Tag: M.W=200-250

Behera, G. B. published the artcileQuaternization at an Sp² nitrogen. II. An analysis on the substituent effect and on the nature of the transition state, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Bulletin of the Chemical Society of Japan (1979), 52(2), 604-7, database is CAplus.

The kinetics of N-phenacylation of a number of substituted thiazoles with substituted phenacyl bromides were investigated in PhNO₂ and in a number of other dipolar aprotic solvents. The rate constants of 2-amino-4-phenylthiazoles and 2-aminobenzothiazoles were calculated with suitably developed equations. The deviation of the observed values from the calculated results was ascribed to the steric effect. A 7-membered H-bonded transition state was proposed on the basis of the results obtained from the substituent and medium effects.

Bulletin of the Chemical Society of Japan 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, Safety of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Chen, Yen Ting published the artcileParallel synthesis of a library of bidentate protein tyrosine phosphatase inhibitors based on the α-ketoacid motif, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Bioorganic & Medicinal Chemistry (2004), 12(12), 3289-3298, database is CAplus and MEDLINE.

Protein tyrosine phosphatases (PTPases) regulate intracellular signal transduction pathways by controlling the level of tyrosine phosphorylation in cells. These enzymes play an important role in a variety of diseases including type II diabetes and infection by the bacterium Yersinia pestis, which is the causative agent of bubonic plague. This report describes the synthesis, using parallel solution-phase methods, of a library of 104 potential inhibitors of PTPases. The library members are based on the bis(aryl α-ketocarboxylic acid) motif that incorporates a carboxylic acid on the central benzene linker. This carboxylic acid was coupled with a variety of different aromatic amines through an amide linkage. The aromatic component of the resulting amides is designed to make contacts with residues that surround the active site of the PTPase. The library was screened against the Yersinia PTPase and PTP1B. Based upon the screening results, four members of the library were selected for further study. These four compounds were evaluated against the Yersinia PTPase, PTP1B, TCPTP, CD45, and LAR. Compound 14 has an IC₅₀ value of 590 nM against PTP1B and is a reversible competitive inhibitor. This affinity represents a greater than 120-fold increase in potency over compound 2, the parent structure upon which the library was based. A second inhibitor, compound 12, has an IC₅₀ value of 240 nM against the Yersinia PTPase. In general, the selectivity of the inhibitors for PTP1B was good compared to LAR, but modest when compared to TCPTP and CD45.

Bioorganic & 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, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Akerfeldt, Stig published the artcileIn vivo antiviral effects of benzothiazole derivatives against various influenza A2 strains, Application In Synthesis of 92-36-4, the publication is Journal of Medicinal Chemistry (1970), 13(5), 1012-13, database is CAplus and MEDLINE.

Seventeen derivatives of benzothiazole were investigated for antiviral activity against various influenza A2 strains in mice. Aminoadamantane was used as an internal standard in the experiments 2-Aminobenzothiazole and 2-amino-4-chlorobenzothiazole gave a protective effect comparable to, or better than, that found for aminoadamantane. Small variations in the structure of these 2 compounds caused a complete disappearance of the antiviral effect. To be effective the active compounds had to be administered in near-toxic doses. All 17 compounds were also tested for antiviral effect against rhino virus 33342, adeno virus 3, and herpes simplex virus. Significant antiviral effect could not be demonstrated for any compound in vitro.

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, Application In Synthesis of 92-36-4.

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

Anonymous published the artcilePreparation of amino substituted hydroxyphenyl benzophenone derivatives and their uses as UV filters in sunscreen formulations, Category: thiazole, the publication is IP.com Journal (2003), 3(8), 40, database is CAplus.

Described are synthesis of amino substituted hydroxyphenyl benzophenone derivatives The compounds are useful as UV filters in sunscreen applications. For example, comound I synthesized by reacting anhydrous 4-diethylamino 2-hydroxy benzophenone carboxylic acid with 2,2-dimethyl-1,3-propanediol was found to be a good UV absorber and was incorporated into sunscreen formulations.

IP.com Journal 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