Month: January 2023

Imine-amine isomerization in a series of benzothiazoles was written by Saprykina, V. A.;Ambartsumova, R. F.. And the article was included in Doklady Akademii Nauk UzSSR in 1987.Category: thiazole This article mentions the following:

Thermolysis of iminobenzothiazole (I; R = Me) at 110° gave predominantly isomerized aminobenzothiazole (II; 45%) and bis(benzothiazolylamino) derivative (III; 47%). Thermolysis of I (R = H) afforded tetrahydropyrimidinobenzothiazole IV in 41% yield. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Category: thiazole).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Category: thiazole

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

Discovery of potent, selective small molecule inhibitors of α-subtype of type III phosphatidylinositol-4-kinase (PI4KIIIα) was written by Raubo, Piotr;Andrews, David M.;McKelvie, Jennifer C.;Robb, Graeme R.;Smith, James M.;Swarbrick, Martin E.;Waring, Michael J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.COA of Formula: C7H3BrClNS This article mentions the following:

The discovery and optimization of novel, potent and selective small mol. inhibitors of the α-isoform of type III phosphatidylinositol-4-kinase (PI4Kα) are described. Lead compounds show cellular activity consistent with their PI4Kα potency inhibiting the accumulation of IP1 after PDGF stimulation and reducing cellular PIP, PIP2 and PIP3 levels. Hence, these compounds are useful in vitro tools to delineate the complex biol. pathways involved in signaling through PI4Kα. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4COA of Formula: C7H3BrClNS).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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: C7H3BrClNS

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

Applications of Snyder’s theory on linear adsorption chromatography to heterocyclic compounds. I. Influence of the polar and steric effects of various substituents on the adsorption energy of thiazoles on alumina was written by Vernin, Gaston;Vernin, G. Mrs.. And the article was included in Journal of Chromatography in 1970.HPLC of Formula: 1826-13-7 This article mentions the following:

The Snyder theory of linear adsorption chromatog., that was applied to on e hundred thiazole derivatives, made it possible to determine exptl. the adsorption energies of the compounds and to compare these with the adsorption energies calculated by means of fixed tables. In a study on thiazoles containing one or two alkyl groups, this comparison made it possible to determine the variations in adsorption energy of the N atom of the ring due to the polarization effects and to the steric effects induced by the alkyl groups and to relate these effects to the constant relations which exist between the polarization and steric effects of the substituents. A similar investigation was made on 4-aryl thiazoles with various substituents in the 2-position. In this case variations in the adsorption energy of the mols. due to the polarization effects of the groups substituted para to the phenyl group with respect to the substituents in the 2-position were studied, and the mutual electronic interactions between the various groups were determined In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7HPLC of Formula: 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. 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: 1826-13-7

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

Encoded Library Technology as a Source of Hits for the Discovery and Lead Optimization of a Potent and Selective Class of Bactericidal Direct Inhibitors of Mycobacterium tuberculosis InhA was written by Encinas, Lourdes;O’Keefe, Heather;Neu, Margarete;Remuinan, Modesto J.;Patel, Amish M.;Guardia, Ana;Davie, Christopher P.;Perez-Macias, Natalia;Yang, Hongfang;Convery, Maire A.;Messer, Jeff A.;Perez-Herran, Esther;Centrella, Paolo A.;Alvarez-Gomez, Daniel;Clark, Matthew A.;Huss, Sophie;O’Donovan, Gary K.;Ortega-Muro, Fatima;McDowell, William;Castaneda, Pablo;Arico-Muendel, Christopher C.;Pajk, Stane;Rullas, Joaquin;Angulo-Barturen, Inigo;Alvarez-Ruiz, Emilio;Mendoza-Losana, Alfonso;Ballell Pages, Lluis;Castro-Pichel, Julia;Evindar, Ghotas. And the article was included in Journal of Medicinal Chemistry in 2014.Application In Synthesis of Thiazol-2-ylmethanamine This article mentions the following:

Tuberculosis (TB) is one of the world’s oldest and deadliest diseases, killing a person every 20 s. InhA, the enoyl-ACP reductase from Mycobacterium tuberculosis, is the target of the frontline antitubercular drug isoniazid (INH). Compounds that directly target InhA and do not require activation by mycobacterial catalase peroxidase KatG are promising candidates for treating infections caused by INH resistant strains. The application of the encoded library technol. (ELT) to the discovery of direct InhA inhibitors yielded compound I endowed with good enzymic potency but with low antitubercular potency. This work reports the hit identification, the selected strategy for potency optimization, the structure-activity relationships of a hundred analogs synthesized, and the results of the in vivo efficacy studies performed with the lead compound II. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Application In Synthesis of Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) 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.Application In Synthesis of Thiazol-2-ylmethanamine

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

Using ‘biased-privileged’ scaffolds to identify lysine methyltransferase inhibitors was written by Kashyap, Sudhir;Sandler, Joel;Peters, Ulf;Martinez, Eduardo J.;Kapoor, Tarun M.. And the article was included in Bioorganic & Medicinal Chemistry in 2014.SDS of cas: 69812-29-9 This article mentions the following:

Methylation of histones by lysine methyltransferases (KMTases) plays important roles in regulating chromatin function. It is also now clear that improper KMTases activity is linked to human diseases, such as cancer. The authors report an approach that employs drug-like ‘privileged’ scaffolds biased with motifs present in S-adenosyl methionine, the cofactor used by KMTases, to efficiently generate inhibitors for Set7, a biochem. well-characterized KMTase. Setin-1, the most potent inhibitor of Set7 the authors have developed also inhibits the KMTase G9a. Together these data suggest that these inhibitors should provide good starting points to generate useful probes for KMTase biol. and guide the design of KMTase inhibitors with drug-like properties. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9SDS of cas: 69812-29-9).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.SDS of cas: 69812-29-9

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

Synthesis and evaluation of some benzothiazole derivatives as antidiabetic agents was written by Kumar, Sunil;Rathore, D. S.;Garg, Gopal;Khatri, Kapil;Saxena, Rahul;Sahu, Sanjeev K.. And the article was included in International Journal of Pharmacy and Pharmaceutical Sciences in 2017.Synthetic Route of C7H4N2O2S2 This article mentions the following:

A novel series of benzothiazole derivatives I (R¹ = H, CH₃, NO₂; R² = H, NO₂; R³ = C₆H₅, p-HOC₆H₄, p-CH₃OC₆H₄, m-O₂NC₆H₄) were synthesized and subsequently assayed in vivo to investigate their hypoglycemic activity by the alloxan-induced diabetic model in rats. All the synthesized derivatives showed significant biol. efficacy. Among the synthesized compounds, I (R¹ = CH₃; R² = H; R³ = m-O₂NC₆H₄) at 350 mg/kg exerted maximum glucose lowering effects whereas compound I (R¹ = CH₃; R² = H; R³ = p-CH₃OC₆H₄) showed min. glucose lowering effects. All compounds were effective, and exptl. results were statistically significant at p<0.01 and p<0.05 level. From the results, it is clear that compound I (R¹ = CH₃; R² = H; R³ = m-O₂NC₆H₄) demonstrated potent anti-diabetic activity and would be of better use in drug development to combat the metabolic disorder in future. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Synthetic Route of C7H4N2O2S2).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. 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 C7H4N2O2S2

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

Dehydration Polymerization for Poly(hetero)arene Conjugated Polymers was written by Mirabal, Rafael A.;Vanderzwet, Luke;Abuadas, Sara;Emmett, Michael R.;Schipper, Derek. And the article was included in Chemistry – A European Journal in 2018.SDS of cas: 1826-13-7 This article mentions the following:

The lack of scalable and sustainable methods to prepare conjugated polymers belies their importance in many enabling technologies. Accessing high-performance poly(hetero)arene conjugated polymers by dehydration has remained an unsolved problem in synthetic chem. and has historically required transitional-metal coupling reactions. Herein, we report a dehydration method that allows access to conjugated heterocyclic materials. By using the technique, we have prepared a series of small mols. and polymers. The reaction avoids using transition metals, proceeds at room temperature, the only required reactant is a simple base and water is the sole byproduct. The dehydration reaction is tech. simple and provides a sustainable and straightforward method to prepare conjugated heteroarene motifs. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7SDS of cas: 1826-13-7).

5-Phenylthiazole (cas: 1826-13-7) 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. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.SDS of cas: 1826-13-7

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

Identification of G protein-coupled receptor 120-selective agonists derived from PPARγ agonists was written by Suzuki, Takayoshi;Igari, Sou-ichi;Hirasawa, Akira;Hata, Mie;Ishiguro, Masaji;Fujieda, Hiroki;Itoh, Yukihiro;Hirano, Tatsuya;Nakagawa, Hidehiko;Ogura, Michitaka;Makishima, Makoto;Tsujimoto, Gozoh;Miyata, Naoki. And the article was included in Journal of Medicinal Chemistry in 2008.Application of 1843-21-6 This article mentions the following:

A weak, nonselective G protein-coupled receptor 120 (GPR120) agonist 10 was found by screening a series of carboxylic acids derived from the peroxisome proliferator-activated receptor γ (PPARγ) agonist 3. Modification based on the homol. model of GPR120 led to the first GPR120-selective agonist 12. These results provide a basis for constructing new tools for probing the biol. of GPR120 and for developing new candidate therapeutic agents. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Application of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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.Application of 1843-21-6

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

Thiazole Orange derivatives: Synthesis, fluorescence properties, and labeling cancer cells was written by Fei, Xuening;Gu, Yingchun;Ban, Ying;Liu, Zhijun;Zhang, Baolian. And the article was included in Bioorganic & Medicinal Chemistry in 2009.Recommanded Product: 5-Nitrobenzothiazole-2-thiol This article mentions the following:

A series of Thiazole Orange (TO) derivatives were synthesized and modified by introducing different substitutional groups on benzothiazole and 4-methylquinoline. All the TO derivatives were confirmed by ¹H NMR and MS. TO derivative bearing NH₂– was modified by folic acid and used to label breast cancer cells. The phenomenon of fluorescence enhancement was shown by the fluorescence spectra of TO derivatives and micrographs of the labeled breast cancer cells. It offered a new try in the aspect of labeling cells by the embedded dyes. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Recommanded Product: 5-Nitrobenzothiazole-2-thiol).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) 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. 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.Recommanded Product: 5-Nitrobenzothiazole-2-thiol

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

Efficient access to 5-substituted thiazoles by a novel metallotropic rearrangement was written by Zambon, Alfonso;Borsato, Giuseppe;Brussolo, Stefania;Frascella, Pietrogiulio;Lucchini, Vittorio. And the article was included in Tetrahedron Letters in 2008.COA of Formula: C9H7NS This article mentions the following:

A novel rearrangement process involving the migration of trimethylstannanyl or trimethylsilanyl groups around the thiazole ring provides access to either 2- or 5-metalated thiazoles by tuning the reaction conditions. The proposed mechanism, based on exptl. evidence, is characterized by the catalytic role of thiazole bisadducts as metal-transfer agents. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7COA of Formula: C9H7NS).

5-Phenylthiazole (cas: 1826-13-7) 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. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.COA of Formula: C9H7NS

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