Category: pyrazoles-derivatives

Ariyani, Winda published the artcileGadolinium-based contrast agent accelerates the migration of astrocyte via integrin αvβ3 signaling pathway, Quality Control of 71203-35-5, the publication is Scientific Reports (2022), 12(1), 5850, database is CAplus and MEDLINE.

Gadolinium (Gd)-based contrast agents (GBCAs) are chems. injected i.v. during magnetic resonance imaging to enhance the diagnostic yield. Repeated use of GBCAs causes their deposition in the brain. Such deposition may affect various neuronal cells, including astrocytes. In this study, we examined the effect of GBCAs (Omniscan, Magnescope, Magnevist, and Gadovist) on astrocyte migration, which is critical for formation of neurons during development and maintaining brain homeostasis. All GBCAs increased cell migration and adhesion with increased actin remodelling. Knockdown of integrin αvβ3 by RNAi or exposure to integrin αvβ3 inhibitor reduced astrocyte migration. GBCAs increased phosphorylation of downstream factors of αvβ3, such as FAK, ERK1/2, and Akt. The phosphorylation of all these factors were reduced by RNAi or integrin αvβ3 inhibitor. GBCAs also increased the phosphorylation of their downstream factor, Rac1/cdc42, belonging to the RhoGTPases family. Coexposure to the selective RhoGTPases inhibitors, decreased the effects of GBCAs on cell migration. These findings indicate that GBCAs exert their action via integrin αvβ3 to activate the signaling pathway, resulting in increased astrocyte migration. Thus, the findings of the study suggest that it is important to avoid the repeated use of GBCAs to prevent adverse side effects in the brain, particularly during development.

Scientific Reports published new progress about 71203-35-5. 71203-35-5 belongs to pyrazoles-derivatives, auxiliary class GPCR/G Protein,Ras, name is 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C22H21N3O3S, Quality Control of 71203-35-5.

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

Kamasaki, Tomoko published the artcileFBP17-mediated finger-like membrane protrusions in cell competition between normal and RasV12-transformed cells, Recommanded Product: 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide, the publication is iScience (2021), 24(9), 102994, database is CAplus and MEDLINE.

At the initial stage of carcinogenesis, cell competition often occurs between newly emerging transformed cells and the neighboring normal cells, leading to the elimination of transformed cells from the epithelial layer. For instance, when RasV12-transformed cells are surrounded by normal cells, RasV12 cells are apically extruded from the epithelium. However, the underlying mechanisms of this tumor-suppressive process still remain enigmatic. We first show by electron microscopic anal. that characteristic finger-like membrane protrusions are projected from both normal and RasV12 cells at their interface. In addition, FBP17, a member of the F-BAR proteins, accumulates in RasV12 cells, as well as surrounding normal cells, which plays a pos. role in the formation of finger-like protrusions and apical elimination of RasV12 cells. Furthermore, cdc42 acts upstream of these processes. These results suggest that the cdc42/FBP17 pathway is a crucial trigger of cell competition, inducing “protrusion to protrusion response” between normal and RasV12-transformed cells.

iScience published new progress about 71203-35-5. 71203-35-5 belongs to pyrazoles-derivatives, auxiliary class GPCR/G Protein,Ras, name is 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C22H21N3O3S, Recommanded Product: 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide.

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

Li, Yun published the artcileA Metal-Ligand Layer Compatible with Various Types of Pillars for New Porous Coordination Polymers, Computed Properties of 19959-71-8, the publication is Crystal Growth & Design (2020), 20(10), 7021-7026, database is CAplus.

Pillared-layer structures are classic for porous coordination polymers (PCPs), but suitable metal-ligand layers for such structures are rare. Here, the authors report a cationic {Zn₂(pzdc)}⁺ (H₃pzdc = 3,5-pyrazoledicarboxylic acid) layer compatible with various types of pillar ligands. Solvothermal reactions of Zn(NO₃)₂·6H₂O and H₃pzdc with 4-(pyridin-4-yl)-1H-pyrazole (Hpypz), 1,4-benzenedicarboxylic acid (H₂bdc), or 2-amino-1,4-benzenedicarboxylic acid (H₂abdc) in a mixed solvent of H₂O and N,N-dimethylformamide (DMF) produced three pillared-layer PCPs, namely [Zn₄(pzdc)₂(pypz)₂]·guest (1), [Zn₄(pzdc)₂(bdc)(H₂O)_1.53(DMF)_0.47]·guest (2), and [Zn₄(pzdc)₂(abdc)(H₂O)_1.52(DMF)_0.48]·guest (3), resp. Single-crystal X-ray analyses revealed that the {Zn₂(pzdc)}⁺ layers are fully pillared by pypz^– in 1 and half pillared by bdc^2- and abdc^2- in 2 and 3, because the anionic pillars possess different charges. Consequently, 1 shows one-dimensional (1D) channels with a small porosity and 2 and 3 show 2D channels with large porosities, both of which were verified by N₂ and CO₂ adsorption isotherms. While 1 has no coordinated solvent mols. and exhibits a high water stability, 2 and 3 possess coordinated solvent mols. and quickly transform to crystals of 2D coordination networks in water, [Zn₄(pzdc)₂(OH)₂(H₂O)₆]·H₂bdc·4H₂O (4) and [Zn₄(pzdc)₂(H₂abdc)(OH)₂(H₂O)₅]·2H₂O (5), resp., which can be further exfoliated into ultrathin nanosheets in an ammonia solution A new metal-ligand layer can adopt various types of pillars to give a series of pillared-layer PCPs with tunable pillar densities, porosities, and water stabilities. The water-instable ones can be exfoliated to ultrathin nanosheets with intermediates suitable for single-crystal diffraction characterization.

Crystal Growth & Design published new progress about 19959-71-8. 19959-71-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Pyridine, name is 4-(1H-Pyrazol-4-yl)pyridine, and the molecular formula is C8H7N3, Computed Properties of 19959-71-8.

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

Zhang, Lingtian published the artcileDiscovery of N-Trisubstituted Pyrimidine Derivatives as Type I RET and RET Gatekeeper Mutant Inhibitors with a Novel Kinase Binding Pose, Name: 1-Methylpyrazole, the publication is Journal of Medicinal Chemistry (2022), 65(2), 1536-1551, database is CAplus and MEDLINE.

Mutations of the rearranged during transfection (RET) kinase are frequently reported in cancer, which make it as an attractive therapeutic target. Herein, we discovered a series of N-trisubstituted pyrimidine derivatives as potent inhibitors for both wild-type (weight) RET and RET^V804M, which is a resistant mutant for several FDA-approved inhibitors. The X-ray structure of a representative inhibitor with RET revealed that the compound binds in a unique pose that bifurcates beneath the P-loop and confirmed the compound as a type I inhibitor. Through the structure-activity relationship (SAR) study, compound 20 (I) was identified as a lead compound, showing potent inhibition of both RET and RET^V804M. Addnl., compound 20 displayed potent antiproliferative activity of CCDC6-RET-driven LC-2/ad cells. Anal. of RET phosphorylation indicated that biol. activity was mediated by RET inhibition. Collectively, N-trisubstituted pyrimidine derivatives could serve as scaffolds for the discovery and development of potent inhibitors of type I RET and its gatekeeper mutant for the treatment of RET-driven cancers.

Journal of Medicinal Chemistry published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C9H6N2O2, Name: 1-Methylpyrazole.

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

Faid-Allah, Hassan M. published the artcilePyrazole derivatives with possible hypoglycemic activity, Synthetic Route of 71203-35-5, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1988), 27B(3), 245-9, database is CAplus.

Condensation reaction of p-H₂NSO₂C₆H₄NHNH₂.HCl with p-RC₆H₄CH:CHCOC₆H₄R¹–p (R = H, R¹ = OMe, Cl, Br, NH₂; R = MeO, R¹ = H) gave the corresponding hydrazones in the presence of NaOAc; in the absence of NaOAc, the products were pyrazolines I (R² = H). Oxidation of I with Br gave pyrazoles II (R² = H). Acylation and thioacylation of I and II with R³NCX (R³ = Pr, Bu, Ph, cyclohexyl, X = O; R³ = allyl, Ph, cyclohexyl, PhCH₂, X = S) gave ureas and thioureas I and II [R² = CXNHR³]. Cyclocondensation of II (R² = CSNHR³) with Br(CH₂)_nCO₂Et (n = 1,2) gave imino heterocycles III.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 71203-35-5. 71203-35-5 belongs to pyrazoles-derivatives, auxiliary class GPCR/G Protein,Ras, name is 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C22H21N3O3S, Synthetic Route of 71203-35-5.

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

Gavrilenko, B. B. published the artcileReaction of enamines with hydrazine, Safety of Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Zhurnal Organicheskoi Khimii (1974), 10(3), 601-4, database is CAplus.

RR1C:C(NH2)NHNH2 (I; R = CO2Me, CO2Et, CO2Pr, CO2Ph, R1 = CO2Me, CO2Et, CN) were obtained in 78-90% yields by boiling RR1C:C(CCl3)NH2 on a water bath 3-5 min. Pyrazoles (II; R1 = CO2Et, CO2Pr, CO2Ph) were obtained in 80-95% yields by cyclization of the appropriate I (R = CN) in DMF containing N2H4.H2O. Analogous obtained were 70-98% pyrazoles (III; R1 = H, CO2Et,R3 = Me). Acylaminopyrazoles (IV; R1 = H, CO2Et, CO2Pr,R3 = Me, Ph, NH2, AcNH) were addnl. obtained in 78-96% yields.

Zhurnal Organicheskoi Khimii published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Safety of Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

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

Desroy, Nicolas published the artcileTowards Gram-negative antivirulence drugs: New inhibitors of HldE kinase, Safety of (1H-Pyrazol-5-yl)boronic acid, the publication is Bioorganic & Medicinal Chemistry (2009), 17(3), 1276-1289, database is CAplus and MEDLINE.

Gram-neg. bacteria lacking heptoses in their lipopolysaccharide (LPS) display attenuated virulence and increased sensitivity to human serum and to some antibiotics. Thus inhibition of bacterial heptose synthesis represents an attractive target for the development of new antibacterial agents. HldE is a bifunctional enzyme involved in the synthesis of bacterial heptoses. Development of a biochem. assay suitable for high-throughput screening allowed the discovery of inhibitors 1 and 2 of HldE kinase. Study of the structure-activity relation of this series of inhibitors led to highly potent compounds

Bioorganic & Medicinal Chemistry published new progress about 724710-02-5. 724710-02-5 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Pyrazole,Boronic Acids,Boronic acid and ester, name is (1H-Pyrazol-5-yl)boronic acid, and the molecular formula is C3H5BN2O2, Safety of (1H-Pyrazol-5-yl)boronic acid.

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

Cho, Sung Yun published the artcileDesign and synthesis of novel 3-(benzo[d]oxazol-2-yl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine derivatives as selective G-protein-coupled receptor kinase-2 and -5 inhibitors, HPLC of Formula: 1190875-39-8, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(24), 6711-6716, database is CAplus and MEDLINE.

G-protein-coupled receptor kinase (GRK)-2 and -5 are emerging therapeutic targets for the treatment of cardiovascular disease. In the efforts to discover novel small mols. to inhibit GRK-2 and -5, a class of compound based on 3-(benzo[d]oxazol-2-yl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine was identified as a novel hit by high throughput screening campaign. Structural modification of parent benzoxazole scaffolds by introducing substituents on Ph displayed potent inhibitory activities toward GRK-2 and -5.

Bioorganic & Medicinal Chemistry Letters published new progress about 1190875-39-8. 1190875-39-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Piperidine,Boronic acid and ester,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-(1-(tert-Butoxycarbonyl)piperidin-4-yl)-1H-pyrazol-4-yl)boronic acid, and the molecular formula is C13H22BN3O4, HPLC of Formula: 1190875-39-8.

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

Pandit, Rameshwar Prasad published the artcileEfficient one-pot synthesis of novel and diverse tetrahydroquinolines bearing pyranopyrazoles using organocatalyzed domino Knoevenagel/hetero Diels-Alder reactions, Formula: C10H9ClN2O, the publication is Molecular Diversity (2014), 18(1), 39-50, database is CAplus and MEDLINE.

A new synthetic route to biol. interesting diverse tetrahydroquinoline derivatives bearing pyranopyrazole groups was developed and the synthesis of the target compounds was achieved by a reaction of pyrazolones and N,N-dialkylated aminobenzaldehyde derivatives in the presence of 1,2-Ethanediamine acetate (1:2) (EDDA, ethylenediammonium diacetate). The key strategy underlying the methodol. used was the domino Knoevenagel/hetero Diels-Alder reaction. This synthetic method provides a variety of novel tetrahydroquinolines in good yields. The title compounds thus formed included a heterocyclic compound (I) and related substances. The synthesis of the target compounds was achieved by a reaction of 2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one derivatives with 2-[methyl(3-methyl-2-buten-1-yl)amino]benzaldehyde (prenylamine derivative), 2-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]methylamino]benzaldehyde (trans-geranylamine derivative), 2-[methyl[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]amino]benzaldehyde (trans,trans-farnesylamine derivative).

Molecular Diversity published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C10H9ClN2O, Formula: C10H9ClN2O.

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

Lakhey, Nivrutti published the artcileToxicity of azoles towards the anaerobic ammonium oxidation (anammox) process, Safety of 1-Methylpyrazole, the publication is Journal of Chemical Technology and Biotechnology (2020), 95(4), 1057-1063, database is CAplus.

Azoles are an important class of compounds that are widely used as corrosion inhibitors in aircraft de-icing agents, cooling towers, semiconductor manufacturing and household dishwashing detergents. They also are important moieties in pharmaceutical drugs and fungicides. Azoles are widespread emerging contaminants occurring frequently in water bodies. Azole compounds can potentially cause inhibition towards key biol. processes in natural ecosystems and wastewater treatment processes. Of particular concern is the inhibition of azoles to the nitrification process (aerobic oxidation of ammonium). This study investigated the acute toxicity of azole compounds towards the anaerobic ammonia oxidation (anammox) process, which is an important environmental biotechnol. gaining traction for nutrient-nitrogen removal during wastewater treatment. In this study, using batch bioassay techniques, the anammox toxicity of eight commonly occurring azole compounds was evaluated. The results show that 1H-benzotriazole and 5-methyl-1H-benzotriazole had the highest inhibitory effect on the anammox process, causing 50% decrease in anammox activity (IC₅₀) at concentrations of 19.6 and 17.8 mg L^-1, resp. 1H-imidazole caused less severe toxicity with an IC₅₀ of 79.4 mg L^-1. The other azole compounds were either nontoxic (1H-pyrazole, 1H-1,2,4-triazole and 1-methyl-pyrazole) or at best mildly toxic (1H-benzotriazole-5-carboxylic acid and 3,5-dimethyl-1H-pyrazole) towards the anammox bacteria at the concentrations tested. This study showed that most azole compounds tested displayed mild to low or no toxicity towards the anammox bacteria. The anammox bacteria were found to be far less sensitive to azoles compared to nitrifying bacteria.

Journal of Chemical Technology and Biotechnology published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Safety of 1-Methylpyrazole.

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