Tag: M.W=150-200

Ahmed, Owais published the artcileSolvent-dependent regio- and stereo-selective reactions of 3-formylchromones with 2-aminobenzothiazoles and transacetalization efficiency of the product 3-((benzo[d]thiazol-2-ylimino)butyl)-4H-chromen-4-one, Formula: C7H5ClN2S, the publication is RSC Advances (2019), 9(36), 20573-20581, database is CAplus and MEDLINE.

Using 2-propanol as the solvent, 3-formylchromones I (R = H, 6-Cl, 6-Br, 6-OH, 6-Cl-8-Br) and 2-aminobenzothiazoles II [R¹ = 4-Cl, 6-Br, 4,6-(F₂), etc.] formed corresponding imines, (Z)-III while 1° and 2°-alcs. R²OH [R² = CH₃, CH(CH₃)₂, cyclohexyl, etc.] formed the corresponding 2-alkoxy-3-enamines IV with selectivity for the Z-isomer. Changing the substrates with similar mols. such as 3-formylchromone I with quinoline-, quinolone- and indole-3-carbaldehydes, e.g., 1,4-dihydro-4-oxoquinoline-3-carbaldehyde sometimes resulted in the formation of the corresponding imines, e.g., 3-((benzo[d]thiazol-2-ylimino)methyl)quinolin-4(1H)-one, whereas replacing 2-aminobenzothiazole with amides R³C(O)NH₂ (R³ = H, Me, Ph) resulted in the formation of acetals V. Considering the effect of the solvent, replacing alcs. with the aprotic solvents THF and CH₂Cl₂ resulted in the formation of imines and enamines, which are the characteristic reactions of 2-propanol and other 1° and 2°-alcs., resp. 2-Alkoxy-3-enamines were found to undergo transacetalization with both short and long chain alcs. The novelty of these reactions is that they did not require an external catalyst, all the reactions were performed at the same temperature, and purification was achieved by filtration. The transacetalization has been performed as a new concept, which has not been reported to date. In contrast, other similar reactions, such as transalkoxylation, transalkylation, and transetherification, are performed on a com. scale using expensive catalysts such as Otera’s catalyst. The highly sensitive nature of 3-formylchromones towards variations in the substrates and solvents to form different products and the reason behind the selective formation of the Z-isomer of 2-alkoxy-3-enamines and its transacetalization efficiency need further studies to understand the reaction mechanism and possibly other factors such as solvent effects.

RSC Advances 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

Vladimirov, V. G. published the artcileMethemoglobin-forming effect and its role in the mechanism of action of some radioprotectants of the 2,1,3-benzothiadiazole class, Related Products of thiazole, the publication is Radiobiologiya (1977), 17(6), 828-33, database is CAplus and MEDLINE.

Thirty min after i.p. administration to mice of radioprotective doses of benzo-2,1,3-thiadiazole(I) derivatives, the metHb level in blood did not exceed 5%. After administration of a toxic dose of 4-aminobenzo-2,1,3-thiadiazole [767-64-6] (150 mg/kg), metHb in mouse blood reached 14%. After oral administration of 4-aminobenzo-2,1,3-thiadiazole to dogs, metHb of blood reached almost 50%. By using substances preventing oxidation of Hb to metHb (isonicotinic acid hydrazide and 2-methoxy-9-phenazine sulfate), it was shown that metHb formed in mouse blood did not play a leading role in the manifestation of radioprotective and toxic properties of 4-aminobenzo-2,1,3-thiadiazole.

Radiobiologiya published new progress about 1753-29-3. 1753-29-3 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[d][1,2,3]thiadiazol-5-amine, and the molecular formula is C4H10Br2CoO2, Related Products of thiazole.

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

B, Manjunatha published the artcileCoumarin-Benzothiazole Based Azo Dyes: Synthesis, Characterization, Computational, Photophysical and Biological Studies, HPLC of Formula: 95-24-9, the publication is Journal of Molecular Structure (2021), 131170, database is CAplus.

In this paper, we have reported the synthesis of some coumarin-benzothiazole based azo dyes (C₁-C₅). The structure of the synthesized dyes was precisely established from their IR, NMR and HRMS spectra. The synthesized dyes were photophys. characterized by UV-Vis and Photoluminescence studies. Through the computational study, the optimized mol. geometry, and reactive parameters were investigated to get a better insight into the mol. properties. Mol. electrostatic potential (MEP) and Reduced d. gradient (RDG) were also studied for all the compounds Diffuse reflectance study was carried out to determine the energy gap (Eg) of the synthesized dyes. Addnl., the synthesized compounds were screened for their pharmacol. property against Mycobacterium tuberculosis (H37 RV strain). The in silico mol. docking study was also performed with enoyl-ACP reductase.

Journal of Molecular Structure 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

Bhoi, Manoj N. published the artcileNovel benzothiazole containing 4H-pyrimido[2,1-b]benzothiazoles derivatives: One-pot, solvent-free microwave assisted synthesis and their biological evaluation, HPLC of Formula: 95-24-9, the publication is Arabian Journal of Chemistry (2019), 12(8), 3799-3813, database is CAplus.

A series of pyrimido[2,1-b]benzothiazoles I [R = H, 6-Me, 8-Br, etc.] was synthesized via microwave-assisted one-pot three-component reaction of 2-aminobenzothiazoles with pyridine-2-aldehyde and Et acetoacetate in the presence of PdCl₂ as an expeditious catalyst under solvent-free conditions. The salient features of this approach were operational simplicity, convergence, short reaction time, high atom economy, easy workup, mild reaction conditions and environmentally benign conditions. All the newly synthesized pyrimido[2,1-b]benzothiazole derivatives were evaluated for their antibacterial, antitubercular and antioxidant activities. Among the tested compounds, pyrimido[2,1-b]benzothiazoles I [R = 6-Me, 8-Me, 6-Cl, 8-Cl, 8-NO₂] were found to be more active against tested Gram +ve and Gram -ve bacterial strains. Pyrimido[2,1-b]benzothiazoles I [R = 8-Me, 8-NO₂] showed very good % inhibition 72.9% and 70.32% resp. against Mycobacterium tuberculosis H₃₇RV whereas remaining compounds displayed moderate to good antitubercular activity. All the pyrimido[2,1-b]benzothiazoles I showed moderate to good antioxidant activity.

Arabian Journal of 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

Trofymchuk, Serhii published the artcileScalable Approach to Fluorinated Heterocycles with Sulfur Tetrafluoride (SF₄), Recommanded Product: 1-(2-Chlorothiazol-5-yl)ethanone, the publication is Journal of Organic Chemistry (2021), 86(17), 12181-12198, database is CAplus and MEDLINE.

A general approach to fluorinated (hetero)aromatic derivatives was elaborated. The key reaction was a deoxofluorination of substituted acetophenones with sulfur tetrafluoride (SF₄). In contrast to previous deoxofluorination methods, this transformation was fast, scalable (up to 70 g), and high-yielding. More than 100 novel or previously hardly accessible fluorinated heterocycles, interesting for medicinal chem. and agrochem., were synthesized.

Journal of Organic Chemistry published new progress about 885229-41-4. 885229-41-4 belongs to thiazole, auxiliary class Thiazole,Chloride,Ketone, name is 1-(2-Chlorothiazol-5-yl)ethanone, and the molecular formula is C17H26BNO3, Recommanded Product: 1-(2-Chlorothiazol-5-yl)ethanone.

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

Toshniwal, Madhu published the artcileAntibacterial activity and greener method of synthesis of heterocyclic compounds incorporating benzothiazole moiety using ionic liquid as solvent, Safety of 6-Chlorobenzothiazol-2-ylamine, the publication is Rasayan Journal of Chemistry (2019), 12(3), 1294-1297, database is CAplus.

A novel series of substituted dimethylimidazo{2,1-b}[1,3]benzothiazoles have been synthesized by reaction of 2-amino-6-substituted benzothiazoles with halo ketone by conventional method as well as microwave conditions using ionic liquids The yield of products obtained by microwave synthesis with ionic liquids is much better than the conventional method. The reported compounds were further screened for their antibacterial activity using ampicillin as standard drug. The compounds showed excellent activity against Pseudomonas Aeruginosa, Klebsiella pneumonia and Staphylococcus aureus.

Rasayan Journal of 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 C7H9BO3, Safety of 6-Chlorobenzothiazol-2-ylamine.

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

Mugherli, Laurent published the artcileIn Situ Assembly and Screening of Enzyme Inhibitors with Surface-Tension Microarrays, Recommanded Product: Methyl 2-(2-aminothiazol-4-yl)acetate, the publication is Angewandte Chemie, International Edition (2009), 48(41), 7639-7644, database is CAplus and MEDLINE.

Hundreds of reactions were conducted in parallel in droplets maintained on a glass slide through differential surface tension in a new approach to submicroliter-scale synthesis. This surface-tension microarray was applied to the in situ assembly of thousands of derivatives of phenylboronic acid and their profiling against the NS3/4A protease of the hepatitis C virus. Several potent inhibitors of the enzyme were identified.

Angewandte Chemie, International Edition 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, Recommanded Product: Methyl 2-(2-aminothiazol-4-yl)acetate.

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

Nafikova, E. P. published the artcileApplication of the United Atom Model for Estimating the Lifetime of Negative Molecular Ions Relative to Electron Autodetachment, HPLC of Formula: 1753-29-3, the publication is Journal of Experimental and Theoretical Physics (Translation of Zhurnal Eksperimental’noi i Teoreticheskoi Fiziki) (2002), 95(4), 605-610, database is CAplus.

A model proposed for describing the scattering of low-energy electrons (whose energy ranges between thermal energy and several electronvolts) from polyat. mols. makes it possible to estimate the lifetime of shape resonances. The parameters of the model are determined by specific structural and exptl. characteristics of mols. The results of approx. computations of the lifetimes for neg. ions of mols. with different symmetries (diat. halogens, parabenzoquinone, fullerene C₆₀, benzothiadiazoles, anthraquinone derivatives, and substituted benzene forms) are presented. The obtained data show that the lifetimes are sufficient for the formation of fragment ions observed in the mass spectra of neg. ions.

Journal of Experimental and Theoretical Physics (Translation of Zhurnal Eksperimental’noi i Teoreticheskoi Fiziki) published new progress about 1753-29-3. 1753-29-3 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[d][1,2,3]thiadiazol-5-amine, and the molecular formula is C6H5N3S, HPLC of Formula: 1753-29-3.

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

Kachare, Snehal D. published the artcileDesign, synthesis and evaluation of benzothiazole urea derivatives as an anticonvulsant agent, Quality Control of 95-24-9, the publication is Pharma Chemica (2021), 13(9), 15-25, database is CAplus.

A series of 1-((-6-substituted-2-yl)-3-(4H-1,2,4 triazole-3-yl))ureas I (R = H, OMe, Cl, NO₂, etc.) and (1-((3-(6-substituted-2-yl)ureido)methyl)cyclohexyl)acetic acids II were designed, synthesized using appropriate synthetic route and screened for CNS depressant and anticonvulsant activities. The synthesized compounds I and II were also analyzed for ADME properties. The results of In-Silico ADME Screening showed that compounds I and II could be exploited as an oral drug candidate. Mol. docking studies were performed for all the synthesized compounds I and II against γ-amino butyric acid amino transferase enzyme (1OHV), and all the compounds I and II exhibited docking score in the range of -7.5 to -8.4, among which compound II (R = Cl) had shown the highest docking scores as compared to the standard drug phenytoin. Animal study for anticonvulsant indicated that compounds I (R = NO₂, H) and II (R = Cl) were exhibited significant activity at a dose 200 mg/kg. All these compounds I and II were also evaluated for CNS depressant activity using actophotometer. The results of CNS depressant and anticonvulsant activities and docking study showed that synthesized compounds I and II had potential CNS depressant and anticonvulsant activities and can be further optimized and developed as a lead compound

Pharma Chemica 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, Quality Control of 95-24-9.

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

Bilodeau, Mark T. published the artcilePotent N-(1,3-Thiazol-2-yl)pyridin-2-amine Vascular Endothelial Growth Factor Receptor Tyrosine Kinase Inhibitors with Excellent Pharmacokinetics and Low Affinity for the hERG Ion Channel, Computed Properties of 329794-40-3, the publication is Journal of Medicinal Chemistry (2004), 47(25), 6363-6372, database is CAplus and MEDLINE.

A series of N-(1,3-thiazol-2-yl)pyridin-2-amine KDR kinase inhibitors have been developed that possess optimal properties. Compounds have been discovered that exhibit excellent in vivo potency. The particular challenges of overcoming hERG binding activity and QTc increases in vivo in addition to achieving good pharmacokinetics have been accomplished by discovering a unique class of amine substituents. These compounds have a favorable kinase selectivity profile that can be accentuated with appropriate substitution.

Journal of Medicinal Chemistry 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, Computed Properties of 329794-40-3.

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