Day: November 25, 2022

Liu, Jingbao published the artcileDesign, synthesis, and evaluation of 2-substituted ethenesulfonic acid ester derivatives as protein tyrosine phosphatase 1B inhibitors, Application In Synthesis of 56503-96-9, the publication is European Journal of Medicinal Chemistry (2012), 10-20, database is CAplus and MEDLINE.

Thirty-two substituted ethenesulfonic acid ester derivatives were designed, synthesized and evaluated for their inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) and selectivity over T-Cell protein tyrosine phosphatase (TCPTP). A preliminary structure-activity relationship studies demonstrated that the substitution at the aromatic center and the length of linker between the hydrophobic tail and aromatic center markedly affected the inhibitory activity against PTP1B and the selectivity over TCPTP. Specifically, two compounds revealed excellent inhibitory activity to PTP1B with IC₅₀ = 1.3 μM and 1.5 μM, resp. and marked 10-fold and 20-fold selectivity over TCPTP. Cytotoxicity data showed low cytotoxicity for COS-7 cell with IC₅₀ values >100 μM for most synthesized chems. The title compounds thus formed included (1E)-2-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]ethenesulfonic acid Et ester (I) and related substances, such as isoxazole derivatives and thiazole derivatives The synthesis of the target compounds was achieved using 4-bromo-3-oxopentanoic acid Me ester, 4-bromo-3-oxobutanoic acid Me ester, benzamide and benzenecarbothioamide as simple starting materials.

European Journal of 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 C13H10N2S, Application In Synthesis of 56503-96-9.

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

Acharya, Prachi T. published the artcileSynthesis, docking study and biological evaluation of novel N-(1,3-benzothiazol-2-yl)-2-(pyridin-3-ylformohydrazido)acetamide derivatives, SDS of cas: 95-24-9, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2020), 59B(11), 1721-1737, database is CAplus.

A series of N-(1,3-benzothiazol-2-yl)-2-(pyridin-3-ylformohydrazido)acetamide derivatives I (R = H, OMe, OEt, OH, Cl, F; X = H, N) have been synthesized by facile and efficient conventional method. Mol. docking revealed that synthesized derivatives and target proteins are actively involved in the binding pattern and had a significant correlation with biol. activity. Mol. dynamics studies have also been performed and ADME parameters for the synthesized compounds determined Biol. evaluation of all synthesized compounds have been carried out in vitro for their antibacterial, antituberculosis and antifungal efficacy against various bacterial and fungal strains and H₃₇Rv. The different studies indicate that newly synthesized compounds possess moderate to good biol. activities.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal 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, SDS of cas: 95-24-9.

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

Jafari, Behzad published the artcileSynthesis and Inhibitory Activity towards Monoamine Oxidase A and B of 8-Functionalized 3-Fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones, Application of 6-Chlorobenzothiazol-2-ylamine, the publication is ChemistrySelect (2019), 4(24), 7284-7291, database is CAplus.

An 8-chloro-3-fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-one was synthesized and employed in various palladium catalyzed cross-coupling-reactions, including Suzuki-Miyaura, Sonogashira and Buchwald-Hartwig reactions, delivering 8-aryl- I (R = C₆H₅, 4-FC₆H₄, 3-CH₃C₆H₄, etc.), 8-alkynyl- I (R = CCC₆H₅, 4-CH₃C₆H₄CC, 4-(CH₃)₃CC₆H₄CC) and 8-amino-3-fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones I (R = morpholin-4-yl, (4-fluorophenyl)aminyl, phenylaminyl, etc.) in good to excellent yields. The synthesized derivatives I were analyzed for their monoamine oxidase (MAO-A and MAO-B) inhibitory potential. Most of the compounds I exhibited moderate to good inhibitory activity towards MAO-A and/or MAO-B. Docking anal. was performed to verify the exptl. results. Hence, 8-substituted-3-fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones I might be potential lead compounds towards novel monoamine oxidase inhibitors.

ChemistrySelect 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

Mechri, Sondes published the artcileAnti-Biofilm, Antioxidant and Cytotoxic Potential of F5, a Peptide Derived from Waste Generated During the Processing of the White Shrimp, Metapenaeus monoceros (Fabricius, 1798), Computed Properties of 30931-67-0, the publication is Waste and Biomass Valorization (2022), 13(7), 3233-3244, database is CAplus.

In previous research works, we have described the production of 7 kDa F5 peptide after a hydrolysis of the white shrimp, Metapenaeus monoceros (Fabricius, 1798) byproduct, using a serine alk. protease (SPVP) purified from Aeribacillus pallidus strain VP3. The present study aims to explore the antioxidative potentials of F5 peptide by both in vitro and in vivo assays. The anti-biofilm activity was performed, showing 50% inhibition at 2μg/mL, 3μg/mL, 19μg/mL, and 45μg/mL for Staphylococcus aureus, Escherichia coli, Bacillus cereus, and Pseudomonas aeruginosa, resp. Consistently, the antioxidative capacity was tested in vitro against 2,2′-azino-bis-(3-ethylbenz-thiazoline-6-sulfonic acid) (ABTS) cation radical, β-caroten-linoleic acid bleaching, chelating capacity of ferrous ion, and ferric reducing power assays. The cytotoxic effects of F5 peptide on the Human embryonic kidney HEK293 cells were subsequently tested. Remarkably, the F5 peptide was able to improve significantly HEK293 cell viability. To further assess this bioactivity, an in vivo study was performed on adult mice models. The animals were divided into three groups: controls, 100 mg and 200 mg of F5/kg per bodyweight. Indeed, the F5 peptide could prevent the lipid and protein oxidation damage in kidney cells, improving the antioxidative enzymic and non-enzymic capacities.

Waste and Biomass Valorization 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 C18H24N6O6S4, Computed Properties of 30931-67-0.

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

Margathe, Jean-Francois published the artcileStructure-Activity Relationship Studies toward the Discovery of Selective Apelin Receptor Agonists, Quality Control of 64987-16-2, the publication is Journal of Medicinal Chemistry (2014), 57(7), 2908-2919, database is CAplus and MEDLINE.

Apelin is the endogenous ligand for the previously orphaned G protein-coupled receptor APJ. Apelin and its receptor are widely distributed in the brain, heart, and vasculature, and are emerging as an important regulator of body fluid homeostasis and cardiovascular functions. To further progress in the pharmacol. and the physiol. role of the apelin receptor, the development of small, bioavailable agonists and antagonists of the apelin receptor, is crucial. In this context, E339-3D6 was described as the first nonpeptidic apelin receptor agonist. The authors show here that 1 is actually a mixture of polymethylated species, and they describe an alternative and versatile solid-phase approach that allows access to highly pure 27, the major component of 1. This approach was also applied to prepare a series of derivatives in order to identify the crucial structural determinants required for the ligand to maintain its affinity for the apelin receptor as well as its capacity to promote apelin receptor signaling and internalization. The study of the structure-activity relationships led to the identification of ligands 19, 21, and 38, which display an increased affinity compared to that of 27. The latter and 19 behave as full agonists with regard to cAMP production and apelin receptor internalization, whereas 21 is a biased agonist toward cAMP production Interestingly, the three ligands display a much higher stability in mouse plasma (T_1/2 > 10 h) than the endogenous apelin-17 peptide 2 (T_1/2 < 4 min).

Journal of Medicinal Chemistry 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

Al-Jibori, Subhi A. published the artcileSynthesis, structure and reactivity with phosphines of Hg(II) ortho-cyano-aminothiophenolate complexes formed via C-S bond cleavage and dehydrogenation of 2-aminobenzothiazoles, SDS of cas: 95-24-9, the publication is Dalton Transactions (2022), 51(20), 7889-7898, database is CAplus and MEDLINE.

Addition of 2-aminobenzothiazole (abt) and substituted derivatives to Hg(OAc)₂ leads to the high yield formation of ortho-cyano-aminothiophenolate (ocap) complexes [Hg{SC₆H₃XN(CN)}]_n (X = H, Me, Cl, Br, NO₂) resulting from dehydrogenation and C-S bond cleavage. The reaction appears to be unique to Hg(OAc)₂ and with HgCl₂ the product [HgCl₂(abt)]_n contains an intact abt ligand, but reacts with acetate to afford the ocap complex [Hg{SC₆H₄N(CN)}]_n. Binding of abt to Hg(II) was previously probed in mol. structures of [Hg(sac)₂(abt)L] (L = MeOH, DMSO) and these were reexamined to understand the perturbation of abt upon coordination. When the reaction of abt and Hg(OAc)₂ was carried out at low temperatures the intermediate [Hg(κ²-OAc)(EtOH)(μ-HNCNSC₆H₄)]₂ was isolated resulting from a single ligand deprotonation thus allowing a mechanism for ring-opening to be proposed. Reactions of [Hg{SC₆H₃XN(CN)}]_n with mono- and bidentate phosphines were studied, affording a series of complexes in which the ocap ligands adopt four different binding modes in the solid state, as shown by a number of crystallog. studies. In all, the ligand chelates to a single mercury center but spans to the second via either: (i) a simple S,N-chelate, (ii) coordination through nitrogen of the CN group, (iii) the sulfur acting as a thiolate-bridge, (iv) both thiolate bridging and cyanide coordination. With PPh₃ two different binding modes are seen in complexes [Hg{SC₆H₃XN(CN)}(PPh₃)]₂ being dependant upon the nature of the arene-substituent, while addition of excess PPh₃ affords mononuclear [Hg{SC₆H₃XN(CN)}(PPh₃)₂]. With dppm, binuclear [Hg{SC₆H₃XN(CN)}(κ¹-dppm)]₂ result in which the diphosphine binds in a monodentate fashion. With the more flexible diphosphines, dppe and dppb, coordination polymers [Hg{SC₆H₃XN(CN)}(κ¹,κ¹-diphosphine)]_n result in which ocap binds in a simple chelate fashion. Somewhat unexpectedly, with dppp, binuclear complexes [Hg₂{SC₆H₃XN(CN)}₂(μ,κ¹,κ¹-dppp)] result in which two diphosphines bridge the Hg₂ center, while with dppf mononuclear chelates are proposed to result. Thus, the simple and high-yielding ring-opening of 2-aminobenzothiazole and substituted derivatives by mercuric acetate provides ready access to a range of novel ortho-cyano-aminothiophenolate complexes, being shown to be a highly versatile ligand that can adopt a number of different coordination modes.

Dalton Transactions 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, SDS of cas: 95-24-9.

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

Yilmaz, Mehmet published the artcileMicrowave assisted synthesis of 2,3-dihydro-4H-benzo[4,5]thiazolo[3,2-a]furo[2,3-d] pyrimidin-4-ones by radical addition of 2-hydroxy-4H-benzo[4,5]thiazolo[3,2-a] pyrimidin-4-ones to various conjugated alkenes and dienes mediated Mn(OAc)₃, Synthetic Route of 95-24-9, the publication is Tetrahedron (2022), 132806, database is CAplus.

Synthesis of chem. important, novel 2,3-dihydro-4H-benzo [4,5]thiazolo [3,2-a]furo [2,3-d]pyrimidin-4-one derivatives, I (R¹ = H, Me, F, CF₃; R² = H, Me, Ph, 4-F-C₆H₄; R³ = Ph, 2-thienyl, 4-F-C₆H₄, etc.), was approached in this work. These heterocyclic compounds were synthesized in good to excellent yields from the reaction of Mn(OAc)3 mediated radical addition of 2-hydroxy-4H-benzo [4,5]thiazolo [3,2-a]pyrimidin-4-one derivatives to various conjugated alkenes and dienes under microwave irradiation in mild conditions. Also, a different compound skeleton, 2,3-dihydrobenzo [4,5]imidazo [1,2-a]furo [2,3-d]pyrimidin-4(10H)-one, II, was obtained from the reaction of 2-hydroxy-10-methylbenzo [4,5]imidazo [1,2-a]pyrimidin-4(10H)-one and 1,1-diphenylethylene for the first time. While no product was obtained with conventional method in radical addition reactions, dihydrofuropyrimidines, I,andcompd. II were synthesized in excellent yields using microwave irradiating method at 150°C, 350 W for 60 s.

Tetrahedron 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 C24H29N5O3, Synthetic Route of 95-24-9.

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

Nam, Jeongmin published the artcileEffect of crosslinkable bacterial cellulose nanocrystals on the physicochemical properties of silk sericin films, Product Details of C18H24N6O6S4, the publication is Polymer Testing (2021), 107161, database is CAplus.

The manufacture of eco-friendly cocoon silk-derived sericin films increases the availability of sericulture resources and the interest in expanding the range of the potential applications of sericin-based materials. However, the brittleness and weak tensile properties of sericin and its vulnerability to moist environments have limited its use. To overcome these two shortcomings of sericin, a functionalized bacterial cellulose-derived nanocrystal (average diameter: 25.4 nm) capable of phys. strengthening and chem. crosslinking on existing sericin films was prepared The improvement of the optical, physicochem., and mech. properties of the sericin film was observed through the dialdehyde bacterial cellulose nanocrystals (D-CNCs) incorporated into the silk sericin (SS) matrix. The phys. reinforcing effect of the D-CNCs on the SS films enhances the mech. properties of the films. Simultaneously, the chem. crosslinking reaction of D-CNCs develops the UV-blocking, water-resistant, and antioxidant properties of the films. The simultaneous fabrication, phys. reinforcement, and chem. crosslinking of the SS/D-CNCs biocomposite film produced using an aqueous solution will provide information on the functionalization and performance improvement of water-soluble biopolymeric materials, especially hydrophilic protein resources.

Polymer Testing 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 C18H24N6O6S4, Product Details of C18H24N6O6S4.

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

Wang, Ning published the artcileStudy on synthesis of new-sulfurizing reagent DDTT, SDS of cas: 1192027-04-5, the publication is Huaxue Shijie (2013), 54(12), 734-736, 739, database is CAplus.

((Dimethylamino-methylidene)amino)-3H-1,2,4-dithiazoline-3-thione was synthesized from 5-amino-3H-1,2,4-dithiazole-3-thione (xanthane hydride) using THF as solvent. The exptl. results showed that the optimum conditions were as follows: the molar ratio was 1:1.1, the reaction temperature was 25°C and the reaction time was 6 h. The yield was 90%. Convenient operation of the process, easy of the product purification up, high yield and low pollution show that the process is suitable for industrial production, and it opens wide prospects for market application.

Huaxue Shijie published new progress about 1192027-04-5. 1192027-04-5 belongs to thiazole, auxiliary class Other Aliphatic Heterocyclic,Amine, name is N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide, and the molecular formula is C48H47FeP, SDS of cas: 1192027-04-5.

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

Wang, Rongrong published the artcileAnionic-Surfactant-Stabilized Hydrophobic Ionic-Liquid-Based Bicontinuous Microemulsion as a Medium for Enzymatic Oxidative Polymerization of Aniline, HPLC of Formula: 30931-67-0, the publication is ACS Omega (2021), 6(31), 20699-20709, database is CAplus and MEDLINE.

The hydrophobic ionic liquid [C₈mim][PF₆] (1-octyl-3-methylimidazolium hexafluorophosphate)-based bicontinuous microemulsion stabilized by the anionic surfactant [C₄mim][AOT] (1-butyl-3-methylimidazolium bis(2-ethylhexyl) sulfosuccinate) was first tried as a medium for horseradish peroxidase (HRP)-triggered oxidative polymerization of aniline. The effects of the mass ratio of [C₈mim][PF₆]-to-water (α), the mass fraction of [C₄mim][AOT] in the total mixture (γ), and temperature (T) on the enzymic polymerization were investigated using UV-vis-NIR absorption, ESR, and small-angle X-ray scattering spectroscopy techniques. The bicontinuous microemulsion is demonstrated to play a template role in the biosynthesis of polyaniline (PANI). The conductivity of the resulting PANI depends on the microemulsion microstructure and the microstructure- and T-dependent catalytic properties of the solubilized HRP. With the increase in α, the conductivity of the synthesized PANI decreases due to the increase in the template curvature (decrease of the microdomain size) and the decrease in the activity and stability of HRP. Compared with α, γ has little effect on the microdomain size of the template; so, the γ-dependent change in the conductivity of PANI is mainly caused by the changes of the microstructure-dependent activity and stability of HRP. Over the range of 20-35°C, T has little effect on the microdomain size, but it greatly changes the activity and stability of HRP. With the increase in T, the activity of HRP increases steadily, but its stability decreases significantly, which should be one of the reasons why the conductivity of PANI decreases with increasing T. In conclusion, lower values of α, γ, and T are favorable for the biosynthesis of conductive PANI. The present study not only deepens the insight into the role of the template in the process of PANI synthesis, but also opens up a green new way for the biosynthesis of the conducting polymer.

ACS Omega 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 C5H8N2O2, HPLC of Formula: 30931-67-0.

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