Day: December 6, 2022

Sagnou, Marina published the artcileA Phenylbenzothiazole Conjugate with the Tricarbonyl fac-[M(I)(CO)₃]⁺ (M = Re, ⁹⁹Tc, ^99mTc) Core for Imaging of β-Amyloid Plaques, Computed Properties of 92-36-4, the publication is European Journal of Inorganic Chemistry (2012), 2012(27), 4279-4286, S4279/1-S4279/6, database is CAplus.

The 2-(4′-aminophenyl)-6-methylbenzothiazole that is known to display affinity and specificity toward the amyloid plaques of Alzheimer’s disease (AD) has been joined to the tricarbonyl [M(CO)₃NNO] chelate (M = Re, ⁹⁹Tc, and ^99mTc) through a five-carbon linker chain to generate the neutral complex (1) (namely, Re-1 for M = Re; 99Tc-1 for M = ⁹⁹Tc; and 99mTc-1 for M = ^99mTc) with the aim of developing a single-photon emission computed tomog. (SPECT) radiodiagnostic agent for AD. Re-1 was characterized by spectroscopic methods and x-ray crystallog., whereas the detailed NMR spectroscopic anal. of 99Tc-1 demonstrated its structural similarity to Re-1. Complexes Re-1 and 99Tc-1 display selective binding affinity for amyloid plaques as evidenced by fluorescence spectroscopy, whereas the biodistribution data of 99mTc-1 characterized by relatively low brain uptake, fast clearance from brain and blood, and in vivo stability are considered encouraging for further elaboration on the structural features of 1 in the direction of increased brain uptake.

European Journal of Inorganic 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, Computed Properties of 92-36-4.

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

Ahmad, Shahbaz published the artcileAttenuation of Hg(II)-induced cellular and DNA damage in human blood cells by uric acid, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), the publication is Biochemistry and Cell Biology (2022), 100(1), 45-58, database is CAplus and MEDLINE.

Mercury (Hg) is a widespread environmental pollutant and toxicant that induces multiple organ damage in humans and animals. Hg toxicity is mediated by the induction of oxidative stress in the target cells. We used uric acid (UA), a potent antioxidant found in biol. fluids, to protect human red blood cells (RBC) and lymphocytes against Hg-mediated cell, organelle, and genotoxicity. RBCs were incubated with mercuric chloride (HgCl2), an Hg(II) compound, either alone or in the presence of UA. Incubation of RBCs with only HgCl2 increased the production of nitrogen and oxygen radical species, enhanced metHb levels, heme degradation, free ferrous iron, oxidation of proteins and membrane lipids, and reduced the antioxidant capacity of cells. UA enhanced the antioxidant capacity of RBCs and restored metabolic, plasma membrane-bound, and antioxidant enzyme activities. SEM showed that UA prevented HgCl2-mediated morphol. changes in RBCs. HgCl2 dissipated the mitochondrial membrane potential and increased lysosomal membrane damage in lymphocytes, but UA pre-treatment attenuated these effects. Genotoxicity anal. by comet assay showed that UA protected lymphocyte DNA from HgCl2-induced damage. Importantly, UA itself did not exhibit any deleterious effects on RBCs or lymphocytes. Thus, UA protects human blood cells from Hg(II)-mediated oxidative damage, reducing the harmful effects of this extremely toxic metal. We suggest that UA has a similar protective role in plasma against heavy metal toxicity.

Biochemistry and Cell Biology 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 C18H24N6O6S4, 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

Haroun, Michelyne published the artcileExploration of the Antimicrobial Effects of Benzothiazolylthiazolidin-4-One and In Silico Mechanistic Investigation, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine, the publication is Molecules (2021), 26(13), 4061, database is CAplus and MEDLINE.

Infectious diseases still affect large populations causing significant morbidity and mortality. Bacterial and fungal infections for centuries were the main factors of death and disability of millions of humans. Despite the progress in the control of infectious diseases, the appearance of resistance of microbes to existing drugs creates the need for the development of new effective antimicrobial agents. In an attempt to improve the antibacterial activity of previously synthesized compounds modifications to their structures were performed. Nineteen thiazolidinone derivatives with 6-Cl, 4-OMe, 6-CN, 6-adamantan, 4-Me, 6-adamantan substituents at benzothiazole ring were synthesized and evaluated against panel of four bacterial strains S. aureus, L. monocytogenes, E. coli and S. typhimirium and three resistant strains MRSA, E. coli and P. aeruginosa in order to improve activity of previously evaluated 6-OCF3-benzothiazole-based thiazolidinones. The evaluation of min. inhibitory and min. bactericidal concentration was determined by microdilution method. As reference compounds ampicillin and streptomycin were used. All compounds showed antibacterial activity with MIC in range of 0.12-0.75 mg/mL and MBC at 0.25->1.00 mg/mL The most active compound among all tested appeared to be compound 18, with MIC at 0.10 mg/mL and MBC at 0.12 mg/mL against P. aeruginosa. as well as against resistant strain P. aeruginosa with MIC at 0.06 mg/mL and MBC at 0.12 mg/mL almost equipotent with streptomycin and better than ampicillin. Docking studies predicted that the inhibition of LD-carboxypeptidase is probably the possible mechanism of antibacterial activity of tested compounds The best improvement of antibacterial activity after modifications was achieved by replacement of 6-OCF3 substituent in benzothiazole moiety by 6-Cl against S. aureus, MRSA and resistant strain of E. coli by 2.5 folds, while against L. monocytogenes and S. typhimirium from 4 to 5 folds.

Molecules 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, Recommanded Product: 6-Chlorobenzothiazol-2-ylamine.

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

Le, Thao Nguyen published the artcileA convenient colorimetric bacteria detection method utilizing chitosan-coated magnetic nanoparticles, Formula: C18H24N6O6S4, the publication is Nanomaterials (2020), 10(1), 92, database is CAplus and MEDLINE.

An effective novel strategy to detect bacteria is promising because it may improve human health by allowing early diagnosis and timely treatment of bacterial infections. Here, we report a simple, reliable, and economical colorimetric assay using the peroxidase-like activity of chitosan-coated iron oxide magnetic nanoparticles (CS-MNPs). When CS-MNPs are incubated with a sample containing bacterial cells such as the gram-neg. Escherichia coli or the gram-pos. Staphylococcus aureus, the neg.-charged bacterial membrane interacts with pos.-charged chitosan on the surface of CS-MNPs, thus resulting in significant reduction of their peroxidase-like activity presumably by a hindrance in the accessibility of the neg. charged substrate, 2-2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS) to the pos.-charged CS-MNPs. This simple colorimetric strategy allowed the rapid detection of bacterial cells down to 104 CFU mL-1 by the naked eye and 102 CFU mL-1 by spectrophotometry within 10 min. Based on the results, we anticipate that the CS-MNPs-based assay has great potential for the on-site diagnosis of bacterial infections in facility-limited or point-of-care testing (POCT) environments.

Nanomaterials 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 C18H24N6O6S4, Formula: C18H24N6O6S4.

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

Iwasaki, Masayuki published the artcilePalladium-Catalyzed Regio- and Stereoselective Carbothiolation of Terminal Alkynes with Azolyl Sulfides, Synthetic Route of 5053-24-7, the publication is Organic Letters (2016), 18(7), 1642-1645, database is CAplus and MEDLINE.

Palladium-catalyzed carbothiolation of terminal alkynes with azolyl sulfides affords various 2-(azolyl)alkenyl sulfides with perfect regio- and stereoselectivities. The present addition reaction proceeded through a direct cleavage of carbon-sulfur bonds in azolyl sulfides. The resulting adducts that are useful intermediates in organic synthesis are further transformed to multisubstituted olefins containing azolyl moieties.

Organic Letters 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, Synthetic Route of 5053-24-7.

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

Ukrainets, I. V. published the artcile4-Hydroxy-2-quinolones 148. Synthesis and antitubercular activity of 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid N-R-amides, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2008), 44(8), 956-966, database is CAplus.

A method for the synthesis of the title compound [i.e., 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido[3,2,1-ij]quinoline-2-carboxylic acid N-amides] is reported here. A reaction of 1,2,3,4-tetrahydroquinoline with methanetricarboxylic acid 1,1,1-tri-Et ester provided an ester compound [i.e., 2,3-dihydro-7-hydroxy-5-oxo-1H,5H-benzo[ij]quinolizine-6-carboxylic acid Et ester]. The above-mentioned amides were prepared from this intermediate by a reaction with primary amines. A comparative anal. has been carried out of the antitubercular activity of the compounds thus prepared with active structural analogs.

Chemistry of Heterocyclic Compounds (New York, NY, 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 C26H26N4O7, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

O’Shea, Jonathan published the artcileAn efficient deprotection method for 5′-[O,O-bis(pivaloyloxymethyl)]-(E)-vinylphosphonate containing oligonucleotides, Safety of N,N-Dimethyl-N’-(3-thioxo-3H-1,2,4-dithiazol-5-yl)formimidamide, the publication is Tetrahedron (2018), 74(42), 6182-6186, database is CAplus.

5′-(E)-Vinylphosphonate (VP) is an effective bioisostere of the natural 5′-monophosphate in small interfering RNAs (siRNAs). Solid-phase synthesis of VP-siRNAs requires the use of appropriately protected VP-phosphoramidites in combination with optimal oligonucleotide deprotection conditions. Addition of 3% (v) neat diethylamine to the standard aqueous ammonia deprotection conditions allows clean and rapid one-step deprotection of 5′-[O,O-bis(pivaloyloxymethyl)] (POM)-protected VP oligonucleotides, minimizing side reactions and impurities, which broadly enhances the scope of VP oligonucleotide synthesis.

Tetrahedron 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, Safety of 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

Millard, B. J. published the artcileHigh resolution mass spectrometry. II. Substituted benzothiazoles, Name: 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Organic Mass Spectrometry (1968), 1(2), 285-94, database is CAplus.

The mass spectra of 19 substituted benzothiazoles have been recorded and the identity of the various ions in the mass spectra has been established by high resolution (accurate) mass measurement. Deuterium labeling has been used to elucidate the fragmentation processes of these compounds The parent compound of the series, benzothiazole, exhibits the loss of HCN and CS from the parent ion as the most important decomposition pathways. The H atom concerned in the loss of HCN originates from the 2-position of benzothiazole, while in 2-substituted benzothiazoles, different mechanisms are apparent for the loss of HCN, and these are clarified by D labeling. Some substituted benzothiazoles can lose S from their mol. ions, a process which does not occur in benzothiazole itself. The substituted benzothiazoles undergo many other types of fragmentations, in some cases retaining the substituent, and in other cases losing it prior to collapse of the thiazole ring.

Organic Mass Spectrometry 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, Name: 2-(4-Aminophenyl)-6-methylbenzothiazole.

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

Xiang, Jiawei published the artcileSynthesis and biological evaluation of innovative thiourea derivatives as PHGDH inhibitors, Application of 4-(Naphthalen-1-yl)thiazol-2-amine, the publication is Chemical Papers (2020), 74(11), 3873-3886, database is CAplus.

Abstract: In order to discover novel compounds with inhibitory activity against 3-phosphoglycerate dehydrogenase (PHGDH), a series of thiourea derivatives were designed and synthesized based on the structural modification of compound 5d. Compound 5d emerged from the visual database of ChemDiv of 200,000 small mols. by docking score ranking. Inhibition experiments on PHGDH activity of newly synthesized compounds were performed in vitro. Compounds with more than 30% inhibitory rate at 25μM on PHGDH were screened for IC₅₀ measurement. Anti-proliferative activity of 4a, 5a, 6e, 6n against A2780, MDA-MB-468, MDA-MB-231 and HEK293T in vitro was evaluated. The results showed that the compound 4a displayed the best inhibitory activity on PHGDH among the newly synthesized compounds, and the compounds 4a, 5a, 6n had a better proliferation inhibition effect on human A2780 cell line than NCT-503 reported previously. In addition, 2D interaction diagrams revealed potential action modes of active compounds with PHGDH.

Chemical Papers 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 C40H35N7O8, Application of 4-(Naphthalen-1-yl)thiazol-2-amine.

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

Lin, Xuanfu published the artcileSynthesis and fungicidal activities of 2-benzylthio(sulfonyl)-5-methyl-7-substituted benzyloxy-1,2,4-triazolo[1,5-a] pyrimidine derivatives, Formula: C4H3Cl2NS, the publication is Youji Huaxue (2013), 33(2), 353-358, database is CAplus.

Using 2-benzylthio-5-methyl-7-hydroxyl-1,2,4-triazolo[1,5-a]pyrimidine as starting material, twelve novel 2-benzylthio-5-methyl-7-substituted benzyloxy-1,2,4-triazolo[1,5-a]pyrimidine derivatives and their sulfonyl analogs were synthesized through sequential reactions of etherification and oxidation, resp. Their structures were characterized by ¹H NMR, IR, MS and elemental anal. The preliminary bioassay indicated that some compounds exhibited certain fungicidal activities, for example, the inhibition rates of compounds 5c, 5k and 5l (50 μg/mL) against Botrytis cinerea were 61%, 69% and 85%, resp.

Youji Huaxue published new progress about 50398-77-1. 50398-77-1 belongs to thiazole, auxiliary class Thiazoles, name is 5-Chloro-2-(chloromethyl)-1,3-thiazole, and the molecular formula is C4H3Cl2NS, Formula: C4H3Cl2NS.

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