Category: 92-36-4

Zhou, Yuefen published the artcileStructure-activity relationships of novel antibacterial translation inhibitors: 3,5-Diamino-piperidinyl triazines, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(20), 5451-5456, database is CAplus and MEDLINE.

Structure-activity relationships of the 3,5-diamino-piperidinyl triazine series, a novel class of bacterial translation inhibitors, are described. Optimization was focused on the triazine C-4 position in which aromatic substituents that contained electron-withdrawing groups led to potent inhibitors. The initial lack of antibacterial activity was correlated with poor cellular penetration. Whole cell antibacterial activity was achieved by linking addnl. aromatic moieties at the triazine C-4 position.

Bioorganic & Medicinal Chemistry Letters 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 C4H10O2, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Masuda, Masami published the artcileSmall Molecule Inhibitors of α-Synuclein Filament Assembly, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Biochemistry (2006), 45(19), 6085-6094, database is CAplus and MEDLINE.

α-Synuclein is the major component of the filamentous inclusions that constitute defining characteristics of Parkinson’s disease and other α-synucleinopathies. Here we have tested 79 compounds belonging to 12 different chem. classes for their ability to inhibit the assembly of α-synuclein into filaments in vitro. Several polyphenols, phenothiazines, porphyrins, polyene macrolides, and Congo red and its derivatives, BSB and FSB, inhibited α-synuclein filament assembly with IC₅₀ values in the low micromolar range. Many compounds that inhibited α-synuclein assembly were also found to inhibit the formation of Aβ and tau filaments. Biochem. anal. revealed the formation of soluble oligomeric α-synuclein in the presence of inhibitory compounds, suggesting that this may be the mechanism by which filament formation is inhibited. Unlike α-synuclein filaments and protofibrils, these soluble oligomeric species did not reduce the viability of SH-SY5Y cells. These findings suggest that the soluble oligomers formed in the presence of inhibitory compounds may not be toxic to nerve cells and that these compounds may therefore have therapeutic potential for α-synucleinopathies and other brain amyloidoses.

Biochemistry 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, Safety of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Taniguchi, Sayuri published the artcileInhibition of Heparin-induced Tau Filament Formation by Phenothiazines, Polyphenols, and Porphyrins, HPLC of Formula: 92-36-4, the publication is Journal of Biological Chemistry (2005), 280(9), 7614-7623, database is CAplus and MEDLINE.

Tau protein is the major component of the intraneuronal filamentous inclusions that constitute defining neuropathol. characteristics of Alzheimer’s disease and other tauopathies. The discovery of tau gene mutations in familial forms of frontotemporal dementia has established that dysfunction of the tau protein is sufficient to cause neurodegeneration and dementia. Here we have tested 42 compounds belonging to nine different chem. classes for their ability to inhibit heparin-induced assembly of tau into filaments in vitro. Several phenothiazines (methylene blue, azure A, azure B, and quinacrine mustard), polyphenols (myricetin, epicatechin 5-gallate, gossypetin, and 2,3,4,2′,4′-pentahydroxybenzophenone), and the porphyrin ferric deuteroporphyrin IX inhibited tau filament formation with IC₅₀ values in the low micromolar range as assessed by thioflavin S fluorescence, electron microscopy, and Sarkosyl insolubility Disassembly of tau filaments was observed in the presence of the porphyrin phthalocyanine. Compounds that inhibited tau filament assembly were also found to inhibit the formation of Aβ fibrils. Biochem. anal. revealed the formation of soluble oligomeric tau in the presence of the inhibitory compounds, suggesting that this may be the mechanism by which tau filament formation is inhibited. The compounds investigated did not affect the ability of tau to interact with microtubules. Identification of small mol. inhibitors of heparin-induced assembly of tau will form a starting point for the development of mechanism-based therapies for the tauopathies.

Journal of Biological 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 C14H10N2O, HPLC of Formula: 92-36-4.

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

Bort, Guillaume published the artcileStraightforward synthesis of PET tracer precursors used for the early diagnosis of Alzheimers disease through Suzuki-Miyaura cross-coupling reactions, SDS of cas: 92-36-4, the publication is Tetrahedron (2013), 69(35), 7345-7353, database is CAplus.

In positron emission tomog. [¹¹C]PIB, Pittsburgh Compound-B, is currently the most widely used radiopharmaceutical for the early diagnosis of Alzheimer’s disease. Synthetic routes for the preparation of the precursor of [¹¹C]PIB are reported in the literature. These strategies require multiple steps and the use of protecting groups. This paper describes a simple 1-step synthesis of the precursor of [¹¹C]PIB through a Suzuki-Miyaura coupling reaction using thermal conditions or microwave activation. These methods were successfully applied to the synthesis of various 2-arylbenzothiazole and 2-pyridinylbenzothiazole compounds including [¹⁸F] precursor derivatives of PIB containing a nitro function.

Tetrahedron 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

Wu, Xishan published the artcileDiscovery and Characterization of Benzimidazole Derivative XY123 as a Potent, Selective, and Orally Available RORγ Inverse Agonist, Application In Synthesis of 92-36-4, the publication is Journal of Medicinal Chemistry (2021), 64(12), 8775-8797, database is CAplus and MEDLINE.

Receptor-related orphan receptor γ (RORγ) has emerged as an attractive therapeutic target for the treatment of cancer and inflammatory diseases. Herein, we report our effort on the discovery, optimization, and evaluation of benzothiazole and benzimidazole derivatives as novel inverse agonists of RORγ. The representative compound 27h (designated as XY123) (I) potently inhibited the RORγ transcription activity with a half-maximal inhibitory concentration (IC₅₀) value of 64 nM and showed excellent selectivity against other nuclear receptors. 27H also potently suppressed cell proliferation, colony formation, and the expression of androgen receptor (AR)-regulated genes in AR-pos. prostate cancer cell lines. In addition, 27h demonstrated good metabolic stability and a pharmacokinetic property with reasonable oral bioavailability (32.41%) and moderate half-life (t_1/2 = 4.98 h). Significantly, oral administration of compound 27h achieved complete and long-lasting tumor regression in the 22Rv1 xenograft tumor model in mice. Compound 27h may serve as a new valuable lead compound for further development of drugs for the treatment of prostate cancer.

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 C9H11BO2, Application In Synthesis of 92-36-4.

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

Oh, Se Young published the artcileDurability and polarization characteristics of PVA polarizing film prepared with a dichroic azo dye, HPLC of Formula: 92-36-4, the publication is Kongop Hwahak (2000), 11(4), 426-431, database is CAplus.

A novel dichroic azo dyes having a benzothiazole moiety were synthesized and used to prepare poly(vinyl alc.) (PVA)-based polarizing films for application in liquid crystal displays. The UV-Visible spectrum of PVA-dye polarizing film showed absorption bands corresponding to aromatic rings and dye chromophoric species at 326 and 584 nm. The polarization efficiency and the transmittance of PVA-dye polarizing film were significantly influenced by dye concentration, dipping time and addition of salt catalyst. The PVA-dye polarizing film exhibited a high polarization efficiency of 99.5% and a good transmittance of 42%. Especially, the heat and humidity resistance of PVA-dye polarizing film was higher than that of a conventional PVA-I₂ polarizing film.

Kongop Hwahak 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

Martvon, A. published the artcileIsothiocyanates. XXXIII. Synthesis and infrared spectra of benzothiazolyl isothiocyanates, COA of Formula: C14H12N2S, the publication is Chemicke Zvesti (1973), 27(3), 387-92, database is CAplus.

Isothiocyanates I (R = H, NCS, Me; R1 = H, NCS; R2 = H; R3 = 4-Me, 4-MeO, 4-halo, 2-Cl, 3- and 4-NCS; R2 = 3-Cl, R3 = 4-NCS) (12 compounds) were prepared in 30-61% yields by treating amines I (R = H, H2N, Me; R1 = H, H2N; R2 = Cl, R3 = 4-H2N) with CSCl2.

Chemicke Zvesti 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, COA of Formula: C14H12N2S.

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

Wang, Xueqing published the artcileSynthesis and Evaluation of Benzothiazole-Based Analogues as Novel, Potent, and Selective Fatty Acid Amide Hydrolase Inhibitors, Quality Control of 92-36-4, the publication is Journal of Medicinal Chemistry (2009), 52(1), 170-180, database is CAplus and MEDLINE.

High-throughput screening (HTS) identified benzothiazole analog (I) as a potent fatty acid amide hydrolase (FAAH) inhibitor. Structure-activity relationship (SAR) studies indicated that the sulfonyl group, the piperidine ring and benzothiazole were the key components to their activity, with II being the most potent analog in this series. Time-dependent preincubation study of compound I was consistent with it being a reversible inhibitor. Activity-based protein-profiling (ABPP) evaluation of I in rat tissues revealed that it had exceptional selectivity and no off-target activity with respect to other serine hydrolases. Mol. shape overlay of I with a known FAAH inhibitor indicated that these compounds might act as transition-state analogs, forming putative hydrogen bonds with catalytic residues and mimicking the charge distribution of the tetrahedral transition state. The modeling study also indicated that hydrophobic interactions of the benzothiazole ring with the enzyme contributed to its extraordinary potency. These compounds may provide useful tools for the study of FAAH and the endocannabinoid system.

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 C4H6O3, Quality Control of 92-36-4.

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

Barni, Ermanno published the artcileMonoazo dyes for polyamide derived from 4-alkylamido-2-hydroxybenzoic acids, Quality Control of 92-36-4, the publication is Dyes and Pigments (1984), 5(1), 15-36, database is CAplus.

Data on a series of 65 azo disperse dyes I (R = C₁-C₁₅ alkyl; A mono- or disubstituted or unsubstituted) are reported. The dyes are suitable for application to polyamide fibers and produce yellow to red-orange shades. Many correlations between the nature of substituents and the phys., spectroscopic or tinctorial properties of the dyes were established. Correlations between structure and color of dyed fabrics were also found.

Dyes and Pigments 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, Quality Control of 92-36-4.

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

Henglein, A. published the artcileDependence of the intensity of fluorescence on the quencher concentration in micellar systems, COA of Formula: C14H12N2S, the publication is Berichte der Bunsen-Gesellschaft (1978), 82(10), 1107-12, database is CAplus.

The quenching of the fluorescence of 2-(4-aminophenyl)-3-methylbenzothiazol solubilized in micelles of sodium dodecylsulfate by duroquinone was investigated. The decay constant k₀ in the absence of quencher is 6.9 × 10⁸ s^-1. At constant concentrations of the fluorescing and the quenching compounds the fluorescence intensity decreases with decreasing surfactant concentration This effect is explained by the changes in the distribution of the emitting and quenching mols. among the micelles. A relationship is given which takes into account the statistical distribution of solubilized mols. The 1st order rate constant is k_m = m·k₁ for quenching in a micelle carrying m mols. of the quencher, k₁, the rate constant for quenching in a micelle containing 1 mol. of the quencher, was 3.5 × 10⁸ s^-1. The ion pair formation in micelles containing 2-(4-aminophenyl)-3-methylbenzothiazol and duroquinone, the biphotonic ionization of 2-(4-aminophenyl)-3-methylbenzothiazol in anionic micelles and in MeOH solution, and the formation of the triplet state of this compound in toluene and in acid aqueous solutions were studied by laser flash photolysis.

Berichte der Bunsen-Gesellschaft 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, COA of Formula: C14H12N2S.

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