Barrows, Robert D. et al. published their research in Bioorganic & Medicinal Chemistry in 2020 | CAS: 1632-83-3

1-Methylbenzimidazole (cas: 1632-83-3) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Computed Properties of C8H8N2

Evaluation of 1,1-cyclopropylidene as a thioether isostere in the 4-thio-thienopyrimidine (TTP) series of antimalarials was written by Barrows, Robert D.;Hammill, Jared T.;Tran, Michael C.;Falade, Mofolusho O.;Rice, Amy L.;Davis, Christopher W.;Emge, Thomas J.;Rablen, Paul R.;Guy, R. Kiplin;Knapp, Spencer. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Computed Properties of C8H8N2 This article mentions the following:

The 4-(heteroarylthio)thieno[2,3-d]pyrimidine (TTP) series of antimalarials, represented by I and II, potently inhibit proliferation of the 3D7 strain of P. falciparum (EC50 70-100 nM), but suffer from oxidative metabolism The 1,1-cyclopropylidene isosteres III and IV were designed to obviate this drawback. They were prepared by a short route that featured a combined Peterson methylenation/cyclopropanation transformation of (4-methylthiazol-2-yl)(thieno[2,3-d]pyrimidin-4-yl)methanone. Isosteres III and IV possessed significantly attenuated antimalarial potency. This outcome could be rationalized based on the increased out-of-plane steric demands of the latter two. In support of this hypothesis, the relatively flat (4-methylthiazol-2-yl)(thieno[2,3-d]pyrimidin-4-yl)methanone retained some of the potency of I, even though it appeared to be a comparatively inferior mimic with respect to electronics and bond lengths and angles. Also crystallog. and computationally an apparent increase in the strength of the intramol. sulfur hole interaction of I upon protonation was demonstrated. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Computed Properties of C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Computed Properties of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem