Heterocyclic Building Blocks-Thiazole

Gil, D. L. published the artcileStructure-activity relations of 1,2,3-benzothiadiazoles as synergists for carbaryl against the house fly (Musca domestica), Name: Benzo[d][1,2,3]thiadiazol-5-amine, the publication is Pesticide Biochemistry and Physiology (1976), 6(4), 338-49, database is CAplus.

1,2,3-Benzothiadiazoles (I, R, R1, R2, R3 = H, halogen, NH2, OH, CN, or alkyl) and related compounds were evaluated as carbaryl [63-25-2] synergists against the housefly (M. domestica). Many of these were excellent synergists, the most active being those containing various combinations of halogen, alkyl, or alkoxy substituents in the 5- and/or 6-positions of the ring. Regression anal. on the data from 14 compounds for which substituents constants were available established that synergistic activity can be satisfactorily described by equations in terms of the hydrophobic bonding constant (π) and the homolytic free radical constant (σâ€?. The results with compounds related to the 1,2,3-benzothiadiazoles suggest that synergistic activity is associated primarily with the diazosulfide moiety.

Pesticide Biochemistry and Physiology 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, Name: Benzo[d][1,2,3]thiadiazol-5-amine.

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

Rutkauskaite, Andzelika published the artcileSupramolecular self-associating amphiphiles: determination of molecular self-association properties and calculation of critical micelle concentration using a high-throughput, optical density based methodology, SDS of cas: 92-36-4, the publication is Organic & Biomolecular Chemistry (2022), 20(30), 5999-6006, database is CAplus and MEDLINE.

Supramol. self-associating amphiphiles are a class of amphiphilic salt, the anionic component of which is ′frustratedâ€?in nature, meaning multiple hydrogen bonding modes can be accessed simultaneously. Here we derive critical micelle concentration values for four supramol. self-associating amphiphiles using the standard pendant drop approach and present a new high-throughput, optical d. measurement based methodol., to enable the estimation of critical micelle concentrations over multiple temperatures In addition, we characterize the low-level hydrogen bonded self-association events in the solid state, through single crystal X-ray diffraction, and in polar organic DMSO-d₆ solutions using a combination of ¹H NMR techniques. Moving into aqueous ethanol solutions (EtOH/H₂O or EtOH/D₂O (1 : 19 volume/volume)), we also show these amphiphilic compounds to form higher-order self-associated species through a combination of ¹H NMR, dynamic light scattering and zeta potential studies.

Organic & Biomolecular 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, SDS of cas: 92-36-4.

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

Liang, Xinyu published the artcileThe Aryl Sulfide Synthesis via Sulfide Transfer, COA of Formula: C4H5NS2, the publication is Chemistry – A European Journal (2022), 28(35), e202200869, database is CAplus and MEDLINE.

Aryl sulfides are in great demands in drugs and materials sciences. To avoid using nucleophilic and noxious thiols, many efforts have been focused on exploring novel sulfide resources. Herein, a reductive Pd-catalyzed, Ni-mediated method to synthesize aryl sulfides via a sulfide transfer reaction is developed. The utility and scope of this reaction is exemplified by various aryl electrophiles and aryl sulfides. Mechanistic studies reveal two competing catalytic cycles of sulfide transfer and aryl transfer in this reaction, where the former one is favored over the later one because of the large energy barrier difference during the transmetalation. Moreover, two important chems. are late-stage functionalized by this method, exhibiting the potential applications in drugs and materials science.

Chemistry – A European Journal 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, COA of Formula: C4H5NS2.

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

Liyanage, Piyumi Dinusha published the artcileL-cysteine as an irreversible inhibitor of the peroxidase-mimic catalytic activity of 2-dimensional Ni-based nanozymes, Recommanded Product: Ammonium 2,2′-(hydrazine-1,2-diylidene)bis(3-ethyl-2,3-dihydrobenzo[d]thiazole-6-sulfonate), the publication is Nanomaterials (2021), 11(5), 1285, database is CAplus and MEDLINE.

The ability to modulate the catalytic activity of inorganic nanozymes is of high interest. In particular, understanding the interactions of inhibitor mols. with nanozymes can bring them one step closer to the natural enzymes and has thus started to attract intense interest. To date, a few reversible inhibitors of the nanozyme activity have been reported. However, there are no reports of irreversible inhibitor mols. that can permanently inhibit the activity of nanozymes. In the current work, we show the ability of L-cysteine to act as an irreversible inhibitor to permanently block the nanozyme activity of 2-dimensional (2D) NiO nanosheets. Determination of the steady state kinetic parameters allowed us to obtain mechanistic insights into the catalytic inhibition process. Further, based on the irreversible catalytic inhibition capability of L-cysteine, we demonstrate a highly specific sensor for the detection of this biol. important mol.

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, 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

Batty, J. W. published the artcileAcetylene reactions. III. Reaction of aminobutynes with carbon disulfide, HPLC of Formula: 5053-24-7, the publication is Journal of the Chemical Society (1949), 786-9, database is CAplus.

Addition of 10 cc. CS₂ to 11.1 g. iso-PrNHCHMeCCH (I), 4 g. NaOH, and 30 cc. H₂O at 50°, with stirring for an addnl. 2 hrs., gives 58% 4-methyl-3-isopropyl-5-methylene-2-thiazolidinethione (II), MeCH.C(:CH₂).S.CS.NCHMe₂, b_0.4 130-5°, m. 43°. II results in 8-g. yield on refluxing 4 hrs. 10.6 g. I and 10 cc. CS₂ in 50 cc. EtOH. II with O₃ gives HCHO. BuNHCHMeCCH (12.5 g.) yields 87% of the 3-Bu homolog of II, b_0.5, 140-2°, n_D¹⁶ 1.5975. 3-Cyclohexyl analog of II, b_0.15 150-60°, m. 69-70°. 3-Benzyl analog, pale yellow, b_0.075 165-75°. (iso-PrNHCHMeCC)₂ (5 g.) yields 2.5 g. 1,2-bis(4-methyl-3-isopropyl-2-thiono-5-thiazolyl)ethane, [S.CS.N(CHMe₂).CMe:CCH₂]₂, m. 270° (decomposition). Solution of 2.5 g. II in cold concentrated H₂SO₄ gives 2 g. 4,5-dimethyl-3-isopropyl-2(3H)-thiazolethione (III), m. 84-6°; III results in 7.2-g. yield from 9 g. MeCHBrAc with 4.85 g. CS₂ and 7.5 g. iso-PrNH₂ in 25 cc. EtOH. 3-Bu homolog of III, pale yellow, m. 42-4°; cyclohexyl analog (IV), m. 104°; benzyl analog, m. 111°. CS₂ (19.5 g.) and 30 g. iso-PrNH₂ in 100 cc. EtOH, treated (0.5 hr.) with ClCH₂Ac, give 26 g. 4-methyl-3-isopropyl-2(3H)-thiazolethione, m. 68-9°; 13 g. 2-ClCH₂CH₂Ac gives 21 g. 10-3-ketobutyl isopropyldithiocarbamate, m. 62°; this is not cyclized by treatment with cold concentrated H₂SO₄ or on heating in EtOH. 2-Cyclohexylamino-3-butyne (20 g.), on hydrogenation in MeOH over Raney Ni, gives 15 g. N-cyclohexyl-sec-butylamine (V), b₂₅ 86-8°, n_D¹⁶ 1.4350 (HCl salt, m. 210°); 10 g. V, 9 g. MeI, and 5 g. KOH, heated 2 hrs. on the steam bath and the base in dilute HCl treated with a slight excess of saturated aqueous NaNO₂, give 4.5 g. N-cyclohexylmethyl-sec-butylamine (VI), b₂₂ 90-3° (methiodide, m. 174-6°); 3 g. IV and 20 cc. Raney Ni in 80 cc. EtOH, refluxed 4 hrs., give 0.4 g. VI. MeNHCH₂CH₂OH (5 g.) in 7 cc. CS₂, heated 3.5 hrs. at 120-40°, gives 5.8 g. 3-methyl-2-thiazolidinethione, b. 90-100 °/10^-4 mm. (bath), m. 68-9°; with MeI it yields 2-(methylmercapto) thiazoline-MeI, m. 132°. BuNHCH₂CH₂OH (5 g.) and 5 cc. CS₂, heated 3.5 hrs. at 120-40°, give 4.9 g. 3-butyl-2-thiazolidinethione, yellow, b. 90-5°/10^-4 mm. (bath), n_D^22.5 1.5970.

Journal of the Chemical Society 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, HPLC of Formula: 5053-24-7.

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

Zhang, Zeshuai published the artcileThree-Component One-Pot Construction of 2-Aryl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidines Using Solid Calcium Carbide as a Surrogate of Gaseous Acetylene, Application In Synthesis of 95-24-9, the publication is Organic Letters (2022), 24(29), 5491-5496, database is CAplus and MEDLINE.

A concise method for the construction of 2-aryl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidines I (R = H, Cl, OMe; R¹ = Ph, naphthalen-2-yl, thiophen-2-yl, 2H-1,3-benzodioxol-5-yl, etc.) using solid calcium carbide instead of gaseous acetylene as an alkyne source and 2-aminobenzothiazoles II and aromatic aldehydes R¹CHO as substrates through one-pot three-component cascade reactions is described. The salient features for this protocol are the use of an inexpensive and easy-to-handle alkyne source, noble-metal-free condition, wide substrate scope and functional tolerance, satisfactory yield, and simple workup procedure.

Organic Letters 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 C13H9FO2, Application In Synthesis of 95-24-9.

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

Xia, Meng published the artcileA Core-Shell Cascade of Chloroperoxidase and Gold Nanoclusters for Asymmetric Hydroxylation of Ethylbenzene, Application In Synthesis of 30931-67-0, the publication is ChemCatChem (2022), 14(4), e202101732, database is CAplus.

Direct functionalization of C-H bonds catalyzed by chloroperoxidase (CPO) is featured by using H₂O₂ as both oxygen and electron donor. The catalytic process circumvents expensive electron transporters such as NAD(P)H, making it advantageous for green production of fine chems. with complex structures. In situ generation and collaborative supplement of H₂O₂ is strongly desired for an improved productivity and enzyme stability. The present study describes a novel CPO cascade for asym. hydroxylation of ethylbenzene yielding (R)-1-phenylethanol, in which H₂O₂ is generated by oxidation of monosaccharides catalyzed by gold nanoclusters (AuNCs). A core-shell structure of CPO-AuNCs cascade was prepared by using hollow mesoporous silica microspheres (HMSMs) as the support. AuNCs were immobilized on the external surface of HMSMs while CPOs were encapsulated inside the microspheres. Different monosaccharides were examined for H₂O₂ production as a function of the particle size. It was found that galactose exhibits the highest productivity. The high compatibility of CPO and AuNCs against temperature and pH is advantageous in catalyzing a wide spectrum of reactions for C-H functionalization.

ChemCatChem 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 C7H8O3, Application In Synthesis of 30931-67-0.

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

Yang, Wu published the artcileDiscovery of 4-Aryl-7-Hydroxyindoline-Based P2Y₁ Antagonists as Novel Antiplatelet Agents, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine, the publication is Journal of Medicinal Chemistry (2014), 57(14), 6150-6164, database is CAplus and MEDLINE.

ADP (ADP)-mediated platelet aggregation is signaled through two distinct G protein-coupled receptors (GPCR) on the platelet surface: P2Y₁₂ and P2Y₁. Blocking P2Y₁₂ receptor is a clin. well-validated strategy for antithrombotic therapy. P2Y₁ antagonists have been shown to have the potential to provide equivalent antithrombotic efficacy as P2Y₁₂ inhibitors with reduced bleeding in preclin. animal models. Th have previously reported the discovery of a potent and orally bioavailable P2Y₁ antagonist, I. This paper describes further optimization of I by introducing 4-aryl groups at the hydroxylindoline in two series. In the neutral series, II was identified with excellent potency and desirable pharmacokinetic (PK) profile. It also demonstrated similar antithrombotic efficacy with less bleeding compared with the known P2Y₁₂ antagonist prasugrel in rabbit efficacy/bleeding models. In the basic series, III (BMS-884775) was discovered with an improved PK and liability profile over I. These results support P2Y₁ antagonism as a promising new antiplatelet target.

Journal of Medicinal Chemistry published new progress about 31784-71-1. 31784-71-1 belongs to thiazole, auxiliary class Other Aromatic Heterocyclic,Chloride,Amine, name is 5-Chlorothiazolo[5,4-b]pyridin-2-amine, and the molecular formula is C9H10O4, Recommanded Product: 5-Chlorothiazolo[5,4-b]pyridin-2-amine.

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

Ning, Qiqi published the artcileDevelopment of an enhanced visual signal amplification assay for GSH detection with DNA-cleaving DNAzyme as a trigger, Formula: C18H24N6O6S4, the publication is Sensors and Actuators, B: Chemical (2022), 131932, database is CAplus.

Glutathione (GSH) plays a significant role in human health. Considering that dietary intake of GSH is an important way to keep GSH levels in the body, it is particularly essential to quantitate the supplemental content of GSH. In this study, an enhanced visual signal amplification assay for GSH detection in food with DNA-cleaving DNAzyme as a trigger was developed. The trigger contained a Trigger-enzyme strand (Pb²⁺ dependent DNAzyme sequence) and a Trigger-substrate strand. In the absence of GSH, DNAzyme was formed with Pb²⁺ induction and Trigger-substrate strand was cleaved to release the initiator sequence. Initiator sequence could initiate RCA reaction and generate abundant G-quadruplex sequences. After G-quadruplex/hemin DNAzyme was formed in the presence of G-quadruplex sequences, a visual signal could be produced by catalyzing ABTS. In the presence of GSH, Pb²⁺ would combine with GSH and there would not be following visual signal production Thus, GSH could be detected with a “turn-off” strategy and GSH concentration was neg. correlated with color change. Besides, Nb. BbvCI nicking endonuclease was introduced to improve the visual effect. The results could be qual. identified by the naked eye and quant. analyzed by spectrophotometry (Linearity range: 10 nM to 1 μM, LOD: 3.99 nM) with good selectivity and reliability. We also developed a smartphone-based visual anal. method to make the quant. anal. independent on a spectrophotometer (Linearity range: 10 nM to 0.5 μM, LOD: 8.17 nM). We believe that this assay showed a good potential for rapid and sensitive detection of GSH in food.

Sensors and Actuators, B: Chemical 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

Klunk, William E. published the artcileUncharged thioflavin-T derivatives bind to amyloid-beta protein with high affinity and readily enter the brain, Application of 2-(4-Aminophenyl)-6-methylbenzothiazole, the publication is Life Sciences (2001), 69(13), 1471-1484, database is CAplus and MEDLINE.

In vivo assessment of the beta-sheet proteins deposited in amyloid plaques (Aβ peptide) or neurofibrillary tangles (tau protein) presents a target for the development of biol. markers for Alzheimer’s disease (AD). In an effort to develop in vivo beta-sheet imaging probes, derivatives of thioflavin-T (ThT) were synthesized and evaluated. These compounds lack the pos. charged quaternary heterocyclic nitrogen of ThT and are therefore uncharged at physiol. pH. They are 600-fold more lipophilic than ThT. These ThT derivatives bind to Aβ(1-40) fibrils with higher affinity (K_i = 20.2 nM) than ThT (K_i = 890 nM). The uncharged ThT derivatives stained both plaques and neurofibrillary tangles in post-mortem AD brain, showing some preference for plaque staining. A carbon-11 labeled compound, [N-methyl-¹¹C]6-Me-BTA-1, was prepared, and its brain entry and clearance were studied in Swiss-Webster mice. This compound entered the brain at levels comparable to commonly used neuroreceptor imaging agents (0.223% ID-kg/g or 7.61% ID/g at 2 min post-injection) and showed good clearance of free and non-specifically bound radioactivity in normal rodent brain tissue (brain clearance t_1/2 = 20 min). The combination of relatively high affinity for amyloid, specificity for staining plaques and neurofibrillary tangles in post-mortem AD brain, and good brain entry and clearance makes [N-methyl-¹¹C]6-Me-BTA-1 a promising candidate as an in vivo positron emission tomog. (PET) beta-sheet imaging agent.

Life Sciences 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