Lee, Bong Soo’s team published research in Biomacromolecules in 8 | CAS: 359860-27-8

Biomacromolecules published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Synthetic Route of 359860-27-8.

Lee, Bong Soo published the artcileFunctionalization of Poly(oligo(ethylene glycol) methacrylate) Films on Gold and Si/SiO2 for Immobilization of Proteins and Cells: SPR and QCM Studies, Synthetic Route of 359860-27-8, the publication is Biomacromolecules (2007), 8(12), 3922-3929, database is CAplus and MEDLINE.

Thin films of a biocompatible and nonbiofouling poly(oligo(ethylene glycol) methacrylate) (pOEGMA) with various thicknesses were formed on gold and Si/SiO2 substrates by a combination of the formation of self-assembled monolayers (SAMs) terminating in bromoester – an initiator of atom transfer radical polymerization (ATRP) – and surface-initiated ATRP. After the formation of the pOEGMA films, terminal hydroxyl groups of side chains divergent from the methacrylate backbones were activated with N,N’-disuccinimidyl carbonate (DSC), and the DSC-activated pOEGMA films were reacted with (+)-biotinyl-3,6,9-trioxaundecanediamine (Biotin-NH2) to form biotinylated pOEGMA films. By surface plasmon resonance experiments with the target protein (streptavidin) and model proteins (fibrinogen and lysozyme), the authors verified that the resulting films showed the enhanced signal-to-noise ratio (âˆ?0-fold enhancement) for the biospecific binding of streptavidin compared with the biotinylated substrate prepared from carboxylic acid-terminated SAMs. Quartz crystal microbalance measurements were also carried out to obtain the surface coverage of streptavidin and fibrinogen adsorbed onto the biotinylated pOEGMA films with various thicknesses and to investigate the effect of film thicknesses on the biospecific binding of streptavidin. Both the binding capacity of streptavidin and the signal-to-noise ratio of streptavidin/fibrinogen were saturated at the 20 nm thick pOEGMA film. In addition, to demonstrate a wide applicability of the pOEGMA films, the authors constructed micropatterns of streptavidin and cells by microcontact-printing biotin-NH2 and poly-L-lysine onto the DSC-activated pOEGMA films, resp.

Biomacromolecules published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Synthetic Route of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cha, Pu-Hyeon’s team published research in Nature Chemical Biology in 12 | CAS: 359860-27-8

Nature Chemical Biology published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Cha, Pu-Hyeon published the artcileSmall-molecule binding of the axin RGS domain promotes β-catenin and Ras degradation, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Nature Chemical Biology (2016), 12(8), 593-600, database is CAplus and MEDLINE.

Both the Wnt/β-catenin and Ras pathways are aberrantly activated in most human colorectal cancers (CRCs) and interact cooperatively in tumor promotion. Inhibition of these signaling may therefore be an ideal strategy for treating CRC. We identified KY1220, a compound that destabilizes both β-catenin and Ras, via targeting the Wnt/β-catenin pathway, and synthesized its derivative KYA1797K. KYA1797K bound directly to the regulators of G-protein signaling (RGS) domain of axin, initiating β-catenin and Ras degradation through enhancement of the β-catenin destruction complex activating GSK3β. KYA1797K effectively suppressed the growth of CRCs harboring APC and KRAS mutations, as shown by various in vitro studies and by in vivo studies using xenograft and transgenic mouse models of tumors induced by APC and KRAS mutations. Destabilization of both β-catenin and Ras via targeting axin is a potential therapeutic strategy for treatment of CRC and other type cancers activated Wnt/β-catenin and Ras pathways.

Nature Chemical Biology published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lagunas, Anna’s team published research in Nanomedicine (New York, NY, United States) in 8 | CAS: 359860-27-8

Nanomedicine (New York, NY, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Formula: C18H34N4O5S.

Lagunas, Anna published the artcileCell adhesion and focal contact formation on linear RGD molecular gradients: study of non-linear concentration dependence effects, Formula: C18H34N4O5S, the publication is Nanomedicine (New York, NY, United States) (2012), 8(4), 432-439, database is CAplus and MEDLINE.

Cell adhesion onto bioengineered surfaces is affected by a number of variables, including the former substrate derivatization process. In this investigation, we studied the correlation between cell adhesion and cell-adhesive ligand surface concentration and organization due to substrate modification. For this purpose, Arg-Gly-Asp (RGD) gradient surfaces were created on poly(Me methacrylate) substrates by continuous hydrolysis and were then grafted with biotin-PEG-RGD mols. Cell culture showed that adhesion behavior changes in a nonlinear way in the narrow range of RGD surface densities assayed (2.8 to 4.4 pmol/cm2), with a threshold value of 4.0 pmol/cm2 for successful cell attachment and spreading. This nonlinear dependence may be explained by nonhomogeneous RGD surface distribution at the nanometer scale, conditioned by the stochastic nature of the hydrolysis process. Atomic force microscopy anal. of the gradient surface showed an evolution of surface morphol. compatible with this hypothesis. The authors observed by AFM nonlinear dependence of cell adhesion on RGD gradient surfaces with different surface densities. The nonlinear characteristics may be explained by non-homogeneous RGD surface distribution at the nanometer scale, conditioned by the stochastic nature of the hydrolysis process.

Nanomedicine (New York, NY, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Formula: C18H34N4O5S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Sviripa, Vitaliy’s team published research in Turkish Journal of Chemistry in 37 | CAS: 359860-27-8

Turkish Journal of Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C12H15NO, COA of Formula: C18H34N4O5S.

Sviripa, Vitaliy published the artcileBiotinylated N,N’-diarylureas as probes for the activation of adenosine monophosphate-activated kinase (AMPK), COA of Formula: C18H34N4O5S, the publication is Turkish Journal of Chemistry (2013), 37(4), 473-479, database is CAplus.

Biotinylated analogs of drug candidates provide useful tools for studying the drug-target protein interactions. Polyhalogenated N,N’diarylureas are potent activators of adenosine monophosphate-activated kinase (AMPK) and potentially promising agents for the treatment of cancer. Various biotinylated versions of these N,N’-diarylureas were synthesized and evaluated in AMPK-activation studies.

Turkish Journal of Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C12H15NO, COA of Formula: C18H34N4O5S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Wang, Qian’s team published research in Chemosphere in 303 | CAS: 258278-25-0

Chemosphere published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C11H11BFNO4, Application In Synthesis of 258278-25-0.

Wang, Qian published the artcileIonic liquid decorated MXene/Poly (N-isopropylacrylamide) composite hydrogel with high strength, chemical stability and strong adsorption, Application In Synthesis of 258278-25-0, the publication is Chemosphere (2022), 303(S), 135083, database is CAplus and MEDLINE.

Organic phenolic pollutants in industrial wastewater cause severe environmental pollution and physiol. damage. Poly (N-isopropylacrylamide) (PNIPAM) hydrogels generally have poor mech. strength and are also intrinsically frangible, limiting their widespread applications in wastewater treatment. Combining them with 2-dimensional materials can also only improve the mech. properties of hydrogels. Here, we report a high-strength, chem. stability and strong adsorption MXene/poly (N-isopropylacrylamide) (PNIPAM) thermosensitive composite hydrogel for efficient removal of phenolic pollutants from industrial wastewater. Ionic liquids (ILs) were grafted onto the surface of MXenes and introduced into NIPAM monomer solution to obtain composite hydrogels by in-situ polymerization for improved mech. strength and adsorption capacity of the composite hydrogel. Compared with the MXene/PNIPAM composite hydrogel, the introduction of ILs simultaneously improves the mech. and adsorption properties of the composite hydrogel. The ILs bind to the surface of MXene flakes through electrostatic interactions, which improved the thermal stability and oxidation resistance of MXenes while maintaining its good dispersion. Using 1-Ethyl-3-methylimidazolium tetrafluoroborate (EMIMBF4) modified MXene (MXene-EMIMBF4) did not change significantly were observed after aging for 45 days. As-prepared composite hydrogels demonstrated excellent mech. properties, reusability, and high adsorption capacity for p-Nitrophenol (4-NP). The MXene-EMIMBF4/PNIPAM hydrogel could recover after ten 95% strain compression cycles under the synergistic effect of chem. bonding and electrostatic attraction. Its maximum adsorption capacity for 4-NP was 200.29 mg g-1 at room temperature, and the adsorption capacity maintained at �0% of its initial value after five adsorption cycles, which was related to the introduction of EMIMBF4 to form a denser network structure. The adsorption data followed the pseudo-second-order kinetics and Freundlich models.

Chemosphere published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C11H11BFNO4, Application In Synthesis of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhang, Jian-Tao’s team published research in Chemical Communications (Cambridge, United Kingdom) in 49 | CAS: 359860-27-8

Chemical Communications (Cambridge, United Kingdom) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C12H25Br, Formula: C18H34N4O5S.

Zhang, Jian-Tao published the artcileTwo-dimensional array Debye ring diffraction protein recognition sensing, Formula: C18H34N4O5S, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(56), 6337-6339, database is CAplus and MEDLINE.

We attach 2-D colloidal arrays onto the surface of hydrogels containing biotin. The hydrogel volume shrinks with increasing concentrations of avidin due to the formation of avidin-biotin crosslinks. This causes the Debye diffraction ring diameter to increase, and the 2-D diffraction wavelength to blue-shift.

Chemical Communications (Cambridge, United Kingdom) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C12H25Br, Formula: C18H34N4O5S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Liu, Jiaming’s team published research in Organic Letters in 22 | CAS: 258278-25-0

Organic Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Category: imidazoles-derivatives.

Liu, Jiaming published the artcileEnantioselective anti- and syn-(Borylmethyl)allylation of Aldehydes via Bronsted Acid Catalysis, Category: imidazoles-derivatives, the publication is Organic Letters (2020), 22(22), 8967-8972, database is CAplus and MEDLINE.

The enantioselective anti- and syn-(borylmethyl)allylation of aldehydes via phosphoric acid catalysis is reported. Both (E)- and (Z)-γ-borylmethyl allylboronate reagents were prepared via the Cu-catalyzed highly stereoselective protoboration of 1,3-dienylboronate. Chiral phosphoric acid-catalyzed aldehyde allylation with either the (E)- or (Z)-allylboron reagent provided 1,2-anti- or 1,2-syn-adducts in good yields with high enantioselectivities. The application to the synthesis of morinol D was accomplished.

Organic Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Category: imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Marinakos, Stella M.’s team published research in Analytical Chemistry (Washington, DC, United States) in 79 | CAS: 359860-27-8

Analytical Chemistry (Washington, DC, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Application In Synthesis of 359860-27-8.

Marinakos, Stella M. published the artcilePlasmonic Detection of a Model Analyte in Serum by a Gold Nanorod Sensor, Application In Synthesis of 359860-27-8, the publication is Analytical Chemistry (Washington, DC, United States) (2007), 79(14), 5278-5283, database is CAplus and MEDLINE.

The authors describe the fabrication of a label-free, chip-based biosensor based on the localized surface plasmon resonance (LSPR) of gold nanorods. Gold nanorods were chemisorbed onto a mercaptosilane-modified glass substrate, followed by conjugation of biotin to the nanorods. Streptavidin binding to biotin was monitored by the wavelength shift of the LSPR peak in the UV-vis extinction spectrum of the immobilized gold nanorods due to the change in local refractive index at the gold nanorod surface induced by streptavidin binding. The limit of detection of the sensor is 0.005 μg/mL (94 pM) in PBS and 1 μg/mL (19 nM) in serum, and the dynamic range spans 94 pM to 0.19 μM. The advantages of the nanorod-based sensor over an LSPR sensor that the authors had previously fabricated from gold nanospheres (Nath, N., and Chilkoti, A., 2002 and 2004) are the significantly lower detection limit and the internal self-reference that the signal of the nanorod sensor provides based on the measurement of peak wavelength shift.

Analytical Chemistry (Washington, DC, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Application In Synthesis of 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Xia, Shumei’s team published research in JACS Au in 2 | CAS: 258278-25-0

JACS Au published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C6H8N2, Synthetic Route of 258278-25-0.

Xia, Shumei published the artcileNickel-Catalyzed Stereoselective Alkenylation of Ketones Mediated by Hydrazine, Synthetic Route of 258278-25-0, the publication is JACS Au (2022), 2(8), 1929-1934, database is CAplus.

The direct conversion of naturally abundant carbonyl compounds provides a powerful platform for the efficient synthesis of valuable chems. In particular, the conversion of ketones to alkenes is a commonly encountered chem. transformation, often achieved via the multistep Shapiro reaction with tosylhydrazone and over stoichiometric organolithium or Grignard reagent. Herein, authors report an earth abundant nickel-catalyzed alkenylation of naturally abundant methylene ketones to afford a wide range of alkene derivatives, mediated by hydrazine. The protocol features a broad substrate scope (including alkyl ketones, aryl ketones, and aldehydes), good functional group compatibility, mild reaction conditions, water tolerance, and only environmentally friendly N2, H2, and H2O as theor. byproducts. Moreover, gram-scale synthesis with good yield and generation of pharmaceutical intermediates highlighted its practical applicability.

JACS Au published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C6H8N2, Synthetic Route of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Nagano, Masanobu’s team published research in Bioorganic & Medicinal Chemistry in 25 | CAS: 359860-27-8

Bioorganic & Medicinal Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, HPLC of Formula: 359860-27-8.

Nagano, Masanobu published the artcileIn vivo programming of endogenous antibodies via oral administration of adaptor ligands, HPLC of Formula: 359860-27-8, the publication is Bioorganic & Medicinal Chemistry (2017), 25(21), 5952-5961, database is CAplus and MEDLINE.

Vaccination is a reliable method of prophylaxis and a crucial measure for public health. However, the majority of vaccines cannot be administered orally due to their degradation in the harsh gut environment or inability to cross the GI tract. In this study, we report the first proof-of-concept study of orally producible chem. programmed antibodies via specific conjugation of adaptor ligands to endogenous antibodies, in vivo. Pre-immunization with 2,4-dinitrophenyl (DNP), or the reactive hapten, 1,3-diketone (DK), or a novel reactive hapten, vinyl sulfone (VS) in mice, followed by oral administration of adaptor ligands composed of the hapten and biotin to the pre-immunized mice resulted in successful in vivo formation of the biotin-hapten-antibody complexes within 2 h. Pharmacokinetic evaluations revealed that apparent serum concentrations of programmed antibodies were up to 144 nM and that the serum half-lives reached up to 34.4 h. These findings show promise for the future development of orally bioavailable drug-hapten-antibody complexes as a strategy to quickly and easily modulate immune targets for aggressive pathogens as well as cancer.

Bioorganic & Medicinal Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, HPLC of Formula: 359860-27-8.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem