Tag: M.W=150-200

Gullotti, Michele published the artcileSynthesis and characterization of new chiral octadentate nitrogen ligands and related copper(II) complexes as catalysts for stereoselective oxidation of catechols, COA of Formula: C9H9ClN2, the publication is Journal of Molecular Catalysis A: Chemical (2005), 235(1-2), 271-284, database is CAplus.

Three new octadentate ligands, namely (R)-N,N’-dimethyl-N,N’-bis{3-[bis(1-methyl-2-imidazolylmethyl)]aminopropyl}-1,1′-binaphthyl-2,2′-diamine, (R)-DABN-3Im₄, (R)-N,N’-dimethyl-N,N’-bis{4-[bis(1-methyl-2-benzimidazolylmethyl)]aminobutyl}-1,1′-binaphthyl-2,2′-diamine, (R)-DABN-4Bz₄, and (S)-N2,N6-dimethyl-N2,N6-bis{2′-[bis(1-methyl-2-benzimidazolylmethyl)]aminomethyl}benzyl-2,6-diamino-1-hexanol acetate, -Lys-4Bz₄, were employed for the synthesis of dinuclear and trinuclear copper(II) complexes. The ligands contain two side arms of different nature and length which carry tridentate aminobis(benzimidazole) or aminobis(imidazole) residues as metal binding sites (A sites) connected to a central (R)-1,1′-binaphthyl-2,2′-diamine or -lysine residue which can bind a third metal ion (B site). The chiroptical properties of the ligands and the complexes have been described. The complexes were tested as catalysts in the oxidation of 3,5-di-tert-butylcatechol, L-, D-Dopa and L-, D-Dopa Me esters by dioxygen to give the corresponding quinones. The catalytic efficiency is moderate, but the complexes exhibit significant enantio-differentiating ability towards L-, D-Dopa Me esters, albeit their enantio-differentiating ability towards L-, D-Dopa is lower. The (R)-1,1′-binaphthyl-2,2′-diamine spacer in the (R)-DABN complexes has much stronger recognition power than the aliphatic L-lysine spacer in the L-Lys complexes. In addition, the highest stereoselectivity in the catalytic oxidation is obtained with the (R)-DABN-3Im₄ complexes, containing carbon chains of three atoms between the (R)-1,1′-binaphthyl-2,2′-diamine groups and the tridentate donor units at the A metal binding sites. In all cases, the preferred enantiomeric substrate has the configuration, which is dictated by the chirality of the spacer residue.

Journal of Molecular Catalysis A: Chemical 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

Hernandez, Elisa published the artcileUniversal and low energy-demanding platform to produce propylene carbonate from CO₂ using hydrophilic ionic liquids, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Separation and Purification Technology (2022), 121273, database is CAplus.

Ionic liquids (ILs) have been extensively proposed as efficient catalysts to promote CO₂ cycloaddition reaction to epoxides for producing cyclic carbonates. Recently, liquid-liquid extraction with water as an enhancer approach to regenerate ILs and to purify the product was proposed, since it reduces energy consumption and enhances the neat catalytic activity of the IL due to hydroxyl groups of water. In this work, a comprehensive sample of homogeneous IL catalysts proposed in the literature is exptl. evaluated both in the catalytic step and in its separation by liquid-liquid extraction with water, to demonstrate the universality of the proposed reaction-separation proposal for hydrophilic ILs. Then the complete processes for CO₂ conversion to propylene carbonate were modelled using Aspen Plus to compare the catalyst/product separation efficiency and the specific energy consumption using liquid-liquid extraction and distillation-based platforms. The energy consumption is significantly lower using liquid-liquid platform (1.1-1.3 kWh/kg_PC) than distillation one (2.4-3.1 kWh/kg_PC). It is concluded that hydrophilic ionic liquids, as those formed by [EtOHmim] cation and halide anions, are promising catalysts since they allow: (i) reducing the process energy consumption due to their high catalytic activity and (ii) full catalyst recovering, even at high catalyst loadings, by improving the water extractive properties for IL separation from PC.

Separation and Purification Technology published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Albrecht, Markus published the artcileStructures and properties of complexes [MCl(C₅Me₅)(N-S)](PF₆), M = Rh, Ir, with N-S = 1-methyl-2-(alkylthiomethyl)-1H-benzimidazole ligands, Application of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Journal of Organometallic Chemistry (2000), 596(1-2), 84-89, database is CAplus.

The four complexes [MCl(C₅Me₅)(N-S)](PF₆), M = Rh, Ir; N-S = 1-methyl-2-(methylthiomethyl)-1H-benzimidazole (mmb) and 1-methyl-2-(tert-butylthiomethyl)-1H-benzimidazole (mtb) were synthesized and characterized by spectroscopy, electrochem. and x-ray crystallog. (as MeOH solvates). The essential coordination features, viz., longer M-S (∼2.38 A) and shorter M-N bonds (∼2.09 A) in five-membered chelate rings are common to all four species. Cyclic voltammetry reveals irreversible two-electron reduction to M^I complexes and partially reversible oxidation to Ir^IV species for [IrCl(C₅Me₅)(mtb)]⁺. The results are discussed in comparison with those obtained for α-diimine (N-N) complexes of the [MCl(C₅Me₅)]⁺ fragments.

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

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

Monzani, Enrico published the artcileTyrosinase Models. Synthesis, Structure, Catechol Oxidase Activity, and Phenol Monooxygenase Activity of a Dinuclear Copper Complex Derived from a Triamino Pentabenzimidazole Ligand, Synthetic Route of 4760-35-4, the publication is Inorganic Chemistry (1998), 37(3), 553-562, database is CAplus and MEDLINE.

The dicopper(II) complex with the ligand N,N,N’,N’,N”-pentakis[(1-methyl-2-benzimidazolyl)methyl]dipropylenetriamine (I; LB5) was synthesized and structurally characterized. The small size and the quality of the single crystal required that data be collected using synchrotron radiation at 276 K. [Cu₂(LB5)(H₂O)₂][ClO₄]₄: platelet shaped, space group P1̅, a 11.028, b 17.915, c 20.745 Å, α 107.44, β 101.56, γ 104.89°, Z = 2; number of unique data, I ≥ 2σ(I) = 3447; number of refined parameters = 428; R = 0.12. The ligand binds the two coppers nonsym.; Cu1 is coordinated through five N donors and Cu2 through the remaining three N donors, while two H₂O mols. complete the coordination sphere. Cu1 has distorted TBP geometry, while Cu2 has distorted SP geometry. Voltammetric experiments show quasi-reversible reductions at the two Cu centers, with redox potential higher for the CuN₃ center (0.40 V) and lower for the CuN₅ center (0.17 V). The complex binds azide in the terminal mode at the CuN₃ center with affinity lower than that exhibited by related dinuclear polyaminobenzimidazole complexes where this ligand is bound in the bridging mode. The catechol oxidase activity of [Cu₂(LB5)]⁴⁺ was examined in comparison with that exhibited by [Cu₂(L-55)]⁴⁺ (L-55 = α,α’-bis{bis[(1-methyl-2-benzimidazolyl)methyl]amino}-m-xylene) and [Cu₂(L-66)]⁴⁺ (L-66 = α,α’-bis{bis[2-(1-methyl-2-benzimidazolyl)ethyl]amino}-m-xylene) by studying the catalytic oxidation of 3,5-di-tert-butylcatechol in MeOH/aqueous buffer pH 5.1. Kinetic experiments show that [Cu₂(L-55)]⁴⁺ is the most efficient catalyst (rate constant 140 M^-1 s^-1), followed by [Cu₂(LB5)]⁴⁺ (60 M^-1 s^-1), in this oxidation, while [Cu₂(L-66)]⁴⁺ undergoes an extremely fast stoichiometric phase followed by a slow and substrate-concentration-independent catalytic phase. The catalytic activity of [Cu₂(L-66)]⁴⁺, however, is strongly promoted by H₂O₂, because this oxidant allows a fast reoxidation of the dicopper(I) complex during turnover. The activity of [Cu₂(LB5)]⁴⁺ is also promoted by H₂O₂, while that of [Cu₂(L-55)]⁴⁺ is little affected. The phenol monooxygenase activity of [Cu₂(LB5)]²⁺ was compared with that of [Cu₂(L-55)]²⁺ and [Cu₂(L-66)]²⁺ by studying the ortho hydroxylation of Me 4-hydroxybenzoate to give Me 3,4-dihydroxybenzoate. The LB5 complex is much more selective than the other complexes since its reaction produces only catechol, while the main product obtained with the other complexes is an addition product containing a phenol residue condensed at ring position 2 of the catechol.

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, Synthetic Route of 4760-35-4.

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

Lin, Ho Shen published the artcileNonpeptide angiotensin II receptor antagonists: synthetic and computational chemistry of N-[[4-[2-(2H-tetrazol-5-yl)-1-cycloalken-1-yl]phenyl]methyl]imidazole derivatives and their in vitro activity, Synthetic Route of 79047-41-9, the publication is Journal of Medicinal Chemistry (1992), 35(14), 2658-67, database is CAplus and MEDLINE.

A series of nonpeptide angiotensin II receptor antagonists was synthesized and tested in vitro to investigate requirements for recognition by and binding to AT₁ receptors. Compared to a known series of N-(biphenylylmethyl)imidazoles, including losartan (DuP 753), which has a more rigid conformation in the 2′-tetrazolylbiphenyl moiety, the new series replaces the terminal Ph with cycloalkenyls. Compounds were made with five- to seven-membered rings and with either a hydroxymethyl or carboxyl group at the 5 position on the imidazole ring. The effects of the lipophilicity and steric bulk of the terminal ring system, the amount of π-electron d. in the terminal ring, and the relative spatial proximity of the tetrazolyl and the middle Ph are explored in terms of binding affinity to AT₁ receptors in rat adrenal glomerulosa and rabbit aorta. The physicochem. variables of the new compounds were quantitated by computational chem. and compared to those of losartan and its carboxyl metabolite. Potency at the AT₁ receptors is maximized when the terminal ring is six-membered; an aromatic ring binds better than a cycloalkenyl ring. The 5-carboxyimidazole compounds show higher affinity than the 5-hydroxymethyl series.

Journal of Medicinal Chemistry 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, Synthetic Route of 79047-41-9.

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

Reddy, Vajrala Venkata published the artcileIdentification and synthesis of potential impurities of losartan potassium – a non-peptide angiotensinogen II receptor antagonist, COA of Formula: C8H13ClN2O, the publication is Asian Journal of Chemistry (2007), 19(5), 3789-3796, database is CAplus.

In the process for the preparation of losartan, identified four potential impurities ranging from 0.05-0.15 % were detected in HPLC. Based on the mass spectral data obtained by LC-MS anal. structure of these impurities were characterized as potassium salt of 2-n-butyl-5-chloro-4-hydroxymethyl-1-[(2′-(2H-tetrazole-5-yl)-1,1′-biphenyl-4-yl)methyl]-1H-imidazol (Imp-A, Isolosartan potassium), potassium salt of 5-(4′-methyl-1,1′-biphenyl-2yl)-2H-tetrazole (Imp-B, biphenyl tetrazole analog of 1), 2-butyl-4-chloro-1-2′-(1H-tetrazol-5-yl)-1,1′-biphenyl-4-ylmethyl-1H-imidazole-5-ethanoate (Imp-C, ester analog of losartan) and 2-n-butyl-4-chloro-1-2′-(1H-tetrazol-5-yl)-1,1′-biphenyl-4-yl-5-triphenyl methoxy methyl-1H-imidazole (Imp-D, o-trityl losartan). These impurities were synthesized from an unambiguous route, confirmed the structure by collecting various spectral data and co-injected with losartan, retention time is matching with expected impurities. To our knowledge the impurities A-D were not reported as process impurities elsewhere.

Asian Journal of Chemistry 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, COA of Formula: C8H13ClN2O.

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

Rao, S. Srinivas published the artcileSynthesis of 1-alkyl-2-chloromethylbenzimidazole under green conditions, SDS of cas: 4760-35-4, the publication is Asian Journal of Chemistry (2015), 27(1), 98-100, database is CAplus.

A green approach for the synthesis of 1-alkyl-2-chloromethylbenzimidazoles (alkyl = Me, Et, Bn) under, different conditions was developed from 2-chloromethylbenzimidazole by reaction with an alkylating agent (i.e. DMS, DES, PhCH₂Cl) by phys. grinding or by using green solvent like PEG-600 or by using microwave irradiation technique.

Asian 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, SDS of cas: 4760-35-4.

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

Rao, S. Srinivas published the artcileSynthesis of N,N¹-disubstituted bisbenzimidazole sulphides of potential pharmacological interest, Computed Properties of 4760-35-4, the publication is Journal of Chemical and Pharmaceutical Research (2014), 6(3), 1199-1204, 6 pp., database is CAplus.

A series of N,N¹-disubstituted bisbenzimidazole sulfides I (R = R¹ = H, Me, Et, Bn, n-Bu) were prepared by condensation followed by alkylation using DMF as solvent and K₂CO₃ as a base and tetra-n-butylammonium bromide (TBAB) as phase transfer catalyst.

Journal of Chemical and Pharmaceutical Research 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, Computed Properties of 4760-35-4.

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

Dubey, P. K. published the artcileAlternate method for the synthesis of N-alkyl/aralkyl-2-(α-hydroxyalkyl/aralkyl)benzimidazoles via regiospecific acetylation, Name: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Synthetic Communications (2007), 37(10), 1675-1681, database is CAplus.

Acetylation of 1H-2-(α-hydroxyalkyl/aryl)benzimidazoles with Ac₂O results in the regiospecific formation of O-acetoxy derivative, which on alkylation with alkylating agents in nonaqueous media under phase-transfer catalytic conditions affords N-alkyl derivatives The latter, on hydrolysis in an aqueous basic medium, results in the title compounds in good yields in high purity. Alternatively, the title compounds was also obtained by reduction of 1-substituted-2-acetyl/benzoylbenzimidazoles using NaBH₄.

Synthetic Communications published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Name: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

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

Bovy, Philippe R. published the artcileNonpeptide angiotensin II antagonists: N-phenyl-1H-pyrrole derivatives are angiotensin II receptor antagonists, Synthetic Route of 79047-41-9, the publication is Journal of Medicinal Chemistry (1993), 36(1), 101-10, database is CAplus and MEDLINE.

A series of 5-[1-[4-[(4,5-disubstituted-1H-imidazol-1-yl)methyl]-substituted]-1H-pyrrol-2-yl]-1H-tetrazoles and 5-[1-[4-[(3,5-dibutyl-1H-1,2,4-triazol-1-yl)methyl]-substituted]-1H-pyrrol-2-yl]-1H-tetrazoles were investigated as novel AT₁-selective angiotensin II receptor antagonists. Computer-assisted modeling techniques were used to evaluate structural parameters in comparison to the related biphenyl system. New synthetic procedures were developed to prepare the novel compounds The best antagonists in this series had IC₅₀ values (rat uterine membrane receptor binding) in the 10^-8 M range and corresponding pA₂ in isolated organ assay (rabbit aorta rings). Structure-activity relationships indicate some similarities with the finding in the biphenyl system. Substitution on the pyrrole ring modulates activity. Compound I antagonized angiotensin-induced blood pressure increase when administered to conscious rat at 30 mg/kg per os.

Journal of Medicinal Chemistry 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, Synthetic Route of 79047-41-9.

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