M.W=200-250 Archives - Page 4 of 8 - Imidazoles-derivatives

Zhang, Jian-gong’s team published research in Nongyao in 53 | CAS: 120118-14-1

Nongyao published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C12H25Br, COA of Formula: C11H8ClN3.

Zhang, Jian-gong published the artcileOptimization of synthesis process for cyazofamid by response surface methodology, COA of Formula: C11H8ClN3, the publication is Nongyao (2014), 53(5), 325-327, database is CAplus.

Fungicide cyazofamid was synthesized with 4-chloro-2-cyano-5-(4′-Me phenyl) imidazole and N,N-dimethylsulfamoyl chloride as the raw materials to optimize the process. The effects of raw material ration time, reaction temperature on the reaction yield were researched. The reaction conditions were optimized by using the response surface method (RSM). The optimal technol. condition was obtained. The results showed that the highest yield could reach 65.2% when the raw material ratio was 1.13:1, reaction time was 4.6 h, and reaction temperature was 75 degree C. This study provided the optimization condition of synthesis process for cyazofamid in industry.

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

Chang, Andrew T.’s team published research in Biochemistry in 59 | CAS: 332026-86-5

Biochemistry published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C9H7N5O, Application of 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine.

Chang, Andrew T. published the artcile2-Amino-1,3-benzothiazole-6-carboxamide Preferentially Binds the Tandem Mismatch Motif r(UY:GA), Application of 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, the publication is Biochemistry (2020), 59(35), 3225-3234, database is CAplus and MEDLINE.

RNA helixes are often punctuated with non-Watson-Crick features that may be targeted by chem. compounds, but progress toward identifying such compounds has been slow. We embedded a tandem UU:GA mismatch motif (5â?UG-3â?5â?AU-3â? within an RNA hairpin stem to identify compounds that bind the motif specifically. The three-dimensional structure of the RNA hairpin and its interaction with a small mol. identified through virtual screening are presented. The G-A mismatch forms a sheared pair upon which the U-U base pair stacks. The hydrogen bond configuration of the U-U pair involves O2 of the U adjacent to the G and O4 of the U adjacent to the A. The G-A and U-U pairs are flanked by A-U and G-C base pairs, resp., and the stability of the mismatch is greater than when the motif is within the context of other flanking base pairs or when the 5â?3â?orientation of the G-A and U-U pairs is swapped. Residual dipolar coupling constants were used to generate an ensemble of structures against which a virtual screen of 64480 small mols. was performed. The tandem mismatch was found to be specific for one compound, 2-amino-1,3-benzothiazole-6-carboxamide, which binds with moderate affinity but extends the motif to include the flanking A-U and G-C base pairs. The finding that the affinity for the UU:GA mismatch is dependent on flanking sequence emphasizes the importance of the motif context and potentially increases the number of small noncanonical features within RNA that can be specifically targeted by small mols.

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

Stepanov, Andrei I.’s team published research in European Journal of Medicinal Chemistry in 94 | CAS: 332026-86-5

European Journal of Medicinal Chemistry published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C19H21N3O3S, Synthetic Route of 332026-86-5.

Stepanov, Andrei I. published the artcileA facile synthesis and microtubule-destabilizing properties of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines, Synthetic Route of 332026-86-5, the publication is European Journal of Medicinal Chemistry (2015), 237-251, database is CAplus and MEDLINE.

A series of 4-(1H-benzo[d]imidazol-2-yl)furazan-3-amines (BIFAs) were prepared in good yields (60-90% for each reaction step) via a novel procedure from aminofurazanyl hydroximoyl chlorides (I) and o-diaminobenzenes. The synthetic sequence was run under mild reaction conditions, it was robust and did not require extensive purification of intermediates or final products. Furthermore, there was no need for protection of reactive moieties allowing for the parallel synthesis of diverse BIFA derivatives Subsequent biol. evaluation of the resulting compounds revealed their anti-proliferative effects in the sea urchin embryo model and in cultured human cancer cell lines. The most active compounds showed 0.2-2 μM activities in both assay systems. The unsubstituted benzene ring of the benzimidazole template as well as the unsubstituted amino group in the furazan ring were essential prerequisites for the antimitotic activity of BIFAs. Compound II bearing the 2-chlorophenyl acetamide substituent at the nitrogen atom of the imidazole ring was the most active mol. in the examined set.

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

Hagedorn, Alfred A. III’s team published research in Journal of Medicinal Chemistry in 1987 | CAS: 94084-75-0

Journal of Medicinal Chemistry published new progress about Heart. 94084-75-0 belongs to class imidazoles-derivatives, name is 4-((1H-Imidazol-1-yl)methyl)benzoic acid, and the molecular formula is C11H10N2O2, Application of 4-((1H-Imidazol-1-yl)methyl)benzoic acid.

Hagedorn, Alfred A. III published the artcileCardiotonic agents. 2. (Imidazolyl)aroylimidazolones, highly potent and selective positive inotropic agents, Application of 4-((1H-Imidazol-1-yl)methyl)benzoic acid, the main research area is imidazolylaroylimidazolone preparation inotropic activity; cardiac phosphodiesterase inhibition imidazolylbenzoylimidazolone; mol structure inotropic activity.

Twenty-two alkyldihydro[(imidazolyl)benzoyl]imidazolones (e.g., I; R = Me, R1 = H) was synthesized and evaluated in vitro for pos. inotropic and cAMP phosphodiesterase inhibitory activity. Thus, the imidazolone II was heated at 140° in molten imidazole to give 61% I (R = Me, R1 = H). A wide range of inotropic and enzyme-inhibitory potencies was observed, substitution on the imidazolyl moiety being the major determinant of activity. I (R = Et, R1 = H) exhibited the highest potency in vitro. Incorporation of a Me group at the imidazolyl 2-position gave I (R = Et, R1 = Me), which was less potent but remarkably selective in vivo for pos. inotropic effects over heart rate and hypotensive effects.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Albright, J. Donald’s team published research in Journal of Heterocyclic Chemistry in 1986-06-30 | CAS: 18874-52-7

Journal of Heterocyclic Chemistry published new progress about nitroimidazole; aroylaminoimidazole; aminoimidazole aroyl; imidazole aroyl amino nitro. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Related Products of imidazoles-derivatives.

Albright, J. Donald published the artcileSynthesis of 4-aroyl-5-nitro-1H-imidazoles and 4-aroyl-5-aminoimidazoles, Related Products of imidazoles-derivatives, the main research area is nitroimidazole; aroylaminoimidazole; aminoimidazole aroyl; imidazole aroyl amino nitro.

The reaction of α-(aryl)-4-morpholineacetonitriles (masked aroyl anion equivalent) with N-protected 4(5)-bromo-5(4)-nitro-1H-imidazoles gave 4-aroyl-5-nitroimidazoles, which were reduced to afford 4-aroyl-5-aminoimidazoles. Thus, imidazole I (R = Bz) was prepared from I (R = Br) and nitrile II.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kochergin, P. M.’s team published research in Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 1999-04-30 | CAS: 18874-52-7

Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) published new progress about nitrohydroxyalkylaminoimidazole preparation reaction; imidazole nitro hydroxyalkylamino preparation reaction; hydroxyalkylaminoimidazole nitro preparation 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.

Kochergin, P. M. published the artcileInvestigations in the imidazole series 97. Synthesis and some transformations of 5-nitro-5-hydroxyalkylamino- and 4-hydroxyalkylamino-5-nitroimidazoles, Application In Synthesis of 18874-52-7, the main research area is nitrohydroxyalkylaminoimidazole preparation reaction; imidazole nitro hydroxyalkylamino preparation reaction; hydroxyalkylaminoimidazole nitro preparation reaction.

A series of 1-alkyl(1,2-dialkyl)-substituted 4-nitro-5-hydroxyalkylamino- and 4-hydroxyalkylamino-5-nitroimidazoles were obtained by the reaction of 1-alkyl(1,2-dialkyl)-substituted 4-nitro-5-chloro(bromo)imidazoles with amino alcs. Their reactions with thionyl chloride and carboxylic acid halides and their catalytic hydrogenation were studied.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kochergin, P. M.’s team published research in Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2000-08-31 | CAS: 18874-52-7

Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) published new progress about methylnitroimidazolylthiopurine preparation; purine methylnitroimidazolylthio preparation; imidazolylthiopurine methylnitro preparation. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Recommanded Product: 5-Bromo-2-methyl-4-nitroimidazole.

Kochergin, P. M. published the artcileSynthesis of 7-methyl-6-(nitroimidazolyl)thiopurines, Recommanded Product: 5-Bromo-2-methyl-4-nitroimidazole, the main research area is methylnitroimidazolylthiopurine preparation; purine methylnitroimidazolylthio preparation; imidazolylthiopurine methylnitro preparation.

We have studied the reactions of 7-methyl-6-thiopurine with 5(4)-halo-4(5)-nitroimidazoles and 6-chloro-7-methylpurine with sodium and ammonium salts of 5-mercapto-4-nitroimidazoles. We have obtained a series of 7-methyl-6-(nitroimidazolyl)thiopurines not previously described in the literature.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Morita, Kunihiko’s team published research in Journal of Pharmacobio-Dynamics in 1990-06-30 | CAS: 94084-75-0

Journal of Pharmacobio-Dynamics published new progress about Microsome. 94084-75-0 belongs to class imidazoles-derivatives, name is 4-((1H-Imidazol-1-yl)methyl)benzoic acid, and the molecular formula is C11H10N2O2, Recommanded Product: 4-((1H-Imidazol-1-yl)methyl)benzoic acid.

Morita, Kunihiko published the artcileInhibition of testosterone biosynthesis in testicular microsomes by various imidazole drugs. Comparative study with ketoconazole, Recommanded Product: 4-((1H-Imidazol-1-yl)methyl)benzoic acid, the main research area is testosterone formation testis microsome imidazole.

Ketoconazole (KCZ), an imidazole-containing antimycotic, has been demonstrated to inhibit testosterone biosynthesis in man. In this study, the inhibitory activities of various imidazole drugs such as miconazole (MCZ), cimetidine (CIM), ozagrel (OZA) and its metabolites (M-1 and M-2) on the pathway of testosterone biosynthesis in testicular microsomes were compared with that of KCZ in vitro. Addnl., the changes in serum testosterone level in the patients by the treatments with MCZ were followed. KCZ inhibited 17α-hydroxylase and C17,20-lyase activities in a dose-dependent manner, while it did not affect 17β-hydroxysteroid dehydrogenase activity. Although the patterns of the inhibitory actions and the interaction of either imidazole drugs with cyclochrome P 450 as 17α-hydroxylase and C17,20-lyase were similar to those of KCZ, the inhibitory potencies and affinities for the cytochrome P 450 system decreased in the order of KCZ > MCZ > OZA > M-2 > M-1 > CIM. At the end of the i.v. injection of 200 mg MCZ to the patients, the serum testosterone levels decreased by about 16% of the original level and then returned to the original level 5 h after the end of injection. These results indicate that either imidazole drugs tested could inhibit a cytochrome P 450 enzyme C17,20-lyase mainly in testicular microsomes, and suggest that MCZ, a potent inhibitor subsequent to KCZ, induces a slight alteration in the testosterone biosynthesis in its clin. use.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ogiso, Taro’s team published research in Journal of Pharmaceutical Sciences in 1997-10-31 | CAS: 94084-75-0

Journal of Pharmaceutical Sciences published new progress about Intestine. 94084-75-0 belongs to class imidazoles-derivatives, name is 4-((1H-Imidazol-1-yl)methyl)benzoic acid, and the molecular formula is C11H10N2O2, Application In Synthesis of 94084-75-0.

Ogiso, Taro published the artcilePharmacokinetics of ozagrel and its metabolites after intravenous and oral administrations, Application In Synthesis of 94084-75-0, the main research area is ozagrel metabolism pharmacokinetics liver intestine.

The pharmacokinetics of ozagrel, a selective thromboxane A2 synthetase inhibitor, and its metabolites M1 [p-(1H-imidazol-1-ylmethyl)benzoic acid] and M2 [3-[p-(1H-imidazol-1-ylmethyl)phenyl]-2-propionic acid] were investigated in rats. The plasma concentration-time profile of ozagrel was biexponential, with a rapid terminal decay (t1/2b = 0.173 and 0.160 h after doses of 15 and 45 mg/kg, resp.). Metabolites M1 and M2 appeared in plasma immediately after i.v. administration of the parent drug. Similar patterns of metabolites were observed in plasma after oral administration, although concentrations of M2 were higher than those of M1, indicating the metabolic conversion of ozagrel to M2 and M1. However, a saturable 1st-pass clearance was seen after a high oral dose (60 mg/kg) of ozagrel. When M2 was administered i.v., M1 appeared in the circulation at appreciable levels, providing evidence of metabolic conversion of M2 to M1 in the systemic circulation. Ozagrel was partly metabolized to M2 and M1 in rat intestinal mucosa, although the main metabolic site might be in the liver. The results indicate that the metabolic pathway of ozagrel in rats is the conversion of the parent drug to M2 and M1 and the conversion of M2 to M1.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Fichert, Thomas’s team published research in Bioorganic & Medicinal Chemistry Letters in 2003-02-24 | CAS: 94084-75-0

Bioorganic & Medicinal Chemistry Letters published new progress about Diffusion. 94084-75-0 belongs to class imidazoles-derivatives, name is 4-((1H-Imidazol-1-yl)methyl)benzoic acid, and the molecular formula is C11H10N2O2, Application In Synthesis of 94084-75-0.

Fichert, Thomas published the artcileA structure-Permeability study of small drug-like molecules, Application In Synthesis of 94084-75-0, the main research area is tetrazole permeability MSPR.

A systematic structure-permeability relationship study on a set of small drug-like mols. with log D values in the range -2.5 to 3 and carrying a diverse array of functionality reveals that the compounds with log D>0 and <3 are highly permeable. Surprisingly, several tetrazole derivatives were found to be substrates for efflux pump(s). Bioorganic & Medicinal Chemistry Letters published new progress about Diffusion. 94084-75-0 belongs to class imidazoles-derivatives, name is 4-((1H-Imidazol-1-yl)methyl)benzoic acid, and the molecular formula is C11H10N2O2, Application In Synthesis of 94084-75-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem