Day: October 13, 2022

Pena, S.; Fagundez, C.; Medeiros, A.; Comini, M.; Scarone, L.; Sellanes, D.; Manta, E.; Tulla-Puche, J.; Albericio, F.; Stewart, L.; Yardley, V.; Serra, G. published the artcile< Synthesis of cyclohexapeptides as antimalarial and anti-trypanosomal agents>, Related Products of 96929-05-4, the main research area is cyclohexa peptide synthesis antimalarial antitrypanosomal agent structure activity; solid phase peptide synthesis macrocyclization.

Cyclohexapeptide analogs of natural products were obtained in very good yields by a combination of solid-phase peptide synthesis, for the linear peptide, and solution cyclization. The activities against Plasmodium falciparum K1, Trypanosoma brucei brucei and murine macrophages (cell line J774) of these novel compounds and azolic macrocycles, previously reported by us, were evaluated. Seven macrocycles showed submicromolar activities against Plasmodium falciparum K1 and a high selectivity (SI > 125) for the parasite. In addition, two compounds displayed one digit micromolar EC50 against T. brucei brucei and satisfactory selectivity (SI 82 and 95). Preliminary structure-activity relationships are presented.

MedChemComm published new progress about Antimalarials. 96929-05-4 belongs to class thiazole, and the molecular formula is C12H18N2O4S, Related Products of 96929-05-4.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Novickij, Vitalij; Zinkeviciene, Aukse; Malysko, Veronika; Novickij, Jurij; Kulbacka, Julita; Rembialkowska, Nina; Girkontaite, Irute published the artcile< Bioluminescence as a sensitive electroporation indicator in sub-microsecond and microsecond range of electrical pulses>, HPLC of Formula: 2591-17-5, the main research area is bleomycin bioluminescence electroporation indicator elec pulse electrochemotherapy tumor permeabilization; Bioluminescence; Bleomycin; Electrochemotherapy; Permeabilization; Tumors.

The cell membrane permeabilization in electroporation studies is usually quantified using fluorescent markers such as propidium iodide (PI) or YO-PRO, while Chinese Hamster Ovary cell line frequently serves as a model. In this work, as an alternative, we propose a sensitive methodolgy for detection and anal. of electroporation phenomenon based on bioluminescence. Luminescent mice myeloma SP2/0 cells (transfected using Luciferase-pcDNA3 plasmid) were used as a cell model. Electroporation has been studied using the 0.1-5μs x 250 and 100μs x 1-8 pulsing protocols in 1-2.5 kV/cm PEF range. It was shown that the bioluminescence response is dependent on the cell permeabilization state and can be effectively used to detect even weak permeabilization. During saturated permeabilization the methodol. accurately predicts the losses of cell viability due to irreversible electroporation. The results have been superpositioned with permeabilization and pore resealing (1 h post-treatment) data using PI. Also, the viability of the cells was evaluated. Lastly, the SP2/0 tumors have been developed in BALB/C mice and the methodol. has been tested in vivo using electrochemotherapy with bleomycin.

Journal of Photochemistry and Photobiology, B: Biology published new progress about Bioluminescence. 2591-17-5 belongs to class thiazole, and the molecular formula is C11H8N2O3S2, HPLC of Formula: 2591-17-5.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

O’Connor, Stephen J.; Barr, Kenneth J.; Wang, Le; Sorensen, Bryan K.; Tasker, Andrew S.; Sham, Hing; Ng, Shi-Chung; Cohen, Jerome; Devine, Edward; Cherian, Sajeev; Saeed, Badr; Zhang, Haichao; Lee, Jang Yun; Warner, Robert; Tahir, Stephen; Kovar, Peter; Ewing, Patricia; Alder, Jeffrey; Mitten, Michael; Leal, Juan; Marsh, Kennan; Bauch, Joy; Hoffman, Daniel J.; Sebti, Said M.; Rosenberg, Saul H. published the artcile< Second-Generation Peptidomimetic Inhibitors of Protein Farnesyltransferase Demonstrating Improved Cellular Potency and Significant in Vivo Efficacy>, COA of Formula: C4H3NOS, the main research area is peptidomimetic preparation protein farnesyltransferase inhibitor antitumor; protein farnesyltransferase inhibitor peptidomimetic structure antitumor; antitumor agent peptidomimetic protein farnesyltransferase inhibitor.

The synthesis and evaluation of analogs of previously reported farnesyltransferase inhibitors, a pyridyl benzyl ether and a pyridylbenzylamine, are described. Substitution of the pyridyl benzyl ether at the 5-position of the core aryl ring resulted in inhibitors of equal or less potency against the enzyme and decreased efficacy in a cellular assay against Ras processing by the enzyme. Substitution of the pyridylbenzylamine at the benzyl nitrogen yielded 4-(N-benzyl-N-3-pyridylaminomethyl)-2-(2-methylphenyl)benzoylmethionine (I), which showed improved efficacy and potency and yet presented a poor pharmacokinetic profile. Further modification afforded 4-(N-3,5-difluorobenzyl-N-phenylaminomethyl)-2-(2-methylphenyl)benzoylmethionine, which demonstrated a dramatically improved pharmacokinetic profile. I and 4-(N-benzyl-N-phenylaminomethyl)-2-(2-methylphenyl)benzoylmethionine demonstrated significant in vivo efficacy in nude mice inoculated with MiaPaCa-2, a human pancreatic tumor-derived cell line.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, COA of Formula: C4H3NOS.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Mishra, Deepak; Fatima, Atiya; Rout, Chittaranjan; Singh, Ram published the artcile< An efficient one-pot synthesis of 2-aminothiazole derivatives>, Electric Literature of 57493-24-0, the main research area is aminothiazole preparation; haloketone thioamide cyclization.

A highly efficient, rapid and catalyst free protocol has been developed for the synthesis of 2-aminothiazoles I (R = Br, NO2, OCH3, etc.; R1 = Cl, CN, OCH3, etc.) in THF. Reaction was carried out at room temperature and the products were obtained in high yields without further purification

Chemica Sinica published new progress about Cyclization. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, Electric Literature of 57493-24-0.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Aitken, R. Alan; Armstrong, David P.; Galt, Ronald H. B.; Mesher, Shaun T. E. published the artcile< Synthesis and pyrolytic behavior of thiazolidin-2-one 1,1-dioxides>, Application In Synthesis of 171877-39-7, the main research area is thiazolidinone dioxide preparation pyrolysis.

Four examples of chiral thiazolidin-2-one 1,1-dioxides I [R1 = PhCH2; R2 = H, PhCH2, Me2CH; R3 = H, Et; R1R2 = (CH2)3] have been prepared by reaction of the appropriate amino alcs. with CS2 in aqueous sodium hydroxide to give thiazolidine-2-thiones, followed by oxidation with KMnO4 under phase-transfer conditions in the presence of benzoic acid, either directly or via the thiazolidin-2-ones. Upon flash vacuum pyrolysis (FVP) at 650°C, I (R1 = PhCH2; R2 = H, PhCH2, Me2CH; R3 = H, Et) decompose mainly by loss of SO2 to give an alkene and benzyl isocyanate together with other products from fragmentation of the N-benzyl group. A significant minor pathway involves net loss of CO2 and water to give 2-phenyl-4,5-dihydrothiazoles together with their aromatization products. A mechanism for this new heterocyclic transformation is proposed involving initial expansion to a cyclic carbamic-sulfinic anhydride (2,1,4-oxathiazin-3-one 1-oxide).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry published new progress about Thermal decomposition. 171877-39-7 belongs to class thiazole, and the molecular formula is C10H11NS2, Application In Synthesis of 171877-39-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Lund, Henning published the artcile< Electroorganic preparations. XVI. Polarography and reduction of quinazoline>, Formula: C3HBrClNS, the main research area is .

The polarographic reduction of quinazoline (I) was observed throughout the pH range 0-12 and in more acid media (acidity function H+ to -2); 2 waves were observed. For the 1st wave the limiting current is diffusion controlled at pH 5 but is kinetically controlled at pH 1. The abnormal pH dependence of the limiting current can be explained by hydration of the protonated I nucleus if it is assumed that only the normal cation and not the hydrated cation is polarographically reducible. The rate constant of the dehydration was determined from polarographic data, and the dehydration was found to be specific acid catalyzed. The second wave of I is a reduction of the 3,4-dihydroquinazoline (II) formed in the first reduction at low concentrations of I. II was reduced in borate buffer to 1,2,3,4-tetrahydroquinazoline. I yields on controlled potential reduction both in acid and alk. solution a dimerized product, which probably is dimerized at C-4. The product can be reoxidized to I with hexacyanoferrate(III) in alk. solution

Acta Chemica Scandinavica published new progress about 3034-56-8. 3034-56-8 belongs to class thiazole, and the molecular formula is C3HBrClNS, Formula: C3HBrClNS.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Fujimoto, Shota; Muguruma, Naoki; Nakao, Michiyasu; Ando, Hidenori; Kashihara, Takanori; Miyamoto, Yoshihiko; Okamoto, Koichi; Sano, Shigeki; Ishida, Tatsuhiro; Sato, Yasushi; Takayama, Tetsuji published the artcile< Indocyanine green-labeled dasatinib as a new fluorescent probe for molecular imaging of gastrointestinal stromal tumors>, SDS of cas: 96-53-7, the main research area is indocyanine dasatinib fluorescent probe mol imaging gastrointestinal stromal tumor; c-KIT; dasatinib; fluorescence imaging; gastrointestinal stromal tumor (GIST); indocyanine green (ICG); near-infrared (NIR).

It is difficult to differentiate gastrointestinal stromal tumors (GISTs) from other subepithelial lesions under gastrointestinal endoscopy. Because most GISTs express tyrosine kinase receptor c-KIT, fluorescence-labeled c-KIT-specific tyrosine kinase inhibitors seem to be useful agents for mol. imaging of GIST. We aimed to develop a near-IR fluorescent imaging technol. for GIST targeting c-KIT using the novel fluorescent probe indocyanine green-labeled dasatinib (ICG-dasatinib) and to investigate the antitumor effect of ICG-dasatinib on GIST cells. Indocyanine green-labeled dasatinib was synthesized by labeling linker-induced dasatinib with ICG derivative 3-indocyanine-green-acyl-1,3-thiazolidine-2-thione. Human GIST cell lines GIST-T1 and GIST-882M were incubated with ICG-dasatinib and observed by fluorescent microscopy. GIST cells were incubated with ICG-dasatinib, unlabeled dasatinib, or imatinib, and cell viabilities were evaluated. S.c. GIST model mice or orthotopic GIST model rats were i.v. injected with ICG-dasatinib and observed using an IVIS Spectrum. Strong fluorescent signals of ICG-dasatinib were observed in both GIST cell lines in vitro. IC50 values for ICG-dasatinib, unlabeled dasatinib, and imatinib were 13.9, 1.17, and 16.2 nM in GIST-T1 and 26.6, 3.63, and 47.6 nM in GIST-882M cells, resp. ICG-dasatinib accumulated in s.c. xenografts in mice. Fluorescent signals were also observed in liver and gallbladder, indicating biliary excretion; however, fluorescence intensity of tumors was significantly higher than that of intestine after washing. Strong fluorescent signals were observed in orthotopic xenografts through the covering normal mucosa in rats. Indocyanine green-labeled dasatinib could visualize GIST cells and xenografted tumors. The antitumor effect of ICG-dasatinib was preserved to the same degree as imatinib.

Journal of Gastroenterology and Hepatology published new progress about Absorption. 96-53-7 belongs to class thiazole, and the molecular formula is C3H5NS2, SDS of cas: 96-53-7.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Alaklab, Abdullah; Surendra Kumar, Radhakrishnan; Ahamed, Anis; Arif, Ibrahim A.; Manilal, Aseer; Idhayadhulla, Akbar published the artcile< Synthesis of novel three compound imidazole derivatives via Cu(II) catalysis and their larvicidal and antimicrobial activities>, Safety of Thiazole-5-carboxyaldehyde, the main research area is imidazole Mannich base preparation antifungal larvicidal antibacterial.

One-pot three-component reactions of 1-[[2-(furan-2-ylmethylene)hydrazinyl](phenyl)methyl]-1H-imidazole and other imidazole derivatives were synthesized by Mannich base method in the presence of Cu(II) catalysis. Cu(Phen)Cl2 catalysis was performed well compared with other Cu(II) catalysis. Synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, mass spectra, and elemental anal. Synthesized compounds were evaluated by antimicrobial and larvicidal activities. 4-[[2-(Furan-2-ylmethylene)hydrazinyl](1H-imidazol-1-yl)methyl]-N,N-dimethylaniline was highly active (MIC: 0.5 μg/cm3) against Staphylococcus aureus compared with standard ciprofloxacin in antibacterial screening. 1-[(4-Chlorophenyl)[2-(furan-2-ylmethylene)hydrazinyl]methyl]-1H-imidazole was highly active (MIC: 0.25 μg/cm3) against Candida albicans compared with standard clotrimazole (MIC: 0.5 μg/cm3) in antifungal screening. Larvicidal activity was assessed to the urban mosquito, Culex quinquefasciatus, using a standard bioassay protocol. 1-[1-[2-(Furan-2-ylmethylene)hydrazinyl]-4,8-dimethylnona-3,7-dienyl]-1H-imidazole showed high toxicity levels of larvicidal activity based their half maximal LD (LD50) values. Therefore, some compounds are lead mols. for the growth of new classes of antimicrobial and larvicidal agents.

Monatshefte fuer Chemie published new progress about Antibacterial agents. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Safety of Thiazole-5-carboxyaldehyde.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Gromek, Samantha M.; deMayo, James A.; Maxwell, Andrew T.; West, Ashley M.; Pavlik, Christopher M.; Zhao, Ziyan; Li, Jin; Wiemer, Andrew J.; Zweifach, Adam; Balunas, Marcy J. published the artcile< Synthesis and biological evaluation of santacruzamate A analogues for anti-proliferative and immunomodulatory activity>, SDS of cas: 57493-24-0, the main research area is santacruzamate A analog preparation antiproliferative immunomodulator; Anti-proliferative activity; Enzyme assays; Immune modulation; Natural product analogues; Santacruzamate A.

Santacruzamate A (SCA) is a natural product isolated from a Panamanian marine cyanobacterium, previously reported to have potent and selective histone deacetylase (HDAC) activity. To optimize the enzymic and cellular activity, 40 SCA analogs were synthesized in a systematic exploration of the zinc-binding group (ZBG), cap terminus, and linker region. Two cap group analogs inhibited proliferation of MCF-7 breast cancer cells, with analogous increased degranulation of cytotoxic T cells (CTLs), while one cap group analog reduced CTL degranulation, indicative of suppression of the immune response. Addnl. testing of these analogs resulted in reevaluation of the previously reported SCA mechanism of action. These analogs and the resulting structure-activity relationships will be of interest for future studies on cell proliferation and immune modulation.

Bioorganic & Medicinal Chemistry published new progress about Antiproliferative agents. 57493-24-0 belongs to class thiazole, and the molecular formula is C9H7N3O2S, SDS of cas: 57493-24-0.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Doughty, Michael B.; Risinger, G. E. published the artcile< Studies on the aminopyrimidinyl group of thiamine>, HPLC of Formula: 20582-55-2, the main research area is aminopyrimidinyl group thiamine catalytic activity; catalyst thiamine benzoin condensation.

The thiazolium salt I, when refluxed with excess PhCHO in MeOH containing 2 equivalent Et3N yielded benzoin, as did the tricyclic form of thiamine II [R = (CH2)2OH], generated in basic EtOH from thiamine.HCl and NaOEt. In contrast, although the thiamine analog III underwent a rapid C-2 H/D exchange in acidic D2O, formation of its neutral tricyclic form II (R = CO2Et) (IV) in basic solution completely inhibited its ability to catalyze the benzoin condensation. These results are discussed in terms of the intramol. cyclization to form IV and the balance between the nucleophilicity of the aminopyrimidinyl group towards the C-2 position of the thiamine thiazolium ring, and the leaving group potential of the aminopyrimidinyl moiety.

Journal of the Chemical Society, Chemical Communications published new progress about Benzoin condensation reaction catalysts. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, HPLC of Formula: 20582-55-2.

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica