Month: November 2022

Yuan, Shuo published the artcileDesign and synthesis of new indole containing biaryl derivatives as potent antiproliferative agents, Recommanded Product: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is triazolopyrimidinyl indole preparation antiproliferative human; AMPK; Antiproliferative; Biaryl; Glycolysis; Indole.

A new series of indole containing biaryl derivatives I [R1 = H, 4-CN, 5-MeO, etc.; R2 = Et, H2CC≡CH, Bn, etc.] were designed and synthesized, and further biol. evaluations of their antiproliferative activity against cancer cell lines (MGC-803 and TE-1 cells) were also conducted. Of these synthesized biaryls, compound I [R1 = H; R2 = (4-methyl-quinazolin-2-yl)methyl] performed as the most potent antiproliferative agent that inhibited cell viability of MGC-803 cells with an IC50 value of 8.28μM. In addition, investigation of mechanism exhibited that the compound I [R1 = H; R2 = (4-methyl-quinazolin-2-yl)] could inhibit the expression of c-Myc and glycolysis related proteins, decrease the ATP and lactate production, and further induce apoptosis by activating the AMP-activated protein kinase (AMPK) and p53 signaling pathways.

Bioorganic Chemistry published new progress about [3+3] Cycloaddition reaction. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Recommanded Product: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Novinson, Thomas published the artcileNovel heterocyclic nitrofurfural hydrazones. In vivo antitrypanosomal activity, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is pyrazolopyrimidine nitrofurfural hydrazone trypanocide; nitrofurfural hydrazone antitrypanosome; triazolopyrimidine nitrofurfural hydrazone antitrypanosome; imidazopyrimidine nitrofurfural hydrazone antitrypanosome; pyrazolotriazine nitrofurfural hydrazone antitrypanosome.

Hydrazine derivatives of several pyrazolo[1,5-a]pyrimidines, pyrazolo[1,5-a]-1,3,5-triazines, s-triazolo[1,5-a]pyrimidines, and imidazo[1,2-a]pyrimidines were synthesized and condensed with 5-nitrofurfural [698-63-5] in order to obtain the corresponding nitrofurfural hydrazones of each heterocycle. The compounds were screened for in vitro and in vivo activity against Trypanosoma cruzi in mice. 5-Methyl-7-(5-nitrofurfurylidenehydrazino)pyrazolo[1,5-a]pyrimidine (I) [58347-34-5] greatly increased the mean survival time of mice with terminal infections. Subtle alterations in the structure of I, such as removal of the 5-Me group or substitution of the 3 position with sulfonic acid or sodium sulfonate resulted in a drastic loss of in vivo and in vitro activity.

Journal of Medicinal Chemistry published new progress about Structure-activity relationship. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Schneider, Stefan published the artcileIonic Liquids as Hypergolic Fuels, HPLC of Formula: 39602-93-2, the main research area is ionic liquid dicyanamide hypergolic liquid fuel propellant; imidazolium dicyanamide ionic liquid hypergolic liquid propellant.

Nitrogen-rich ionic liquid dicyanamide salts were evaluated as hypergolic liquid fuels with the intention of developing liquid propellants that are more environmentally friendly and safer to handle than hydrazine. The hypergolic salts were prepared by alkylation of methylimidazole to form a 1-substituted (“”R””)-3-methylimidazolium salt, (R = allyl-, 3-butenyl-, propargyl-, 2-butynyl-, and 2-pentynyl-), which was then converted to the dicyanamide (NC-N-CN-) salt by decomposition with silver dicyanamide. A triazolium analog (1-methyl-4-amino-1,2,4-triazolium) was also tested. Testing of hypergolicity was carried out in the presence of inhibited red fuming nitric acid (IRFNA) or white fuming nitric acid (WFNA). The key to hypergolicity in these ionic liquid systems is the diacyanamide anion.

Energy & Fuels published new progress about Alkylation (of methylimidazole). 39602-93-2 belongs to class triazoles, name is 4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide, and the molecular formula is C3H7IN4, HPLC of Formula: 39602-93-2.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

McCrary, Parker D. published the artcileNonaborane and Decaborane Cluster Anions Can Enhance the Ignition Delay in Hypergolic Ionic Liquids and Induce Hypergolicity in Molecular Solvents, Quality Control of 39602-93-2, the main research area is hypergolic ionic liquid ignition delay nonaborane cluster anion enhancement; decaborane cluster anion hypergolic ionic liquid ignition delay enhancement; mol solvent hypergolicity nonaborane decaborane cluster anion; propellant hypergolic ionic liquid ignition delay enhancement nonaborane decaborane.

The dissolution of nido-decaborane, B10H14, in ionic liquids that are hypergolic (fuels that spontaneously ignite upon contact with an appropriate oxidizer), 1-butyl-3-methylimidazolium dicyanamide, 1-methyl-4-amino-1,2,4-triazolium dicyanamide, and 1-allyl-3-methylimidazolium dicyanamide, led to the in situ generation of a nonaborane cluster anion, [B9H14]-, and reductions in ignition delays for the ionic liquids suggesting salts of borane anions could enhance hypergolic properties of ionic liquids To explore these results, four salts based on [B10H13]- and [B9H14]-, triethylammonium nido-decaborane, tetraethylammonium nido-decaborane, 1-ethyl-3-methylimidazolium arachno-nonaborane, and N-butyl-N-methyl-pyrrolidinium arachano-nonaborane were synthesized from nido-decaborane by reaction of triethylamine or tetraethylammonium hydroxide with nido-decaborane in the case of salts containing the decaborane anion or via metathesis reactions between sodium nonaborane (Na[B9H14]) and the corresponding organic chloride in the case of the salts containing the nonaborane anion. These borane cluster anion salts form stable solutions in some combustible polar aprotic solvents such as THF and Et acetate and trigger hypergolic reactivity of these solutions Solutions of these salts in polar protic solvents are not hypergolic.

Inorganic Chemistry published new progress about Clusters (nonaborane and decaborane). 39602-93-2 belongs to class triazoles, name is 4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide, and the molecular formula is C3H7IN4, Quality Control of 39602-93-2.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Shackelford, Scott A. published the artcilePairing Heterocyclic Cations with closo-Icosahedral Borane and Carborane Anions. I. Benchtop Aqueous Synthesis of Binary Triazolium and Imidazolium Salts with Limited Water Solubility, Quality Control of 39602-93-2, the main research area is pairing triazolium imidazolium cation icosahedral borane carborane anion; crystal structure triazolium imidazolium icosahedral borane carborane salt; mol structure triazolium imidazolium icosahedral borane carborane salt.

Ten new salts that pair triazolium and imidazolium cations with closo-icosahedral anions [B12H12]2- and [CB11H12]- were synthesized in water solvent using an open-air, bench top method. These unreported [Heterocyclium]2[B12H12] and [Heterocyclium][CB11H12] salts extend reports of [Imidazolium][CB11H12] and [Pyridinium][CB11H12] salts that were synthesized in anhydrous organic solvents under an inert atm. with glove box or Schlenk techniques. Spectroscopic data, m.ps., and densities are reported for each salt. Single-crystal x-ray structures are provided for the five new [B12H12]2- salts.

Organic Letters published new progress about Anions (borane and carborane anions). 39602-93-2 belongs to class triazoles, name is 4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide, and the molecular formula is C3H7IN4, Quality Control of 39602-93-2.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Shackelford, Scott A. published the artcilePairing heterocyclic cations with closo-icosahedral borane and carborane anions. I. benchtop aqueous synthesis of binary triazolium and imidazolium salts with limited water solubility. [Erratum to document cited in CA151:033689], Product Details of C3H7IN4, the main research area is erratum pairing triazolium imidazolium cation icosahedral borane carborane anion; crystal mol structure salt erratum.

On page 2623, the corresponding author e-mail address, “”[email protected]””, was incorrectly given, and should read: “”scottshack@roadrunner””. On page 2626, in Table 3, in row 11, in column 1, the designation X = H for the 1-ethyl-3-methylimidazolium carborane salt 11, was incorrectly given, and should read: “”X = CH3″”.

Organic Letters published new progress about Anions (borane and carborane anions). 39602-93-2 belongs to class triazoles, name is 4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide, and the molecular formula is C3H7IN4, Product Details of C3H7IN4.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Stanovnik, Branko published the artcileAn unequivocal synthesis of some substituted 1,2,4-triazolo[1,5-a]pyrimidines, Synthetic Route of 24415-66-5, the main research area is aminopyrimidine condensation formamide acetal; intramol cyclocondensation chlorohydroxyiminomethyleneaminomethylpyrimidine; pyrimidine hydroxyiminomethyleneamino cyclization; triazolopyrimidine chloro methyl.

Condensation of 2-amino-4-chloro-6-methylpyrimidine (I, R = NH2) with Me2NCH(OMe)2 gave imino derivative I (R = N:CHNMe2) (II) in 22% yield. Condensation of II with HONH2.HCl gave 93% I (R = NHCH:NOH), which underwent cyclization with polyphosphoric acid to give triazolopyrimidine III (R1 = Me, R2 = Cl) in 11% yield. Reductive dechlorination gave 90% III (R1 = Me, R2 = H). Cyclocondensation of 3-amino-1,2,4-triazole with EtO2CCH2Ac, chlorination, and reductive dechlorination gave isomeric triazolopyrimidine III (R1 = H, R2 = Me).

Monatshefte fuer Chemie published new progress about Cyclocondensation reaction, regioselective. 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Synthetic Route of 24415-66-5.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Huang, Yangen published the artcileHighly dense nitranilates-containing nitrogen-rich cations, Formula: C3H7IN4, the main research area is high density nitrogen heterocycle cation nitranilate explosive; detonation formation enthalpy nitranilate salt explosive.

High d. energetic salts containing nitrogen-rich cations and the nitranilic anion were readily synthesized in high yield by metathesis reactions of sodium nitranilate and an appropriate halide. All of the new compounds were fully characterized by elemental, spectral (IR, 1H, 13C NMR), and thermal (DSC) analyses. The structure of hydrazinium nitranilate was also determined by single-crystal X-ray anal. The high symmetry and oxygen content of the anion give these salts extensive hydrogen bonding capability which further results in the high densities, low water solubilities, and high thermal stabilities (Td >200°) of these compounds Theor. performance calculations were carried out by using Gaussian 03 and Cheetah 5.0. The calculated detonation pressures (P) for these new salts fall between 17.5 GPa and 31.7 GPa, and the detonation velocities (νD) range between 7022 m/s and 8638 m/s.

Chemistry – A European Journal published new progress about Crystal structure (of hydrazinium nitranilate). 39602-93-2 belongs to class triazoles, name is 4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide, and the molecular formula is C3H7IN4, Formula: C3H7IN4.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Silveira, Flavia F. published the artcileComparative study between the anti-P. falciparum activity of triazolopyrimidine, pyrazolopyrimidine and quinoline derivatives and the identification of new PfDHODH inhibitors, Recommanded Product: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is triazolopyrimidine derivative preparation antimalarial PfDHODH inhibitor; pyrazolopyrimidine derivative preparation antimalarial PfDHODH inhibitor; quinoline derivative preparation antimalarial PfDHODH inhibitor; Malaria; P. falciparum; PfDHODH; Pyrazolopyrimidine; Quinoline; Triazolopyrimidine.

Three series of triazolopyrimidine I [R = H, Me, CF3; R1 = Ph, 4-MeC6H4, 4-ClC6H4, etc.], pyrazolopyrimidine II [R2 = Ph, 4-MeOC6H4, 4-FC6H4, etc.] and quinoline derivatives III [R3 = Ph, 2-naphthyl, 4-ClC6H4, etc.] as P. falciparum inhibitors (3D7 strain) was reported. Some of the compounds of I, II and III exhibited anti-P. falciparum activity, with IC50 values ranging from 0.030 to 9.1μM. Compounds I were more potent than the compounds II and III. Compounds I [R = CF3; R1 = 2-naphthyl, 4-MeC6H4, 4-FC6H4, 4-F3CC6H4] were the most potent inhibitors, with IC50 values in the range of 0.030-0.086μM and were equipotent to chloroquine. In addition, the compounds were selective, showed no cytotoxic activity against the human hepatoma cell line HepG2. All compounds I inhibited PfDHODH activity in the low micromolar to low nanomolar range (IC50 values of 0.08-1.3μM) and did not show significant inhibition against the HsDHODH homolog (0-30% at 50μM). Mol. docking studies indicated the binding mode of compounds I to PfDHODH and the highest interaction affinities for the PfDHODH enzyme were in agreement with the in vitro exptl. evaluation. Thus, the most active compounds against P. falciparum parasites I [R = CF3; R1 = 4-MeC6H4, 4-FC6H4, 4-F3CC6H4, 2-naphthyl] (IC50 = 0.086μM, 0.032μM, 0.030μM, 0.050μM, resp.) and the most active inhibitor against PfDHODH I [R = CF3; R1 = 4-ClC6H4] (IC50 = 0.08μM – PfDHODH) stood out as new lead compounds for antimalarial drug discovery. Their potent in vitro activity against P. falciparum and the selective inhibition of the PfDHODH enzyme strongly suggested that this was the mechanism of action underlying this series of compounds I.

European Journal of Medicinal Chemistry published new progress about Acids Role: RCT (Reactant), RACT (Reactant or Reagent). 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, Recommanded Product: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Himaja, M. published the artcileSynthesis, antibacterial and insecticidal activities of a new series of 4-(5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7-ylamino)-N-(aryl)benzamides, COA of Formula: C6H5ClN4, the main research area is chlorotriazolopyrimidine aminobenzoic acid amination; triazolopyrimidinylaminobenzoic acid preparation amidation HATU coupling reagent; aryl triazolopyrimidinylaminobenzamide preparation antibacterial insecticidal.

A new series of 4-(5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7-ylamino)-N-(aryl)benzamides were synthesized by coupling 4-(5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7-ylamino)benzoic acid with different substituted amines using O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) as coupling reagent. The key intermediate 4-(5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7-ylamino)benzoic acid was synthesized by the reaction of 7-chloro-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine with p-aminobenzoic acid in ethanol. The structure of the newly synthesized compounds were confirmed by FT-IR, 1H NMR, 13C NMR and Mass spectral anal. and were evaluated for their antimicrobial and insecticidal activities. Some of the synthesized compounds exhibited potent insecticidal activity and significant antibacterial activity with respect to the standard drugs.

Indian Journal of Heterocyclic Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 24415-66-5 belongs to class triazoles, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and the molecular formula is C6H5ClN4, COA of Formula: C6H5ClN4.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics