Category: 24415-66-5

Kumar, Jitendra published the artcilePyrimidine-Triazolopyrimidine and Pyrimidine-Pyridine Hybrids as Potential Acetylcholinesterase Inhibitors for Alzheimer’s Disease, Name: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is pyrimidine triazolopyrimidine preparation Alzheimer disease acetylcholinesterase inhibitor.

Synthesis and testing of pyrimidine derivatives in conjugation with triazolopyrimidine I [R = [(6-bromonaphthalen-2-yl)oxy], (4-nitrophenyl)aminyl, (naphthalen-2-yloxy)] based hybrid scaffold of AChE inhibitors for development of new mols. towards the treatment of AD were reported. A multipronged approach employing computational, chem. and biol. approaches was used to find the best inhibitor of AChE. Three mols. (2-(4-(6-chloropyrimidin-4-yl)piperazin-1-yl)nicotinonitrile, I (R = [(6-bromonaphthalen-2-yl)oxy]) and II) derived from this scaffold inhibited AChE in nanomolar to micromolar range. Highest activity was shown by II which has IC50 value of 36 nM. Inhibitory effect of II was stronger for human AChE in neuronal cell extract compared to eelAChE. This activity is comparable to donepezil (IC50 = 38nM) which is considered as good standard among AChE inhibitors. The inhibitory activity of II was also in agreement with mol. simulation studies which showed stable interaction of the II with the catalytic active site as well as peripheral anionic site. Mol. simulation studies also indicated stronger interaction of II with rhAChE than TcAChE. This was later confirmed in studies with neuronal cell extract where compound II showed enzyme inhibition at 25 nM. Further this mol. was not found to be toxic or carcinogenic.

ChemistrySelect published new progress about Alzheimer disease. 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, Name: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

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

Jameel, Ehtesham published the artcileRational design, synthesis and biological screening of triazine-triazolopyrimidine hybrids as multitarget anti-Alzheimer agents, Application In Synthesis of 24415-66-5, the main research area is triazine triazolopyrimidine preparation antialzheimer antioxidant SAR mol docking human; ADME analysis; Acetylcholinesterase; Alzheimer’s disease; Butyrylcholinesterase; Molecular docking; Triazine; Triazolopyrimidine quinoline.

A series of triazine-triazolopyrimidine hybrids were designed, synthesized and characterized by various spectral techniques. Among the synthesized compounds, the di-substituted triazine-triazolopyrimidine derivatives I (R1 = 3-F3CC6H4NH2, 4-MeOC6H4NH2, 4-FC6H4NH2, 2-FC6H4NH2) showed better acetylcholinesterase (AChE) inhibitory activity than the corresponding tri-substituted triazine-triazolopyrimidine derivatives Out of the disubstituted triazine-triazolopyrimidine based compounds, I (R1 = 3-F3CC6H4NH2) and I (R1 = 4-MeOC6H4NH2) showed encouraging inhibitory activity on AChE with IC50 values 0.065 and 0.092 μM, resp. and they also demonstrated good inhibition selectivity towards AChE over BuChE by ~28 folds. Furthermore, kinetic anal. and mol. modeling studies of these compounds targeted both catalytic active site as well as peripheral anionic site of AChE. In addition, these derivatives effectively modulated Aβ self-aggregation as investigated through CD spectroscopy, ThT fluorescence assay and electron microscopy. Besides, these compounds exhibited potential antioxidant (2.15 and 2.91 trolox equivalent by ORAC assay) and metal chelating properties. In silico ADMET profiling highlighted that, these novel triazine derivatives have appropriate drug like properties and possess very low toxic effects in the primarily pharmacokinetic study. Overall, the multitarget profile exerted by these novel triazine mols. qualified them as potential anti-Alzheimer drug candidates in AD therapy.

European Journal of Medicinal Chemistry published new progress about Alzheimer disease. 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 In Synthesis of 24415-66-5.

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

Yuan, Shuo published the artcileBronsted acid-promoted ‘on-water’ C(sp3)-H functionalization for the synthesis of isoindolinone/[1,2,4]triazolo[1,5-a]pyrimidine derivatives targeting the SKP2-CKS1 interaction, Name: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is trimethoxyphenyl triazolopyrimidinyl methyl isoindolinone preparation SKP2 CKS1 inhibition SAR.

An efficient Bronsted acid-promoted C(sp3)-H functionalization approach that enabled the rapid construction of biol. important isoindolinone/[1,2,4]triazolo[1,5-a]pyrimidine hybrids from 5-methyl-7-(2,4,6-trimethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine, 2-formylbenzoic acid and various anilines was reported. The title compounds were generated in high to excellent yields (up to 96%) regardless of the electronic nature and steric effects of the substituents. In this reaction, an isoindolinone scaffold, one C-C single bond and two C-N bonds were formed simultaneously with high atom economy. It was concluded that the Me group linked to the electron-deficient N-heterocycles was used as a new synthetic handle for late-state diversification and may have broad applications in the field of organic and medicinal chem. Besides, the title compounds exhibited promising activity against the SKP2-CKS1 interaction.

Chinese Chemical Letters published new progress about Anilines 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, Name: 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

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

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

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

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

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

Esteban-Parra, Gines M. published the artcileAnti-diabetic and anti-parasitic properties of a family of luminescent zinc coordination compounds based on the 7-amino-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine ligand, SDS of cas: 24415-66-5, the main research area is crystal structure antidiabetic antiparasitic activity zinc triazolopyrimidine complex preparation; MO luminescence zinc triazolopyrimidine complex; 7-Amino-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine ligand; Chagas; Diabetes; Lesihmaniasis; Luminescence; Zinc.

We report on the formation of a triazolopyrimidine derivative ligand, 7-amino-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine (7-amtp), and a new family of coordination compounds based on this ligand and zinc as metal ion, synthesized by conventional routes. These materials possess different mononuclear structures, namely [ZnCl2(7-amtp)2] (1), [Zn(7-amtp)2(H2O)4](NO3)2·2(7-amtp)·6H2O (2) and [Zn(7-amtp)2(H2O)4](SO4)·1.5H2O (3) derived from the use of different zinc (II) salts, in such a way that the counterions govern the crystallization to a large extent. These compounds present and show variable luminescent properties based on ligand-centered charge transfers which have been deeply studied by Time Dependent D. Functional Theory (TD-DFT) calculations When these compounds are transferred to solution, preserving complex entities as corroborated by NMR studies, they present interesting anti-diabetic and anti-parasitic capabilities, with a comparatively higher selectivity index than other previously reported triazolopyrimidine-based materials. The results derived from in vivo experiments conducted in mice also confirm their promising activity as anti-diabetic drug being capable of dropping glucose levels after oral administration. Therefore, these new materials may be considered as excellent candidates to be further investigated in the field of luminescent coordination compounds with biomedical applications.

Journal of Inorganic Biochemistry published new progress about Antidiabetic agents. 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, SDS of cas: 24415-66-5.

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