Category: thiazole

Neuromodulatory potential of Asparagus racemosus and its bioactive molecule Shatavarin IV by enhancing synaptic acetylcholine level and nAChR activity was written by Shuchi Smita, Shachi;Trivedi, Mashu;Tripathi, Deepika;Pandey-Rai, Shashi;Pandey, Rakesh. And the article was included in Neuroscience Letters in 2021.COA of Formula: C11H12N2S This article mentions the following:

Cholinergic dysfunction has been commonly known to be associated with plethora of neurodegenerative disorders and also serves as a biomarker. Recently, cholinergic system demonstrated that acetylcholine has major role in regulation of its function therefore the main therapeutic regimens towards disease management have been focused on increasing acetylcholine levels. The current study explores the potential of Asparagus racemosus extract (ARE) and its bioactive mol. Shatavarin IV (SIV) in improving cholinergic transmission via utilizing Caenorhabditis elegans considering as a model system. Observations and results obtained through this study have clearly showed significant modulation in cholinergic function by increasing acetylcholine (ACh) levels and the nicotinic acetylcholine receptors (nAChRs) activity. Further exploration on mechanistic facet pointed towards ARE and SIV modulatory potential through increased synaptic ACh level by blocking acetyl cholinesterase at enzyme level and by regulating increment in transcript level of cha-1, and cho-1 that are directly responsible for the synthesis of ACh. Further, the up-regulation of unc-38 and unc-50 transcripts could be the reason for enhanced nAChR activity and investigation on stress modulator activity showed excellent efficiency of ARE and SIV in diminishing ROS thereby lowering the oxidative damage. In the experiment, the researchers used many compounds, for example, (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole (cas: 14769-73-4COA of Formula: C11H12N2S).

(S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole (cas: 14769-73-4) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.COA of Formula: C11H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and Antimicrobial Activity of Aurone Derivatives Containing Heterocyclic Substituents was written by Li, Yi;Zhao, Haiqing;Niu, Chao;Aisa, Haji Akber;Hou, Xueling. And the article was included in Russian Journal of General Chemistry in 2022.Product Details of 3364-80-5 This article mentions the following:

A series of aurone compounds with the B ring substituted by different heterocycles has been synthesized. All synthesized compounds have been tested for antibacterial activity. It has been determined that different heterocyclic substituents modulate the antibacterial spectrum of aurones. Indole-substituted aurones display good inhibitory activity against Gram-pos. bacteria. Thiophene-substituted aurones exhibit inhibitory activity against fungi. Aminopyrimidine-substituted aurones exhibit promising inhibitory activity against Gram-neg. bacteria. Authors have determined that 2-arylimidazo[1,2-a]pyridones I (R¹ = H, OMe) can be used as a platform for antifungal agents design. In the experiment, the researchers used many compounds, for example, Thiazole-4-carbaldehyde (cas: 3364-80-5Product Details of 3364-80-5).

Thiazole-4-carbaldehyde (cas: 3364-80-5) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Product Details of 3364-80-5

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

A pharmacologic activator of endothelial KCa channels increases systemic conductance and reduces arterial pressure in an anesthetized pig model was written by Mishra, Ramesh C.;Mitchell, Jamie R.;Gibbons-Kroeker, Carol;Wulff, Heike;Belenkie, Israel;Tyberg, John V.;Braun, Andrew P.. And the article was included in Vascular Pharmacology in 2016.Safety of Naphtho[1,2-d]thiazol-2-amine This article mentions the following:

SKA-31, an activator of endothelial KCa2.3 and KCa3.1 channels, reduces systemic blood pressure in mice and dogs, however, its effects in larger mammals are not well known. We therefore examined the hemodynamic effects of SKA-31, along with sodium nitroprusside (SNP), in anesthetized, juvenile male domestic pigs. Exptl., continuous measurements of left ventricular (LV), aortic and inferior vena cava (IVC) pressures, along with flows in the ascending aorta, carotid artery, left anterior descending coronary artery and renal artery, were performed during acute administration of SKA-31 (0.1, 0.3, 1.0, 3.0 and 5.0 mg/mL/kg) and a single dose of SNP (5.0 μg/mL/kg). SKA-31 dose-dependently reduced mean aortic pressure (mP_AO), with the highest dose decreasing mP_AO to a similar extent as SNP (- 23 ± 3 and – 28 ± 4 mm Hg, resp.). IVC pressure did not change. Systemic conductance and conductance in coronary and carotid arteries increased in response to SKA-31 and SNP, but renal artery conductance was unaffected. There was no change in either LV stroke volume (SV) or heart rate (vs. the preceding control) for any infusion. With no change in SV, drug-evoked decreases in LV stroke work (SW) were attributed to reductions in mP_AO (SW vs. mP_AO, r² = 0.82, P < 0.001). In summary, SKA-31 dose-dependently reduced mP_AO by increasing systemic and arterial conductances. Primary reductions in mP_AO by SKA-31 largely account for associated decreases in SW, implying that SKA-31 does not directly impair cardiac contractility. In the experiment, the researchers used many compounds, for example, Naphtho[1,2-d]thiazol-2-amine (cas: 40172-65-4Safety of Naphtho[1,2-d]thiazol-2-amine).

Naphtho[1,2-d]thiazol-2-amine (cas: 40172-65-4) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Safety of Naphtho[1,2-d]thiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Catalyst and additive-free regioselective oxidative C-H thio/selenocyanation of arenes and heteroarenes with elemental sulfur/selenium and TMSCN was written by Feng, Chengtao;Peng, Ya;Ding, Guangrong;Li, Xiangxiao;Cui, Chang;Yan, Yizhe. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2018.Recommanded Product: 15864-32-1 This article mentions the following:

A regioselective oxidative C-H thio/selenocyanation of arenes and heteroarenes with TMSCN and elemental sulfur/selenium was demonstrated under catalyst-free and additive-free conditions. DMSO (DMSO) was employed as the mild oxidant as well as the solvent. The reaction was operationally simple and scalable with a broad substrate scope. Compared to previous reports, this protocol was distinguished by avoiding the use of any catalyst or additive, the novel SCN/SeCN source, the different reaction mechanism and gram-scale synthesis. In the experiment, the researchers used many compounds, for example, 2-Amino-6-bromobenzothiazole (cas: 15864-32-1Recommanded Product: 15864-32-1).

2-Amino-6-bromobenzothiazole (cas: 15864-32-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Recommanded Product: 15864-32-1

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis of the (benzothiazolylthio)carboxylic acids by use of ultrasound irradiation in phase transfer catalysis medium was written by Li, Yingjun;Li, Lina;Sun, Shuqin;Hu, Zhijun;Song, Yongbo. And the article was included in Hebei Shifan Daxue Xuebao, Ziran Kexueban in 2011.Synthetic Route of C9H7NO2S2 This article mentions the following:

(Benzothiazolylthio)carboxylic acids, (2-benzothiazolylthio)acetic acid and 3-(2-benzothiazolylthio)propionic acid were synthesized by the technique of ultrasonic irradiation and phase transfer catalysis. Their structures were confirmed by IR, ¹HNMR and ¹³CNMR. The influences of the reaction temperature, the reaction time, the solvent, the catalyst and the ultrasonic irradiation on the reaction were investigated and optimum exptl. conditions were found. Compared with the literature methods, this synthetic method had such advantages as mild condition, simple operation, short reaction time, lower reaction temperature and higher yield. In the experiment, the researchers used many compounds, for example, 2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4Synthetic Route of C9H7NO2S2).

2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Synthetic Route of C9H7NO2S2

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

The opposite and amplifying effect of B ← N coordination on photophysical properties of regioisomers with an unsymmetrical backbone was written by Zeng, Chao;Yuan, Kang;Wang, Nan;Peng, Tai;Wu, Gang;Wang, Suning. And the article was included in Chemical Science in 2019.Name: 2-Bromothiazole This article mentions the following:

1,3-Dipolar cycloaddition of pyrido[2,1-a]isoindole with internal alkynes functionalized by a BMes₂ph and an N-aromatic heterocycle leads to the formation of two types of regioisomers (major a and minor b) that have distinct phys. and photophys. properties. Examination on 5 pairs of regioisomers unveils that the major isomers consistently have a smaller optical energy gap and emission energy than the corresponding minor isomers, which is greatly amplified by the formation of an internal B ← N bond. The regioisomers with a B ← N bond display contrasting temperature-dependent structural dynamics and response to fluoride ions, owing to an entropy-driven or fluoride initiated B ← N bond rupture/ring-opening process and the different B ← N bond strength. The opposite inductive effect and the Lewis pair properties of the dichotomic substituent units are responsible for the contrasting properties of the regioisomers in this system. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5Name: 2-Bromothiazole).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Name: 2-Bromothiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Aqua[(benzothiazol-2-ylsulfanyl)acetato-κO]bis(1,10-phenanthroline-κ²N,N’)cadmium(II) nitrate monohydrate was written by Bian, He Dong;Huang, Fu Ping;Yu, Qing;Liang, Hong. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2007.Reference of 6295-57-4 This article mentions the following:

Crystals of the title compound are triclinic, space group P1̅; Z = 2. The Cd atom is coordinated by four N atoms [Cd-N 2.376(3)-2.394(3) Å] and two O atoms [Cd-O 2.240(2)-2.274(3) Å] in a distorted octahedral geometry. The crystal structure exhibits intermol. O-H···O H bonds and π-π stacking interactions. In the experiment, the researchers used many compounds, for example, 2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4Reference of 6295-57-4).

2-(Benzo[d]thiazol-2-ylthio)acetic acid (cas: 6295-57-4) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Reference of 6295-57-4

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane for the synthesis of 3-trifluoromethyl-1,2,4-triazoles was written by Yang, Hefei;Lu, Shu-Ning;Song, Yufei;Chen, Zhengkai;Wu, Xiao-Feng. And the article was included in Organic Chemistry Frontiers in 2021.COA of Formula: C7H9NS This article mentions the following:

Herein, a facile and straightforward route to synthesize 3-trifluoromethyl-1,2,4-triazoles via copper-mediated [3 + 2] cycloaddition of trifluoroacetimidoyl chlorides and N-isocyanoiminotriphenylphosphorane (NIITP) has been described. Mo(CO)₆ is utilized as an effective promotor to activate NIITP. The transformation features readily accessible reagents, mild reaction conditions, a broad substrate scope and high efficiency, and could be reproducible on a 3 mmol scale. In the experiment, the researchers used many compounds, for example, 4-(Methylthio)aniline (cas: 104-96-1COA of Formula: C7H9NS).

4-(Methylthio)aniline (cas: 104-96-1) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.COA of Formula: C7H9NS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Identification and migration studies of photolytic decomposition products of UV-photoinitiators in food packaging was written by Scarsella, Joseph B.;Zhang, Nan;Hartman, Thomas G.. And the article was included in Molecules in 2019.Computed Properties of C4H5NOS This article mentions the following:

UV-curable inks, coatings, and adhesives are being increasingly used in food packaging systems. When exposed to UV energy, UV-photoinitiators (PI’s) present in the formulations produce free radicals which catalyze polymerization of monomers and pre-polymers into resins. In addition to photopolymerization, other free radical reactions occur in these systems resulting in the formation of chem. varied photolytic decomposition products, many of which are low mol. weight chem. species with high migration potential. This research conducted model experiments in which 24 commonly used PI’s were exposed to UV-energy at the typical upper limit of com. UV-printing press conditions. UV-irradiated PI’s were analyzed by gas chromatog.-mass spectrometry (GC-MS) and electrospray-mass spectrometry (ESI-MS) in order to identify photolytic decomposition products. Subsequently, migration studies of 258 UV-cure food packaging samples were conducted using GC-MS; PI’s and photolytic decomposition products were found in nearly all samples analyzed. One hundred-thirteen photolytic decomposition products were identified. Eighteen intact PI’s and 21 photolytic decomposition products were observed as migrants from the 258 samples analyzed, and these were evaluated for frequency of occurrence and migratory concentration range. The most commonly observed PI’s were 2-hydroxy-2-methylpropiophenone and benzophenone. The most commonly observed photolytic decomposition products were 2,4,6-trimethylbenzaldehyde and 1-phenyl-2-butanone. This compilation of PI photolytic decomposition data and associated migration data will aid industry in identifying and tracing non-intentionally added substances (NIAS) in food packaging materials. In the experiment, the researchers used many compounds, for example, 2-Methoxythiazole (cas: 14542-13-3Computed Properties of C4H5NOS).

2-Methoxythiazole (cas: 14542-13-3) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Computed Properties of C4H5NOS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Spread of carbapenem-resistant Klebsiella pneumoniae clinical isolates producing NDM-type metallo-β-lactamase in Myanmar was written by Takei, Satomi;Lu, Yu Jie;Tohya, Mari;Watanabe, Shin;Misawa, Shigeki;Tabe, Yoko;Miida, Takashi;Mya, San;Tin, Htay Htay;Tada, Tatsuya;Kirikae, Teruo. And the article was included in Microbiology Spectrum in 2022.HPLC of Formula: 78110-38-0 This article mentions the following:

A total of 38 isolates of carbapenem-resistant Klebsiella pneumoniae harboring blaNDM were obtained during surveillance of 10 hospitals in Myanmar. Of these 38 isolates, 19 (50%) harbored genes encoding 16S rRNA methylases, such as armA or rmtB. The K. pneumoniae strains tested belonged to 17 sequence types (STs), including the high-risk clonal lineages ST101 and ST147. The ST101 and ST147 isolates carried IncFII plasmids harboring blaNDM-5 and IncFIB(pQil) plasmids harboring blaNDM-1, resp. These results indicate that IncFII plasmids harboring blaNDM-5 and IncFIB(pQil) plasmids harboring blaNDM-1 have been spreading in K. pneumoniae ST101 and ST147 isolates, resp., in Myanmar. In the experiment, the researchers used many compounds, for example, 2-((((Z)-1-(2-Aminothiazol-4-yl)-2-(((2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid (cas: 78110-38-0HPLC of Formula: 78110-38-0).

2-((((Z)-1-(2-Aminothiazol-4-yl)-2-(((2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid (cas: 78110-38-0) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.HPLC of Formula: 78110-38-0

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica