Tag: 100-200

Shen, Hui; Ge, Yiran; Wang, Junwei; Li, Hui; Xu, Yungen; Zhu, Qihua published their research in Bioorganic & Medicinal Chemistry Letters in 2021. The article was titled 《Design, synthesis and biological evaluation of novel molecules as potent PARP-1 inhibitors》.Recommanded Product: 2-Chloro-1H-benzo[d]imidazole The article contains the following contents:

Two series of novel compounds with pthalazin-1(2H)-one moiety such as I [X = N, CH; Y = C(O), CH2; Z = N, CH; R = H, OMe, OEt; R1 = H, C(O)NH2] and 4-(4-fluoro-3-(1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazine-2-carbonyl)benzyl)phthalazin-1(2H)-one II [R = H, 7-Me, 7-F, 7-Cl] with inhibition activity against PARP-1 were designed and synthesized. All target compounds I and II were evaluated for their PARP-1 inhibition activity and compounds with high PARP-1 inhibition activity were selected to assess for cellular assays in vitro. Among the synthesized compounds compound II [R = 7-F] displayed impressive results in both PARP-1 enzyme inhibition with IC50 value of 0.51 nM and anti-proliferation activity against HCT116 and HCC1937 cell lines with IC50 values of 6.62 nM and 12.65 nM, resp. Also, compound II [R = 7-F] exhibited good metabolic stability in vitro with t1/2 of 173.25 min and CLint of 0.04 mL/min/mg.. Prediction of mol. properties and protein docking were applied to structure design. Prediction of mol. properties and protein docking of compound II [R = 7-F] were applied to structure design. This study provided potential lead compounds and designed the directions for the development of PARP-1 inhibitors. After reading the article, we found that the author used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Recommanded Product: 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.Recommanded Product: 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Colloids and Surfaces, B: Biointerfaces included an article by Tan, Yulong; Leonhard, Matthias; Moser, Doris; Ma, Su; Schneider-Stickler, Berit. Recommanded Product: 934-32-7. The article was titled 《Antibiofilm efficacy of curcumin in combination with 2-aminobenzimidazole against single- and mixed-species biofilms of Candida albicans and Staphylococcus aureus》. The information in the text is summarized as follows:

Mixed fungal and bacterial biofilm associated infections of implants have been a huge challenge in health care because of the increased resistance to antimicrobials and the critical biol. differences between fungi and bacteria. In this study, we evaluated the 2-aminobenzimidazole (2ABI) and curcumin (CUR) alone to inhibit planktonic cell growth, adhesion as well as single and mixed species biofilms of Candida albicans and Staphylococcus aureus on silicone. The combined effects between 2ABI and CUR on mixed species biofilm formation and pre-formed biofilm were assessed. Our work showed that 2ABI or CUR alone was effective as a sole agent, inhibiting planktonic growth, adhesion and the biofilm formation of bacteria and fungi on the silicone surface. The combination of 2ABI and CUR exhibited the enhanced effect on mixed biofilm compared to mono-drug therapy. The biofilm architecture was investigated by SEM (SEM) and the distinction of living/dead organisms within biofilm was examined by confocal laser scanning microscopy (CLSM). The combination activity was most potent on mixed biofilm. These results suggest the potential applicability of 2ABI and CUR to treatment of biofilm related device infections. The results came from multiple reactions, including the reaction of 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7Recommanded Product: 934-32-7)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.Recommanded Product: 934-32-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2017,Jiang, Kun-Ming; Zhang, Jian-Qiang; Jin, Yi; Lin, Jun published 《1,3-Dipolar Cycloaddition of Imidazole Derivatives with Nitrile Oxide: Synthesis of Imidazo[1,2,4]oxadiazole Derivatives》.Asian Journal of Organic Chemistry published the findings.Name: 2-Chloro-1H-benzo[d]imidazole The information in the text is summarized as follows:

A concise and efficient synthesis of imidazo[1,2,4]oxadiazole derivatives I [R1 = Ph, 4-FC6H4, 4-MeOC6H4, etc.; R2 = H, 6,7-di-Me] that proceeded through the [3+2] cycloaddition of 2-chloro-1H-benzo[d]imidazole with nitrile oxides was developed. This strategy conveniently constructed tricyclic imidazole heterocyclic derivatives that contained a broad range of functional groups. Compound I [R1 = 4-ClC6H4; R2 = 6,7-di-Me] showed excellent cytotoxic activity against the KYSE410 cell line (IC50 = 0.26 μM). The compounds I were promising candidates for drug discovery. In the experimental materials used by the author, we found 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Name: 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.Name: 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2017,Gund, Dnyandev Radhu; Tripathi, Alok Pramod; Vaidya, Sanjay Dashrath published 《Synthesis and antimicrobial activity of some novel N-substituted benzimidazoles》.European Journal of Chemistry published the findings.Name: 2-Chloro-1H-benzo[d]imidazole The information in the text is summarized as follows:

Synthesis of a series of new substituted benzimidazole derivatives by the condensation of o-phenylenediamine with urea to give 1,3-dihydro-benzimidazol-2-one which reacted with phosphoryl chloride to give 2-chloro-1H-benzimidazole is reported. The product was then alkylated at the benzimidazole NH with different electrophilic reagents leading to functionalized derivatives Structures of the newly synthesized products have been deduced on the basis of spectral and anal. data. The synthesized compounds were screened for their antimicrobial activity. This exhibited some promising results towards testing organism in-vitro. The results came from multiple reactions, including the reaction of 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Name: 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.Name: 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2009,Guillemont, Jerome; Benjahad, Abdellah; Oumouch, Said; Decrane, Laurence; Palandjian, Patrice; Vernier, Daniel; Queguiner, Laurence; Andries, Koen; de Bethune, Marie-Pierre; Hertogs, Kurt; Grierson, David S.; Nguyen, Chi Hung published 《Synthesis and Biological Evaluation of C-5 Methyl Substituted 4-Arylthio and 4-Aryloxy-3-Iodopyridin-2(1H)-one Type Anti-HIV Agents》.Journal of Medicinal Chemistry published the findings.HPLC of Formula: 16681-56-4 The information in the text is summarized as follows:

A series of C-5 Me substituted 4-arylthio- and 4-aryloxy-3-iodopyridin-2(1H)-ones, e.g. I (X = O, S; R = SCH2CONHMe, 2-tetrazolyl, 1-imidazolyl, etc.), has been synthesized as new pyridinone analogs for their evaluation as anti-HIV inhibitors. The optimization at the 5-position was developed through an efficient use of the key intermediates 5-ethoxycarbonyl- and 5-cyano-pyridin-2(1H)-ones. Biol. studies revealed that several compounds show potent HIV-1 reverse transcriptase inhibitory properties, for example, I [X = S; R = 1-tetrazolyl, 2-tetrazolyl] are active at 0.6-50 nM against wild type HIV-1 and a panel of major simple/double HIV mutant strains. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-1H-imidazole(cas: 16681-56-4HPLC of Formula: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. HPLC of Formula: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Non-C2-Symmetric Chiral-at-Ruthenium Catalyst for Highly Efficient Enantioselective Intramolecular C(sp3)-H Amidation》 were Zhou, Zijun; Chen, Shuming; Hong, Yubiao; Winterling, Erik; Tan, Yuqi; Hemming, Marcel; Harms, Klaus; Houk, K. N.; Meggers, Eric. And the article was published in Journal of the American Chemical Society in 2019. Reference of Di(1H-imidazol-1-yl)methanone The author mentioned the following in the article:

A new class of chiral ruthenium catalysts is introduced in which ruthenium is cyclometalated by two 7-methyl-1,7-phenanthrolinium heterocycles, resulting in chelating pyridylidene remote N-heterocyclic carbene ligands (rNHCs). The overall chirality results from a stereogenic metal center featuring either a Λ or Δ absolute configuration. This work features the importance of the relative metal-centered stereochem. Only the non-C2-sym. chiral-at-ruthenium complexes display unprecedented catalytic activity for the intramol. C(sp3)-H amidation of 1,4,2-dioxazol-5-ones to provide chiral γ-lactams with up to 99:1 er and catalyst loadings down to 0.005 mol % (up to 11 200 TON), while the C2-sym. diastereomer favors an undesired Curtius-type rearrangement. DFT calculations elucidate the origins of the superior C-H amidation reactivity displayed by the non-C2-sym. catalysts compared to related C2-sym. counterparts. The results came from multiple reactions, including the reaction of Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Reference of Di(1H-imidazol-1-yl)methanone)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications and polypeptides. It also used to make β-keto sulfones and sulfoxides, lead sequestering agents, and β-enamino acid derivatives.Reference of Di(1H-imidazol-1-yl)methanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2012,Yang, Bin; Hird, Alexander W.; Russell, Daniel John; Fauber, Benjamin P.; Dakin, Les A.; Zheng, Xiaolan; Su, Qibin; Godin, Robert; Brassil, Patrick; Devereaux, Erik; Janetka, James W. published 《Discovery of novel hedgehog antagonists from cell-based screening: Isosteric modification of p38 bisamides as potent inhibitors of SMO》.Bioorganic & Medicinal Chemistry Letters published the findings.Computed Properties of C3H3BrN2 The information in the text is summarized as follows:

Cell-based subset screening of compounds using a Gli transcription factor reporter cell assay and shh stimulated cell differentiation assay identified a series of bisamide compounds as hedgehog pathway inhibitors with good potency. Using a ligand-based optimization strategy, heteroaryl groups were utilized as conformationally restricted amide isosteres replacing one of the amides which significantly increased their potency against SMO and the hedgehog pathway while decreasing activity against p38α kinase. We report herein the identification of advanced lead compounds such as imidazole 11c and 11f encompassing good p38α selectivity, low nanomolar potency in both cell assays, excellent physiochem. properties and in vivo pharmacokinetics. The results came from multiple reactions, including the reaction of 2-Bromo-1H-imidazole(cas: 16681-56-4Computed Properties of C3H3BrN2)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Computed Properties of C3H3BrN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Cationic heteroaromatic carbamates as acetylcholinesterase inhibitors. Synthesis and inhibitory activity of 5-, 6-, 7- and 8-carbamoyloxy derivatives of 2-substituted imidazo[1,2-a]pyridinium salts》 were Sundberg, Richard J.; Van Nguyen, Phuoc; Jiang, Songchun. And the article was published in Medicinal Chemistry Research in 1997. Formula: C8H8N2O The author mentioned the following in the article:

A series of 1-Me 5-, 6-, 7-, and 8-N,N-dimethylcarbamoyloxy derivatives of imidazo[1,2-a]pyridinium salts with varying 2-substituents (H, Me, Me2CH, Ph) was prepared The inhibitory activity against acetylcholinesterase (AChE) was determined The 5- and 8-substituted compounds are active as AChE inhibitors in the submicromolar range and show significant acute toxicity. The AChE inhibitory activity decreased in the order 5>8>7>6 as the position of substitution. Some of the compounds were also evaluated for protective effects against soman in mice. Several of the compounds have modest protective effects against 2LD50 soman. In the part of experimental materials, we found many familiar compounds, such as 2-Methylimidazo[1,2-a]pyridin-8-ol(cas: 79707-11-2Formula: C8H8N2O)

2-Methylimidazo[1,2-a]pyridin-8-ol(cas: 79707-11-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Formula: C8H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Antiulcer agents. 1. Gastric antisecretory and cytoprotective properties of substituted imidazo[1,2-a]pyridines》 were Kaminski, James J.; Bristol, James A.; Puchalski, Chester; Lovey, Raymond G.; Elliott, Arthur J.; Guzik, Henry; Solomon, Daniel M.; Conn, David J.; Domalski, Martin S.. And the article was published in Journal of Medicinal Chemistry in 1985. Computed Properties of C8H8N2O The author mentioned the following in the article:

The title compounds (I; R = H, OH, CHO, PhO, (un)substituted benzyloxy, PhCH2NH, etc.; R1 = H, or PhCH2CH2; R2 = H, Me, Et, CHMe2; R3 = H, Me, CO2H, CO2Et, CN, CH2CN, etc.), prepared in general by condensation of substituted 2-aminopyridines with α-halocarbonyls, were evaluated for gastric antisecretory activity in the pylorus-ligated rat and inhibition of histamine-stimulated gastric secretion in the adult dog and gastric cytoprotective activity in the rat. In the pylorus-ligated rat, I were given at 40 mg/kg i.p., at time of ligation and reduction in acid output was measured after 4 h, and in the dog I was 1st administered i.v. 0.1-5 mg/kg and reduction in the acid output relative to nondrug-treated control value in the same animal was measured. For gastric cytoprotective activity I was given orally 1-30 mg/kg 30 min before oral administration of absolute EtOH, and the effect against EtOH-induced lesions was determined after 1 h. The results show that I are not histamine (H2) receptor antagonists nor are they prostaglandin analogs, yet they exhibit both gastric antisecretory and cytoprotective properties. The mechanism of gastric antisecretory activity may involve inhibition of H+/K+-ATPase. 3-(Cyanomethyl)-2-methyl-8-(phenylmethoxy)imidazo[1,2-a]pyridine (I); R = PhCH2O, R1 = H, R2 = Me, R3 = CH2CN)(SCH 28080) [76081-98-6] was selected for clin. evaluation. Structure-activity relations are discussed. The results came from multiple reactions, including the reaction of 2-Methylimidazo[1,2-a]pyridin-8-ol(cas: 79707-11-2Computed Properties of C8H8N2O)

2-Methylimidazo[1,2-a]pyridin-8-ol(cas: 79707-11-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Computed Properties of C8H8N2O In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Shelton, Kerri L.; DeBord, Michael A.; Wagers, Patrick O.; Southerland, Marie R.; Williams, Travis M.; Robishaw, Nikki K.; Shriver, Leah P.; Tessier, Claire A.; Panzner, Matthew J.; Youngs, Wiley J. published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《Synthesis, anti-proliferative activity, SAR study, and preliminary in vivo toxicity study of substituted N,N’-bis(arylmethyl)benzimidazolium salts against a panel of non-small cell lung cancer cell lines》.Safety of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol The author mentioned the following in the article:

A series of N,N’-bis(arylmethyl)benzimidazolium salts have been synthesized and evaluated for their in vitro anticancer activity against select nonsmall cell lung cancer cell lines to create a structure activity relationship profile. The results indicate that hydrophobic substituents on the salts increase the overall antiproliferative activity. The data confirms that naphthylmethyl substituents at the nitrogen atoms (N1(N3)) and highly lipophilic substituents at the carbon atoms (C2 and C5(C6)) can generate benzimidazolium salts with antiproliferative activity that is comparable to that of cisplatin. The National Cancer Institute’s Developmental Therapeutics Program tested a number of synthesized compounds in their 60 human tumor cell line screen. Results were supportive of data observed in the laboratory Compounds with hydrophobic substituents have higher anticancer activity than compounds with hydrophilic substituents. The experimental part of the paper was very detailed, including the reaction process of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Safety of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol)

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Safety of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem