Category: imidazoles-derivatives

Kumar, N. D. Mahesh published the artcile“D-Glucose” phase transfer catalyzed synthesis of benzimidazolyl oxadiazole derivatives, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Pharma Chemica (2010), 2(4), 224-230, database is CAplus.

Condensation of 2-(chloromethyl)benzimidazole with 2-mercapto-1,3,4-oxadiazoles gave 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)thiomethyl]-1H-benzimidazole (I). Alternatively, I was also prepared by treatment of 1,2-C₆H₄(NH₂)₂ with 1,3,4-oxadiazole-2-thioacetate under Philips conditions. Subsequent treatment with dialkyl sulfate in MeCN using D-glucose as phase-transfer catalyst (PTC) gave the corresponding N-alkylated 2-[(benzimidazol-2-ylmethyl)thio]-1,3,4-oxadiazoles. The latter were also prepared by the reaction of 2-(chloromethyl)-N-methylbenzimidazole with 2-mercapto-1,3,4-oxadiazoles. Even though, there are several other PTCs reported in literature, the authors employed D-glucose because it has got characteristics similar to that of crown ethers and polyethylene glycol. Furthermore, it is readily available, reasonably cheap, non-toxic, and eco-friendly.

Pharma Chemica published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Rao, S. Srinivas published the artcileSynthesis of N,N¹-(dialkyl)-bisbenzimidazole sulphides of potential pharmacological interest, Product Details of C9H9ClN2, the publication is Indian Journal of Heterocyclic Chemistry (2013), 22(3), 243-248, database is CAplus.

Condensation of 2-chloromethylbenzimidazole with 2-mercaptobenzimidazole in MeOH using Et₃N as a base under reflux for 3 h yielded 2-(thiomethyl-2¹-benzimidazolyl) benzimidazole which on alkylation using two equivalent of alkylating agent in DMF as solvent and K₂CO₃ as a base using Bu₄NBr as phase transfer catalyst gave N,N¹-dialkylbisbenzimidazolesulfides. Alternatively, N,N¹-dialkylbisbenzimidazolesulfides could also be prepared by condensing N-alkyl-2-chloromethylbenzimidazole and N-alkyl-2-mercaptobenzimidazole in a single step. Using this synthetic strategy, N,N¹-unsymmetricallydialkylbisbenzimidazolesulfides were prepared either by condensing 2-chloromethylbenzimidazole with N¹-alkyl-2-mercaptobenzimidazoles under PTC conditions or by condensing 1-alkyl-2-chloromethylbenzimidazoles with N-unsubstituted-2-mercaptobenzimidazole, under PTC conditions too. Direct condensation of N-substituted-2-chloromethylbenzimidazoles with N¹-alkyl-2-mercaptobenzimidazoles also gave the products.

Indian Journal of Heterocyclic Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Product Details of C9H9ClN2.

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

Srinivas, K. published the artcileTriethanolamine: a resourceful, reusable, eco-friendly, reaction medium for phase transfer catalyst – free synthesis of 1-(arylsulfonyl)aryl/heterylmethanes, Formula: C9H9ClN2, the publication is Chemical Science Transactions (2014), 3(1), 375-381, 7 pp., database is CAplus.

Synthesis of sulfone derivatives I (R = X = H, CH₃; Ar = 4-CH₃C₆H₄, C₆H₅) from reaction of arylmethyl/heteryl Me chloride with aryl sulfinate sodium salt NaO-S(O)-Ar at room temperature as the eco-friendly solvent in good to excellent yields.

Chemical Science Transactions published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C30H32ClN7O2, Formula: C9H9ClN2.

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

Xiao, Junzhe published the artcileRoom Temperature Allenation of Terminal Alkynes with Aldehydes, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Angewandte Chemie, International Edition (2021), 60(49), 25708-25713, database is CAplus and MEDLINE.

A gold-catalyzed room temperature allenation of terminal alkynes (ATA) with aldehydes affording 1,3-disubstituted allenes with diverse functional groups was developed by identifying a gold(I) catalyst and an amine. The practicality of this reaction had been demonstrated by a ten gram-scale synthesis and the synthetic potentials have been demonstrated via various transformations and formal total synthesis of (-)-centrolobine. Mechanistic studies revealed that the gold catalyst, the aldehyde effect, the fluoroalkyl hydroxyl solvent (TFE or HFIP) and the structure of amine were vital in this room temperature ATA reaction.

Angewandte Chemie, International Edition 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 C8H17Br, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Nusz, Greg J. published the artcileRational Selection of Gold Nanorod Geometry for Label-Free Plasmonic Biosensors, Related Products of imidazoles-derivatives, the publication is ACS Nano (2009), 3(4), 795-806, database is CAplus and MEDLINE.

The authors present the development of an anal. model that can be used for the rational design of a biosensor based on shifts in the local surface plasmon resonance (LSPR) of individual gold nanoparticles. The model relates the peak wavelength of light scattered by an individual plasmonic nanoparticle to the number of bound analyte mols. and provides an anal. formulation that predicts relevant figures-of-merit of the sensor such as the mol. detection limit (MDL) and dynamic range as a function of nanoparticle geometry and detection system parameters. The model calculates LSPR shifts for individual mols. bound by a nanorod, so that the MDL is defined as the smallest number of bound mols. that is measurable by the system, and the dynamic range is defined as the maximum number of mols. that can be detected by a single nanorod. This model is useful because it will allow a priori design of an LSPR sensor with figures-of-merit that can be optimized for the target analyte. This model was used to design an LSPR sensor based on biotin-functionalized gold nanorods that offers the lowest MDL for this class of sensors. The model predicts a MDL of 18 streptavidin mols. for this sensor, which is in good agreement with experiments and estimates Further, the authors discuss how the model can be utilized to guide the development of future generations of LSPR biosensors.

ACS Nano 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, Related Products of imidazoles-derivatives.

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

Mitra, Mainak published the artcileHighly enantioselective epoxidation of olefins by H₂O₂ catalyzed by a non-heme Fe(II) catalyst of a chiral tetradentate ligand, HPLC of Formula: 4760-35-4, the publication is Dalton Transactions (2019), 48(18), 6123-6131, database is CAplus and MEDLINE.

The chiral tetradentate N4-donor ligand, 1-methyl-2-({(S)-2-[(S)-1-(1-methylbenzimidazol-2-yl Me)pyrrolidin-2-yl]pyrrolidin-1-yl}methyl)benzimidazole (S,S-^PDBzL), based on a chiral dipyrrolidine backbone, was synthesized and its corresponding Fe(II) complex was prepared and characterized. The x-ray structure of the complex reveals that the Fe(II) ion is in a distorted octahedral coordination environment with two cis-oriented coordination sites occupied by (labile) triflate anions. The ability of the iron complex to catalyze asym. epoxidation reactions of olefins with H₂O₂ was studied, using 2-cyclohexen-1-one, 2-cyclopenten-1-one, cis-β-methylstyrene, isophorone, chalcones and tetralones as substrates. Different carboxylic acids were used as additives to enhance yields and enantioselectivities, and 2-ethylhexanoic acid gave the best results. The catalysis results indicate that the Fe(II) complex is capable of effecting comparatively high enantioselectivities (>80%) in the epoxidation reactions.

Dalton Transactions published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, HPLC of Formula: 4760-35-4.

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

Sundberg, Richard J. published the artcilePreparation of 2-aryl- and 2-(aryloxymethyl)imidazo[1,2-a]pyridines and related compounds, COA of Formula: C9H9ClN2, the publication is Journal of Heterocyclic Chemistry (1988), 25(1), 129-37, database is CAplus.

A series of arylimidazopyridines I (R = H, R¹ = H, 6-Me, 7-Me, 6-NO₂, 6-Cl, 6-iodo, 6-OMe, 6-SEt, 6-SPr; R² = Br, NO₂) were prepared by the cyclocondensation of 2-aminopyridines with 4-R²C₆H₄COCH₂Br (II). I (R = H, R¹ = 6-NHAc, 6-SOEt, 6-SO₂Et, 6-cyano- 6-CHO, R² = NHAc, NHSO₂Me, NHSO₂Ph, cyano, CHO, CO₂Me, CONH₂, CSNH₂; R = Br, cyano, CHO, R¹ = H, R² = Me, Br, NO₂) were also prepared Imidazolthiazoles III and imidazopyrimidines IV (R² = NO₂, NHAc, iodo, cyano, CHO) were prepared by the reactions of 2-aminothiazoles and 2-aminopyrimidine resp. with II (R² = Br, NO₂, iodo). Various other heterocyclic compounds, e.g., 4-R³CH₂OC₆H₄CHO (R³ = 1-methylimidezol-2-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 4-thiazolyl, etc.), were prepared by condensation reactions.

Journal of Heterocyclic Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C23H20BN, COA of Formula: C9H9ClN2.

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

Yang, Lin published the artcileDetermination of esomeprazole sodium for injection by HPLC, Formula: C17H18N3NaO3S, the publication is Huaxue Gongchengshi (2016), 30(1), 31-32, 4, database is CAplus.

Objective: To establish a method for the determination of esomeprazole sodium for injection by HPLC. Method: The anal. was performed on a Diamonsil C18 column (4.6 mm×150 mm, 5 μm) with the mobile phase of 20 mM potassium dihydrogen phosphate buffer solution (pH6.86)-methanol (35:65, V/V) at a flow rate of 1 mL·min^-1. The wavelength used for detection was 302 nm. Result: The calibration curve of esomeprazole was linear in the range of 50âˆ?00 μg·mL^-1 (r=-0.9997). The mean recoveries were 99.2% (RSD=0.6%, n=9). Conclusion: The method was proved to be rapid, simple and accurate and have been successfully applied for determination of esomeprazole sodium for injection.

Huaxue Gongchengshi published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C11H21BF4N2O2, Formula: C17H18N3NaO3S.

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

Wang, Qiwei published the artcilePd(NHC)(cinnamyl)Cl-catalyzed Suzuki cross-coupling reaction of aryl sulfonates with arylboronic acids, Product Details of C27H39ClN2, the publication is Molecular Diversity (2020), 24(4), 903-911, database is CAplus and MEDLINE.

A series of N-heterocyclic carbene (NHC)-palladium catalysts were synthesized and efficiently applied to catalyze the Suzuki coupling reaction between aryl sulfonates and arylboronic acids with the use of potassium phosphate heptahydrate as a base. The desired yields were obtained even with less reactive aryl tosylates or aryl mesylates as substrates. This method was applied successfully for the synthesis of (R)-2-(t-butoxycarbonylamino)-3-(biphenyl-4-yl)-propan-1-ol which is the key intermediate of sacubitril, a component of the newly approved antihypertensive drug “Entresto”.

Molecular Diversity 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 C13H10O2, Product Details of C27H39ClN2.

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

Kang, Shoukai published the artcileCOMBINES-CID: An Efficient Method for De Novo Engineering of Highly Specific Chemically Induced Protein Dimerization Systems, COA of Formula: C18H34N4O5S, the publication is Journal of the American Chemical Society (2019), 141(28), 10948-10952, database is CAplus and MEDLINE.

Chem. induced dimerization (CID) systems, in which two proteins dimerize only in the presence of a small mol. ligand, offer versatile tools for small mol. sensing and actuation. However, only a handful of CID systems exist and creating one with the desired sensitivity and specificity for any given ligand is an unsolved problem. Here, we developed a combinatorial binders-enabled selection of CID (COMBINES-CID) method broadly applicable to different ligands. We demonstrated a proof-of-principle by generating nanobody-based heterodimerization systems induced by cannabidiol with high ligand selectivity. We applied the CID system to a sensitive sandwich ELISA-like assay of cannabidiol in body fluids with a detection limit of �.25 ng/mL. COMBINES-CID provides an efficient, cost-effective solution for expanding the biosensor toolkit for small mol. detection.

Journal of the American Chemical Society 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, COA of Formula: C18H34N4O5S.

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