Category: thiazole

Quaternization at an Sp² nitrogen. II. An analysis on the substituent effect and on the nature of the transition state was written by Behera, G. B.;Sharma, A.. And the article was included in Bulletin of the Chemical Society of Japan in 1979.Computed Properties of C15H12N2S This article mentions the following:

The kinetics of N-phenacylation of a number of substituted thiazoles with substituted phenacyl bromides were investigated in PhNO₂ and in a number of other dipolar aprotic solvents. The rate constants of 2-amino-4-phenylthiazoles and 2-aminobenzothiazoles were calculated with suitably developed equations. The deviation of the observed values from the calculated results was ascribed to the steric effect. A 7-membered H-bonded transition state was proposed on the basis of the results obtained from the substituent and medium effects. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Computed Properties of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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.Computed Properties of C15H12N2S

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

Factor Xa Inhibitors: S1 Binding Interactions of a Series of N-{(3S)-1-[(1S)-1-Methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides was written by Chan, Chuen;Borthwick, Alan D.;Brown, David;Burns-Kurtis, Cynthia L.;Campbell, Matthew;Chaudry, Laiq;Chung, Chun-wa;Convery, Maire A.;Hamblin, J. Nicole;Johnstone, Lisa;Kelly, Henry A.;Kleanthous, Savvas;Patikis, Angela;Patel, Champa;Pateman, Anthony J.;Senger, Stefan;Shah, Gita P.;Toomey, John R.;Watson, Nigel S.;Weston, Helen E.;Whitworth, Caroline;Young, Robert J.;Zhou, Ping. And the article was included in Journal of Medicinal Chemistry in 2007.Name: 6-Chlorobenzo[d]thiazol-2(3H)-one This article mentions the following:

Factor Xa inhibitory activities for a series of N-{(3S)-1-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethyl]-2-oxopyrrolidin-3-yl}sulfonamides with different P1 groups are described. These data provide insight into binding interactions within the S1 primary specificity pocket; rationales are presented for the derived SAR on the basis of electronic interactions through crystal structures of fXa-ligand complexes and mol. modeling studies. A good correlation between in vitro anticoagulant activities with lipophilicity and the extent of human serum albumin binding is observed within this series of potent fXa inhibitors. Pharmacokinetic profiles in rat and dog, together with selectivity over other trypsin-like serine proteases, identified (I) as a candidate for further evaluation. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3Name: 6-Chlorobenzo[d]thiazol-2(3H)-one).

6-Chlorobenzo[d]thiazol-2(3H)-one (cas: 62266-81-3) 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 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.Name: 6-Chlorobenzo[d]thiazol-2(3H)-one

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

Discovery of a quorum sensing modulator pharmacophore by 3D small-molecule microarray screening was written by Marsden, David M.;Nicholson, Rebecca L.;Skindersoe, Mette E.;Galloway, Warren R. J. D.;Sore, Hannah F.;Givskov, Michael;Salmond, George P. C.;Ladlow, Mark;Welch, Martin;Spring, David R.. And the article was included in Organic & Biomolecular Chemistry in 2010.Safety of Thiazol-2-ylmethanamine This article mentions the following:

The screening of large arrays of drug-like small-mols. was traditionally a time consuming and resource intensive task. New methodol. developed within the authors’ laboratories provides an attractive low cost, 3D microarray-assisted screening platform that could be used to rapidly assay thousands of compounds As a proof-of-principle the platform was exploited to screen a number of quorum sensing analogs. Quorum sensing was used by bacterium to initiate and spread infection; in this context its modulation may have significant clin. value. 3D microarray slides were probed with fluorescently labeled ligand-binding domains of the LuxR homolog CarR from Erwinia carotovora subsp. carotovora. The 3D microarray platform was used to discover the biol. active chloro-pyridine pharmacophore, which was validated using a fluorometric ligand binding assay and ITC. Analogs containing the chloro-pyridine pharmacophore are potent inhibitors of N-acyl-homoserine-lactone (AHL) mediated quorum sensing phenotypes in Serratia (IC₅₀ ≃5 μM) and Pseudomonas aeruginosa (IC₅₀ = 10-20 μM). In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Safety of Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) 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.Safety of Thiazol-2-ylmethanamine

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

Oxidation potentials and ionization potentials of some phenyl derivatives of thiazole was written by Bonnier, Jane Marie;Arnaud, Roger;Maurey-Mey, Monique. And the article was included in Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques in 1968.HPLC of Formula: 1826-13-7 This article mentions the following:

The half-wave oxidation potentials and the ionization potentials (determined from the charge transfer of the complexes and by the Hueckel method) are given for thiazole, 2-, 4-, and 5-phenylthiazole, 2,4-, 2,5-, and 4,5-diphenylthiazole, 2-phenyl-4-biphenylylthiazole, 4-phenyl-2-biphenylylthiazole, and 2,4-bis(biphenylyl)thiazole. A linear relation existed between the ionization potentials and the halfwave oxidation potentials. 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 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.HPLC of Formula: 1826-13-7

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

Lewis Acid-Catalyzed, Copper(II)-Mediated Synthesis of Heteroaryl Thioethers under Base-Free Conditions was written by Dai, Chao;Xu, Zhaoqing;Huang, Fei;Yu, Zhengkun;Gao, Yan-Feng. And the article was included in Journal of Organic Chemistry in 2012.Application In Synthesis of 5-Phenylthiazole This article mentions the following:

A Lewis acid (Ag^I, Ni^II, or Fe^II) catalyzed, Cu^II-mediated thiolation reaction between heteroarenes and thiols was achieved with good yield under base-free conditions. DMSO could serve as an effective methylthiolation reagent for the synthesis of heterocyclic Me thioethers. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Application In Synthesis of 5-Phenylthiazole).

5-Phenylthiazole (cas: 1826-13-7) 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. 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 In Synthesis of 5-Phenylthiazole

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

Discovery of Novel Small Molecules that Activate Satellite Cell Proliferation and Enhance Repair of Damaged Muscle was written by Billin, Andrew N.;Bantscheff, Marcus;Drewes, Gerard;Ghidelli-Disse, Sonja;Holt, Jason A.;Kramer, Henning F.;McDougal, Alan J.;Smalley, Terry L.;Wells, Carrow W.;Zuercher, William J.;Henke, Brad R.. And the article was included in ACS Chemical Biology in 2016.Safety of Thiazol-2-ylmethanamine This article mentions the following:

Skeletal muscle progenitor stem cells (referred to as satellite cells) represent the primary pool of stem cells in adult skeletal muscle responsible for the generation of new skeletal muscle in response to injury. Satellite cells derived from aged muscle display a significant reduction in regenerative capacity to form functional muscle. This decrease in functional recovery has been attributed to a decrease in proliferative capacity of satellite cells. Hence, agents that enhance the proliferative abilities of satellite cells may hold promise as therapies for a variety of pathol. settings, including repair of injured muscle and age- or disease-associated muscle wasting. Through phenotypic screening of isolated murine satellite cells, we identified a series of 2,4-diaminopyrimidines (e.g., 2) that increased satellite cell proliferation. Importantly, compound 2 was effective in accelerating repair of damaged skeletal muscle in an in vivo mouse model of skeletal muscle injury. While these compounds were originally prepared as c-Jun N-terminal kinase 1 (JNK-1) inhibitors, structure-activity analyses indicated JNK-1 inhibition does not correlate with satellite cell activity. Screening against a broad panel of kinases did not result in identification of an obvious mol. target, so we conducted cell-based proteomics experiments in an attempt to identify the mol. target(s) responsible for the potentiation of the satellite cell proliferation. These data provide the foundation for future efforts to design improved small mols. as potential therapeutics for muscle repair and regeneration. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Safety of Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Safety of Thiazol-2-ylmethanamine

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

Iron-catalyzed tandem reactions of ortho-aminobenzenethiols with isothiocyanates leading to 2-aminobenzothiazoles under ligand- and solvent-free conditions was written by Ding, Qiuping;Cao, Banpeng;Yang, Qin;Liu, Xianjin;Peng, Yiyuan. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2011.Formula: C13H10N2S This article mentions the following:

An efficient route to the synthesis of a variety of 2-aminobenzothiazoles I (R¹ = H, MeO, Br, I; R² = Ph, Et, 4-O₂NC₆H₄, cyclohexyl, etc.) has been discovered. It involves the reaction of ortho-aminobenzenethiols with isothiocyanates via an iron-catalyzed tandem addition-annulation process under ligand and solvent free conditions on a silica gel surface. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Formula: C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Formula: C13H10N2S

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

Efficient and facile strategy to substituted 2-aminothiazoles via ring opening of α-nitroepoxides was written by Zhu, Yue;Wang, Qilin;Luo, Haofan;Zhang, Guolin;Yu, Yongping. And the article was included in Tetrahedron in 2018.Synthetic Route of C15H12N2S This article mentions the following:

A novel and efficient reaction has been developed to synthesize a set of substituted 2-aminothiazoles I (R¹=Phenyl, 4-fluorophenyl, 3-fluorophenyl etc. R²=Methyl, Et, phenyl) from α-nitroepoxides and ammonium thiocyanate. This reaction could proceed smoothly at mild condition, to afford products for a wide range of substrates with good to excellent yields. A possible mechanism has also been proposed. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Synthetic Route of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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. 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.Synthetic Route of C15H12N2S

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

Renal cystic disease induced by diphenylthiazole was written by Gardner, Kenneth D. Jr.;Evan, Andrew P.. And the article was included in Kidney International in 1983.Electric Literature of C15H12N2S This article mentions the following:

Intranephron hydrostatic pressures were monitored while microperfusing proximal nephrons in diphenylthiazole (DPT)-exposed rat kidneys. Intranephron hydrostatic pressures rose with microperfusion and did so at lower rates of perfusion among DPT exposed nephrons, as compared to normal kidneys. Subsequent light and electron microscopic examination of DPT-exposed kidneys showed micropolyps partially occluding inner medullary and intrapapillary collecting ducts. DPT-induced renal cystic disease resembles other forms of chem. induced renal cystic disease in its functional and structural parameters except that micropolyp formation appears to occur nearer the papillary tip. Conditions in the DPT-exposed rat kidney resemble more closely those predicted by the partial obstruction rather than by the increased compliance hypothesis of renal cyst formation. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Electric Literature of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Electric Literature of C15H12N2S

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

Investigation of abiotic degradation of tire cryogrinds was written by Thomas, Jomin;Moosavian, Seyed Kasra;Cutright, Teresa;Pugh, Coleen;Soucek, Mark D.. And the article was included in Polymer Degradation and Stability in 2022.Related Products of 1843-21-6 This article mentions the following:

The abundance of microplastics found in the environment is a major cause of concern. Tire tread particles containing additives such as curing accelerators and antioxidants, can be a major source of elastomer pollution in the environment. Such tire particles combined with road pavement particles are referred to as tire and road wear particles, TRWP. The environmental availability from parent elastomers and the release of additives in the process of abiotic degradation were evaluated using freeze-thaw, wet-dry and accelerated UV-weathering experiments Acceleration factor determination tests were conducted to correlate UV-exposure to the natural aging in the environment. Freeze-thaw testing showed many additives such as di-Ph guanidine (DPG), benzothiazole sulfenamide (BTS) and para-phenylene diamine (6 PPD) as THF leachates and BTS transformation products. Further, UV exposure equivalent to 1.5 yr., 3 yr. and 5 yr. aging resulted in the formation a combination of ketones and carboxylic acids for styrene butadiene rubber (SBR), natural rubber (NR), and butadiene rubber-based tire cryogrinds. Attenuated total reflectance- Fourier- transform IR spectroscopy (ATR-FTIR) was used to detect the degradation of the elastomers on UV-exposure while gas chromatog.-mass spectroscopy (GC-MS) was used as a nontargeted, suspect screening anal. technique. The degradation intermediates and leachates identified using GC-MS represents useful data for the life cycle anal. of the functional polymers and additives and their possibility of environmental release. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Related Products of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. 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.Related Products of 1843-21-6

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