Month: November 2022

Boegesoe, Klaus P. published the artcileAntihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity, Recommanded Product: 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one, the main research area is piperazinophenylindan preparation antihypertensive structure activity; irindalone preparation antihypertensive; hydroxytryptamine antagonist piperazinophenylindan.

A series of trans-1-piperazino-3-phenylindans, e.g., I (R = H, F; R1 = H, 2-F, 4-F, 4-Cl, 4-OH, 4-OMe; n,m = 2,3; X = NH, O, CH2, NH, NMe, NEt, NCHMe2; X1 = O, S) were synthesized with the goal of replacing their established neuroleptic profile with that of peripheral 5-hydroxytryptamine (5-HT2) antagonism. Compounds with an unsubstituted for F-substituted in the 6-position in the indan ring, and which had a five- or six-membered heterocyclic ring attached by an ethylene chain to the piperazine ring, satisfied this objective. Some of the compounds had potent antihypertensive activity in conscious spontaneously hypertensive rats. In pithed rats they antagonized the pressor effect induced by 5-HT in doses 100-1000 times lower than doses needed to antagonize the pressor effect of phenylephrine. The effect was stereoselective and associated with enantiomers with 1R,3S absolute configuration. 1S,3R Enantiomers inhibited the uptake of dopamine and norepinephrine in vitro. The compound with the best antihypertensive activity was irindalone. Its pharmacol. profile resembled that of the standard compound ketanserin. There was a close structural correspondence between ketanserin and irindalone in a conformation that was identified as a D-2 receptor-relevant configuration of its neuroleptic parent tefludazine. This suggests that the dopaminergic (D-2) and the serotoninergic (5-HT2) pharmacophores are structurally closely related.

Journal of Medicinal Chemistry published new progress about Antihypertensives. 52548-84-2 belongs to class imidazoles-derivatives, name is 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one, and the molecular formula is C9H9ClN2O, Recommanded Product: 1-(2-Chloroethyl)-1H-benzo[d]imidazol-2(3H)-one.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhuang, Zhi-Ping published the artcileStructure-Activity Relationship of Imidazo[1,2-a]pyridines as Ligands for Detecting β-Amyloid Plaques in the Brain, SDS of cas: 1023-01-4, the main research area is imidazopyridine iodo preparation beta amyloid aggregate ligand; iodine 125 labeled dimethylaminophenyliodoimidazopyridine preparation imaging agent Alzheimer disease; anti Alzheimer agent iodine labeled imidazopyridine preparation biodistribution.

A series of novel β-amyloid (Aβ) aggregate-specific ligands, e.g., 2-(4′-dimethylaminophenyl)-6-iodoimidazo[1,2-a]pyridine (I; IMPY), and its related derivatives were prepared An in vitro binding study with preformed Aβ aggregates showed that I and its bromo derivative competed with binding of 2-(4′-dimethylaminophenyl)-6-iodobenzothiazole, [125I]7(TZDM), a known ligand for Aβ aggregates, with high binding affinities (Ki = 15 and 10 nM, resp.). In vitro autoradiog. of brain sections of a transgenic mouse (Tg2576) with [125I]-I displayed high selective binding to amyloid-like structures, comparable to that observed by staining with thioflavin-S visualized under fluorescence. In vivo biodistribution after an i.v. injection of [125I]-I in normal mice showed a high initial brain uptake and fast washout, indicating a low background activity associated with this iodinated ligand. Taken together, the data suggests that [123I]-I may be useful for imaging Aβ aggregates in patients with Alzheimer’s disease.

Journal of Medicinal Chemistry published new progress about Alzheimer disease. 1023-01-4 belongs to class imidazoles-derivatives, name is 2-(4-Bromophenyl)-6-methylimidazo[1,2-a]pyridine, and the molecular formula is C14H11BrN2, SDS of cas: 1023-01-4.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hand, E. Smakula published the artcileReaction of 3-substituted imidazo[1,2-a]pyridines with bromine(1+) and the alleged 5-bromo-substituted product, Synthetic Route of 5857-47-6, the main research area is bromosuccinimide reaction imidazopyridine.

The reaction of 3-methylimidazo[1,2-a]pyridine with N-bromosuccinimide (I) gave products formed by apparent nucleophilic substitution at the 2-position. I in CHCl3 gave II and III, while I in CCl4 or Br2 in CHCl3 gave II exclusively. Mechanisms and differences in product formation are discussed; evidence is presented that the previously reported I product was in fact 3-bromo-5-methylimidazo[1,2-a]pyridine, rather than the alleged 5-bromo-3-Me derivative IV. IV was prepared by diazotization of 5-amino-3-methylimidazo[1,2-a]pyridine in the presence of HBr and by condensation of MeCHBrCHO (or its acetal) with 2-amino-6-bromopyridine.

Journal of Organic Chemistry published new progress about Reaction mechanism. 5857-47-6 belongs to class imidazoles-derivatives, name is 3-Bromo-5-methylimidazo[1,2-a]pyridine, and the molecular formula is C8H7BrN2, Synthetic Route of 5857-47-6.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Vaultier, Michel published the artcileFormation of a 1,2,4-oxadiazoline from an aziridine: mechanism of the reaction and photochemical conversion into a benzimidazole derivative, Application In Synthesis of 5805-53-8, the main research area is aziridinedicarboxylate cleavage nitrite; phenylaziridinedicarboxylate cleavage nitrite; rearrangement photolysis phenyloxadiazoline; oxadiazoline phenyl rearrangement benzimidazole; benzimidazolecarboxylate.

Reaction of NaNO2 with the aziridine I in the presence of BzOH gave 75% oxadiazoline II, which on photolysis in C6H6 gave 86% benzimidazole III. The formation of II probably involved addition of NaNO2 to PhCH:N+PhCH(CO2Me)2 BzO-, followed by cyclization, and demethoxycarbonylation by a β-lactam path.

Journal of the Chemical Society, Chemical Communications published new progress about Photorearrangement. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Application In Synthesis of 5805-53-8.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kiselyov, Alexander S. published the artcile2-((1H-Azol-1-yl)methyl)-N-arylbenzamides: Novel dual inhibitors of VEGFR-1/2 kinases, COA of Formula: C9H10N2O2, the main research area is azolyl arylbenzamide preparation VEGFR kinase inhibitor SAR.

Novel potent derivatives of (azol-1-yl)methyl-N-arylbenzamides with improved solubility (>3 mM) are described as ATP-competitive inhibitors of vascular endothelial growth factor receptor 2 (VEGFR-2). Many compounds display VEGFR-2 inhibitory activity reaching IC50 < 100 nM in the enzymic assay. The compounds also inhibit the related tyrosine kinase, VEGFR-1, with similar potencies. Several compounds containing bulky lipophilic substituents at the benzamide pharmacophore yielded 10- to 17-fold selectivity for the VEGFR-2 vs. VEGFR-1 kinase. Bioorganic & Medicinal Chemistry Letters published new progress about Molecular modeling. 72721-02-9 belongs to class imidazoles-derivatives, name is 5,6-Dimethoxy-1H-benzo[d]imidazole, and the molecular formula is C9H10N2O2, COA of Formula: C9H10N2O2.

Referemce:
Imidazole – Wikipedia,
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, Category: imidazoles-derivatives, the main research area is schizophrenia phosphodiesterase 10A inhibitor PDE10A pyrazole derivative.

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 Molecular modeling. 82090-52-6 belongs to class imidazoles-derivatives, name is Imidazo[1,2-a]pyridin-2-ylmethanol, and the molecular formula is C8H8N2O, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Gianotti, Massimo published the artcileNovel imidazobenzazepine derivatives as dual H1/5-HT2A antagonists for the treatment of sleep disorders, SDS of cas: 30086-17-0, the main research area is imidazo benzazepine derivative preparation dual H1 5HT2A antagonist structure; sleep disorder imidazo benzazepine derivative.

A novel imidazobenzazepine template (5a) with potent dual H1/5-HT2A antagonist activity was identified. Application of a zwitterionic approach to this poorly selective and poorly developable starting point successfully delivered a class of high quality leads, 3-[4-(3-R1-2-R-5H-imidazo[1,2-b][2]benzazepin-11-yl)-1-piperazinyl]-2,2-dimethylpropanoic acids (e.g., 9, 19, 20, and 21), characterized by potent and balanced H1/5-HT2A receptor antagonist activities and good developability profiles.

Bioorganic & Medicinal Chemistry Letters published new progress about 5-HT2A antagonists. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, SDS of cas: 30086-17-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Oguchi, Minoru published the artcileMolecular Design, Synthesis, and Hypoglycemic Activity of a Series of Thiazolidine-2,4-diones, Recommanded Product: Imidazo[1,2-a]pyridin-2-ylmethanol, the main research area is thiazolidinedione preparation hypoglycemic insulin resistance structure.

A series of imidazopyridine thiazolidine-2,4-diones were designed and synthesized from their corresponding pyridines. These compounds represent conformationally restricted analogs of the novel hypoglycemic compound rosiglitazone. The series was evaluated for its effect on insulin-induced 3T3-L1 adipocyte differentiation in vitro and its hypoglycemic activity in the genetically diabetic KK mouse in vivo. The structure-activity relationships are discussed. On the basis of the in vivo potency, 5-[4-(5-methoxy-3-methyl-3H-imidazo[4,5-b]pyridin-2-ylmethoxy)benzyl]thiazolidine-2,4-dione was selected as the candidate for further studies in a clin. setting.

Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 82090-52-6 belongs to class imidazoles-derivatives, name is Imidazo[1,2-a]pyridin-2-ylmethanol, and the molecular formula is C8H8N2O, Recommanded Product: Imidazo[1,2-a]pyridin-2-ylmethanol.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Khan, Abdul Hakim published the artcileElectronic structure and spectra of indolizine and its aza derivatives, SDS of cas: 274-78-2, the main research area is PPP indolizine azaindolizine diazaindolizine electronic structure.

Indolizine and its aza derivatives were studied theor. using the method of Pariser, Parr and Pople modified by Dewar and Harget. The ground-state properties such as bond length, charge d., reactivity and π-dipole moment and other properties such as ionization potential, electron affinity, half-wave reduction potential and π* ← π spectra were predicted and correlated with the exptl. results where available.

Journal of the Indian Chemical Society published new progress about Atomization enthalpy. 274-78-2 belongs to class imidazoles-derivatives, name is Imidazo[1,2-c]pyrimidine, and the molecular formula is C6H5N3, SDS of cas: 274-78-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Suwinski, Jerzy published the artcileNitroimidazoles. Part V. Chloronitroimidazoles from dinitroimidazoles. A reinvestigation, Application In Synthesis of 18874-52-7, the main research area is chloronitroimidazole; imidazole chloronitro; nitroimidaxole replacement chlorine.

5(4)-Chloro- and 2-chloro-4(5)-nitroimidazole or their N-Me derivatives were prepared by ≥2 independent routes. Contrary to some former reports, only 2-chloro-4-(or 5)-nitroimidazoles were obtained from 2,4(or 5)-dinitroimidazoles. In 4,5-dinitroimidazoles only a nitro group in the 5 position was replaced by a chlorine atom.

Polish Journal of Chemistry published new progress about Substitution reaction. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Application In Synthesis of 18874-52-7.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem