Category: 4760-35-4

Vasilin, Vladimir K. published the artcile3-Amino(azido)-4,6-aryl(hetaryl)thieno[2,3-b]pyridines and benzo(furo,thieno)[c]thieno[2,3,4-i,j]-2,7-naphthyridines on their basis: synthesis, spectral properties and prediction of biological activity, Related Products of imidazoles-derivatives, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2020), 56(8), 1078-1091, database is CAplus.

3-Azido-4,6-diarylthienopyridines I [R = H, Me, OMe, 3,4-di-OMe; R¹ = CO₂Et, CO₂Ph, C(O)N(Ph)₂, etc.; Ar = Ph, 4-BrC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄] obtained from the corresponding 3-amino derivatives II were convenient precursors in the synthesis of the peri-annulated heterocyclic system, benzo(furo,thieno)[c]thieno[2,3,4-i,j]-2,7-naphthyridines III. The spectral characteristics of the obtained compounds I, II and III (IR, UV, NMR (¹H, ¹³C, ¹H-¹⁵N gHMBC) spectra, luminescence spectra, mass spectra) were studied. Computational prediction of potential biol. action had been performed.

Chemistry of Heterocyclic Compounds (New York, NY, United States) 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 C18H21BO4, Related Products of imidazoles-derivatives.

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

Tulecki, Jerzy published the artcileSynthesis of Bunte salts, isothiourea derivatives, and thioethers with expected radioprotective activity. XL, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Acta Poloniae Pharmaceutica (1977), 34(4), 359-69, database is CAplus and MEDLINE.

The thiosulfate I was prepared (77% yield) as the Na salt by heating equimol amounts of Na₂S₂O₃ and 2-chloroacetylamino-6-carbomethoxybenzothiazole in H₂O. Other Na or K salts of RS₂O₃H [R = PrCH(CONHCONH₂), 3,4-(HO)₂C₆H₃COCH₂, PhO₂CCH₂, 2-HOC₆H₄COCH₂, 4-IC₆H₄NHCOCH₂, 4-IC₆H₄NHCOCH₂CH₂, 2-IC₆H₄NHCOCH₂, 2-IC₆H₄NHCOCH₂CH₂, 5-uracilmethyl, 6-methyl-5-uracilmethyl] were prepared analogously in 42-75% yields. Treatment of 6-methyl-5-chloromethyluracil with thiourea in absolute EtOH yielded 88% II-HCl. Analogously were prepared (52-80% yields) other RSC(:NH)NH₂.HCl from 1-methyl- and 1-ethyl-2-chloromethylbenzimidazole, 5-chloromethyluracil, and N-(3-chloropropionyl)-2-iodoaniline. 4-Chloroquinoline 1-oxide added to a solution of 4-ClC₆H₄SH in EtONa-EtOH yielded 70% III (R = 4-ClC₆H₄). Other III were prepared analogously (54-89% yields) from 4-Me₃CC₆H₄SH, 2-naphthalenethiol, 2-mercapto-N-(2-naphthyl)acetamide, 2-mercaptobenzothiazole, and 2-mercaptobenzoxazole.

Acta Poloniae Pharmaceutica 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 C5H10O, Recommanded Product: 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Wilson, J. Gerald published the artcileIminodiacetic acid derivatives of benzimidazole. Synthesis of N-(benzimidazol-2-ylmethyl)iminodiacetic acids, SDS of cas: 4760-35-4, the publication is Australian Journal of Chemistry (1983), 36(11), 2317-25, database is CAplus.

Ten new N-(2-benzimidazolylmethyl)iminodiacetic acids I [R = 5(6)-Me, 5,6-Me₂, 5(6)-Bu, 5(6)-Cl, 5,6-Cl₂, 5(6)-Br, 5(6)-iodo, 5(6)-O₂N] were prepared from the corresponding o-phenylenediamines via intermediate 2-chloromethyl and 2-aminomethyl benzimidazoles as ligands for ^99mTc. Anomalies associated with the synthesis of the iodo-substituted compound are described.

Australian Journal of 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 C9H13NO2, SDS of cas: 4760-35-4.

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

Watson, Andrew A. published the artcileChiral heterocyclic ligands. VIII. Syntheses and complexes of new chelating ligands derived from camphor, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Australian Journal of Chemistry (1995), 48(9), 1549-72, database is CAplus.

The syntheses of 23 new chelating ligands are described. Most of these ligands are derived from the chiral pyrazole (I) which was linked to a variety of heterocycles, pyridine, pyrimidine, pyridazine, isoxazole, benzimidazole, thiophene and furan. In certain cases the parent achiral analogs also were prepared Preliminary studies of the coordination chem. of these ligands with selected transition metals were carried out. The x-ray crystal structures of palladium complexes of isoxazole- and thiophene-containing ligands also were determined

Australian Journal of 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 C9H20Cl2Si, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Maji, Ankur published the artcileWell-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Journal of Organic Chemistry (2022), 87(13), 8351-8367, database is CAplus and MEDLINE.

Herein, authors report a simple, phosphine-free, and inexpensive catalytic system based on a manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles and pyridines from amino alcs. and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. Authors also detected two potential intermediates in the catalytic cycle using ESI-MS anal. Based on these studies, a metal-ligand cooperative mechanism was proposed.

Journal of Organic 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, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

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

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

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

Kankate, Rani S. published the artcileDesign, synthesis and antifungal evaluation of novel benzimidazole tertiary amine type of fluconazole analogues, COA of Formula: C9H9ClN2, the publication is Arabian Journal of Chemistry (2019), 12(8), 2224-2235, database is CAplus.

A novel series of compounds containing tertiary amine moiety, substituted benzimidazole and triazole ring I (X = Cl; R¹ = Me, Et; R² = Me, Ph) based on an initial design by mol. docking study of this scaffold at the active site of the fungal enzyme of lanosterol 14α-demethylase (homol. modeled of C. albicans) was synthesized by microwave irradiation The screening of the synthesized compounds for in vitro (turbidimetric method) and in vivo (kidney burden test) antifungal activity against C. albicans revealed activity for many compounds as comparable to that of fluconazole.

Arabian Journal of 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, COA of Formula: C9H9ClN2.

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