Tag: M.W=150-200

Srivastava, Ruby published the artcileChemical reactivity theory (CRT) study of small drug-like biologically active molecules, Application of Thieno[2,3-b]pyrazin-7-amine, the publication is Journal of Biomolecular Structure and Dynamics (2021), 39(3), 943-952, database is CAplus and MEDLINE.

New biochem. screening and design based technol. are used to identify the small mols. in targeting RNA. These approaches has develop potential drug like small mol. for RNA-targeted therapeutics. Chem. Reactivity Theory (CRT) is used to study these drug-like, biol. active small mols. that target RNA. Twenty two small mols. based on structure (), information (), fragment (), small mol. microarrays (), and use of phenotypic assays () are selected for the studies of several DFT-based global reactivity and local reactivity descriptors to provide complete explanation for the reactivity of these complexes by chem. reactivity method. Higher HOMO-LUMO gap indicated the structural stability for the studied complexes. The complexes reflect greater thermodn. stability. Further the results predicted that high aromaticity and hardness are measures of high stability and low reactivity for the studied complexes. It was observed that a good, more reactive, nucleophile can be described by a lower value of μ, ω while a good electrophile can be described by a high value of μ, ω. TDDFT results predicted that few complexes can be used as fluorescent biomarkers as their emission wavelength lies in the visible region.

Journal of Biomolecular Structure and Dynamics published new progress about 59944-75-1. 59944-75-1 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Amine, name is Thieno[2,3-b]pyrazin-7-amine, and the molecular formula is C11H14O2, Application of Thieno[2,3-b]pyrazin-7-amine.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Parmar, Udaysinh published the artcileRoom-Temperature Amination of Chloroheteroarenes in Water by a Recyclable Copper(II)-Phosphaadamantanium Sulfonate System, Application In Synthesis of 343856-62-2, the publication is Journal of Organic Chemistry (2021), 86(13), 8900-8925, database is CAplus and MEDLINE.

The current report discusses about an efficient copper-based catalytic system (Cu/PTABS) for the amination of chloroheteroarenes RCl (R = pyrazinyl, 1,3-benzothiazol-2-yl, 9H-purin-6-yl, etc.) at ambient temperature in water as the sole reaction solvent, a combination that is first to be reported. A wide variety of chloroheteroarenes could be coupled efficiently with primary and secondary amines, e.g., morpholine as well as selected amino acid esters, e.g., L-valine Me ester hydrochloride under mild reaction conditions. Catalytic efficiency of the developed protocol also promotes late-stage functionalization of active pharmaceutical ingredients, e.g., I (APIs) such as antibiotics (floxacins) and anticancer drugs. The catalytic system also performs efficiently at a very low concentration of 0.0001 mol% (TON = 980,000) and can be recycled 12 times without any appreciable loss in activity. Theor. calculations reveal that the π-acceptor ability of the ligand PTABS is the main reason for the appreciably high reactivity of the catalytic system. Preliminary characterization of the catalytic species in the reaction was carried out using UV-VIS and ESR spectroscopy, providing evidence for the Cu(II) oxidation state.

Journal of Organic Chemistry published new progress about 343856-62-2. 343856-62-2 belongs to pyrazines, auxiliary class Pyrazine,Piperidine,Chloride, name is 2-Chloro-6-(piperidin-1-yl)pyrazine, and the molecular formula is C9H12ClN3, Application In Synthesis of 343856-62-2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Sengmany, Stephane published the artcileSelective mono-amination of dichlorodiazines, Formula: C9H12ClN3, the publication is Tetrahedron (2015), 71(29), 4859-4867, database is CAplus.

3,6-Dichloropyridazine, 4,6-dichloropyrimidine, 2,4-dichloropyrimidine, and 3,5-dichloropyridazine underwent chemoselective monosubstitution reactions with amines using triethylamine as a base in ethanol at either ambient temperature or reflux to give monoamino monochloro pyridazines and pyrimidines. The methodol. is general and efficient despite noticeable differences in reactivity between diazines; while dichloropyridazine and dichloropyrazine require several hours of heating at reflux for the reaction to proceed, dichloropyrimidines reach completion within minutes at room temperature

Tetrahedron published new progress about 343856-62-2. 343856-62-2 belongs to pyrazines, auxiliary class Pyrazine,Piperidine,Chloride, name is 2-Chloro-6-(piperidin-1-yl)pyrazine, and the molecular formula is C15H23BO2, Formula: C9H12ClN3.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Yun, Yanghwan published the artcile2-thioxothiazolidin-4-one analogs as pan-PIM kinase inhibitors, Quality Control of 343856-62-2, the publication is Chemical & Pharmaceutical Bulletin (2021), 69(9), 854-861, database is CAplus.

Proviral integration site for Moloney murine leukemia virus (PIM) kinases are proto-oncogenic kinases involved in the regulation of several cellular processes. PIM kinases are promising targets for new drug development because they play a major role in many cancer-specific pathways, such as survival, apoptosis, proliferation, cell cycle regulation, and migration. Here, 2-thioxothiazolidin-4-one derivatives I (R = cyclopentylamine, cyclohexyloxy, (CH₂)₂N(CH₂)₂NH, etc.; X = S) were synthesized and evaluated as potent pan-PIM kinase inhibitors. Optimized compounds showed single-digit nanomolar IC₅₀ values against all three PIM kinases with high selectivity over 14 other kinases. Compound I (R = (CH₂)₂N(CH₂)₂NH; X = S) inhibited the growth of Molm-16 cell lines (EC₅₀ = 14 nM) and modulated the expression of pBAD and p4EBP1 in a dose-dependent manner.

Chemical & Pharmaceutical Bulletin published new progress about 343856-62-2. 343856-62-2 belongs to pyrazines, auxiliary class Pyrazine,Piperidine,Chloride, name is 2-Chloro-6-(piperidin-1-yl)pyrazine, and the molecular formula is C10H15NS, Quality Control of 343856-62-2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Warner, Katherine Deigan published the artcileValidating Fragment-Based Drug Discovery for Biological RNAs: Lead Fragments Bind and Remodel the TPP Riboswitch Specifically, Related Products of pyrazines, the publication is Chemistry & Biology (Oxford, United Kingdom) (2014), 21(5), 591-595, database is CAplus and MEDLINE.

Thiamine pyrophosphate (TPP) riboswitches regulate essential genes in bacteria by changing conformation upon binding intracellular TPP. Previous studies using fragment-based approaches identified small mol. “fragments” that bind this gene-regulatory mRNA domain. Crystallog. studies now show that, despite having micromolar K_ds, four different fragments bind the TPP riboswitch site-specifically, occupying the pocket that recognizes the aminopyrimidine of TPP. Unexpectedly, the unoccupied site that would recognize the pyrophosphate of TPP rearranges into a structure distinct from that of the cognate complex. This idiosyncratic fragment-induced conformation, also characterized by small-angle X-ray scattering and chem. probing, represents a possible mechanism for adventitious ligand discrimination by the riboswitch, and suggests that off-pathway conformations of RNAs can be targeted for drug development. Our structures, together with previous screening studies, demonstrate the feasibility of fragment-based drug discovery against RNA targets.

Chemistry & Biology (Oxford, United Kingdom) published new progress about 59944-75-1. 59944-75-1 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Amine, name is Thieno[2,3-b]pyrazin-7-amine, and the molecular formula is C17H14F3N3O2S, Related Products of pyrazines.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Lumma, William C. Jr. published the artcilePiperazinylpyrazines with central serotoninmimetic activity, Application of 2-Chloro-6-(trifluoromethyl)pyrazine, the publication is Journal of Medicinal Chemistry (1978), 21(6), 536-42, database is CAplus and MEDLINE.

Twenty title compounds I [R = H, [CH₂)₃NMe₂, or 6-chloro-2-pyrazinyl; R = H or Cl; R² = H, Cl, Ph, or CO₂Me; R³ = H, Cl, Me, SPh, etc.; X = 2H or O] were synthesized by reaction of the appropriate chloropyrazine with piperazine [110-85-0] or an N-substituted piperazine. I; (R = R¹ = R² = H; R³ = Cl; X = 2H,.HCl) [61655-58-1] had pharmacol. properties in mice characteristic of potent central serotoninmimetic activity and only weak peripheral serotoninmimetic action in isolated rat uterus. Preferred conformations of this compound, determined by classical strain energy calculations and CNDO mol. orbital techniques, were compared with serotonin [50-67-9] in order to determination those structural features which might interact with serotonin receptors.

Journal of Medicinal Chemistry published new progress about 61655-69-4. 61655-69-4 belongs to pyrazines, auxiliary class Trifluoromethyl,Pyrazine,Fluoride,Chloride, name is 2-Chloro-6-(trifluoromethyl)pyrazine, and the molecular formula is C5H2ClF3N2, Application of 2-Chloro-6-(trifluoromethyl)pyrazine.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Coutard, Bruno published the artcileAssessment of Dengue virus helicase and methyltransferase as targets for fragment-based drug discovery, Name: Thieno[2,3-b]pyrazin-7-amine, the publication is Antiviral Research (2014), 61-70, database is CAplus and MEDLINE.

Seasonal and pandemic flaviviruses continue to be leading global health concerns. With the view to help drug discovery against Dengue virus (DENV), a fragment-based exptl. approach was applied to identify small mol. ligands targeting two main components of the flavivirus replication complex: the NS3 helicase (Hel) and the NS5 mRNA methyltransferase (MTase) domains. A library of 500 drug-like fragments was first screened by thermal-shift assay (TSA) leading to the identification of 36 and 32 fragment hits binding Hel and MTase from DENV, resp. In a second stage, we set up a fragment-based X-ray crystallog. screening (FBS-X) in order to provide both validated fragment hits and structural binding information. No fragment hit was confirmed for DENV Hel. In contrast, a total of seven fragments were identified as DENV MTase binders and structures of MTase-fragment hit complexes were solved at resolution at least 2.0 Å or better. All fragment hits identified contain either a five- or six-membered aromatic ring or both, and three novel binding sites were located on the MTase. To further characterize the fragment hits identified by TSA and FBS-X, we performed enzymic assays to assess their inhibition effect on the N7- and 2′-O-MTase enzymic activities: five of these fragment hits inhibit at least one of the two activities with IC₅₀ ranging from 180 μM to 9 mM. This work validates the FBS-X strategy for identifying new anti-flaviviral hits targeting MTase, while Hel might not be an amenable target for fragment-based drug discovery (FBDD). This approach proved to be a fast and efficient screening method for FBDD target validation and discovery of starting hits for the development of higher affinity mols. that bind to novel allosteric sites.

Antiviral Research published new progress about 59944-75-1. 59944-75-1 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Amine, name is Thieno[2,3-b]pyrazin-7-amine, and the molecular formula is C6H5N3S, Name: Thieno[2,3-b]pyrazin-7-amine.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Schneller, S. W. published the artcileA simple synthesis of thieno[2,3-b]pyrazine and thieno[2,3-b]pyridine, SDS of cas: 59944-75-1, the publication is Journal of Heterocyclic Chemistry (1976), 13(2), 273-5, database is CAplus.

The thienopyrazines I and -pyridines II (R = R1 = H) were prepared by diazotizing the amino derivatives I and II (R = NH2, R1 = CO2Et), resp., saponifying the resulting carboxylates I and II (R = H, R1 = CO2Et), resp., and decarboxylating the resulting carboxylic acids with Cu.

Journal of Heterocyclic Chemistry published new progress about 59944-75-1. 59944-75-1 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Amine, name is Thieno[2,3-b]pyrazin-7-amine, and the molecular formula is C6H5N3S, SDS of cas: 59944-75-1.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem

Cressina, Elena published the artcileFragment screening against the thiamine pyrophosphate riboswitch thiM, Synthetic Route of 59944-75-1, the publication is Chemical Science (2011), 2(1), 157-165, database is CAplus.

Riboswitches are regions of mRNA that bind selectively certain metabolites, thereby regulating gene expression. We have developed a method, which uses a combination of biophys. techniques (equilibrium dialysis, waterLOGSY and T₂ relaxation-edited NMR spectroscopy and isothermal titration calorimetry) that allows screening and identification of novel ligands for riboswitches. By this method a library of 1300 fragments was screened on the E. coli thiamin pyrophosphate (TPP) riboswitch thiM, resulting in the identification of 17 hits. The compounds showed K_D values from 22 to 670 μM, with four compounds having K_D values <100 μM. The fragments are structurally diverse and their ligand efficiency indicates good prospects for structure-guided elaboration. In addition, a riboswitch functional assay based on in vitro transcription translation (IVTT) of the reporter gene luciferase was developed. This assay system is an alternative to in vivo assays and constitutes a valuable tool to determine the effect of small mols. on riboswitch-regulated gene expression.

Chemical Science published new progress about 59944-75-1. 59944-75-1 belongs to pyrazines, auxiliary class Other Aromatic Heterocyclic,Amine, name is Thieno[2,3-b]pyrazin-7-amine, and the molecular formula is C6H5N3S, Synthetic Route of 59944-75-1.

Referemce:
https://en.wikipedia.org/wiki/Pyrazine,
Pyrazine | C4H4N2 – PubChem