Category: imidazoles-derivatives

Coston, Alain published the artcileTest of reserpine-induced pontogeniculooccipital spikes in the cat, Computed Properties of 2508-72-7, the publication is Journal de Pharmacologie (1976), 7(3), 409-14, database is CAplus.

The effects of various psychotropic agents on reserpine [50-55-5]-induced pontogeniculooccipital (PGO) spikes were studied in cats. Tricyclic antidepressants dose-dependently antagonized reserpine with clomipramine-HCl [17321-77-6] having the greatest effect. Phenelzine bisulfate [156-51-4] also inhibited reserpine activity. Of the antihistaminics studied dexchlorpheniramine maleate [2438-32-6] and mepyramine maleate [59-33-6] caused the greatest decrease in PGO spikes but were less effective than clomipramine. Orphenadrine-HCl [341-69-5] decreased PGO spikes while dopa [59-92-7] had no effect. A marked decrease in PGO points was also observed with chlordiazepoxide [58-25-3]. Thus, the response of reserpine-induced PGO spikes is an effective means of studying the effects of antidepressants on central reserpine [50-55-5] uptake.

Journal de Pharmacologie published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Computed Properties of 2508-72-7.

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

Anderson, Ross published the artcileSelective oxidation of alcohols to carbonyl compounds and carboxylic acids with platinum group metal catalysts, Category: imidazoles-derivatives, the publication is Advanced Synthesis & Catalysis (2003), 345(4), 517-523, database is CAplus.

The use of platinum group metal (PGM) catalysts for the selective oxidation of various primary and secondary alcs. under mild conditions is described. High throughput screening (HTS) techniques have been used to identify trends in catalyst activity and product selectivity. Using air as oxidant and water as solvent 5% Pt, 1% Bi/C has been identified as an efficient catalyst for the transformation of 2-octanol to 2-octanone and 1-octanol to octanoic acid. To improve aldehyde selectivity the promotion of Pt/Al₂O₃ and Ru/C catalysts has been investigated. The use of H₂O₂ as oxidant has been demonstrated as a suitable alternative to air.

Advanced Synthesis & Catalysis published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Category: imidazoles-derivatives.

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

Chiu, Hsien-Po published the artcileSimultaneous Purification and Site-Specific Modification of Pyrroline-Carboxy-Lysine Proteins, Synthetic Route of 359860-27-8, the publication is ChemBioChem (2012), 13(3), 364-366, database is CAplus and MEDLINE.

Pyrrolinecarboxylysine (Pcl) is readily incorporated into proteins expressed in Escherichia coli and in mammalian cells by the unmodified pyrrolysyl-tRNA/tRNA synthetase pair in response to the amber nonsense (TAG) codon. Pcl is specifically and covalently modified by 2-aminoacetophenone (2-AAP) or 2-aminobenzaldehyde (2-ABA) groups. Taking advantage of the reversibility of this reaction, the authors illustrate that Pcl-containing proteins can be purified by a resin bearing the immobilized 2-AAP moiety. Moreover, the authors demonstrate that 2-ABA reagents can be used to simultaneously elute and site-specifically modify two model proteins with fluorophores, a biotin affinity label, a disaccharide and a nitrophenyl hapten. These data suggest that Pcl can in principle be used as a single amino acid affinity purification and modification tag.

ChemBioChem 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

Liu, Hui published the artcileChiral metalloporphyrin-catalyzed industrial synthesis of sodium esomeprazole, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, the publication is Zhongnan Daxue Xuebao, Ziran Kexueban (2015), 46(12), 4417-4421, database is CAplus.

Sodium esomeprazole is a kind of excellent proton pump inhibitor, used as an effective drug for peptic ulcer disease. A new industrialized synthetic technol. of sodium esomeprazole catalyzed by chiral metalloporphyrin was reported. The target product was approved by ¹H NMR, MS and polarimetry. The effect of reaction time, reaction temperature, and molar ratio of catalyst and solvent were investigated. The results show that sodium esomeprazole can be obtained with high yield from oxidation by oxygen in the NaOH solution and ufiprazole, synthesized by the addition reaction between 2-chloro-3,5-dimethyl-4-methoxypyridine hydrochloride and 5-methoxy-2-mercaptobenzimidazole in the combination of 20% NaOH and TBAB. Synthesis of esomeprazole sodium used by ufiprazole has the highest yield and enantioselectivity when reaction time is 3.0 h, the solvent is toluene, the reaction temperature is 80°C and the ratio of omeprazole sulfide and chiral metal porphyrin is 1: (3.7 × 10^-5). The total industrial yield is 60% and the enantioselectivity is 98.9%.

Zhongnan Daxue Xuebao, Ziran Kexueban 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 C17H18N3NaO3S, Recommanded Product: Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide.

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

Mimmi, Maria Chiara published the artcileModels for biological trinuclear copper clusters. Characterization and enantioselective catalytic oxidation of catechols by the copper(II) complexes of a chiral ligand derived from (S)-(-)-1,1′-binaphthyl-2,2′-diamine, Quality Control of 4760-35-4, the publication is Dalton Transactions (2004), 2192-2201, database is CAplus and MEDLINE.

The dinuclear and trinuclear Cu(II) complexes of an octadentate ligand (I) derived from (S)-1,1′-binaphthyl-2,2′-diamine were prepared and characterized by UV/visible, CD, EPR and NMR spectroscopy. The ligand contains two tridentate aminobis(benzimidazole) donor arms connected to a central bidentate diaminobinaphthyl linker, which hosts the chiral unit. In the dinuclear Cu complex the ligation occurs essentially within the tridentate arms of the ligand. The two Cu centers are EPR nonequivalent and noninteracting. The EPR data suggests that one of the Cu ions addnl. interacts with one of the tertiary aminonaphthyl donors. In the trinuclear complex the two aminonaphthyl donors bind the third Cu ion. The EPR spectrum of this complex shows the signal for a mononuclear Cu(II) center bound to a tridentate arm, while the remaining two Cu(II) centers are coupled through hydroxo groups. The CD spectrum shows that in the free ligand a severe reduction of the dihedral angle between the naphthyl groups from the strain free range occurs. This conformation is stabilized by ring stacking interactions with the benzimidazole groups. On complex formation this interaction is removed because the benzimidazole groups are involved in metal binding. In the dinuclear Cu complex the conformation of the binaphthyl chromophore probably approaches the strain free range, while in the trinuclear Cu complex a marked flattening of the dihedral angle between the two naphthyl rings occurs. Both complexes are active catalysts in the oxidation of L-/D-Dopa derivatives to quinones. High enantioselectivity is observed in the oxidation of L-/D-Dopa Me ester catalyzed by the dinuclear Cu complex, which exhibits strong preference for the d enantiomer. The enantioselectivity is largely lost for the trinuclear Cu complex.

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, Quality Control of 4760-35-4.

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

Mimmi, Maria Chiara published the artcileSynthesis and conformational studies of a chiral octadentate ligand derived from (R)-1,1′-binaphthyl-2,2′-diamine and its dinuclear zinc(II) and nickel(II) complexes, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is European Journal of Inorganic Chemistry (2003), 3934-3944, database is CAplus.

The synthesis of the octadentate ligand (R)-(-)-N,N’-dimethyl-N,N’-bis{3-[bis(1-methyl-2-benzimidazolylmethyl)]-aminopropyl}-1,1′-binaphthyl-2,2′-diamine (L), containing a central 1,1′-binaphthalenediamine core connected to two aminobis(benzimidazole) arms by flexible trimethylene C chains, and its dinuclear complexes [Zn₂L](ClO₄)₄ and [Ni₂L](ClO₄)₄ is reported. The structural features of the free ligand and the metal complexes were studied by NMR, UV/Visible, CD, and computational methods, including simulated annealing-mol. mechanics and semiempirical PM3 calculations The preferred conformation of the free ligand was characterized by a relatively small dihedral angle of ∼75° between the two naphthyl rings, which is imposed by favorable stacking interactions between benzimidazole rings from different arms. In the dinuclear Zn(II) complex each metal ion is pseudotetrahedral and bound to three N donors of one aminobis(benzimidazole) arm and one N donor of the binaphthalenediamine residue. Coordination of the benzimidazole groups to the metal ions prevents the stacking interactions seen in the free ligand and, consequently, the dihedral angle between the naphthyl groups increases to the more usual ∼90°. In the dinuclear Ni(II) complex, the ligand still provides four N donors to each metal centers, but the stereochem. preference of the Ni(II) ions imposes a ligand field of tetragonal symmetry, with pseudo-octahedral metal centers, and this occurs with pronounced flattening of the dihedral angle between the naphthyl groups. The change in conformation, from L to [Zn₂L]⁴⁺ to [Ni₂L]⁴⁺, of the critical 1,1′-binaphthalenediamine residue is clearly indicated by CD spectra.

European Journal of Inorganic 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, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Kolasa, Teodozyj published the artcileSymmetrical Bis(heteroarylmethoxyphenyl)alkylcarboxylic Acids as Inhibitors of Leukotriene Biosynthesis, SDS of cas: 4760-35-4, the publication is Journal of Medicinal Chemistry (2000), 43(17), 3322-3334, database is CAplus and MEDLINE.

Sym. bis(quinolylmethoxyphenyl)alkylcarboxylic acids were investigated as inhibitors of leukotriene biosynthesis and the sodium salt of bisquinolylmethoxyphenylpentanoic acid I met our design parameters for a drug candidate (ABT-080). I was readily synthesized in three steps from com. available diphenolic acid. Against intact human neutrophils, the sodium salt of I inhibited ionophore-stimulated LTB₄ formation with an IC₅₀ = 20 nM. In zymosan-stimulated mouse peritoneal macrophages producing both LTC₄ and PGE₂, the sodium salt of I showed 9000-fold selectivity for inhibition of LTC₄ (IC₅₀ = 0.16 nM) over PGE₂ (IC₅₀ = 1500 nM). Preliminary pharmacokinetic evaluation in rat and cynomolgus monkey demonstrated good oral bioavailability and elimination half-lives of 9 and 5 h, resp. Pharmacol. evaluation of leukotriene inhibition with oral dosing was demonstrated in a rat pleural inflammation model (ED₅₀ = 3 mg/kg) and a rat peritoneal passive anaphylaxis model (LTB₄, ED₅₀ = 2.5 mg/kg; LTE₄, ED₅₀ = 1.0 mg/kg). In a model of airway constriction induced by antigen challenge in actively sensitized guinea pigs, the sodium salt of I dosed orally blocked bronchoconstriction with an ED₅₀ = 0.4 mg/kg, the most potent activity we have observed for any leukotriene inhibitor in this model. The mode of inhibitory action of the sodium salt of I occurs at the stage of 5-lipoxygenase biosynthesis as it blocks both leukotriene pathways leading to LTB₄ and LTC₄ but not PGH₂ biosynthesis. However,the sodium salt of I does not inhibit 5-lipoxygenase catalysis in a broken cell enzyme assay; therefore the sodium salt of I likely acts as a FLAP inhibitor.

Journal of Medicinal 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, SDS of cas: 4760-35-4.

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

Kolasa, Teodozyj published the artcileHeteroarylmethoxyphenylalkoxyiminoalkylcarboxylic acids as leukotriene biosynthesis inhibitors, Related Products of imidazoles-derivatives, the publication is Journal of Medicinal Chemistry (2000), 43(4), 690-705, database is CAplus and MEDLINE.

A novel series of heteroarylmethoxyphenylalkoxyiminoalkylcarboxylic acids was studied as leukotriene biosynthesis inhibitors. The hypothesis of structure-activity optimization by insertion of an oxime moiety was investigated using REV-5901 as a starting point. A systematic structure-activity optimization showed that the spatial arrangement and stereochem. of the oxime insertion unit proved to be important for inhibitory activity. A promising lead inhibited LTB₄ biosynthesis in the intact human neutrophil with IC₅₀ of 8 nM and had superior oral activity in vivo, in a rat pleurisy model (ED₅₀ = 0.14 mg/kg) and rat anaphylaxis model (ED₅₀ = 0.13 mg/kg). Spa. In a model of lung inflammation, the compound blocked LTE₄ biosynthesis (ED₅₀ of 0.1 mg/kg) and eosinophil influx (ED₅₀ of 0.2 mg/kg).

Journal of Medicinal 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, Related Products of imidazoles-derivatives.

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

Ning, Xinghai published the artcileVisualizing metabolically labeled glycoconjugates of living cells by copper-free and fast huisgen cycloadditions, SDS of cas: 359860-27-8, the publication is Angewandte Chemie, International Edition (2008), 47(12), 2253-2255, database is CAplus and MEDLINE.

4-Dibenzocyclooctynol reacts, in the absence of a Cu^I catalyst, exceptionally fast with azido-containing saccharides and amino acids to give stable triazoles. A biotin-modified derivative is ideally suited for visualizing and tracking glycoconjugates of living cells that are metabolically labeled with azido-containing monosaccharides.

Angewandte Chemie, International Edition 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, SDS of cas: 359860-27-8.

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

Lee, Shao-Chi published the artcileNickel-catalyzed exo-selective hydroacylation/Suzuki cross-coupling reaction, Synthetic Route of 258278-25-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(99), 14984-14987, database is CAplus and MEDLINE.

The first nickel-catalyzed intramol. hydroacylation/Suzuki cross coupling cascade of phenylboronic acid neopentyl glycol esters I (R = Ph, anthracen-9-yl, thiophen-2-yl, etc.) with a broad range of o-allylbenzaldehydes 2-CH₂=CHCH₂-4-R³-5-R²-6-R¹C₆HCHO (R¹ = H, R² = H, OMe; R¹R² = CH=CHCH=CH; R³ = H, OMe, Me, F) has been developed. This strategy shows high regioselectivity and step economy in the construction of two C-C bonds via aldehyde C-H bond activation, affording valuable indanones II with high efficiency.

Chemical Communications (Cambridge, United Kingdom) 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, Synthetic Route of 258278-25-0.

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