Heterocyclic Building Blocks-Pyridazine

Liu, Shaohua; He, Peixin; Tian, Zhaofu; Li, Xiaolan; Xu, Chunping published the artcile< Ultrasound-assisted extraction and characterization of pectic polysaccharide from oriental tobacco leaves>, Recommanded Product: Pyridazin-4-amine, the main research area is Nicotiana leaf pectic polysaccharide thermal stability antioxidant.

Ultrasound-assisted extraction (UAE) of pectic polysaccharide from oriental tobacco leaves was studied by orthogonal matrix method (L9(3)4). Furthermore, the crude polysaccharide was purified and two components (Fr-I and Fr-II) were obtained. FT-IR spectral anal. of the purified EPS revealed prominent characteristic groups. The monosaccharide composition anal. indicated the main composition between Fr-I and Fr-II was different. Furthermore, thermo gravimetric anal. (TGA) indicated the degradation temperature (Td) of the Fr-I (215 °C) was higher than those of Fr-II (162 °C). Detected by the pyrolysis GC/MS, though the main kinds of pyrolysis products from both Fr-I and Fr-II were similar, the larger amount of heterocycle and aromatic compounds liberated after hydrolysis of Fr-II. Finally, On the basis of the antioxidant activity test in vitro, Fr-II has stronger antioxidant activities than Fr-I. The thermal behavior and antioxidant activity might be attributed to the configuration of the sugar units and chem. compositions

Journal of the Chemical Society of Pakistan published new progress about Antioxidants. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Recommanded Product: Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Jiang, Li-wen; Zheng, Bing-fu; Li, Bai-yu; Chen, Dong-ming published the artcile< Analysis of the volatile substances in Psophocarpus tetragonolobus D. C seeds>, Recommanded Product: Pyridazin-4-amine, the main research area is natural product Psophocarpus volatile substances gas chromatog mass spectrometry.

The aim was to analyze volatile substances from Psophocarpus tetragonolobus D. C seeds, so as to provide a basis for the better utilization of this resources. Volatile substances extracted from Psophocarpus tetragonolobus D. C seeds were identified by GC-MS, and their relative contents were determined by area normalization method. A total of 125 kinds of compounds were identified from 4 varies of P. tetragonolobus seeds, which belonged to alkanes, alkenes, acids, aromatic compounds, esters, ketones, ethers and heterocyclic compounds Moreover each variety of seeds had 42 volatile substances, which were mainly ketones, alc., esters and so on. There were no significant differences in the types and total amount of volatile substances from P. tetragonolobus seeds among different varieties, but their relative contents differed obviously. The differences of volatile substances formed their own characteristic flavors, which could contribute to products variation in the processing of P. tetragonolobus.

Medicinal Plant published new progress about Acids Role: ANT (Analyte), ANST (Analytical Study). 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Recommanded Product: Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Hamaguchi, Wataru; Masuda, Naoyuki; Isomura, Mai; Miyamoto, Satoshi; Kikuchi, Shigetoshi; Amano, Yasushi; Honbou, Kazuya; Mihara, Takuma; Watanabe, Toshihiro published the artcile< Design and synthesis of novel benzimidazole derivatives as phosphodiesterase 10A inhibitors with reduced CYP1A2 inhibition>, Recommanded Product: Pyridazin-4-amine, the main research area is benzimidazole derivative preparation phosphodiesterase 10A inhibitor; Benzimidazole; CYP1A2; PDE10A inhibitor; Schizophrenia.

A novel class of phosphodiesterase 10A (PDE10A) inhibitors with reduced CYP1A2 inhibition were designed and synthesized starting from 2-{[(1-phenyl-1H-benzimidazol-6-yl)oxy]methyl}quinoline I. Introduction of an iso-Pr group at the 2-position and a methoxy group at the 5-position of the benzimidazole ring of lead compound 1 resulted in the identification of 2-{[(2-isopropyl-5-methoxy-1-phenyl-1H-benzimidazol-6-yl)oxy]methyl}quinoline II, which exhibited potent PDE10A inhibitory activity with reduced CYP1A2 inhibitory activity compared to compound 1.

Bioorganic & Medicinal Chemistry published new progress about Benzimidazoles Role: SPN (Synthetic Preparation), PREP (Preparation). 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Recommanded Product: Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Lambert, William T.; Buysse, Ann M.; Wessels, Frank J. published the artcile< Discovery of novel insecticidal 3-aminopyridyl ureas>, Name: Pyridazin-4-amine, the main research area is aminopyridyl urea insecticidal synthesis activity; Bemisia tabaci; Myzus persicae; agrochemical discovery; commercial compounds; insecticidal spectrum; insecticide discovery; structure-activity relationship (SAR); urea.

Com. compound databases represent rich sources of potential starting points for pharmaceutical and agrochem. product development. Routine insecticidal screening of compounds ordered from these sources led to the identification of a 3-aminopyridyl urea with activity against Myzus persicae (Sulzer) (green peach aphid). Based on this activity and its structural novelty, further exploration of the chem. space around this hit was initiated. A series of ureas based on the structure of the initial hit were synthesized and screened for insecticidal activity. A broad range of tail groups derived from cyclic secondary amines were explored, and many of these compounds were found to be insecticidally active. However, only compounds featuring a 3-aminopyridine or 4-aminopyridazine head group exhibited significant insecticidal potency. Although activity against M. persicae was consistently observed, these ureas were largely inactive against another key sap-feeding insect pest, Bemisia tabaci (Glennadius) (sweetpotato whitefly). Follow-up of an insecticide hit identified from com. compound acquisition led to the discovery of a novel class of ureas with activity against M. persicae. Despite considerable effort to identify related compounds with addnl. insecticidal spectrum, however, activity on other important pests remains limited.

Pest Management Science published new progress about Bemisia tabaci. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Name: Pyridazin-4-amine.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Dong, Jianyang; Yue, Fuyang; Xu, Wentao; Song, Hongjian; Liu, Yuxiu; Wang, Qingmin published the artcile< Visible-light-mediated Minisci C-H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant>, Computed Properties of 64067-99-8, the main research area is alkylated heteroarene green preparation; heteroarene alkyl dihydropyridine alkylation iridium photocatalyst.

A protocol for direct visible-light-mediated Minisci C-H alkylation reactions of N-heteroarenes with 4-alkyl-1,4-dihydropyridines for synthesis of alkylated N-heteroarenes such as I at room temperature with mol. oxygen as an oxidant was reported. The protocol permitted efficient functionalization of various N-heteroarenes with a broad range of cyclic and acyclic primary, secondary and tertiary alkyl groups and was scalable to the gram level. This mild protocol used an inexpensive, green oxidant and was suitable for late-stage C-H alkylation of complex nitrogen-containing mols. Its utility was demonstrated by preparing or functionalizing several pharmaceuticals and natural products.

Green Chemistry published new progress about Dihydropyridines Role: RCT (Reactant), RACT (Reactant or Reagent). 64067-99-8 belongs to class pyridazine, and the molecular formula is C9H8ClN3O2, Computed Properties of 64067-99-8.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Moriya, Koichi; Shibuya, Katsuhiko; Hattori, Yumi; Tsuboi, Shinichi; Shiokawa, Kozo; Kagabu, Shinzo published the artcile< Imidacloprid and analogous insecticides. IV. 1-Diazinylmethyl-2-nitromethylene- and 2-nitroimino-imidazolidines as new potential insecticides>, Synthetic Route of 120276-59-7, the main research area is diazinylmethyl imidazolidine insecticide.

Eight 1-diazinylmethylimidazolidines were prepared and their insecticidal activities were studied. 1-(2-Chloro-5-pyrimidinyl)methyl-2-(nitroimino)imidazolidine (I) was as effective as imidacloprid against green rice leafhoppers on rice seedlings in spray applications. Seven 1-(diazinylmethyl)-2-(nitromethylene)imidazolidines with or without a Cl or Me substituent on the diazine ring were less effective than I.

Nippon Noyaku Gakkaishi published new progress about Insecticides. 120276-59-7 belongs to class pyridazine, and the molecular formula is C5H4Cl2N2, Synthetic Route of 120276-59-7.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Barlin, Gordon B. published the artcile< Methylation of aminopyridazines>, HPLC of Formula: 20744-39-2, the main research area is methylation aminopyridazine; pyridazine amino methylation; aminopyridazinium iodide UV NMR; acidity aminopyridazine.

Treatment of 3- and 4-amino- and 3,5-diaminopyridazine with MeI in MeOH gave mixtures of the corresponding 1- and 2-methyl iodides whereas 3,4-, 3,6-, and 4,5-diaminopyridazines gave only one methiodide, in the first case identified as 3,4-diamino-1-methylpyridazinium iodide. No ammonio compounds were detected. The ionization constants and uv and PMR spectra of the pyridazines, their methiodides, and related compounds were determined and discussed.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Acidity. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, HPLC of Formula: 20744-39-2.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Deyrup, J. A.; Gingrich, H. L. published the artcile< Cycloadditions of 4-oxazolin-2-ones>, Product Details of C4H5N3, the main research area is oxazolinone cycloaddition cyclopentadiene anthracene; chloranil cycloaddition oxazolinone; tetrazine pyridyl cycloaddition oxazolinone.

The 4-oxazolin-2-ones I (R = H, Ac, R1 = H; R = Ac, R1 = Ph) underwent cycloaddition reactions with a variety of cyclic unsaturated compounds, e.g. cyclopentadiene, o-chloranil, anthracene. E.g., I (R = Ac, R1 = H) with anthracene in o-xylene at 144° for 72 h gave 87% adduct II. Hydrolysis of II in refluxing alc. aqueous NaOH gave 74% amino alc. III.

Tetrahedron Letters published new progress about Cycloaddition reaction. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Product Details of C4H5N3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Qu, Ren-Yu; Nan, Jia-Xu; Yan, Yao-Chao; Chen, Qiong; Ndikuryayo, Ferdinand; Wei, Xue-Fang; Yang, Wen-Chao; Lin, Hong-Yan; Yang, Guang-Fu published the artcile< Structure-Guided Discovery of Silicon-Containing Subnanomolar Inhibitor of Hydroxyphenylpyruvate Dioxygenase as a Potential Herbicide>, Application of C4H5N3, the main research area is triketonequinazolinedione preparation hydroxyphenylpyruvate dioxygenase inhibitor herbicide; crop safety weed control wheat peanut MBQ derivative; 4-dione; herbicide; hydrophobic interaction; hydroxyphenylpyruvate dioxygenase; lead optimization; quinazoline-2.

4-Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) has been recognized as one of the most promising targets in the field of herbicide innovation considering the severity of weed resistance currently. In a persistent effort to develop effective HPPD-inhibiting herbicides, a structure-guided strategy was carried out to perform the structural optimization for triketone-quinazoline-2,4-diones, a novel HPPD inhibitor scaffold first discovered in our laboratory Herein, starting from the crystal structure of Arabidopsis thaliana (At)HPPD complexed with 6-(2-hydroxy-6-oxocyclohex-1-ene-1-carbonyl)-1,5-dimethyl-3-(o-tolyl)quinazoline-2,4(1H,3H)-dione (MBQ), three subseries of quinazoline-2,4-dione derivatives were designed and prepared by optimizing the hydrophobic interactions between the side chain of the core structure at the R1 position and the hydrophobic pocket at the active site entrance of AtHPPD. 6-(2-Hydroxy-6-oxocyclohex-1-ene-1-carbonyl)-1,5-dimethyl-3-(3-(trimethylsilyl)prop-2-yn-1-yl)quinazoline-2,4(1H,3H)-dione (I) with the best inhibitory activity against AtHPPD was identified to be the first subnanomolar-range AtHPPD inhibitor (Ki = 0.86 nM), which significantly outperformed that of the lead compound MBQ (Ki = 8.2 nM). Further determination of the crystal structure of AtHPPD in complex with compound 60 (1.85 Å) and the binding energy calculation provided a mol. basis for the understanding of its high efficiency. Addnl., the greenhouse assay indicated that 6-(2-hydroxy-6-oxocyclohex-1-ene-1-carbonyl)-1,5-dimethyl-3-propylquinazoline-2,4(1H,3H)-dione (II) and compound I showed acceptable crop safety against peanut and good herbicidal activity with a broad spectrum. Moreover, compound II also showed superior selectivity for wheat at the dosage of 120 g ai/ha and favorable herbicidal efficacy toward the gramineous weeds at the dosage of as low as 30 g ai/ha. We believe that compounds II and I have promising prospects as new herbicide candidates for wheat and peanut fields.

Journal of Agricultural and Food Chemistry published new progress about Abutilon theophrasti. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Application of C4H5N3.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Yamagami, Chisako; Takao, Narao; Fujita, Toshio published the artcile< Hydrophobicity parameter of diazines. 1. Analysis and prediction of partition coefficients of monosubstituted diazines>, Synthetic Route of 20744-39-2, the main research area is hydrophobicity diazine LFER; partition coefficient diazine.

The octanol/water partition coefficient (P) of a number of monosubstituted diazines was measured. The composition of the π value of substituents, the increment in the log P value accompanying the introduction of substituents, was examined in terms of physicochem. substituent parameters and correlation anal. The diazine-π value of substituents was generally higher than the pyridine-π value of corresponding substituents, indicating that the intramol. electronic interactions between the ring-N atoms and substituent are more pronounced than those in substituted pyridines in governing the log P value of the mol. Except for 2-substituted pyrimidines, the π value of substituents in each series of monosubstituted diazines was in general nicely correlated with the π value of the corresponding substituents in substituted pyridines along with electronic parameter terms representing bidirectional electronic effects on the relative solvation of the ring-N atom(s) and the hydrogen-bondable substituents with partitioning solvents according to the procedure proposed previously for the anal. of the π value in disubstituted benzenes and monosubstituted pyridines. Keeping in mind that 2-pyrimidines substituted by hydrogen-bondable groups sometimes behave as outliers, the correlations were believed to be usable for prediction of log P values of monosubstituted diazines.

Quantitative Structure-Activity Relationships published new progress about Hydrophobicity. 20744-39-2 belongs to class pyridazine, and the molecular formula is C4H5N3, Synthetic Route of 20744-39-2.

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem