Day: November 10, 2022

Wang, Shuai published the artcileDiscovery of [1,2,4]triazolo[1,5-a]pyrimidine derivatives as new bromodomain-containing protein 4 (BRD4) inhibitors, Computed Properties of 24415-66-5, the main research area is epigenetic regulation BRD4 inhibitor AML treatment PARP apoptosis.

Targeting bromodomain-containing protein 4 (BRD4) has been proved to be an effective strategy for cancer therapy. To date, numerous BRD4 inhibitors and degraders have been identified, some of which have advanced into clin. trials. In this work, a focused library of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives were discovered to be able to inhibit BRD4. WS-722 inactivated BRD4 (BD1/BD2), BRD2 (BD1/BD2) and BRD3 (BD1/BD2) broadly with the IC50 values less than 5μmol/L. Besides, WS-722 inhibited growth of THP-1 cells with an IC50 value of 3.86μmol/L. Like (+)-JQ1, WS-722 inhibited BRD4 in a reversible manner and enhanced protein stability. Docking studies showed that WS-722 occupied the central acetyl-lysine (Kac) binding cavity and formed a hydrogen bond with Asn140. In THP-1 cells, WS-722 showed target engagement to BRD4. Cellular effects of WS-722 on THP-1 cells were also examined, showing that WS-722 could block c-MYC expression, induce G0/G1 phase arrest and p21 up-regulation, and promote differentiation of THP-1 cells. BRD4 inhibition by WS-722 resulted in cell apoptosis and up-regulated expression of cleaved caspased-3/7 and PARP in THP-1 cell lines. The [1,2,4]triazolo[1,5-a]pyrimidine is a new template for the development of new BRD4 inhibitors.

Chinese Chemical Letters published new progress about Acute myeloid leukemia. 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, Computed Properties of 24415-66-5.

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

Engers, Darren W. published the artcileDiscovery and characterization of N-(1,3-dialkyl-1H-indazol-6-yl)-1H-pyrazolo[4,3-b]pyridin-3-amine scaffold as mGlu4 positive allosteric modulators that mitigate CYP1A2 induction liability, Computed Properties of 108281-78-3, the main research area is preparation dialkylindazolyl pyrazolopyridin amine derivative Parkinson’s; CYP induction; Parkinson’s disease; Positive allosteric modulator; Structure-activity relationship; mGlu4 PAM.

Previous reports from our laboratory disclosed the structure and activity of a novel 1H-pyrazolo[4,3-b]pyridine-3-amine scaffold (VU8506) which showed excellent potency, selectivity and in vivo efficacy in preclin. rodent models of Parkinson’s disease. Unfortunately, this compound suffered from significant CYP1A2 induction as measured through upstream AhR activation (125-fold) and thus was precluded from further advancement in chronic studies. Herein, we report a new scaffold developed recently which was systematically studied in order to mitigate the CYP1A2 liabilities presented in the earlier scaffolds. We have identified a novel structure that maintains the potency and selectivity of other mGlu4 PAMs, leading to 9i (hmGlu4 EC50 = 43 nM; AhR activation = 2.3-fold).

Bioorganic & Medicinal Chemistry Letters published new progress about Antiparkinsonian agents. 108281-78-3 belongs to class triazoles, name is 6-Bromo-3-methyl-[1,2,4]triazolo[4,3-a]pyridine, and the molecular formula is C7H6BrN3, Computed Properties of 108281-78-3.

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

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