Month: November 2022

Cho, Eunbee published the artcileA Single-Benzene-Based Fluorophore: Optical Waveguiding in the Crystal Form, Name: N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide, the publication is ChemPlusChem (2019), 84(8), 1130-1134, database is CAplus and MEDLINE.

A single-benzene-based, blue-emissive di-Et 2,5-dihydroxyterephthalate (DDT) was prepared by Fischer esterification of 2,5-dihydroxyterephthalic acid (DHT) and ethanol. The strong fluorescence in both the solution and the solid state from such a simple framework stemmed from the push-pull structure of the electron-donating hydroxy groups and the accepting carbonyl groups, as well as structural planarity from intramol. hydrogen bonds. The strong intermol. hydrogen bonds enabled DDT to crystallize easily. The color CCD imaging technique showed efficient 1D optical waveguiding with a large optical loss coefficient of 0.15 dB/μm. DDT has potential application in optical sensors, photonic devices, and optoelectronic communication, because of its highly ordered structure and light-emitting ability.

ChemPlusChem 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 C5H7N3S3, Name: N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide.

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

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

Jiang, Fengchao published the artcileThe design and synthesis of 2-aminothiazole derivatives and their inhibitory activity on apoptosis, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Yaoxue Xuebao (2006), 41(8), 727-734, database is CAplus and MEDLINE.

The objective of this study is to investigate the inhibitory effect of 2-aminothiazole derivatives on Neuro-cell apoptosis and QSAR. The 2-aminothiazole derivatives were designed and synthesized based on the lead compound of PFT-α, the protective action of the compounds against and their inhibitory action on PC12 cell apoptosis induced by H₂O₂ were determined by MTT method and FCM method. The QSAR equation was obtained from Cerius²-QSAR⁺ module. Eleven novel 2-aminothiazole Schiff base compounds(II) have been designed and synthesized. The structure of the final compound were characterized by IR, MS, ¹HNMR, ¹³ CNMR. Their protective action against and the inhibitory action on PC12 cell apoptosis induced by H₂O₂ were found in this experiment The optimal QSAR equation obtained from the Cerius²-QSAR⁺ module by using log (1 /EC₅₀) with corresponding descriptors is Activity = 6.94768 – 0.08872*”LUMO”- 0.043018*”Alogp98″- 0.128752*”Rad0fGration”+ 0.018246*”Dipole-mag”. The correlation statistics parameters of the above equation are as follows: r² = 0.970, F-test = 49.149, r = 0.985 and Lse = 0.001. The 2-aminothiazole derivatives exhibited certain activity in inhibiting PC12 cell apoptosis induced by H₂O₂. Some compounds have the dual activities, the protective action against and inhibitory action on PC12 cell apoptosis induced by H₂O₂. The QSAR equation indicated that it is favorable for enhance the activity of 2-aminothiazole derivatives by the reduction of “radius of gyration” and the energy of “LUMO”of the compounds

Yaoxue Xuebao 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, Recommanded Product: 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Hu, Wan-Ping published the artcileSynthesis, and biological evaluation of 2-(4-aminophenyl)benzothiazole derivatives as photosensitizing agents, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Bioorganic & Medicinal Chemistry (2010), 18(16), 6197-6207, database is CAplus and MEDLINE.

Photodynamic therapy (PDT) employing exogenous photosensitizers is currently being approved for treatment of basal cell carcinoma (BCC). 2-(4-Aminophenyl)benzothiazoles (6) consist of chromophoric structure and absorb light in the UVA (315-400 nm). These results encouraged us to design and synthesize a diversity of 2-phenylbenzothiazoles (6). Studies on the apoptotic mechanism involved in photosensitive effects induced by UVA-activated 6 in BCC cells are carried out in the present article. 6-UVA-treated cells displayed several features of apoptosis, including an increase in the sub-G1 population, a significantly increased annexin V binding, and activation of caspase-3. 6-UVA induced a decrease in mitochondrial membrane potential (Δψ _mt) and ATP via enhanced ROS generation and promoted phosphorylation of extracellular signal-regulated kinase (ERK) and p38 MAPK expression. These results suggest that 6-UVA elicits photosensitive effects in mitochondria processes which involve ERK and p38 activation, and ultimately lead to BCC cell apoptosis.

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, Recommanded Product: 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Zhang, Lei published the artcileDiscovery of novel dual-action antidiabetic agents that inhibit glycogen phosphorylase and activate glucokinase, Category: thiazole, the publication is European Journal of Medicinal Chemistry (2012), 624-639, database is CAplus and MEDLINE.

Dual-target-directed agents simultaneously inhibiting glycogen phosphorylase (GP) and activating glucokinase (GK) could decelerate the inflow of glucose from glycogenolysis and accelerate the outflow of glucose in the liver, and therefore allow for better control over hyperglycemia in a synergetic manner. A series of hybrid compounds were designed by structure-assisted and ligand-based strategies. In vitro bioassays found two novel compounds I and II worthy of further optimization on balance of dual action to GP and GK. In addition, for single-target activity, two compounds exhibited more potent GP inhibitory activity and four compounds showed better GK activation than their corresponding references

European 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 C14H10O4, Category: thiazole.

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

Bai, Shuya published the artcileSpindle and kinetochore-associated complex subunit 3 (SKA3) promotes stem cell-like properties of hepatocellular carcinoma cells through activating Notch signaling pathway, Application of 6-Chlorobenzothiazol-2-ylamine, the publication is Annals of Translational Medicine (2021), 9(17), 1361, database is CAplus and MEDLINE.

Cancer stemness contributes to hepatocellular carcinoma (HCC) initiation, metastasis, drug resistance, and recurrence. The spindle and kinetochore-associated (SKA) complex has been shown to be involved in tumor progression; however, its effects on cancer stem cell-like properties have not yet been examined This research sought to study each subunit of the SKA complex in HCC systematically. Bioinformatic analyses were carried out to examine the expression and clin. data of the SKA complex′s each subunit in HCC. The expression of the target genes was detected by quant. reverse transcription-polymerase chain reaction and Western blot assays. Clone formation and Transwell assays were performed to assess the proliferation and migration abilities of the SKA complex′s each subunit. Sphere formation assays and s.c. xenograft experiments were performed to investigate the effects of SKA complex subunit 3 (SKA3) on the self-renewal and tumorigenic abilities of HCC. Each subunit of the SKA complex was highly expressed in HCC, but only SKA complex subunit 1 (SKA1) and SKA3 were associated with the poor overall survival of HCC patients. Addnl., the HCC cells overexpressing SKA3 exhibited increased migration, invasion, proliferation, self-renewal, Sorafenib resistance and tumorigenic abilities. Notch signaling played a vital role in the process by which SKA3 promoted HCC stemness. SKA3 promotes HCC stem cell-like properties via the Notch signaling pathway. As SKA3 appears to act as a regulator of stemness in HCC, it might be a potential mol. target for HCC.

Annals of Translational Medicine 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

Wang, Guangning published the artcileComparison of the content of flavonoids, total phenols, and carotenoids and antioxidant activity in Guang Citri reticulatae pericarpium during the aging time, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), the publication is Pharmacognosy Magazine (2020), 16(69), 375-381, database is CAplus.

GCRP must be aged by stored for several years before it can be used as medicine. In the aging process, content of composition, antioxidant activity, and color of GCRP have changed. The objective of this study was to compare the content of flavonoids, total phenols, and carotenoids and antioxidant activity in GCRP during the aging time and analyze the correlations of the data. 40 Batches of GCRP in different aging years were used for qual. and quant. anal. of flavonoids, total phenols, and carotenoids by ultra-high-performance liquid chromatog. (HPLC)-mass spectrometry, HPLC-diode array detector, and UV methods. 2,2′-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt and 1,1-diphenyl-2-trinitrophenylhydrazine methods were used to compare the antioxidant activity of GCRP. Colorimetric anal. method was used to detect the external color of GCRP. SPSS software was used to analyze the correlation of all data. With the increase of aging year, the content of three flavonoids and total phenols increased and the content of carotenoids decreased. The results showed that the antioxidant activity of ether extract increased significantly with aging year and methanol extract decreased. The correlation results showed that the content of carotenoids was more closely related to chromaticity values and antioxidant activity. The result provides more objective and detailed information to analyze the quality of GCRP during the aging time.

Pharmacognosy Magazine 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 C6H4ClNO2, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate).

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

Xie, Zengyang published the artcileCopper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles, Application In Synthesis of 95-24-9, the publication is Applied Organometallic Chemistry (2019), 33(10), n/a, database is CAplus.

An efficient and practical C-N bond formation methodol. for the synthesis of N-(alkyl)benzothiazoles I [R = H, 4-Me, 6-Br, etc.; R¹ = n-Pr, Ph, 4-MeOC₆H₄, etc.] and N-(alkyl)thiazoles II [R² = H, Me; R³ = Ph, 2-MeC₆H₄, 2-naphthyl, etc.; R²R³ = (CH₂)₅; R⁴ = H, 4-Me, 5-Me] was developed via Cu-catalyzed one-pot two-step cross-coupling of 2-aminobenzothiazoles/2-aminothiazoles and aldehydes/ketones with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups. A variety of functionalized benzothiazoles/thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol.

Applied Organometallic 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 C15H23BO2, Application In Synthesis of 95-24-9.

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

Xing, Yanyan published the artcileTriple-enzyme mimetic activity of Fe₃O₄ @C@MnO₂ composites derived from metal-organic frameworks and their application to colorimetric biosensing of dopamine, Product Details of C18H24N6O6S4, the publication is Microchimica Acta (2022), 189(1), 12, database is CAplus and MEDLINE.

Novel Fe₃O₄ @C@MnO₂ composites were successfully synthesized for the first time via an interfacial reaction between magnetic porous carbon and KMnO4, in which the magnetic porous carbon was derived from the pyrolysis of Fe-MIL-88A under N₂ atmosphere. Interestingly, the obtained Fe₃O₄ @C@MnO₂ composites were found to have triple-enzyme mimetic activity including peroxidase-like, catalase-like, and oxidase-like activity. As a peroxidase mimic, Fe₃O₄ @C@MnO₂ composites could catalyze the oxidation of TMB into a blue oxidized product by H2O2. As a catalase mimic, Fe₃O₄ @C@MnO₂ could catalyze the decomposition of H2O2 to generate O2 and H2O. As an oxidase mimic, Fe₃O₄ @C@MnO₂ could catalyze the direct oxidation of TMB to produce a blue oxidized product without H2O2. Reactive oxygen species measurements revealed that the oxidase-like activity originated from 1O2 and O2-•and little•OH generated by the dissolved oxygen, which was catalyzed by the Fe₃O₄ @C@MnO₂ in the TMB oxidation reaction. The oxidase-like activity of Fe₃O₄ @C@MnO₂ was investigated in detail. Under the optimized conditions, a rapid, sensitive, visual colorimetric method for dopamine detection was developed based on the inhibitory effect of dopamine on the oxidase-like activity. The proposed method allows for dopamine detection with a limit of detection of 0.034μM and a linear range of 0.125-10μM. This new colorimetric method was successfully used for the determination of dopamine in human blood samples.

Microchimica Acta 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 C9H22OSi, Product Details of C18H24N6O6S4.

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