Tag: M.W=150-200

Liu, Dengyue published the artcileFirst Discovery of Novel Pyrido[1,2-a]pyrimidinone Mesoionic Compounds as Antibacterial Agents, COA of Formula: C4H3Cl2NS, the publication is Journal of Agricultural and Food Chemistry (2019), 67(43), 11860-11866, database is CAplus and MEDLINE.

Plant bacterial diseases cause tremendous decreases in crop yield and quality, and there is a lack of highly effective and low-risk antibacterial agents. A series of novel pyrido[1,2-a]pyrimidinone mesoionic compounds containing vanillin moieties were synthesized, and the application of these mesoionic compounds as plant antibacterial agents was reported here for the first time. The bioassay results revealed that the mesoionic compounds had good antibacterial activity. Of these compounds, compound (I) showed excellent in vitro activity against Xanthomonas oryzae pv. oryzae, with an EC₅₀ value of 1.1μg/mL, which was substantially better than that of bismerthiazol (92.7μg/mL) and thiodiazole copper (105.4μg/mL). Moreover, greenhouse condition trials indicated that the protective and curative activities of compound I against rice bacterial leaf blight were 75.12% and 72.04%, resp., which were better than those of bismerthiazol (62.24% and 50.83%, resp.) and thiodiazole copper (53.35% and 65.04%, resp.). These results provide a basis for the application of mesoionic vanillin moieties as new antibacterial agents.

Journal of Agricultural and Food Chemistry published new progress about 50398-77-1. 50398-77-1 belongs to thiazole, auxiliary class Thiazoles, name is 5-Chloro-2-(chloromethyl)-1,3-thiazole, and the molecular formula is C4H3Cl2NS, COA of Formula: C4H3Cl2NS.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Lan, Xiaohao published the artcileScreening and identification of Lassa virus endonuclease-targeting inhibitors from a fragment-based drug discovery library, HPLC of Formula: 95-24-9, the publication is Antiviral Research (2022), 105230, database is CAplus and MEDLINE.

Lassa virus (LASV) belongs to the Old World genus Mammarenavirus, family Arenaviridae, and order Bunyavirales. Arenavirus contains a segmented neg.-sense RNA genome, which is in line with the bunyavirus and orthomyxoviruses. The segmented neg.-sense RNA viruses utilize a cap-snatching strategy to provide primers cleavaged from the host capped mRNA for viral mRNA transcription. As a similar strategy and the conformational conservation shared with these viruses, the endonuclease (EN) would serve as an attractive target for developing broad-spectrum inhibitors. Using the LASV minigenome (MG) system, we screened a fragment-based drug discovery library and found that two hits, F1204 and F1781, inhibited LASV MG activity. Both hits also inhibited the prototype arenavirus Lymphocytic choriomeningitis virus (LCMV) MG activity. Furthermore, both hits effectively inhibited authentic LCMV and severe fever with thrombocytopenia syndrome virus (SFTSV) infections. Similarly, both hits could inhibit the activity of LASV, LCMV, and SFTSV EN. The combination of either compound with an arenavirus entry inhibitor had significant synergistic antiviral effects. Moreover, both hits were found to be capable of binding to LASV EN with a binding affinity at the micromolar level. These findings provide a basis for developing the hits as potential candidates for the treatment of segmented neg.-sense RNA virus infections.

Antiviral Research published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, HPLC of Formula: 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Tang, Yunlian published the artcileBioinformatic analysis of differentially expressed genes and identification of key genes in EBV-transformed lymphoblasts, Application In Synthesis of 95-24-9, the publication is Biomedicine & Pharmacotherapy (2019), 108984, database is CAplus and MEDLINE.

Although the Epstein-Barr virus (EBV) is a well-known human oncogenic virus, its mol. mechanisms involved in the transformation of healthy human cells remain poorly understood. In this study, human lymphocytes were isolated from the peripheral blood of healthy adults, and lymphocytes were transformed in vitro by EBV. Agilent human whole genome microarrays were used to detect the differential gene expression profiles of EBV-transformed lymphoblasts and healthy peripheral blood lymphocytes (PBLs). By constructing the gene functional network of EBV-induced lymphocyte transformation, we screened out candidate key genes in this process and verified their expression levels by real-time quant. polymerase chain reaction (RT-qPCR) and Western blot. In the EBV-transformed lymphoblasts, 2335 differentially expressed genes, including 1328 up-regulated and 1007 down-regulated, were screened out. Five candidate key genes, namely, PLK1, E2F1, PTPN11, BIRC5 and FYN were mainly screened out according to the results of LIMMA, String, Cytoscape software anal. RT-qPCR and Western blot showed that PLK1, E2F1, PTPN11, BIRC5 genes had increased expression levels, and FYN gene was down-regulated in EBV-transformed lymphoblasts. Silencing of PLK1 gene in Raji cells could inhibit cell proliferation and invasion, and induce cell cycle arrest and apoptosis. In conclusion, PLK1, E2F1, PTPN11, BIRC5 and FYN are the candidate key mols. of EBV-transformed lymphocytes.

Biomedicine & Pharmacotherapy published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C13H26N2, Application In Synthesis of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Chen, Shanping published the artcileA Mild Two-Step Synthesis of Structurally Valuable Indole-Fused Derivatives, Computed Properties of 95-24-9, the publication is Journal of Organic Chemistry, database is CAplus and MEDLINE.

A mild two-step synthetic approach for the preparation of structurally valuable indolo[3′,2′:4,5]pyrrolo[3,2,1-kl]phenothiazines, e.g., I, was developed. In this work, cyclohexanone was used as the key bridge to connect the indole and phenothiazine frameworks to construct a structurally valuable indole-fused derivative The present protocol achieved the cascade construction of multiple C-hetero bonds, affording a convenient approach access to hexacyclic-fused system that contained both indole and phenothiazine, two privileged skeletons.

Journal of Organic Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Computed Properties of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Ding, Hongyan published the artcileSKA3 promotes the proliferation, migration and invasion of endometrial carcinoma cells, Application of 6-Chlorobenzothiazol-2-ylamine, the publication is Chengdu Yixueyuan Xuebao (2021), 16(3), 293-298, database is CAplus.

Objective To investigate the effects of spindle and kinetochore associated complex subunit 3 (SKA3) on the proliferation, migration and invasion of endometrial carcinoma cells. Methods Real-time quant. polymerasechain reaction (RT-qPCR) and Western blotting were used to detect the levels of SKA3 mRNA and protein expression in endometrial epithelial cells HEECs and endometrial carcinoma cells KLE, JEC and Ishikawa cells. And the Ishikawa cells with the highest expression level were selected for subsequent research. Ishikawa cells were divided into three groups. In the control group, Ishikawa cells were cultured normally. In the si-SKA3 group, 50 nmol/L siRNA-SKA3 was transfected into Ishikawa cells according to liposome 2000 instructions. In the NC group, 50 nmol/L siRNA-NC was transfected into Ishikawa cells according to liposome 2000 instructions. Cell proliferation was detected by cell counting kit-8 (CCK8) and clonal formation assay. Cell invasion and migration were detected by Transwell and scratch assay. And protein expression of CyclinD1, MMP-2, AKT, and p-AKT were detected by Western blotting. Results Compared with the HEECs of endometrial epithelial cells, the expression levels of SKA3 mRNA and protein in each endometrial carcinoma cell line were significantly increased (P<0.05). After interference with SKA3 expression, the proliferation and invasion ability of Ishikawa cells were decreased, the width of scratches were enlarged, and the protein expression of CyclinD1 and MMP-2 were significantly decreased (P<0.05). Compared with the control group and the NC group, the expression of AKT protein in si-SKA3 group was not significantly changed (P>0.05), while the expression of p-AKT protein decreased (P<0.05). Conclusion Interference with SKA3 can inhibit the proliferation, migration and invasion of Ishikawa cells of endometrial carcinoma, of which the mechanism may be related to the inhibition of SKA3 on PI3K/AKT signaling pathway.

Chengdu Yixueyuan Xuebao published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Application of 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Khan, Takallum published the artcileSilica-Supported P₂O₅ as an Efficient Heterogeneous Catalyst for the One Pot Synthesis of 3-Amino-imidazo[2,1-b](1,3)benzothiazole under Green Conditions, HPLC of Formula: 95-24-9, the publication is Journal of Heterocyclic Chemistry (2019), 56(1), 11-17, database is CAplus.

The new approach involving the solid supported catalyst for the formation of C-N bond followed by cyclization has been reported. In this work we have reported a facile, efficient, and environment-friendly protocol for the synthesis of some new 3-amino-imidazo[2,1-b](1,3)benzothiazole derivatives by one-pot condensation of 2-aminobenzothiazole, indole-3-carbaldehyde, and aryl isocyanide in the presence of silica-supported P2O5 as a heterogeneous solid acid catalyst. The reaction was performed using conventional method under green conditions. The present approach offers the advantages of simple methodol., inexpensive acid catalyst, short reaction time, easy work up with excellent yield, simple purification and use of green solvent. All the newly synthesized compounds were characterized in details using phys. and chem. techniques such as m.p., 1H NMR, 13C NMR, and FTIR spectroscopy.

Journal of Heterocyclic Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, HPLC of Formula: 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Jeon, Yoon T. published the artcileIdentification of 1-{2-[4-chloro-1′-(2,2-dimethylpropyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4′-piperidine]-1-yl]phenyl}-3-{5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl}urea, a potent, efficacious and orally bioavailable P2Y₁ antagonist as an antiplatelet agent, Synthetic Route of 31784-71-1, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(5), 1294-1298, database is CAplus and MEDLINE.

Spiropiperidine indoline-substituted diaryl ureas had been identified as antagonists of the P2Y₁ receptor. Enhancements in potency were realized through the introduction of a 7-hydroxyl substitution on the spiropiperidinylindoline chemotype. SAR studies were conducted to improve PK and potency, resulting in the identification of compound 3e, a potent, orally bioavailable P2Y₁ antagonist with a suitable PK profile in preclin. species. Compound 3e demonstrated a robust antithrombotic effect in vivo and improved bleeding risk profile compared to the P2Y₁₂ antagonist clopidogrel in rat efficacy/bleeding models.

Bioorganic & Medicinal Chemistry Letters published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C6H4ClN3S, Synthetic Route of 31784-71-1.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Wu, Feng published the artcileSynthesis and evaluation of novel 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibition agents, Product Details of C7H5ClN2S, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128253, database is CAplus and MEDLINE.

Herein, 16 new 2,4-diaminopyrimidines I (R¹ = H, F, Cl; R² = EtS, EtSO, i-PrSO; R³ = Me₂NCH₂CH₂NMe, 4-methylpiperazin-1-yl, 4-methyl-1,4-diazepan-1-yl, 4-dimethylaminopiperidin-1-yl, etc.; R⁴ = H, H₂N, EtCONH) bearing a sulfide or sulfoxide moiety were synthesized and evaluated for anaplastic lymphoma kinase (ALK) inhibitory activity. The optimal compound I [R¹ = F; R² = EtSO; R³ = 4-methylpiperazin-1-yl; R⁴ = EtCONH; (II)] exhibited excellent antiproliferative activity against non-small cell lung cancer NCI-H2228 cells, which was better than that of Brigatinib and similar to Ceritinib. Mechanism study revealed that the compound II decreased the mitochondrial membrane potential and arrested NCI-H2228 cells in the G0/G1 phase, finally resulting in cellular apoptosis. It is interesting that the compound II could effectively inhibit the migration of NCI-H2228 cells and may be a promising leading compound for chemotherapy of metastatic cancer.

Bioorganic & Medicinal Chemistry Letters published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C11H8N2O2, Product Details of C7H5ClN2S.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Praveen, Aletti S. published the artcileSynthesis, characterization and antimicrobial studies of a few novel thiazole derivatives, Quality Control of 64987-16-2, the publication is Medicinal Chemistry Research (2014), 23(1), 259-268, database is CAplus.

A series of novel N-[4-(substituted)-1,3-thiazol-2-yl]-2-(substituted)acetamides and Me 2-(2-(2-(substituted)acetamido)thiazol-4-yl)acetates were synthesized. All compounds were screened for their in vitro antibacterial activity against S. aureus, E. coli, P. aeruginosa, and K. pneumonia by disk diffusion and for antifungal activity against P. marneffei, T. mentagrophytes, A. flavus, and A. fumigatus by serial plate dilution Some of the compounds exhibited growth inhibition against all the tested bacterial strains, with MIC of 12.5-6.25 μg/mL. Among the compounds tested for antifungal activity, several of them showed a wide range of activity against all the tested strains. Most of the newly synthesized compounds were effective against fungal strains rather than bacterial strains. However, some of the compounds showed selective sensitivity against some of the bacterial strains, whereas they were unable to sustain the growth of other strains.

Medicinal Chemistry Research published new progress about 64987-16-2. 64987-16-2 belongs to thiazole, auxiliary class Thiazole,Amine,Ester, name is Methyl 2-(2-aminothiazol-4-yl)acetate, and the molecular formula is C6H8N2O2S, Quality Control of 64987-16-2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Giovannucci, Tatiana A. published the artcileInhibition of the ubiquitin-proteasome system by an NQO1-activatable compound, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Cell Death & Disease (2021), 12(10), 914, database is CAplus and MEDLINE.

Malignant cells display an increased sensitivity towards drugs that reduce the function of the ubiquitin-proteasome system (UPS), which is the primary proteolytic system for destruction of aberrant proteins. Here, we report on the discovery of the bioactivatable compound CBK77, which causes an irreversible collapse of the UPS, accompanied by a general accumulation of ubiquitylated proteins and caspase-dependent cell death. CBK77 caused accumulation of ubiquitin-dependent, but not ubiquitin-independent, reporter substrates of the UPS, suggesting a selective effect on ubiquitin-dependent proteolysis. In a genome-wide CRISPR interference screen, we identified the redox enzyme NAD(P)H:quinone oxidoreductase 1 (NQO1) as a critical mediator of CBK77 activity, and further demonstrated its role as the compound bioactivator. Through affinity-based proteomics, we found that CBK77 covalently interacts with ubiquitin. In vitro experiments showed that CBK77-treated ubiquitin conjugates were less susceptible to disassembly by deubiquitylating enzymes. In vivo efficacy of CBK77 was validated by reduced growth of NQO1-proficient human adenocarcinoma cells in nude mice treated with CBK77. This first-in-class NQO1-activatable UPS inhibitor suggests that it may be possible to exploit the intracellular environment in malignant cells for leveraging the impact of compounds that impair the UPS.

Cell Death & Disease published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica