Tag: M.W=150-200

Kai, Hiroyuki published the artcileDiscovery of clinical candidate Sivopixant (S-600918): Lead optimization of dioxotriazine derivatives as selective P2X3 receptor antagonists, Name: 4-(2-Pyrimidinyloxy)aniline, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128384, database is CAplus and MEDLINE.

In previous work, we discovered a lead compound and conducted initial SAR studies on a novel series of dioxotriazines to identify the compound as one of the P2X3 receptor antagonists. This compound showed high P2X3 receptor selectivity and a strong analgesic effect. Although not selected for clin. development, the compound was evaluated from various aspects as a tool compound In the course of the following study, the mol. structures of the dioxotriazines were modified based on pharmacokinetic/pharmacodynamic (PK/PD) analyses. As a result of these SAR studies, Sivopixant (S-600918, I) was identified as a clin. candidate with potent and selective antagonistic activity (P2X3 IC₅₀, 4.2 nM; P2X2/3 IC₅₀, 1100 nM) and a strong analgesic effect in the rat partial sciatic nerve ligation model (Seltzer model) of allodynia (ED₅₀, 0.4 mg/kg).

Bioorganic & Medicinal Chemistry Letters published new progress about 105130-26-5. 105130-26-5 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Benzene,Ether, name is 4-(2-Pyrimidinyloxy)aniline, and the molecular formula is C10H9N3O, Name: 4-(2-Pyrimidinyloxy)aniline.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Reznickova, Eva published the artcileActivity of 2,6,9-trisubstituted purines as potent PDGFRα kinase inhibitors with antileukaemic activity, Name: 4-(2-Pyrimidinyloxy)aniline, the publication is European Journal of Medicinal Chemistry (2019), 111663, database is CAplus and MEDLINE.

Receptor tyrosine kinase PDGFRα is often constitutively activated in various tumors and is regarded as a drug target. Here, we present a collection of 2,6,9-trisubstituted purines with nanomolar potency against PDGFRα and strong and selective cytotoxicity in the human eosinophilic leukemia cell line EOL-1 that expresses the FIP1L1-PDGFRA oncogene. In treated EOL-1 cells, the example compound 14q inhibited the autophosphorylation of PDGFRα and the phosphorylation of STAT3 and ERK1/2. Interestingly, we observed pronounced and even increased effects of 14q on PDGFRα and some of its downstream signalling pathways after drug washout. In accordance with suppressed PDGFRα signalling, treated cells were arrested in the G1 phase of the cell cycle and eventually underwent apoptosis. Our results show that substituted purines can be used as specific modulators of eosinophilic leukemia.

European Journal of Medicinal Chemistry published new progress about 105130-26-5. 105130-26-5 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Benzene,Ether, name is 4-(2-Pyrimidinyloxy)aniline, and the molecular formula is C10H9N3O, Name: 4-(2-Pyrimidinyloxy)aniline.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Motloch, Petr published the artcileTriaminopyrimidine derivatives as transmembrane HCl transporters, SDS of cas: 56-05-3, the publication is Organic & Biomolecular Chemistry (2019), 17(22), 5633-5638, database is CAplus and MEDLINE.

Small synthetic mols. capable of inducing transmembrane anion transport have received a lot of attention as potential anti-cancer agents due to their ability to interfere with intracellular pH homeostasis. A series of triaminopyrimidine-based anion transporters have been synthesized, and they are found to diminish proton gradients across lipid bilayers at physiol. relevant pH. The compounds have pK_a values (≈7.2) that allow protonation/deprotonation processes coupled with anion binding/unbinding events in physiol. relevant conditions. Synthetic vesicle transport experiments as well as solid state structures indicate synergistic binding of HCl. Cell assays show that the transporters induce apoptosis in various cancerous cell lines.

Organic & Biomolecular Chemistry published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, SDS of cas: 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Bayramoglu, Duygu published the artcileAn Efficient Synthetic Method for the Synthesis of Novel Pyrimido[1,2-a]Pyrimidine-3-Carboxylates: Comparison of Irradiation and Conventional Conditions, Recommanded Product: 2-Amino-4,6-dichloropyrimidine, the publication is Polycyclic Aromatic Compounds, database is CAplus.

A very simple and efficient procedure for the synthesis of novel pyrimido[1,2-a]pyrimidine derivatives was described. Thermal cyclization reactions of 2-aminopyrimidine and its substituted derivatives with di-Et ethoxymethylenemalonate (EMME) was investigated. Conventional heating and microwave irradiation (MW) conditions were applied to enable the comparison of both techniques on the obtained products. Besides the effect of different reaction parameters and the substituents on the conversion reactions was also investigated in detail. Structural analyses of all compounds synthesized with high yields was carried out by suitable spectroscopic methods (FT-IR, NMR, mass spectroscopy, LC-MS TOF).

Polycyclic Aromatic Compounds published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Recommanded Product: 2-Amino-4,6-dichloropyrimidine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Wang, Zhisong published the artcileStructure-Based Design of Highly Potent Toll-like Receptor 7/8 Dual Agonists for Cancer Immunotherapy, Name: 2-Amino-6-chloropyrido[3,2-d]pyrimidin-4(1H)-one, the publication is Journal of Medicinal Chemistry (2021), 64(11), 7507-7532, database is CAplus and MEDLINE.

Design and synthesis of a series of pyrido[3,2-d]pyrimidine-based toll-like receptor 7/8 dual agonists, e.g., I that exhibited potent and near-equivalent agonistic activities toward TLR7 and TLR8. In vitro, compounds significantly induced the secretion of IFN-α, IFN-γ, TNF-α, IL-1β, IL-12p40, and IP-10 in human peripheral blood mononuclear cell assays. In vivo, compounds significantly suppressed tumor growth in CT26 tumor-bearing mice by remodeling the tumor microenvironment. Addnl., compounds markedly improved the antitumor activity of PD-1/PD-L1 blockade. These results demonstrated that TLR7/8 agonists held great potential as single agents or in combination with PD-1/PD-L1 blockade for cancer immunotherapy.

Journal of Medicinal Chemistry published new progress about 897359-74-9. 897359-74-9 belongs to pyrimidines, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine,Amide, name is 2-Amino-6-chloropyrido[3,2-d]pyrimidin-4(1H)-one, and the molecular formula is C14H20BNO3, Name: 2-Amino-6-chloropyrido[3,2-d]pyrimidin-4(1H)-one.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Johansen, Martin B. published the artcileAccess to Aryl and Heteroaryl Trifluoromethyl Ketones from Aryl Bromides and Fluorosulfates with Stoichiometric CO, SDS of cas: 56-05-3, the publication is Organic Letters (2020), 22(11), 4068-4072, database is CAplus and MEDLINE.

A sequential one-pot preparation of aromatic trifluoromethyl ketones RC(O)CF₃ (R = 3,5-dimethoxyphenyl, quinolin-3-yl, 4-adamantylphenyl, etc.) starting from readily accessible aryl bromides/fluorosulfates RX (X = Br, OS(O)₂F), the latter easily prepared from the corresponding phenols ROH were reported. The methodol. utilizes low pressure carbon monoxide generated ex situ from COgen to generate Weinreb amides as reactive intermediates that undergo monotrifluoromethylation affording the corresponding aromatic trifluoromethyl ketones (TFMKs) in good yields. The stoichiometric use of CO enables the possibility for accessing ¹³C-isotopically labeled TFMK by switching to the use of ¹³COgen.

Organic Letters published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, SDS of cas: 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Kovackova, Sona published the artcileThe synthesis of piperidine nucleoside analogs-a comparison of several methods to access the introduction of nucleobases, Formula: C4H3Cl2N3, the publication is Tetrahedron (2011), 67(7), 1485-1500, database is CAplus.

This work deals with the synthesis of piperidine and hydroxypiperidine analogs of nucleosides, e.g. I. Starting from com. available 3-hydroxypiperidine, proline or 4-hydroxyproline, a series of piperidine derivatives of both purine and pyrimidine nucleobases was prepared Various methods of nucleobase attachment were evaluated. The prepared compounds were tested for cytostatic, antibacterial, and antiviral properties but no significant activity was found.

Tetrahedron published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Formula: C4H3Cl2N3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Schultes, Sabine published the artcileCombining Quantum Mechanical Ligand Conformation Analysis and Protein Modeling to Elucidate GPCR-Ligand Binding Modes, HPLC of Formula: 56-05-3, the publication is ChemMedChem (2013), 8(1), 49-53, database is CAplus and MEDLINE.

2-Aminopyrimidine ligands with flexible and rigid side chains was synthesized to investigate the role of ligand conformation in H₄R ligand binding. The ligand binding conformations and orientations in the H₄R binding pocket was elucidated. The combined ligand- and protein-ligand modeling method can be used as a general approach to investigate the binding modes of flexible side chains of ligands with other protein targets.

ChemMedChem published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C25H29N9O3, HPLC of Formula: 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Meng, Qing published the artcileDesign, synthesis and evaluation of novel HIV-1 NNRTIs with dual structural conformations targeting the entrance channel of the NNRTI binding pocket, Computed Properties of 56-05-3, the publication is European Journal of Medicinal Chemistry (2016), 53-62, database is CAplus and MEDLINE.

On the basis of structure-based bioisosteric replacement and mol. hybridization strategy, a series of novel dual structural-conformation inhibitors targeting the “entrance channel” of HIV-1 NNRTIs binding pocket (NNIBP) were designed and synthesized. All of the new compounds were evaluated for their anti-HIV activities in MT-4 cells using the MTT method. Five compounds exhibited moderate to excellent potencies inhibiting wild-type (weight) HIV-1 replication with EC₅₀ values ranging from 31.36 μM to 0.11 μM. Among them, compound I was identified as the most potent inhibitor with EC₅₀ values of 0.11 μM and 2.18 μM against weight and K103N/Y181C double mutant HIV-1 strain (RES056), resp. In addition, preliminary structure-activity relationships (SARs) and mol. simulation studies were discussed, which may provide valuable insights for further optimization.

European Journal of Medicinal Chemistry published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Computed Properties of 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Kwong, Cecil D. published the artcileNovel substituted pyrimidines as HCV replication (replicase) inhibitors, Computed Properties of 56-05-3, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(2), 1160-1164, database is CAplus and MEDLINE.

(Pyrimidinylamino)dihydroxycyclopentanemethanols I [R = Ph, 2-ClC₆H₄, 3-ClC₆H₄, 4-ClC₆H₄, 2-FC₆H₄, 3-FC₆H₄, 4-FC₆H₄, 3-NCC₆H₄, 4-NCC₆H₄, 3-O₂NC₆H₄, 4-O₂NC₆H₄, 4-MeC₆H₄, 2-MeOC₆H₄, 3-MeOC₆H₄, 4-MeOC₆H₄, 3,4-(MeO)₂C₆H₃, 4-F₃CC₆H₄, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-(MeO₂C)C₆H₄, 2-(EtO₂C)C₆H₄, 2-(Me₂CHO₂C)C₆H₄, 2-(H₂NCO)C₆H₄, 4-(H₂NCO)C₆H₄, 2-(EtNHCO)C₆H₄, 2-(MeSO₂)C₆H₄, 4-(MeSO₂)C₆H₄, 2-(H₂NSO₂)C₆H₄, 2-thiazolyl, 2-thienyl, 3-thienyl, 2-imidazolyl, 2-methoxycarbonyl-3-pyridinyl, 2-(ethoxycarbonyl)-3-pyridinyl, 2-methyl-3-pyridinyl, 4-methyl-3-pyridinyl, 2,4-dimethyl-3-pyridinyl, 4-methoxy-3-pyridinyl, 4-ethoxy-3-pyridinyl, 4-methoxy-2-methyl-3-pyridinyl, 4-ethoxy-2-methyl-3-pyridinyl; X = N:N, CH:CH, CH₂CH₂, 1,2-cyclopropanediyl, CC] are prepared as carbanucleoside analogs for use as inhibitors of hepatitis C virus replication; their inhibition of hepatitis C virus replication and their cytotoxicities were determined I [R = 2-(EtO₂C)C₆H₄, 3-thienyl; X = CC] had acceptable replicon potency, selectivity and in vivo oral pharmacokinetics in rats.

Bioorganic & Medicinal Chemistry Letters published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Computed Properties of 56-05-3.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia