Tag: M.W=150-200

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

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

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

Liu, Luxiao published the artcileDeep eutectic solvent promoted one-pot synthesis of nitriles from alcohols, Category: triazoles, the main research area is aryl nitrile green preparation; alc tandem aerobic oxidation condensation deep eutectic solvent.

Various aryl nitriles RCN [R = Ph, 4-BrC6H4, 2-thienyl, etc.] were readily synthesized from aerobic oxidation of substituted benzyl alcs. in deep eutectic solvent composed of choline chloride and p-toluenesulfonic acid in the presence of 2,2,6,6-tetramethylpiperidine-1-oxyl, followed by condensation with hydroxylamine hydrochloride. High yields of corresponding nitriles had obtained under mild reactions conditions. This strategy belonged to a novel and environmentally benign transition-metal-free one-pot cascade process for the synthesis of nitriles.

Journal of Chemical Sciences (Berlin, Germany) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 143426-50-0 belongs to class triazoles, name is 4-(1,2,4-Triazol-1-yl)benzyl Alcohol, and the molecular formula is C9H9N3O, Category: triazoles.

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

Yin, Weiyu published the artcileHighly Practical Synthesis of Nitriles and Heterocycles from Alcohols under Mild Conditions by Aerobic Double Dehydrogenative Catalysis, HPLC of Formula: 143426-50-0, the main research area is alc aerobic double dehydrogenation ammonia nitrile synthesis; biaryl heterocycle one pot synthesis nitrile in situ heterocyclization.

A mild, aerobic, catalytic process for obtaining nitriles directly from alcs. and aqueous ammonia is described (RC6H4CH2OH + NH3 → RC6H4CN). The reaction proceeds via a dehydrogenation cascade mediated by catalytic CuI, bpy, and TEMPO in the presence of O2. The substrate scope is broad including various functionalized aromatic and aliphatic alcs. This protocol enabled the one-pot synthesis of various biaryl heterocycles directly from com. available alcs. (e.g., PhCH2OH + NH3 in first step; addition of ethylenediamine in second step → 2-phenyl-4,5-dihydro-1H-imidazole).

Organic Letters published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 143426-50-0 belongs to class triazoles, name is 4-(1,2,4-Triazol-1-yl)benzyl Alcohol, and the molecular formula is C9H9N3O, HPLC of Formula: 143426-50-0.

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

Werbel, Leslie M. published the artcilePotential antimalarial substances. XIV. [[(Dialkylamino)alkyl]amino]pyrimido[1,2-a]benzimidazoles, 2,3,-dihydro-1H-cyclopenta[4,5]pyrimido[1,2-a]benzimidazoles, and s-triazolo[1,5-a]pyrimidines as potential antimalarial agents, Synthetic Route of 24415-66-5, the main research area is pyrimido benzimidazoles; benzimidazoles pyrimido; cyclopentapyrimidobenzimidazoles; triazolo pyrimidines; pyrimidines triazolo.

The structure of the product of the reaction of 2-aminobenzimidazole with ethyl acetoacetate was established by NMR spectroscopy as 2-methylpyr imido[1,2-a]benzimidazol-4-ol (I). 7(and 8)-Chloro-2-methylpyrimido[1,2-a]benzimidazol-4-ol (II and III), 2-(trifluoromethyl)pyrimido[1,2-a]benzimidazol-4-ol, 2,7,8-trimethylpyrimido[1,2-a]benzimidazol-4-ol, 2-benzyl-1,2,3,4-tetrahydropyrido-[4′,3′:4,5]pyrimido[1,2-a]benzimidazol-12-ol, 1,2,3,4-tetrahydro-benzimidazo[2,1-b]quinazolin-12-ol, and 2,3-dihydro-1H-cyclopenta[4,5]pyrimido[1,2-a]benzimidazol-11-ol (IV) were prepared in a similar manner. Chlorination of I, II, III, IV, and 5-methyl-s-triazolo[1,5-a]pyrimidin-7-ol with POCl3 afforded the corresponding chloroheterocycles, which were condensed with the appropriate N,N-dialkylalkylenediamine or Na,Na-diethyl-6-methoxytoluene-α,3-diamine to give various 4-[[(dialkylamino)-alkyl]amino]-2-methylpyrimido[1,2-a]benzimidazoles, 11-[[(dialkylamino)alkyl]amino]-2,3-dihydro-1H-cyclopenta[4,5]pyrimido[1,2-a] benzimidazoles and 7-[[(dialkylamino)alkyl]-amino]-5-methyl-s-triazolo[1,5-a]pyrimidines. None of these compounds displayed significant antimalarial activity against Plasmodium berghei in the mouse.

Journal of Heterocyclic Chemistry published new progress about Drugs. 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

Gomez, Laurent published the artcileDesign and Synthesis of Novel and Selective Phosphodiesterase 2 (PDE2a) Inhibitors for the Treatment of Memory Disorders, Synthetic Route of 24415-66-5, the main research area is triazolopyrimidine preparation PDE2a inhibitor SAR memory disorder treatment.

A series of potent and selective [1,2,4]triazolo[1,5-a]pyrimidine PDE2a inhibitors is reported. The design and improvement of the binding properties of this series was achieved using X-ray crystal structures in conjunction with careful anal. of electronic and structural requirements for the PDE2a enzyme. One of the lead compounds, compound I (DNS-8254), was identified as a potent and highly selective PDE2a enzyme inhibitor with favorable rat pharmacokinetic properties. Interestingly, the increased potency of compound I was facilitated by the formation of a halogen bond with the oxygen of Tyr827 present in the PDE2a active site. In vivo, compound I demonstrated significant memory enhancing effects in a rat model of novel object recognition. Taken together, these data suggest that compound I may be a useful tool to explore the pharmacol. of selective PDE2a inhibition.

Journal of Medicinal Chemistry published new progress about Memory disorders. 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

Umar, Tarana published the artcileA multifunctional therapeutic approach: Synthesis, biological evaluation, crystal structure and molecular docking of diversified 1H-pyrazolo[3,4-b]pyridine derivatives against Alzheimer’s disease, Application of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, the main research area is piperazinyl pyrazolopyridinyl acetamide preparation docking cholinesterase inhibitor amyloid aggregation; AChE inhibitors; Amyloid β aggregation inhibitors; Docking; N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamides; Selectivity.

2-(Piperazin-1-yl)-N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamides I [R = piperidin-1-yl, 4-methylpiperazin-1-yl, Et 4-((4-yl)piperazin-1-yl)quinoline-3-carboxylate, etc.] were described as a new class of selective and potent acetylcholinesterase (AChE) inhibitors and amyloid β aggregation inhibitors. Formation of synthesized compounds I was justified via 1H NMR, 13C NMR, mass spectra and single crystal X-Ray diffraction study. All compounds were evaluated for their acetylcholinesterase and butyrylcholinesterase inhibitory activity, inhibition of self-mediated Aβ aggregation and Cu(II)-mediated Aβ aggregation. Also, docking study was carried out in concordance with in vitro results. The most potent mol. amongst the derivatives exhibited excellent anti-AChE activity (IC50 = 4.8 nM). Kinetic study of I [R = 2-((4-yl)piperazin-1-yl)-N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamide] suggested it to be a mixed type inhibitor. In vitro study revealed that all the compounds were capable of inhibiting self-induced β-amyloid (Aβ) aggregation with the highest inhibition percentage to be 81.65%. Potency of I [R = Et 4-((4-yl)piperazin-1-yl)quinoline-3-carboxylate, 2-((4-yl)piperazin-1-yl)-N-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetamide] to inhibit self-induced Aβ1-42 aggregation was ascertained by TEM anal. Compounds were also evaluated for their Aβ disaggregation, antioxidation, metal-chelation activity.

European Journal of Medicinal Chemistry published new progress about Aggregation. 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 artcileBronsted Acid-Catalyzed Direct C(sp2)-H Heteroarylation Enabling the Synthesis of Structurally diverse Biaryl Derivatives, Related Products of triazoles, the main research area is chloro heteroarene arene hexafluoroisopropanol catalyst arylation; heterocyclic biaryl preparation.

Bronsted acid-catalyzed direct C(sp2)-H heteroarylation that enabled the synthesis of biaryl fragments in moderate to excellent yields (up to 99% yield), which was also performed at a gram scale and successfully applied to the privileged quinazoline scaffolds of the first-generation epidermal growth factor receptor (EGFR) inhibitors Gefitinib and Erlotinib, offering rapid access to a series of quinazoline-based biaryl compounds Addnl., the late-stage diversifications were performed based on the compound 5-methyl-7-(2,4,6-trimethoxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine, generating a library of structurally diverse and complex biaryl compounds

Advanced Synthesis & Catalysis published new progress about Arylation. 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, Related Products of triazoles.

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