Month: November 2022

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

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

Meltzer-Mats, Ella published the artcileSynthesis and Mechanism of Hypoglycemic Activity of Benzothiazole Derivatives, Product Details of C14H12N2S, the publication is Journal of Medicinal Chemistry (2013), 56(13), 5335-5350, database is CAplus and MEDLINE.

AMP activated protein kinase (AMPK) has emerged as a major potential target for novel antidiabetic drugs. We studied the structure of 2-chloro-5-((Z)-((E)-5-((5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl)methylene)-4-oxothiazolidin-2-ylidene)amino)benzoic acid (PT-1), which attenuates the autoinhibition of the enzyme AMPK, for the design and synthesis of different benzothiazoles with potential antidiabetic activity. We synthesized several structurally related benzothiazole derivatives that increased the rate of glucose uptake in L6 myotubes in an AMPK-dependent manner. One compound, 2-(benzo[d]thiazol-2-ylmethylthio)-6-ethoxybenzo[d]thiazole , augmented the rate of glucose uptake up to 2.5-fold compared with vehicle-treated cells and up to 1.1-fold compared to PT-1. Concomitantly, it elevated the abundance of GLUT4 in the plasma membrane of the myotubes and activated AMPK. S.c. administration of 2-(benzo[d]thiazol-2-ylmethylthio)-6-ethoxybenzo[d]thiazole to hyperglycemic Kuo Kondo rats carrying the Ay-yellow obese gene (KKAy) mice lowered blood glucose levels toward the normoglycemic range. In accord with its activity, compound 2-(benzo[d]thiazol-2-ylmethylthio)-6-ethoxybenzo[d]thiazole showed a high fit value to a pharmacophore model derived from the PT-1.

Journal of Medicinal Chemistry 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, Product Details of C14H12N2S.

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

Hussein, Awaz Jamil published the artcileSynthesis and antimicrobial activity of some new thiazolidin-4-one derivatives of 4-(6-methylbenzo[d]thiazol-2-yl)benzamine, Synthetic Route of 92-36-4, the publication is Journal of Chemistry (2013), 185952, 6 pp., database is CAplus.

A number of derivatives of 2-(substituted phenyl)-3-(4-(6-methylbenzo[d]thiazol-2-yl)phenyl)thiazolidin-4-one were synthesized from the reaction of 4-(6-methylbenzo[d]thiazol-2-yl)benzenamine with different substituted benzaldehydes followed by cyclocondensation reaction of the prepared imines with 2-mercaptoacetic acid in high yields. Furthermore, the structures of the newly synthesized compounds were confirmed by FT-IR, ¹³C-NMR, ¹³C-DEPT, and ¹H-NMR spectral data. The imines and thiazolidin-4-one derivatives were evaluated for their antibacterial activity against Escherichia coli as gram neg. and Staphylococcus aureus as gram pos., the results have shown significant activity against both types of bacteria.

Journal of Chemistry 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, Synthetic Route of 92-36-4.

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

Filatre-Furcate, Agathe published the artcileGold dithiolene complexes: easy access to 2-alkylthio-thiazoledithiolate complexes, Quality Control of 5053-24-7, the publication is Dalton Transactions (2015), 44(35), 15683-15689, database is CAplus and MEDLINE.

In the presence of MeI or EtI, N-tert-butyl-1,3-thiazoline-2-thione derivatives undergo a transformation to 2-alkylthio-thiazoledithiolate pro-ligands with elimination of the tert-Bu substituent. The corresponding Au^III dithiolene complexes [Au(RS-tzdt)₂]^– (R = Me, Et) oxidize readily to the neutral radical species, such as the semi-conducting [Au(EtS-tzdt)₂]^•, which organizes into dimers in the solid state.

Dalton Transactions 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, Quality Control of 5053-24-7.

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

Haj-Yehia, A. I. published the artcileDetermination of lipoic acid and dihydrolipoic acid in human plasma and urine by high-performance liquid chromatography with fluorimetric detection, HPLC of Formula: 92-36-4, the publication is Journal of Chromatography A (2000), 870(1+2), 381-388, database is CAplus and MEDLINE.

A highly sensitive method for the determination of α-lipoic acid (LA) and dihydrolipoic acid (DHLA) in human plasma and urine has been developed. Samples were acidified and extracted with organic solvent, and the free sulfhydryls of DHLA protected as the dicarboxyethylate by treatment with ethylchloroformate. The free carboxylic function of LA and the SH-protected DHLA were converted into their amide derivatives with the strong fluorophore 2-(4-aminophenyl)-6-methylbenzothiazole in the presence of a coupling agent and a base catalyst. The resulting fluorescent amides of both LA and DHLA were separated on a reversed-phase column (Ultrasphere C₈) using simple isocratic elution with acetonitrile-water (80:20) and detected fluorimetrically (excitation 343, emission 423 nm). The method is highly sensitive, reproducible, and is easily applied for the simultaneous determination of LA and DHLA in biol. samples.

Journal of Chromatography A 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, HPLC of Formula: 92-36-4.

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

Singh, Anuradha published the artcilePhotoredox-Mediated C-H Functionalization and Coupling of Tertiary Aliphatic Amines with 2-Chloroazoles, Computed Properties of 329794-40-3, the publication is Organic Letters (2013), 15(20), 5390-5393, database is CAplus and MEDLINE.

Herein, conditions for C-H functionalization of tertiary aliphatic amines and their subsequent coupling with a number of 2-chloroazole derivatives are reported. The reaction is facilitated by a catalytic amount of tris-fac-Ir(ppy)₃, with blue light irradiation and takes place under mild and convenient conditions. Most couplings take place with excellent regioselectivity. The reaction is tolerant of a number of functional groups and allows for rapid access to α-azole carbinamines e. g., I and II commonly found in post-translationally modified peptides.

Organic 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 C13H18BClO3, Computed Properties of 329794-40-3.

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

Kusama, Hitoshi published the artcileInfluence of aminothiazole additives in I^–/I₃^– redox electrolyte solution on Ru(II)-dye-sensitized nanocrystalline TiO₂ solar cell performance, Related Products of thiazole, the publication is Solar Energy Materials and Solar Cells (2004), 82(3), 457-465, database is CAplus.

The influence of aminothiazole additives in acetonitrile solution of an I^–/I₃^– redox electrolyte on the performance of a bis(tetrabutylammonium) cis-bis(thiocyanato)bis(2,2′-bipyridine-4-carboxylic acid, 4′-carboxylate)ruthenium(II) (N719) dye-sensitized TiO₂ solar cell was studied. The current-voltage characteristics were investigated under air-mass 1.5 (100 mW/cm²) for nine different aminothiazole compounds The aminothiazole additives tested had varying influences on the solar cell performance. Most of the additives enhanced the open-circuit voltage, but reduced the short-circuit c.d. of the solar cell. Both the phys. and chem. properties of the aminothiazoles were calculated in order to determine the reasons for influence the additives have on solar cell performance. The larger the calculated partial charge of the nitrogen atom in the thiazole, the higher the open-circuit voltage value. The open-circuit voltage value increased as the dipole moment of aminothiazoles in acetonitrile increased. Moreover, the open-circuit voltage of the solar cells also increased as the size of the aminothiazole mols. decreased. These results suggest that the electron donating ability of the aminothiazole additives influenced the interaction with the TiO₂ photoelectrode, which altered the dye-sensitized solar cell performance.

Solar Energy Materials and Solar Cells 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, Related Products of thiazole.

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

Biedermann, Frank published the artcilePostpolymerization Modification of Hydroxyl-Functionalized Polymers with Isocyanates, Formula: C14H12N2S, the publication is Macromolecules (Washington, DC, United States) (2011), 44(12), 4828-4835, database is CAplus.

The postpolymn. functionalization of hydroxyl-group terminated polymers (M_n in the range of 1000-6000 g mol^-1) such as poly(ethylene glycol) (PEG), poly(N-isopropylacrylamide) (PNIPAM), poly(N,N-dimethylacrylamide) (PDMAM), and poly(tert-Bu acrylate) (PtBA) with a wide range of functional isocyanate derivatives such as azobenzene, viologen, and anthracene was studied. It was shown by ¹H and ¹³C NMR, GPC, Fourier transform IR spectroscopy (FTIR), and electrospray ionization mass spectrometry (ESI-MS) that a high degree of end-group conversion, typically >98%, with little or no formation of side products can be achieved at ambient temperature PNIPAM, PDMAM, PtBA, and PHEAM polymers were obtained by reversible addition-fragmentation chain transfer (RAFT) radical polymerization from a hydroxyl-group containing chain transfer agent (CTA). The formation of the carbamate was compatible with the trithiocarbonate end-group of the RAFT polymers. Addnl., this approach allows for the direct functionalization of RAFT polymers without the need of addnl. steps such as deprotection or aminolysis of the CTA. This route was subsequently used for the preparation of a variety of side-chain functional polymers from poly(N-hydroxyethyl acrylamide) (PHEAM). Three different high yielding methods were employed to prepare the isocyanates (R-NCO). Either amino or carboxylic acid precursors were converted into the desired R-NCO or hydroxyl group moieties were reacted with an excess of 1,6-hexamethylene diisocyanate (HDI) to statistically form the monofunctional product.

Macromolecules (Washington, DC, United States) 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