Heterocyclic Building Blocks-Thiazole

Xing, Yanyan published the artcileTriple-enzyme mimetic activity of Fe₃O₄ @C@MnO₂ composites derived from metal-organic frameworks and their application to colorimetric biosensing of dopamine, Product Details of C18H24N6O6S4, the publication is Microchimica Acta (2022), 189(1), 12, database is CAplus and MEDLINE.

Novel Fe₃O₄ @C@MnO₂ composites were successfully synthesized for the first time via an interfacial reaction between magnetic porous carbon and KMnO4, in which the magnetic porous carbon was derived from the pyrolysis of Fe-MIL-88A under N₂ atmosphere. Interestingly, the obtained Fe₃O₄ @C@MnO₂ composites were found to have triple-enzyme mimetic activity including peroxidase-like, catalase-like, and oxidase-like activity. As a peroxidase mimic, Fe₃O₄ @C@MnO₂ composites could catalyze the oxidation of TMB into a blue oxidized product by H2O2. As a catalase mimic, Fe₃O₄ @C@MnO₂ could catalyze the decomposition of H2O2 to generate O2 and H2O. As an oxidase mimic, Fe₃O₄ @C@MnO₂ could catalyze the direct oxidation of TMB to produce a blue oxidized product without H2O2. Reactive oxygen species measurements revealed that the oxidase-like activity originated from 1O2 and O2-•and little•OH generated by the dissolved oxygen, which was catalyzed by the Fe₃O₄ @C@MnO₂ in the TMB oxidation reaction. The oxidase-like activity of Fe₃O₄ @C@MnO₂ was investigated in detail. Under the optimized conditions, a rapid, sensitive, visual colorimetric method for dopamine detection was developed based on the inhibitory effect of dopamine on the oxidase-like activity. The proposed method allows for dopamine detection with a limit of detection of 0.034μM and a linear range of 0.125-10μM. This new colorimetric method was successfully used for the determination of dopamine in human blood samples.

Microchimica Acta 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 C9H22OSi, Product Details of C18H24N6O6S4.

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

Kennedy, G. L. Jr. published the artcileInhalation toxicity of dehydrothio-p-toluidine, Category: thiazole, the publication is Food and Chemical Toxicology (1984), 22(4), 289-92, database is CAplus and MEDLINE.

The acute inhalation toxicity of dehydrothio-p-toluidine (DHPT)(I) [92-36-4] was determined by exposing groups of young adult rats for single 4-h periods. Death resulted when the DHPT concentration reached 3.00 mg/L. The subchronic effects of DHPT were studied by exposing male rats to 0.6 mg/L for 10 6-h periods (5 exposure days, 2 rest days, 5 exposure days). Body-weight loss during the exposures was followed by normal weight gain during a 14-day recovery period. Salivation, lacrymation, pawing and chewing motions, rapid respiration, and red nasal discharge occurred during exposure and continued into the recovery period, although they generally abated as the recovery period progressed. Clin. laboratory measurements on blood from exposed rats suggested a hemolytic anemia with injury to the liver and kidneys. Liver changes were characterized by hepatocyte hypertrophy and proliferation of bile-duct epithelial cells. A mild degree of renal tubular degeneration was seen and the spleen showed congestion of red pulp with excessive amounts of hemosiderin. These effects persisted throughout the 2-wk recovery period.

Food and Chemical Toxicology 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, Category: thiazole.

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

Sriset, Yollada published the artcileIn vitro antioxidant potential of Mallotus repandus (Willd.) Muell. Arg stem extract and its active constituent bergenin, Product Details of C18H24N6O6S4, the publication is Songklanakarin Journal of Science and Technology (2021), 43(1), 24-30, database is CAplus.

Mallotus repandus (MR) is used in Thai traditional medicine recipes for anti-inflammation and adaptive homeostasis. Bergenin is the bioactive constituent in MR stem. This study evaluated the in vitro antioxidant activity of bergenin and the methanol, ethanol, and water extracts of MR stem prepared by maceration and Soxhlet extraction by assaying 2,2-azino-bis-(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS•⁺), hydroxyl (•OH), superoxide (•O₂), and nitric oxide (NO•) radical scavenging activities and ferric reducing antioxidant power. Bergenin had the highest ferric reducing power and all the MR extracts showed concentration-dependent ferric reducing power. Methanol and water extracts showed superior radical scavenging activities compared to ethanol extract The water and methanol Soxhlet extracts demonstrated the highest ABTS•⁺ and •OH radical scavenging activities, resp., and the macerated water extract had the lowest •O₂ and NO•; IC₅₀ values. Therefore, MR stem and bergenin are promising natural candidates for developing antioxidant supplements.

Songklanakarin Journal of Science and Technology 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 C16H20N2, Product Details of C18H24N6O6S4.

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

Bastianelli, Pierre published the artcileSynthesis in the 2-alkylthiothiazole series, Recommanded Product: 2-(Methylthio)thiazole, the publication is Bulletin de la Societe Chimique de France (1967), 1948-51, database is CAplus.

4-Thiazoline-2-thione (I) is prepared II are prepared from I, and N.M.R. data for the II are obtained. Thus, NH3 is introduced into a solution of CS2 in iso-PrOAc to give H2NCS2NH4; a solution of 143 g. H2NCS2NH4 in 250 ml. water is treated with 87.5 g. ClCH2CHO in water or EtOH to give 55% I, m. 80° (water). A mixture of 10 g. I, 25 g. MeI, and 200 ml. MeNO2 is refluxed 30 min. to give 90% 2-methylthiothiazole, b2 68°. Similarly prepared are the following II (R, b.p./mm., and % yield given): Et, 70°/2, 90; Pr, 54°/1, 80; iso-Pr, 66°/5, 80; tert-Bu, -, 53; PhCH2, 162°/2, 68. N.M.R., ir, and Rf (thin-layer chromatog.) data for the prepared II are given. According to the N.M.R. data, the protons of the side chains are deshielded by the thiazole ring.

Bulletin de la Societe Chimique de France 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, Recommanded Product: 2-(Methylthio)thiazole.

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

Bouscasse, L. published the artcileComparison of experimental results obtained for Δ4-thiazoline-2-thiones and their 2-methylthiothiazole isomers with the values calculated by the PPP [Pariser-Parr-Pople] method, Related Products of thiazole, the publication is Bulletin de la Societe Chimique de France (1972), 1055-62, database is CAplus.

The 5-Me groups of 2-(methylthio)thiazole (I) increases the rate of quaternization by MeI, while the behavior of the Me group in II is just the opposite. The rate of formation of thiazolium iodides (III) from the 4-thiazoline-2-thiones (IV) is increased by the introduction of a 4-Me or 5-Me group. The positions of the uv absorption bands are in agreement with calculated electronic transition energies for I-IV.

Bulletin de la Societe Chimique de France 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, Related Products of thiazole.

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

Shukla, Nikunj M. published the artcileStructure-activity relationship studies in substituted sulfamoyl benzamidothiazoles that prolong NF-κB activation, Related Products of thiazole, the publication is Bioorganic & Medicinal Chemistry (2021), 116242, database is CAplus and MEDLINE.

In the face of emerging infectious diseases, there remains an unmet need for vaccine development where adjuvants that enhance immune responses to pathogenic antigens are highly desired. Using high-throughput screens with a cell-based nuclear factor κB (NF-κB) reporter assay, we identified a sulfamoyl benzamidothiazole bearing compound 1 that demonstrated a sustained activation of NF-κB after a primary stimulus with a Toll-like receptor (TLR)-4 agonist, lipopolysaccharide (LPS). Here, we explore systematic structure-activity relationship (SAR) studies on compound 1 that indicated the sites on the scaffold that tolerated modification and yielded more potent compounds compared to 1. The selected analogs enhanced release of immunostimulatory cytokines in the human monocytic cell line THP-1 cells and murine primary dendritic cells. In murine vaccination studies, select compounds were used as co-adjuvants in combination with the Food and Drug Administration approved TLR-4 agonistic adjuvant, monophosphoryl lipid A (MPLA) that showed significant enhancement in antigen-specific antibody titers compared to MPLA alone. Addnl., our SAR studies led to identification of a photoaffinity probe which will aid the target identification and mechanism of action studies in the future.

Bioorganic & Medicinal Chemistry 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 C6H12O2, Related Products of thiazole.

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

Ouimet, Nathalie published the artcileSubstituted heterocyclic analogs as selective COX-2 inhibitors in the flosulide class, SDS of cas: 5053-24-7, the publication is Bioorganic & Medicinal Chemistry Letters (1999), 9(2), 151-156, database is CAplus and MEDLINE.

Substituted heterocyclic analogs in the flosulide class were investigated as potential selective cyclooxygenase-2 inhibitors. 6-(4-Ethyl-2-thiazolylthio)-5-methanesulfonamido-3H-isobenzofuran-1-one was the optimal compound in the series with superior in vitro and in vivo anti-inflammatory activities.

Bioorganic & Medicinal Chemistry Letters 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, SDS of cas: 5053-24-7.

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

Shook, Brian C. published the artcileMicrowave-assisted Sonogashira-type cross couplings of various heterocyclic methyl thioethers, COA of Formula: C4H5NS2, the publication is Tetrahedron Letters (2009), 50(9), 1013-1015, database is CAplus.

A novel, microwave-assisted, Pd-catalyzed Sonogashira-type coupling of terminal alkynes with a variety of heteroaryl Me thioethers is reported. The developed protocol allows for further utility and diversification of a number of chem. and biol. interesting scaffolds.

Tetrahedron Letters 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 C5H9IO2, COA of Formula: C4H5NS2.

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

Alberti, Guido published the artcileCationic dyes for acrylic fibers. IV. Cationic dyes from 6-methyl-2-(p-aminophenyl)benzothiazole and angular 2-aminonaphthothiazoles, Formula: C14H12N2S, the publication is Chimica e l’Industria (Milan, Italy) (1974), 56(10), 684-6, database is CAplus.

Leacril 16 acrylic fiber was dyed with a series of quaternized azo dyes based on 6-methyl-2-(p-aminophenyl)benzothiazole [92-36-4] and 2-aminonaphthothiazoles (I,II,III, R = H, Me; R1 = OH, CN; X = iodine, MeSO4). The greatest affinity was observed for dyes containing CH2CH2CN groups and based on naphthothiazoles. The rate of dyeing was greatest for dyes of type I. In aqueous solution the quaternized dyes had λ maximum 460-607 nm compared with 434-532 nm for the unquaternized compounds

Chimica e l’Industria (Milan, Italy) 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, Formula: C14H12N2S.

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

Alberti, G. published the artcileSubstantivity of some heterocyclic amine derivative azo dyes, SDS of cas: 92-36-4, the publication is Rendiconti del Seminario della Facolta di Scienze dell’Universita di Cagliari (1976), 46(3-4), 213-23, database is CAplus.

The substantivities (-Δμ°), determined at 100° for I (R = H, Me; Z = N:N, C6H4N:N, NHC6H4N:N; R1 = R acid, chromotropic acid, H acid, γ acid residue) on cotton and viscose rayon by the technique of R.H. Peters and T. Vickerstaff (1954) were in good agreement with the Rf and Rm values determined by paper chromatog. The dyes examined were prepared by diazotization and coupling of 2-aminobenzothiazole [136-95-8], 6-methyl-2-(p-aminophenyl)benzothiazole [92-36-4], and 2-(p-aminoanilino)benzothiazole [5677-17-8] with the acids.

Rendiconti del Seminario della Facolta di Scienze dell’Universita di Cagliari 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, SDS of cas: 92-36-4.

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