Tag: M.W=150-200

Wang, Xing published the artcileSynthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi, Related Products of imidazoles-derivatives, the publication is Molecules (2016), 21(11), 1574/1-1574/14, database is CAplus and MEDLINE.

A series of benzimidazole phenylhydrazone derivatives I (R¹ = H, CH₃, Cl; R² = H, CH₃; R³ = 2,4-F₂, 3,5-Cl₂, 2,6-Cl₂, etc.) was synthesized. The structure of I (R¹ = H; R² = H; R² = 2-F) was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound I (R¹ = H; R² = H; R² = 2,4-F₂) exhibited significant inhibitory activity against R. solani and M. oryzae with the EC₅₀ values of 1.20 and 1.85 μg/mL, resp. In vivo testing demonstrated that I (R¹ = H; R² = H; R² = 2,4-F₂) could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound I (R¹ = H; R² = H; R² = 2,4-F₂) with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.

Molecules 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 C13H10O3, Related Products of imidazoles-derivatives.

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

Artemenko, M. V. published the artcileComplexing in the nickel nitrate-1-methyl-2-hydroxymethylbenzimidazole-methanol system, Synthetic Route of 7467-35-8, the publication is Ukrainskii Khimicheskii Zhurnal (Russian Edition) (1971), 37(9), 859-62, database is CAplus.

The spectra of MeOH solutions of Ni(NO3)2 and 1-methyl-2-hydroxy-methylbenzimidazole (I) of varying concentrations were analyzed for their gaussian components. The frequencies 26,500, 16,250, 14,250, and 9500 cm-1 were assigned to 3 I.Ni(NO3)2 and 25,500, 15,250, and 13,250 cm-1 to I.Ni(NO3)2. The instability constant of 3 I.Ni(NO3)2 is 4.2 × 10-3. The magnetic moment is 2.76 ± 0.07 μB, and the paramagnetic Curie point is 53°K. The spectra of the complex as a solid and in solution are analogous and indicate an octahedral structure.

Ukrainskii Khimicheskii Zhurnal (Russian Edition) 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, Synthetic Route of 7467-35-8.

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

Duncia, John V. published the artcileThe discovery of potent nonpeptide angiotensin II receptor antagonists: a new class of potent antihypertensives, Category: imidazoles-derivatives, the publication is Journal of Medicinal Chemistry (1990), 33(5), 1312-29, database is CAplus and MEDLINE.

A new class of potent antihypertensives, e.g., N-benzylimidazoles, I (R = CH₂CO₂H, CH₂OH, CH₂OMe, CH₂CO₂H, CH₂CO₂Me; R¹ = NO₂, NH₂, CO₂H, CH₂CO₂H, OMe, etc.) has been discovered that exert their effect through blockade of the angiotensin II (AII) receptor. Most AII antagonists reported so far are peptide mimics of the endogenous vasoconstrictor octapeptide angiotensin II. I are nonpeptides and therefore constitute a new class of potent AII receptor antagonists. Based on the overlap of a conformation of AII with literature lead compound I (R = CH₂CO₂H R¹ = H)(II) a hypothesis was developed suggesting the need for an addnl. acidic functionality to increase the lead’s potency. The substitution of an addnl. carboxylic acid resulted in a 10-fold increase in binding affinity observed for diacid I (R = CH₂CO₂H, R¹ = CO₂H). The binding affinities for subsequent compounds were eventually increased 1000-fold over that of II through a systematic SAR study. A structure-affinity relationship showed the presence of four key elements for good activity: an addnl. Ph ring at the N-benzyl para position of the benzylimidazole nucleus, an acidic functionality at the ortho-position of the terminal aromatic ring, a lipophilic side chain at the imidazole 2-position of three to five carbon atoms in length, and a group at the imidazole 5-position capable of hydrogen bonding. The synthesis as well as the pharmacol. activity of the compounds in this new series of AII receptor antagonists are presented.

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, Category: imidazoles-derivatives.

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

Cooper, Alan B. published the artcile1-Thiazol-2-yl-N-3-methyl-1H-pyrozole-5-carboxylic acid derivatives as antitumor agents, Name: Imidazo[1,2-a]pyridine-6-boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(18), 4471-4477, database is CAplus and MEDLINE.

A class of substituted 1-thiazol-2-yl-N-3-methyl-1H-pyrozole-5-carboxylic acid derivatives was found to have potent anti-proliferative activity against a broad range of tumor cell lines. A compound from this class (14) was profiled across a broad panel of hematol. and solid tumor cancer cell lines demonstrating cell cycle arrest at the G0/G1 interphase and has potent anti-proliferative activity against a distinct and select set of cancer cell types with no observed effects on normal human cells. An example is the selective inhibition of human B-cell lymphoma cell line (BJAB). Compound 14 was orally bioavailable and tolerated well in mice. Synthesis and structure activity relationships (SAR) in this series of compounds are discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about 913835-63-9. 913835-63-9 belongs to imidazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is Imidazo[1,2-a]pyridine-6-boronic acid, and the molecular formula is C7H7BN2O2, Name: Imidazo[1,2-a]pyridine-6-boronic acid.

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

Bovy, P. R. published the artcileConformationally restricted polysubstituted biphenyl derivatives with angiotensin II receptors antagonist properties, Computed Properties of 79047-41-9, the publication is Journal of Medicinal Chemistry (1991), 34(8), 2410-14, database is CAplus and MEDLINE.

The synthesis and in vitro activity of new nonpeptide angiotensin II antagonists is presented. Compared to previously reported biphenyl compounds, the new analogs I and II have reduced conformational freedom derived from steric hindrance. Me 4′-methyl-2′,6′-dimethoxy[1,1′-biphenyl]-2-carboxylate was prepared by Von Pechmann condensation of orcinol with oxocyclohexane-2-carboxylate followed by dehydrogenation. This scheme provided the carbon skeleton of the biphenyl potentially substituted on the 2-, 2′-, 4′-, and 6′-positions. Elaboration of the substituents led to a biphenyl derivative used to alkylate a 2-butyl-4-chloro-5-(hydroxymethyl)imidazole. After coupling with the imidazole, 2 regioisomers were separated and identified by NMR. NOESY experiments were useful to establish regiochem. of the final products that have angiotensin II blocking activity. Their affinity for angiotensin II receptors was established in a binding assay experiment and in an isolated organ test. The presence of 2′,6′-dimethoxy substituent on the biphenyl moiety of the antagonist significantly decreased the affinity for the receptor.

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, Computed Properties of 79047-41-9.

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

Buehlmayer, Peter published the artcileNonpeptidic angiotensin II antagonists: synthesis and in vitro activity of a series of novel naphthalene and tetrahydronaphthalene derivatives, Product Details of C8H13ClN2O, the publication is Journal of Medicinal Chemistry (1991), 34(10), 3105-14, database is CAplus and MEDLINE.

(Tetrazolylnaphthalenylmethyl)imidazoles I (R = Cl, R¹ = CH₂OH, R² = 1,2-Q, imidazole ring position = 5, 6, 7; R = CH₂OH, R¹ = Cl, R² = 2-Q, imidazole ring position = 6) and (naphthalenylmethyl)imidazoles II (R = Cl, R¹ = CH₂OH, R³ = CO₂H, 2-tetrazolyl, R⁴ = H, Me; R = CH₂OH, R¹ = Cl, R³ = CO₂H, 2-tetrazolyl, R⁴ = H, Me) were prepared and examined as angiotensin II receptor antagonists and as inhibitors of angiotensin II induced contraction of rabbit aortic rings. Thus, 5-methylnaphthalen-1-ylcarbonitrile was brominated to the 5-(bromomethyl) derivative which reacted with 2-butyl-4(5)-chloro-5(4)-(hydroxymethyl)imidazole to give I (R = Cl, R¹ = CH₂OH, R² = 1-cyano, imidazole ring position = 5) II. II was treated with Bu₃SnN₃ in xylene to give I (R = Cl, R¹ = CH₂OH, R² = 2-Q, imidazole ring position = 6; R = CH₂OH, R¹ = Cl, R² = 2-Q, imidazole ring position = 6) were the most potent of the compounds tested.

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, Product Details of C8H13ClN2O.

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

Verhoest, Patrick R. published the artcileDiscovery of a Novel Class of Phosphodiesterase 10A Inhibitors and Identification of Clinical Candidate 2-[4-(1-Methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline (PF-2545920)(I) for the Treatment of Schizophrenia, Product Details of C9H10N2O, the publication is Journal of Medicinal Chemistry (2009), 52(16), 5188-5196, database is CAplus and MEDLINE.

By utilizing structure-based drug design (SBDD) knowledge, a novel class of phosphodiesterase (PDE) 10A inhibitors was identified. The structure-based drug design efforts identified a unique “selectivity pocket” for PDE10A inhibitors, and interactions within this pocket allowed the design of highly selective and potent PDE10A inhibitors. Further optimization of brain penetration and drug-like properties led to the discovery of 2-[4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline (PF-2545920) (I). This PDE10A inhibitor is the first reported clin. entry for this mechanism in the treatment of schizophrenia.

Journal of Medicinal 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 C11H22N2O4, Product Details of C9H10N2O.

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

Kapale, Suraj S. published the artcileA sustainable approach towards the three-component synthesis of unsubstituted 1H-imidazoles in the water at ambient conditions, Quality Control of 13682-33-2, the publication is Journal of Asian Natural Products Research (2021), 23(7), 712-716, database is CAplus and MEDLINE.

A green protocol for the synthesis of imidazoles I [R = Ph, 4-BrC₆H₄, 2-furyl, etc.; R¹ = R² = H, Ph] was demonstrated. The reaction was realized using com. available lipase enzyme, porcine pancreas lipase (PPL) in water. The reaction conditions were selective and mild which helped to tolerate a wide variety of functional groups to gave desired products I in good chem. yields.

Journal of Asian Natural Products Research published new progress about 13682-33-2. 13682-33-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Amine,Benzene, name is 4-(1H-Imidazol-2-yl)aniline, and the molecular formula is C9H9N3, Quality Control of 13682-33-2.

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

Manyar, Haresh G. published the artcileThe green catalytic oxidation of alcohols in water by using highly efficient manganosilicate molecular sieves, Category: imidazoles-derivatives, the publication is Green Chemistry (2006), 8(4), 344-348, database is CAplus.

An efficient and green catalytic protocol for the oxidation of alcs. to the corresponding aldehydes is based on use of manganosilicate mol. sieves as efficient heterogeneous catalyst in aqueous conditions and peroxydisulfate as oxidant. The advantageous feature of this oxidation methodol. is the efficiency and selectivity on heterocyclic and aliphatic alcs. The manganosilicate was prepared through a facile complexation procedure leading to uniform mesoporous cubic structure devoid of extra-framework bulk manganese oxide species.

Green 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, Category: imidazoles-derivatives.

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

Wang, Rubing published the artcileStructure-Activity Relationship and Pharmacokinetic Studies of 1,5-Diheteroarylpenta-1,4-dien-3-ones: A Class of Promising Curcumin-Based Anticancer Agents, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, the publication is Journal of Medicinal Chemistry (2015), 58(11), 4713-4726, database is CAplus and MEDLINE.

Forty-three 1,5-diheteroaryl-1,4-pentadien-3-ones were designed as potential curcumin mimics, structurally featuring a central five-carbon dienone linker and two identical nitrogen-containing aromatic rings. They were synthesized using a Horner-Wadsworth-Emmons reaction as the critical step and evaluated for their cytotoxicity and antiproliferative activities toward both androgen-insensitive and androgen-sensitive prostate cancer cell lines and an aggressive cervical cancer cell line. Most of the synthesized compounds showed distinctly better in vitro potency than curcumin in the four cancer cell lines. The structure-activity data acquired from the study validated (1E,4E)-1,5-diheteroaryl-1,4-pentadien-3-ones as an excellent scaffold for in-depth development for clin. treatment of prostate and cervical cancers. 1-Alkyl-1H-imidazol-2-yl, ortho pyridyl, 1-alkyl-1H-benzo[d]imidazole-2-yl, 4-bromo-1-methyl-1H-pyrazol-3-yl, thiazol-2-yl, and 2-methyl-4-(trifluoromethyl)thiazol-5-yl were identified as optimal heteroaromatic rings for the promising in vitro potency. (1E,4E)-1,5-Bis(2-methyl-4-(trifluoromethyl)thiazol-5-yl)penta-1,4-dien-3-one, featuring thiazole rings and trifluoromethyl groups, was established as the optimal lead compound because of its good in vitro potency and attractive in vivo pharmacokinetic profiles.

Journal of Medicinal 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 C5H8N2O2, Recommanded Product: (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol.

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