Tag: M.W=200-250

Dong, Yan published the artcileExploration of the linkage elements of porcupine antagonists led to potent Wnt signaling pathway inhibitors, Category: piperazines, the publication is Bioorganic & Medicinal Chemistry (2015), 23(21), 6855-6868, database is CAplus and MEDLINE.

The Wnt signaling pathway is a pivotal developmental pathway. It operates through control of cellular functions such as proliferation, differentiation, migration and polarity. Aberrant Wnt signaling has been implicated in the formation and metastasis of tumors. Porcupine is a component of the Wnt signaling pathway. It is a member of the membrane-bound O-acyltransferase family of proteins. Porcupine catalyzes the palmitoylation of Wnt proteins, a process which is essential to their secretion and activity. Here we report a novel series of compounds obtained by a scaffold hybridization strategy from two known porcupine inhibitor classes. The leading compound 62 demonstrated subnanomolar (IC₅₀ 0.11 nM) inhibition of Wnt signaling in a paracrine cellular reporter gene assay. Compound 62 also potently inhibited Wnt secretion into culture medium, an indication of direct inhibition of the porcupine protein. Furthermore, compound 62 showed excellent chem., plasma and liver microsomal stabilities. Collectively, these results strongly support further optimization of this novel scaffold to develop better Wnt pathway inhibitors.

Bioorganic & Medicinal Chemistry published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C12H16N2O2, Category: piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Nirantar, Saurabh R. published the artcileRapid screening of protein-protein interaction inhibitors using the protease exclusion assay, Formula: C12H16N2O2, the publication is Biosensors & Bioelectronics (2014), 250-257, database is CAplus and MEDLINE.

We have previously developed a sensitive and modular homogenous biosensor system using peptides to detect target ligands. By transposing the basic mechanistic principle of the nuclease protection assay into this biosensor framework, we have developed the protease exclusion (PE) assay which can discern antagonists of protein-protein interactions in a rapid, single-step format. We demonstrate the concept with multiple protein-peptide pairs and validate the method by successfully screening a small mol. library for compounds capable of inhibiting the therapeutically relevant p53-Mdm2 interaction. The Protease Exclusion method adds to the compendium of assays available for rapid analyte detection and is particularly suited for drug screening applications.

Biosensors & Bioelectronics published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C12H16N2O2, Formula: C12H16N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

He, Qiu Qin published the artcileDesign, synthesis of novel antifungal triazole derivatives with high activities against Aspergillus fumigatus, Category: piperazines, the publication is Chinese Chemical Letters (2007), 18(4), 421-423, database is CAplus.

Based on the active site of Aspergillus fumigatus lanosterol 14α-demethylase (AF-CYP51), novel triazole compounds I (R = aryl) were designed. Their chem. synthesis and the antifungal activities were reported. The results showed that all the target compounds exhibited excellent activities with broad spectrum, in which I (R = 4-FC₆H₄, 4-H₂NCOC₆H₄, pyridin-4-yl) showed comparable activities against A. fumigatus to the control drug Itraconazole.

Chinese Chemical Letters published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C12H16N2O2, Category: piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

He, Qiuqin published the artcileSynthesis and antifungal activity of 1-(1H-1,2,4-triazol-1-yl)-2-(3,3-dimethyl)-3-[(4-substituted)-1-piperazinyl]-2-propanol derivatives, Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, the publication is Zhongguo Yaowu Huaxue Zazhi (2005), 15(5), 262-265, database is CAplus.

Antifungal activity of triazole derivatives bearing a side chain containing tert-Bu and 4-[4-(alkoxy)phenyl]-1-piperazine was studied and their antifungal activities were compared with that of fluconazole and itraconazole. According to the structure of fluconazole, ten target compounds were designed and synthesized. The target compounds thus prepared included α-(1,1-dimethylethyl)-4-[4-(pyridinylmethoxy)phenyl]-α-[(1H-1,2,4-triazolyl)methyl]-1-piperazineethanol isomers, α-(1,1-dimethylethyl)-4-[4-[(2-methylphenyl)methoxy]phenyl]-α-[(1H-1,2,4-triazolyl)methyl]-1-piperazineethanol, α-(1,1-dimethylethyl)-4-(4-ethoxyphenyl)-α-[(1H-1,2,4-triazolyl)methyl]-1-piperazineethanol, etc. The MIC₈₀ of all the target compounds were determined by the method recommended by the national committee for clin. laboratory standards (NCCLS) using the RPMI-1640 test medium. All the target compounds were firstly reported. The results of the preliminary antifungal test showed that all the target compounds had potent antifungal activities to a certain extent. The activities of four target compounds were 4 times as high as that of fluconazole and equal to that of itraconazole against Candida albicans in vitro. More hydrophobic groups can be introduced to design triazole compounds and stereochem. have important influence on the antifungal activities of the target compounds

Zhongguo Yaowu Huaxue Zazhi published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C12H16N2O2, Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

He, Qiuqin published the artcileSynthesis and antifungal activities of 1-(1H-1,2,4-triazol-1-yl)-2-(tert-butyl)-3-(O-substituted)-2-propanol derivatives, Application In Synthesis of 67914-60-7, the publication is Zhongguo Yaowu Huaxue Zazhi (2007), 17(4), 204-208, database is CAplus.

A method for the synthesis of the title compounds [i.e., α-(1,1-dimethylethyl)-α-[[4-(1-piperazinyl)phenoxy]methyl]-1H-1,2,4-Triazole-1-ethanol derivatives] is reported here. The antifungal activity of triazole derivatives bearing a tert-Bu group was studied and their antifungal activity was compared with those of the control drugs (fluconazole and itraconazole). Twelve target compounds were designed by the replacement of a 2,4-difluorophenyl group with a tert-Bu group. The target compounds were determined by NMR, IR. The MICs₈₀ of these title compounds were determined by a method recommended by the National Committee for Clin. Laboratory Standards (NCCLS) using an RPMI 1640 test medium. The results of the preliminary antifungal test showed that all the target compounds exhibited potent antifungal activity. Other hydrophobic moieties besides a 2,4-difluorophenyl group can be introduced to design triazole compounds

Zhongguo Yaowu Huaxue Zazhi published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C12H16N2O2, Application In Synthesis of 67914-60-7.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Amani, Amene published the artcileElectrochemical oxidation of 4-(piperazin-1-yl)phenols in the presence of indole derivatives: The unique regioselectivity in the synthesis of highly conjugated bisindolyl-p-quinone derivatives, Recommanded Product: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, the publication is Journal of Electroanalytical Chemistry (2012), 36-41, database is CAplus.

The electrochem. oxidation of 4-(piperazin-1-yl)phenols were studied in the presence of indole derivatives as nucleophiles in H₂O/MeCN mixture by cyclic voltammetry and controlled-potential coulometry. The reaction mechanism is believed to be oxidation of 4-(piperazin-1-yl)phenols, Michael addition reaction, oxidation of the formed adduct, another Michael addition reaction, oxidation of new adduct and hydrolysis (ECECEC). Bisindolyl-p-quinones were synthesized through the regioselective addition of indoles to electrochem. generated quinone imines in good yields at C electrode in a divided cell.

Journal of Electroanalytical Chemistry published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C12H16N2O2, Recommanded Product: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Lee, Chi-Hoon published the artcileAcaricidal properties of piperazine and its derivatives against house-dust and stored-food mites, Synthetic Route of 87179-40-6, the publication is Pest Management Science (2009), 65(6), 704-710, database is CAplus and MEDLINE.

Piperazine derivatives possess pharmacol. properties, yet the acaricidal activity of these compounds has not been investigated. This study was conducted to evaluate the color alteration and acaricidal activity of piperazine derivatives against Dermatophagoides spp. and Tyrophagus putrescentiae using filter paper and fumigant methods. In a fumigant bioassay, 1-phenylpiperazine (7.83 μg/cm²) against D. farinae was found to be 4.7-fold more toxic than DEET (36.84 μg/cm²), followed by benzyl benzoate (9.72 μg/cm²), piperazine (11.41 μg/cm²), 1-ethoxycarbonylpiperazine (20.14 μg/cm²), and 1-(2-methoxyphenyl)piperazine (22.14 μg/cm²). In a filter paper bioassay, 1-(2-methoxyphenyl)piperazine (3.65 μg/cm²) was 5.7-fold more toxic than DEET (20.64 μg/cm²), followed by 1-ethoxycarbonylpiperazine (4.02 μg/cm²), 1-phenylpiperazine (4.75 μg/cm²), benzyl benzoate (7.83 μg/cm²), and piperazine (10.59 μg/cm²). Similar results have been exhibited with piperazine derivatives against D. pteronyssinus. However, no activity against T. putrescentiae was observed for piperazine derivatives, except for piperazine. These results indicate that piperazine derivatives may be suitable as vapor-phase acaricide fumigants owing to their high volatility, acaricidal activity and safety. 1-Phenylpiperazine was found to be an excellent mite indicator based on the color change it induced. Taken together, these findings indicate that piperazine derivatives may be used to replace existing problematical acaricides owing to their activity and ability to act as a mite indicator.

Pest Management Science published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Synthetic Route of 87179-40-6.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Wang, Zhangqian published the artcileContact and fumigant toxicity of cinnamaldehyde and cinnamic acid and related compounds to Dermatophagoides farinae and Dermatophagoides pteronyssinus (Acari: Pyroglyphidae), Synthetic Route of 87179-40-6, the publication is Journal of Medical Entomology (2011), 48(2), 366-371, database is CAplus and MEDLINE.

Toxicities of (E)-cinnamaldehyde and (E)-cinnamic acid and their 41 structurally related compounds to adult Dermatophagoides farinae Hughes and Dermatophagoides pteronyssinus Trouessart (Acari: Pyroglyphidae) were examined using fabric-circle contact plus fumigant and vapor-phase mortality bioassays. Results were compared with those of two acaricides, benzyl benzoate and di-Bu phthalate. In contact plus fumigant mortality bioassays, the most toxic compounds were (E)-cinnamaldehyde, Me (E)-cinnamate, cinnamyl acetate, and hydrocinnamaldehyde against adult D. farinae (17.5-23.3 mg/m²) and D. pteronyssinus (19.0-24.0 mg/m²), based on 24-h 50% lethal concentration (LC₅₀) values. These compounds were significantly more toxic than either benzyl benzoate (LC₅₀, 64.9 and 60.5 mg/m²) or di-Bu phthalate (218.9 and 232.3 mg/m²). The toxicity of allyl cinnamate vs. benzyl benzoate was not significantly different. Structure-activity relationship indicates that structural characteristics, such as types of functional groups, carbon skeleton, and saturation, appear to play a role in determining the compound toxicities. In vapor-phase mortality bioassays, these compounds were effective against adult D. farinae in closed, but not in open containers, indicating that their mode of delivery was largely a result of vapor action. The active compounds described merit further study as potential house dust mite control fumigants with contact action in light of global efforts to reduce the level of highly toxic synthetic acaricides in indoor environments.

Journal of Medical Entomology published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C14H20BClO2, Synthetic Route of 87179-40-6.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Huang, Liang-Fu published the artcileSynthesis of 1,2,4-triazole and thiazole analogs of ketoconazole, Product Details of C12H16N2O2, the publication is Journal of Heterocyclic Chemistry (1997), 34(2), 469-476, database is CAplus.

The synthesis of 1,2,4-triazole and thiazole analogs of ketoconazole is described in which one of the α azole ring carbons is linked to C-2 of the ketal by means of a three methylene tether. Lithiation of 1-methyl-1,2,4-triazole and thiazole and subsequent alkylation with 2-(2,4-dichlorophenyl)-2-(3-iodopropyl)-1,3-dioxolane produced, after an aqueous acidic workup, 2,4-dichlorophenyl 3-[5-(1-methyl-1,2,4-triazolyl) and 2-thiazolyl]propyl ketones, resp. Ketalization with glycerol furnished the corresponding diastereomeric pairs of cis- and trans-1,3-dioxolanes. The reaction of 2,4-dichlorophenyl 3-[5-(1-methyl-1,2,4-triazolyl)]propyl ketone with 3-mercapto-1,2-propanediol produced the corresponding diastereomeric cis- and trans-hydroxymethyl-1,3-oxathiolanes. The diastereomeric racemates were separated by column chromatog. and their stereochem. established by NOE NMR experiments Some of these racmic cis ketal alcs. were converted by benzyl bromide to the corresponding benzyl ethers. Several of these racemic cis-ketals were reacted, first with methanesulfonyl chloride, then with 1-acetyl-4-(4-hydroxyphenyl)piperazine, to furnish the title compounds

Journal of Heterocyclic Chemistry published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C12H16N2O2, Product Details of C12H16N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Lee, Eun-Jeong published the artcileToxicity of cassia and cinnamon oil compounds and cinnamaldehyde-related compounds to Sitophilus oryzae (Coleoptera: Curculionidae), Recommanded Product: (E)-1-Cinnamylpiperazine, the publication is Journal of Economic Entomology (2008), 101(6), 1960-1966, database is CAplus and MEDLINE.

The toxicity to adult Sitophilus oryzae (L.) (Coleoptera: Curculionidae) of two cassia oils (Especial and true), four cinnamon oils (tech., #500, bark, and green leaf), and (E)-cinnamaldehyde and its 41 structurally related compounds was examined by residual and vapor-phase toxicity bioassays. Results were compared with those of dichlorvos. In residual bioassays, cassia and cinnamon oils exhibited good insecticidal activity. Based on 48-h LD₅₀ values, the toxicity of allyl cinnamate (0.0003 mg/cm²) was comparable with that of dichlorvos (0.00025 mg/cm²). Potent insecticidal activity also was observed with benzaldehyde, β-caryophyllene, cinnamonitrile, hydrocinnamyl acetate, (E)-4-hydroxycinnamic acid, and α-terpineol (LD₅₀ = 0.003-0.009 mg/cm²). Structure-activity relationships indicate that types of functional groups rather than hydrophobicity or vapor pressure parameters seem to play a role in determining the toxicities to adult S. oryzae. In vapor-phase toxicity tests with weevils, these compounds were more effective in closed containers than in open ones. These results indicate that the effect of the compounds was largely a result of action in the vapor phase. Cassia and cinnamon oils and test compounds described merit further study as potential fumigants for the control of S. oryzae because of their greater activity as a fumigant.

Journal of Economic Entomology published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Recommanded Product: (E)-1-Cinnamylpiperazine.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics