Category: imidazoles-derivatives

Munoz, Salvador B. published the artcileCombined Effects of Backbone and N-Substituents on Structure, Bonding, and Reactivity of Alkylated Iron(II)-NHCs, Related Products of imidazoles-derivatives, the publication is Organometallics (2018), 37(18), 3093-3101, database is CAplus and MEDLINE.

Iron and N-heterocyclic carbenes (NHCs) have proven to be a successful pair in catalysis, with reactivity and selectivity being highly dependent on the nature of the NHC ligand backbone saturation and N-substituents. Four (NHC)Fe(1,3-dioxan-2-ylethyl)₂ complexes have been isolated and spectroscopically characterized to correlate their reactivity to steric effects of the NHC from both the backbone saturation and N-substituents. Only in the extreme case of SIPr where NHC backbone and N-substituent steric effects are the largest is there a major structural perturbation observed crystallog. The addition of only two hydrogen atoms is sufficient for a drastic change in product selectivity in the coupling of 1-iodo-3-phenylpropane with (2-(1,3-dioxan-2-yl)ethyl)magnesium bromide due to resulting structural perturbations to the precatalyst. Mossbauer spectroscopy and magnetic CD enabled the correlation of covalency and steric bulk in the SIPr case to its poor selectivity in alkyl-alkyl cross-coupling with iron. D. functional theory calculations provided insight into the electronic structure and MO effects of ligation changes to the iron center. Finally, charge donation anal. and Mayer bond order calculations further confirmed the stronger Fe-ligand bonding in the SIPr complex. Overall, these studies highlight the importance of considering both N-substituent and backbone steric contributions to structure, bonding, and reactivity in iron-NHCs.

Organometallics 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, Related Products of imidazoles-derivatives.

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

Zurita, Daniel A. published the artcileCatalytic transfer hydrogenation of azobenzene by low-valent nickel complexes: a route to 1,2-disubstituted benzimidazoles and 2,4,5-trisubstituted imidazolines, Computed Properties of 2622-67-5, the publication is Dalton Transactions (2016), 45(25), 10389-10401, database is CAplus and MEDLINE.

The 1-pot synthesis of 1,2-disubstituted benzimidazoles by the transfer hydrogenation of azobenzene, using benzylamine as a hydrogen donor, sequential rearrangement of hydrazobenzene to semidine and further condensation with N-benzylideneamine is reported, catalyzed by 2 mol% of [Ni(COD)₂] : dippe. The N2 substitution on benzimidazole can be controlled by the selection of different azobenzenes and C2 substitution will only depend on the chosen benzylamine. The current methodol. avoids the addition of external oxidants, which are needed in the classical benzimidazole synthesis. The byproduct, N-benzylideneamine, obtained from dehydrogenation of benzylamine produced 2,4,5-trisubstituted imidazolines by cyclization and C-H functionalization, and this route was optimized using 2 mol% of [Ni(COD)₂] : 2PPh₃.

Dalton Transactions published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C22H23ClN4, Computed Properties of 2622-67-5.

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

Balmer, Markus published the artcileLow-Valent Group 14 Phosphinidenide Complexes [({SIDipp}P)₂M] Exhibit P-M pπ-pπ Interaction (M=Ge, Sn, Pb), Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemistry – A European Journal (2020), 26(1), 192-197, database is CAplus and MEDLINE.

Herein, the synthesis of new low-valent Group 14 phosphinidenide complexes [({SIDipp}P)₂M] exhibiting P-M pπ-pπ interactions (SIDipp = 1,3-bis(2,6-diisopropylphenyl)-imidazolidin-2-ylidene, M = Ge, Sn, Pb), is presented. These compounds were studied by structural, spectroscopic, and quantum-chem. methods. Furthermore, the monosubstituted compounds [(SIDippP)MX]₂ (M = Sn, X=Cl; M = Pb, X = Br) are presented, which show dimeric structures instead of multiple bonding interaction.

Chemistry – A European Journal 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, 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

Srinivas, K. published the artcileZinc-mediated tandem-one-pot facile synthesis of 1-(arylsulfonyl) aryl/hetaryl methanes: A case of C-S bond formation, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, the publication is Synthetic Communications (2011), 41(11), 1584-1592, database is CAplus.

Reaction of (arylmethyl)/(hetarylmethyl)zinc chloride, generated in situ from arylmethyl- and hetarylmethyl chloride., resp., and Zn, with arylsulfonyl chlorides in THF under mild conditions (i.e., at room temperature) furnished the corresponding 1-(arylsulfonyl)aryl/hetarylmethanes in good yields.

Synthetic Communications 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 C7H10N2O2, Safety of 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole.

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

Srinivas, K. published the artcilePEG-600: a facile, eco-friendly, reaction medium for synthesis of 1-(arylsulfonyl) aryl/heteroarylmethanes, Synthetic Route of 4760-35-4, the publication is Chemica Sinica (2013), 4(3), 36-40, 5 pp., database is CAplus.

Reaction of arylmethyl/heteroaryl Me chlorides 1 with aryl sulfinate sodium salts 2 yields the corresponding sulfone derivatives promoted by polyethylene glycol-600 at room temperature

Chemica Sinica 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 C7H9NO5S, Synthetic Route of 4760-35-4.

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

Carini, David J. published the artcilePart VI. Nonpeptide angiotensin II receptor antagonists: N-[(benzyloxy)benzyl]imidazoles and related compounds as potent antihypertensives, Application of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, the publication is Journal of Medicinal Chemistry (1990), 33(5), 1330-6, database is CAplus and MEDLINE.

A series of title compounds (I, R¹ = Bu, SEt, SPr; R² = H, Cl, CH₂OH, CH₂OAc; R³ = CH₂OH, Cl, CH₂OAc, CH₂NHCO₂Me; R⁴ = CO₂H, NHSO₂CF₃; X = NHCO, CO, O, S, OCH₂ etc.; n = 0-1) was synthesized and demonstrated to be antagonists of the angiotensin II (AII) receptor. I are structurally related to the N-(benzamidobenzyl)imidazoles and extend the scope of this new class of nonpeptide AII antagonists. The amide linkage (X = NHCO) in the N-(benzamidobenzyl)imidazoles can be replaced successfully by a variety of groups (X = O, S, CO, OCH₂, CH:CH, NHCONH; n = 0-1); linkers of 0-1 atoms in length are most effective. When administered i.v. to awake renal hypertensive rats, these compounds exhibited potent antihypertensive activity.

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, Application of (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol.

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

Carini, David J. published the artcileNonpeptide angiotensin II receptor antagonists: the discovery of a series of N-(biphenylylmethyl)imidazoles as potent, orally active antihypertensives, Formula: C8H13ClN2O, the publication is Journal of Medicinal Chemistry (1991), 34(8), 2525-47, database is CAplus and MEDLINE.

Nonpeptide angiotensin II receptor antagonists I (R = CH₂OH, CH₂OMe, CHO; R¹ = tetrazolyl, (un)substituted triazolyl, CO₂H, CONHR², R² = OH, OMe, OCH₂Ph, SO₂Ph, NHSO₂CF₃, COCF₃, SO₂CF₃) were prepared and produced a potent antihypertensive effect upon oral administration. The acidic group at the 2′-position of the biphenyl is essential. Only ortho-substituted acids possess both high affinity for the AII receptor and good oral antihypertensive potency. The carboxylic acid group has been replaced with a variety of acidic isosteres, and the tetrazole ring was the most effective.

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, Formula: C8H13ClN2O.

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

Algul, Oztekin published the artcileSynthesis and evaluation of antimicrobial activity of some 1,5(6)-H/or -methyl-2-substituted benzimidazole derivatives, COA of Formula: C9H10N2O, the publication is Asian Journal of Chemistry (2007), 19(4), 3085-3092, database is CAplus.

Benzimidazoles I (R = CH₂OH, CH₂NH₂, Me, Et, CH₂SH; R¹, R² = H, Me) were prepared by cyclocondensation of 1,2-benzenediamines with RCO₂H, followed, in some cases, by methylation with MeI. These compounds were tested in vitro against three Gram pos. (Enterococcus faecalis, Staphyloccus aureus and Staphyloccus epidermidis) and two Gram neg. bacteria (Escherichia coli, Pseudomonas aeruginosa). In addition, they were screened in vitro for their antifungal activities. All these compounds inhibited the growth of Gram pos. and Gram neg. bacteria at MIC values between 12.5 and 200 μg/mL and had MIC values between 50 and 200 μg/mL for the following fungi (Candida albicans, Candida krusei, Candida glabrata, Candida tropicalis and Candida parapsilosis).

Asian Journal of Chemistry 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, COA of Formula: C9H10N2O.

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

Kim, Younggyu published the artcileNonradioactive, ultrasensitive site-specific protein-protein photocrosslinking: interactions of α-helix 2 of TATA-binding protein with general transcription factor TFIIA and transcriptional repressor NC2, Computed Properties of 359860-27-8, the publication is Nucleic Acids Research (2008), 36(19), 6143-6154, database is CAplus and MEDLINE.

The authors have developed an approach that enables nonradioactive, ultrasensitive (attamole sensitivity) site-specific protein-protein photocrosslinking, and we have applied the approach to the anal. of interactions of α-helix 2 (H2) of human TATA-element binding protein (TBP) with general transcription factor TFIIA and transcriptional repressor NC2. TBP H2 can be crosslinked to TFIIA in the TFIIA-TBP-DNA complex and in higher order transcription-initiation complexes, and the crosslink was mapped to the ‘connector’ region of the TFIIA α/β subunit (TFIIAα/β). Furthermore, TBP H2 can be crosslinked to NC2 in the NC2-TBP-DNA complex, and the crosslink was mapped to the C-terminal ‘tail’ of the NC2 α-subunit (NC2α). Interactions of TBP H2 with the TFIIAα/β connector and the NC2α C-terminal tail were not observed in crystal structures of TFIIA-TBP-DNA and NC2-TBP-DNA complexes, since relevant segments of TFIIA and NC2 were not present in truncated TFIIA and NC2 derivatives used for crystallization The authors propose that interactions of TBP H2 with the TFIIAα/β connector and the NC2α C-terminal tail provide an explanation for genetic results suggesting importance of TBP H2 in TBP-TFIIA interactions and TBP-NC2 interactions, and provide an explanation – steric exclusion – for competition between TFIIA and NC2.

Nucleic Acids Research 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, Computed Properties of 359860-27-8.

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

White, Gemma V. published the artcileKallikrein 5 inhibitors identified through structure based drug design in search for a treatment for Netherton Syndrome, Product Details of C9H10N2O, the publication is Bioorganic & Medicinal Chemistry Letters (2019), 29(6), 821-825, database is CAplus and MEDLINE.

Netherton syndrome (NS) is a rare and debilitating severe autosomal recessive genetic skin disease with high mortality rates particularly in neonates. NS is caused by loss-of-function SPINK5 mutations leading to unregulated kallikrein 5 (KLK5) and kallikrein 7 (KLK7) activity. Furthermore, KLK5 inhibition has been proposed as a potential therapeutic treatment for NS. Identification of potent and selective KLK5 inhibitors would enable further exploration of the disease biol. and could ultimately lead to a treatment for NS. This publication describes how fragmentation of known trypsin-like serine protease (TLSP) inhibitors resulted in the identification of a series of phenolic amidine-based KLK5 inhibitors 1. X-ray crystallog. was used to find alternatives to the phenol interaction leading to identification of carbonyl analogs such as lactam 13 and benzimidazole 15. These reversible inhibitors, with selectivity over KLK1 (10-100 fold), provided novel starting points for the guided growth towards suitable tool mols. for the exploration of KLK5 biol.

Bioorganic & Medicinal Chemistry Letters 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 C7H11N3O2, Product Details of C9H10N2O.

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