Day: November 25, 2022

Wolfbeis, Otto S. published the artcileSynthesis of fluorescent dyes. 15. Synthesis of new reagents for the fluorescence derivatization of thiols and alcohols, Synthetic Route of 92-36-4, the publication is Monatshefte fuer Chemie (1983), 114(5), 599-604, database is CAplus.

The thiol derivatizing agents I (R = maleimido, NHCOCH₂I) were prepared from I (R = NH₂) by acylation. I (R = isocyanato) was obtained by treating I (R = NHCO₂Ph) with Me₃SiCl and NEt₃.

Monatshefte fuer Chemie published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C10H15ClO3S, Synthetic Route of 92-36-4.

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

Nazarov, V. N. published the artcileAcylation of amines by diphenic anhydride, Computed Properties of 92-36-4, the publication is Vestnik Natsional’nogo Tekhnicheskogo Universiteta “KhPI” (2006), 27-34, database is CAplus.

The acylation reaction of various aliphatic, aromatic and heterocyclic amines, hydrazines and hydrazides with diphenic anhydride has been investigated. The corresponding monoamides have been exclusively obtained.

Vestnik Natsional’nogo Tekhnicheskogo Universiteta “KhPI” published new progress about 92-36-4. 92-36-4 belongs to thiazole, auxiliary class Organic Pigment, name is 2-(4-Aminophenyl)-6-methylbenzothiazole, and the molecular formula is C14H12N2S, Computed Properties of 92-36-4.

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

Frey, Lisa F. published the artcilePractical synthesis of a highly functionalized thiazole ketone, Name: 2-(Methylthio)thiazole, the publication is Tetrahedron (2003), 59(33), 6363-6373, database is CAplus.

5-(Ketoaryl)thiazole is a uniquely substituted ketone prepared via addition of a thiazole anion to an aromatic nitrile in good overall yield. An exploration into the generality of the addition of thiazole anions to nitriles allowed us to make a variety of thiazole ketones in good to excellent yields. The non-odorous thiolate-mediated demethylation reaction used in the synthesis of 5-(ketoaryl)thiazole is also presented.

Tetrahedron published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C4H5NS2, Name: 2-(Methylthio)thiazole.

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

Ikeda, Yuko published the artcileAlkylation of Heteroaryl Chlorides through Homolytic Aromatic Substitution by Alkyl Radicals Derived from Alkyl Formates, Application of 2-Chloro-5-phenylthiazole, the publication is Chemistry Letters (2021), 50(5), 1006-1010, database is CAplus.

The alkylation of heteroaryl chlorides through a homolytic aromatic substitution (HAS) mechanism was achieved by the use of alkyl formates as alkylating agents in the presence of a tert-butoxy radical precursor, where alkyl radicals are generated from alkyl formates through hydrogen abstraction followed by β-scission with decarboxylation.

Chemistry Letters published new progress about 329794-40-3. 329794-40-3 belongs to thiazole, auxiliary class Thiazole,Chloride,Benzene, name is 2-Chloro-5-phenylthiazole, and the molecular formula is C9H6ClNS, Application of 2-Chloro-5-phenylthiazole.

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

de Oliveira Lima Filho, Edson published the artcileMechanochemical Thiocyanation of Aryl Compounds via C-H Functionalization, Formula: C7H5ClN2S, the publication is ACS Omega (2020), 5(51), 33329-33339, database is CAplus and MEDLINE.

Aryl thiocyanate compounds are important building blocks for the synthesis of bioactive compounds and intermediates for several functional groups. Reported thiocyanation reactions via C-H functionalization have limited substrate scope and low RME. The ball-milling method reported here uses ammonium persulfate and ammonium thiocyanate as reagents and silica as a grinding auxiliary. It afforded aryl thiocyanates with moderate to excellent yields for a wide variety of aryl compounds (36 examples, 8-96% yield), such as anilines, phenols, anisoles, thioanisole, and indole, thus tolerating substrates with sensitive functional groups. New products such as benzo[d][1,3]oxathiol-2-ones were obtained with C-4 substituted phenols. Thus, to our knowledge, we report, for the first time, aryl thiocyanation reaction by ball-milling at room temperature and solvent-free conditions, with short reaction times and no workup. Anal. of several mass-based green metrics indicates that it is an efficient greener method.

ACS Omega 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, Formula: C7H5ClN2S.

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

Tsilo, Phakamani Hopewell published the artcileChemical composition and some biological activities of the methanolic Encephalartos ferox fruit extract, Application In Synthesis of 30931-67-0, the publication is Pharmacognosy Journal (2020), 12(5), 1190-1197, database is CAplus.

Although literature reports the therapeutic properties of Encephalartos ferox, there are limited pharmacol. studies of its fruit. This study sought to evaluate the antibacterial, antioxidant, anti-quorum sensing, and in vitro cytotoxic activities of the methanolic E. ferox fruit extract The chem. constituent of the methanolic fruit extract was analyzed using gas chromatog.-mass spectrometry. Antibacterial activity of the extract was investigated against Staphylococcus aureus (ATCC 25923), Bacillus cereus (ATCC 10102), Escherichia coli (ATCC 25922) and Pseudomonas aeruginosa (ATCC 27853) using the broth dilution method. The standard 2.2-diphenyl-1-picrylhydrazyl (DPPH) and 2.2-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) methods were used to evaluate the scavenging activities of the extract Anti-quorum sensing activity was assessed against biosensor strain-Chromobacterium violaceum (ATCC 12472). Cytotoxicity in HepG2 cells was investigated using the tetrazolium-based colorimetric (MTT) assay. The extract revealed eight volatile compounds with cis-Vaccenic acid (87.06%) and 9-Octadecenoic acid, 1,2,3-propanetriyl ester (5.21%) as the major components. Antibacterial activity against all tested strains with min. inhibitory concentration range of 1.56 – 12.5 mg/mL was observed The DPPH and ABTS assays demonstrated scavenging activities with the median inhibitory concentration (IC₅₀) values of 0.09 mg/mL and 0.003 mg/mL, resp. The extract also displayed strong anti-quorum sensing activity with 93% inhibition of violacein production at 25 mg/mL. A half maximum inhibitory concentration (IC₅₀) of 5370 μg/mL was computed in HepG2 cells. The extract has potential to be used as a source of therapeutic compounds in pharmaceutical applications.

Pharmacognosy Journal published new progress about 30931-67-0. 30931-67-0 belongs to thiazole, auxiliary class Salt,Hydrazine,Amine,Benzothiazole, name is Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), and the molecular formula is C12H25Br, Application In Synthesis of 30931-67-0.

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

Dash, B. published the artcileFungicidal activities and mass spectral studies of some Schiff bases derived from p-hydroxybenzaldehyde and their derivatives, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Journal of the Indian Chemical Society (1984), 61(11-12), 1061-4, database is CAplus.

A new series of Schiff bases were prepared Condensation of 2-aminothiazoles and -benzothiazoles with p-HOC₆H₄CHO gave I [R = H, R¹ = aryl, R² = H, aryl, R²R² = (un)substituted CH:CHCH:CH]. Chloroacetylation of I (R = H) followed by substitution with morpholine and piperidine gave I (R = morpholinoacetyl, piperidinoacetyl). Cycloaddition of I (R = H) with HSCH₂CO₂H yielded thiazolidinone derivatives II. I and II have satisfactory fungicidal activity against Curvularia at 500 ppm. The mass spectra of I (R = H) were discussed.

Journal of the Indian Chemical Society published new progress about 56503-96-9. 56503-96-9 belongs to thiazole, auxiliary class Thiazole,Amine,Naphthalene, name is 4-(Naphthalen-1-yl)thiazol-2-amine, and the molecular formula is C13H10N2S, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Tripathy, H. published the artcileChlorination of 2-aminothiazoles and the use of chlorinated thiazoles as possible fungicides, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Journal of the Indian Chemical Society (1975), 52(8), 766-7, database is CAplus.

Nine chlorothiazoles (I; R = Ph, substituted phenyl, C10H7, PhCH2CH2, p-MeOC6H4CH2CH2; R1 = Cl) were prepared by chlorination of I·HCl (R as above, R1 = H) with Cl in AcOH, and basifying the products with NH3. I (R1 = Cl) were much more fungicidally active against Piricularia oryzae than I (R1 = H).

Journal of the Indian Chemical Society published new progress about 56503-96-9. 56503-96-9 belongs to thiazole, auxiliary class Thiazole,Amine,Naphthalene, name is 4-(Naphthalen-1-yl)thiazol-2-amine, and the molecular formula is C14H10N2O, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Tokala, Ramya published the artcileDevelopment of β-carboline-benzothiazole hybrids via carboxamide formation as cytotoxic agents: DNA intercalative topoisomerase IIα inhibition and apoptosis induction, Computed Properties of 95-24-9, the publication is Bioorganic Chemistry (2021), 104481, database is CAplus and MEDLINE.

In quest of promising anticancer agents, the pharmacophores of natural (β-carboline) and synthetic origin (benzothiazole) were adjoined by a carboxamide bridge and three-point diversification was accomplished. The in vitro cytotoxic ability of the compounds was established on adherent and suspension human cancer cell lines and compounds I and II advanced as pre-eminent mols. with IC₅₀ values of 1.46 and 1.81μM resp. in A549 cell line. The cytospecificity was entrenched for potent compounds I and II by evaluating against normal human lung epithelial cells and selectivity index was calculated Furthermore, EtBr displacement, relative viscosity and gel-based topoisomerase II target assays unveiled the intercalative topo-II inhibitory capability and DNA binding studies (absorbance) revealed the dissociation constant (K_d) for compounds I and II as 98 and 103μM resp. Addnl., cell-based flow cytometric assays like Annexin-V/PI dual staining aids in the quantification of apoptosis induced and JC-1 staining disclosed the depolarization of mitochondrial membrane potential by compound I in A549 cells in a dose-dependent manner. Moreover, wound healing assay established the inhibition of in vitro cell migration by compound I on A549 cells. In addition, mol. docking studies proved the binding of compounds I and II in the active site of DNA complexed with topo IIα and stabilized by interactions with DNA base pairs and amino acid residues. Remarkably, the compounds I and II follow Lipinski’s rule of five and are in the recommended range for Jorgensen’s rule of three with a minimal violation and other pharmacokinetic parameters revealing druggability of the synthesized hybrids.

Bioorganic 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 C30H42NOP, Computed Properties of 95-24-9.

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

Tang, Kuei C. published the artcileTunable heteroaromatic azoline thioethers (HATs) for cysteine profiling, Application In Synthesis of 5053-24-7, the publication is Chemical Science (2022), 13(3), 763-774, database is CAplus and MEDLINE.

Here we report a new series of hydrolytically stable chemotype heteroaromatic azoline thioethers (HATs) to achieve highly selective, rapid, and efficient covalent labeling of cysteine under physiol. conditions. Although the resulting cysteine-azoline conjugate is stable, we highlight traceless decoupling of the conjugate to afford unmodified starting components in response to reducing conditions. We demonstrated that HAT probes reverse the reactivity of nucleophilic cysteine to electrophilic dehydroalanine (Dha) under mild basic conditions. We demonstrated the umpolung capability of HAT probes for the modification of cysteine on peptides and proteins with various nucleophiles. We demonstrated that HAT probes increase the mass sensitivity of the modified peptides and proteins by 100 fold as compared to the classical methods. Finally, we extended the application of HAT probes for specific modification of cysteines in a complex cell lysate mixture

Chemical Science published new progress about 5053-24-7. 5053-24-7 belongs to thiazole, auxiliary class Thiazole,sulfides, name is 2-(Methylthio)thiazole, and the molecular formula is C6H3FN2, Application In Synthesis of 5053-24-7.

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