Category: thiazole

King, L. Carroll; Hlavacek, Robert J. published an article in 1950, the title of the article was Reaction of ketones with iodine and thiourea.Formula: C9H7IN2S And the article contains the following content:

cf. C.A. 42, 6360f. The ketone (0.1 mol.), 0.2 mol. CS(NH2)2, and 0.1 mol. iodine, heated overnight on the steam bath, give the substituted 2-aminothiazole; the cooled reaction product is extracted with ether, the residue in boiling H2O filtered, the filtrate made alk. with concentrated NH4OH, and the precipitate crystallized from aqueous EtOH; if the product is an oil, it is crystallized from Skellysolve C. The m.ps. of the Ac derivatives are given in parentheses. 4-Substituted 2-aminothiazoles: p-chlorophenyl, m. 163-4°, 89% [254-5°]; p-bromophenyl, m. 180-1°, 93% [277-8°]; p-iodophenyl, m. 176-7°, 97% [302-3°]; p-methoxyphenyl, m. 204-5°, 72% [287-8°]; p-(methylmercapto)phenyl, m. 180-2°, 67% [232-3°]; p-aminophenyl, m. 174-5°, 63% [di-Ac derivative, m. 284-6°]; p-biphenylyl, m. 207-8°, 99% [252-3°]; p-tolyl, m. 124-5°, 84% [204-5°]; m-isomer, m. 79-92°, 64% [211-12°]; o-isomer, m. 81-2°, 70% [143-4°]; p-nitrophenyl, m. 285-6°, 99% [306-7°]; m-isomer, m. 188-90°, 84% [312-14°]; 2-naphthyl, m. 153-4°, 99% [239-40°]; 2-phenanthryl, m. 243-4°, 87% [304-5°]; 2-thienyl, m. 127-30°, 91% [199-207°]; tert-Bu, m. 98-9°, 71% [173-4°]; ο-hydroxyphenyl, m. 139-40°, 37% [di-Ac derivative, m. 200-3°; HI salt, m. 220-3° (each HI salt has 1 mol. H2O)]; m-isomer, m. 136-8°, 59% [di-Ac derivative, 186-7°; HI salt, 95-7°]; p-isomer, m. 198-200°, 62% [di-Ac derivative, m. 235-7°; HI salt m. 240-2°]; 4-phenyl-5-Et, m. 68-9°, 65% [175-6°]; 4-phenyl-5-Bu, m. 103-4°, 54% [135-6°]; 4-phenyl-5-Bu, m. 60-1°, 43% [187-8°]; 4-benzyl-5-Ph, m. 139-40°, 83% [164-5°]; 4,5-di-Ph, m. 184-5°, 99% [208-9°]; 4-phenyl-5-benzoyl, m. 215-16°, 18% [237-8°]. The aminothiazole from 4-methylcyclohexanone, C8H12N2S, m. 98-9°, 66% [162-3°]; the 3-isomer gives 24% 2-amino-5(or -7)-methyl-4,5,6,7 -tetrahydrobenzothiazole, m. 110-11° [150-1°]. Compound from cycloheptanone, C8H12N2S, m. 75-6° 60% [124-5°]; from hydrindone, C10H8N2S, m. 213-14°, 53% [284-5°]; from 3,4-dihydro-1(2H)-naphthalenone, m. 133-4°, 52% [233-4°]; acenaphthenone gives 99% 8-aminoacenaphtho-1,2-thiazole, bright red, m. 205-7° [309-11°]. Bromoacetomesitylene (4.6 g.) yields 3.8 g. 2,4,6-trimethylphenacylisothiuronium bromide, m. 280-2°; it could not be cyclized to a thiazole. The experimental process involved the reaction of 2-Amino-4-(4-iodophenyl)thiazole(cas: 31699-14-6).Formula: C9H7IN2S

2-Amino-4-(4-iodophenyl)thiazole(cas:31699-14-6) belongs to thiazole. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Formula: C9H7IN2S

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

Li, Yongyi; Yao, Wanyou; Ou, Shuilian; Huang, Xuezhen published an article in 2019, the title of the article was Correlation analysis of APTT, PT and other coagulation related indicators with the occurrence of prethrombus in pregnant women.Electric Literature of 92-36-4 And the article contains the following content:

Objective To analyze the changes of activated partial thromboplastin time (APTT), prothrombin time (PT) and other coagulation related indexes in pregnant women with prethrombus state during pregnancy, and to explore the correlation between them. Methods 60 pregnant women with prethrombotic condition (diagnosed by ultrasound) and 100 normal pregnant women who underwent phys. examination in the Department of Obstetrics and Gynecol. of our hospital from Jan. 2017 to Oct. 2018 were enrolled as study subjects. They were divided into the prethrombotic condition group and the normal pregnancy group. The prethrombotic status indicators of pregnant women in the two groups were detected by ELISA: d-dimer (D-D). Immunoturbidimetry method was used to detect coagulant function indexes, such as prothrombin time (PT), activated partial clotting enzyme live time (APTT), thrombin time (TT), fibrinogen (FBG) and antithrombin III (AT-III) . These indexes of the two groups of pregnant women were compared and analyzed by correlation method, which provided the basis for expounding the correlation between the changes of coagulation function indexes and the occurrence of prethrombus state. Results There was no significant difference in TT, PT and FBG between prethrombus state group and normal pregnancy group (P>0.05). APTT and AT-III in the prethrombus state group was (22.4±3.3) s and (76.3±5.7) %, which was lower than those in the normal pregnancy group (26.4±2.1) s and (92.3±6.4) %, which was neg. correlated with the occurrence of prethrombus state, with statistically significant difference (P<0.05). The D-D level in the prethrombotic condition group was higher than that in the normal pregnancy group, which was pos. correlated with the occurrence of prethrombotic state, and the difference was statistically significant (P<0.05). Conclusion The anomaly of APTT, AT-III and D-D is an important index to suggest the occurrence of prethrombotic state, and thus checking for changes of their levels is of great significance for predicting early pregnancy thrombosis and making reasonable delivery plan. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Electric Literature of 92-36-4

2-(4-Aminophenyl)-6-methylbenzothiazole(cas:92-36-4) belongs to thiazole. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Electric Literature of 92-36-4

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

On September 1, 2019, Sami, Yuichi; Morita, Masataka; Kubota, Hirokazu; Hirabayashi, Ryoji; Seo, Ryushi; Nakagawa, Nobuaki published an article.Synthetic Route of 2010-06-2 The title of the article was Discovery of a novel orally active TRPV4 inhibitor: Part 1. Optimization from an HTS hit. And the article contained the following:

Novel oral TRPV4 inhibitors were prepared and their potential for pain management in osteoarthritis discussed. The experimental process involved the reaction of 4-Phenylthiazol-2-amine(cas: 2010-06-2).Synthetic Route of 2010-06-2

The Article related to oral trpv4 inhibitor preparation analgesic osteoarthritis, Pharmacology: Structure-Activity and other aspects.Synthetic Route of 2010-06-2

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

On May 21, 2008, Brak, Katrien; Doyle, Patricia S.; McKerrow, James H.; Ellman, Jonathan A. published an article.COA of Formula: C8H7NOS The title of the article was Identification of a New Class of Nonpeptidic Inhibitors of Cruzain. And the article contained the following:

Cruzain is the major cysteine protease of Trypanosoma cruzi, which is the causative agent of Chagas disease and is a promising target for the development of new chemotherapy. With the goal of developing potent nonpeptidic inhibitors of cruzain, the substrate activity screening (SAS) method was used to screen a library of protease substrates initially designed to target the homologous human protease cathepsin S. Structure-based design was next used to further improve substrate cleavage efficiency by introducing addnl. binding interactions in the S3 pocket of cruzain. The optimized substrates were then converted to inhibitors by the introduction of cysteine protease mechanism-based pharmacophores. Inhibitor 38 was determined to be reversible even though it incorporated the vinyl sulfone pharmacophore that is well documented to give irreversible cruzain inhibition for peptidic inhibitors. The previously unexplored β-chloro vinyl sulfone pharmacophore provided mechanistic insight that led to the development of potent irreversible acyl- and aryl-oxymethyl ketone cruzain inhibitors. For these inhibitors, potency did not solely depend on leaving group pKa, with 2,3,5,6-tetrafluorophenoxymethyl ketone 54 identified as one of the most potent inhibitors with a second-order inactivation constant of 147,000 s-1 M-1. This inhibitor completely eradicated the T. cruzi parasite from mammalian cell cultures and consequently has the potential to lead to new chemotherapeutics for Chagas disease. The experimental process involved the reaction of Benzo[d]thiazol-6-ylmethanol(cas: 19989-66-3).COA of Formula: C8H7NOS

The Article related to nonpeptidic inhibitor cruzain structure chagas disease, Pharmacology: Structure-Activity and other aspects.COA of Formula: C8H7NOS

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

Du, Zhi; Yu, Dongqin; Du, Xiubo; Scott, Peter; Ren, Jinsong; Qu, Xiaogang published an article in 2019, the title of the article was Self-triggered click reaction in an Alzheimer’s disease model: in situ bifunctional drug synthesis catalyzed by neurotoxic copper accumulated in amyloid-beta plaques.COA of Formula: C14H12N2S And the article contains the following content:

Cu is one of the essential elements for life. Its dyshomeostasis has been demonstrated to be closely related to neurodegenerative disorders, such as Alzheimer’s disease (AD), which is characterized by amyloid-beta (Abeta) aggregation and Cu accumulation. It is a great challenge as to how to take advantage of neurotoxic Cu to fight disease and make it helpful. Herein, we report that the accumulated Cu in Abeta plaques can effectively catalyze an azide-alkyne bioorthogonal cycloaddition reaction for fluorophore activation and drug synthesis in living cells, a transgenic AD model of Caenorhabditis elegans CL2006, and brain slices of triple transgenic AD mice. More importantly, the in situ synthesized bifunctional drug 6 can disassemble Abeta-Cu aggregates by extracting Cu and photo-oxygenating Abeta synergistically, suppressing Abeta-mediated paralysis and diminishing the locomotion defects of the AD model CL2006 strain. Our results demonstrate that taking the accumulated Cu ions in the Abeta plaque for an in situ click reaction can achieve both a self-triggered and self-regulated drug synthesis for AD therapy. To the best of our knowledge, a click reaction catalyzed by local Cu in a physiol. environment has not been reported. This work may open up a new avenue for in situ multifunctional drug synthesis by using endogenous neurotoxic metal ions for the treatment of neurodegenerative diseases. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).COA of Formula: C14H12N2S

The Article related to alzheimer disease copper amyloid beta, Biochemical Methods: Biological and other aspects.COA of Formula: C14H12N2S

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

On February 23, 2005, Solbach, C.; Uebele, M.; Reischl, G.; Machulla, H.-J. published an article.Quality Control of 2-(4-Aminophenyl)-6-methylbenzothiazole The title of the article was Efficient radiosynthesis of carbon-11 labelled uncharged Thioflavin T derivatives using [11C]methyl triflate for β-amyloid imaging in Alzheimer’s Disease with PET. And the article contained the following:

The synthesis of carbon-11 amino function labeled uncharged Thioflavin T derivatives is known to be performed by reaction of the demethyl-precursors with [11C]methyl iodide but the labeling yields are only mediocre. The use of [11C]methyl triflate improved the radiochem. yield of three potential β-amyloid imaging PET-radiotracers significantly. Performance of the labeling reaction by reacting the corresponding precursor mols. with [11C]methyl triflate for 1 min at 80° led to radiochem. yields of 44±10% (n = 5) for [11C]6-Me-BTA-1, 68±4% (n = 10) for [11C]BTA-1 and 58±2% (n = 5) for [11C]6-OH-BTA-1 with respect to [11C]methyl triflate. In production runs (60 min, 50 μA) up to 6500 MBq (mean: 4000±1900 MBq) of [11C]6-Me-BTA-1, 7900 MBq (mean: 6000±1000 MBq) of [11C]BTA-1 and 7100 MBq (mean: 6300±600 MBq) of [11C]6-OH-BTA-1 could be obtained ready for i.v. injection. The radiochem. purity was >95% with specific activities in the range of 80-120 GBq/μmol (EOS) within a total synthesis time of less than 40 min after EOB. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Quality Control of 2-(4-Aminophenyl)-6-methylbenzothiazole

The Article related to radiosynthesis carbon 11 methyl triflate thioflavin t derivative, beta amyloid alzheimer disease pet imaging agent, Pharmaceuticals: Pharmaceutics and other aspects.Quality Control of 2-(4-Aminophenyl)-6-methylbenzothiazole

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

On December 31, 2018, Guan, Ai-jiao; Zhang, Xiu-Feng; Sun, Xin; Li, Qian; Xiang, Jun-Feng; Wang, Li-Xia; Lan, Ling; Yang, Feng-Min; Xu, Shu-Juan; Guo, Xiao-Meng; Tang, Ya-Lin published an article.Application of 92-36-4 The title of the article was Ethyl-substitutive Thioflavin T as a highly-specific fluorescence probe for detecting G-quadruplex structure. And the article contained the following:

G-quadruplex has attracted considerable attention due to their prevalent distribution in functional genomic regions and transcripts, which can importantly influence biol. processes such as regulation of telomere maintenance, gene transcription and gene translation. Artificial receptor study has been developed for accurate identification of G-quadruplex from DNA species, since it is important for the G-quadruplex related basic research, clin. diagnosis, and therapy. Herein, fluorescent dye ThT-E, a derivative of the known fluorescence probe Thioflavin T (ThT), was designed and synthesized to effectively differentiate various G-quadruplex structures from other nucleic acid forms. Compared with Me groups in ThT, three Et groups were introduced to ThT-E, which leads to strengthened affinity, selectivity and little inducing effect on the G-quadruplex formation. More importantly, ThT-E could be served as a visual tool to directly differentiate G-quadruplex solution even with naked eyes under illumination of UV light. Thus, this probe reported herein may hold great promise for high-throughput assay to screen G-quadruplex, which may widely apply to G-quadruplex-based potential diagnosis and therapy. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Application of 92-36-4

The Article related to ethyl group thioflavin t fluorescence probe g quadruplex structure, Biochemical Methods: Synthesis and other aspects.Application of 92-36-4

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

On March 31, 2022, Li, Xinzhi; Liu, Shao-Quan published an article.SDS of cas: 24295-03-2 The title of the article was Modulation of aroma compounds in yeast and lactic acid bacterium co-fermented pork hydrolysates by thermal treatment and addition of aroma precursors (cysteine and xylose). And the article contained the following:

The objective of this study was to evaluate the effectiveness of using enzymic hydrolysis and microbial fermentation coupled with thermal treatment methods in valorising a type of industrially generated meat byproduct: pork trimmings, so as to produce a value-added meat-based flavouring. The pork trimmings were first hydrolyzed using a protease (Flavourzyme) under optimized conditions and then fermented into liquid hydrolyzates with mixed Lactobacillus fermentum and Pichia kluyveri; afterwards, xylose and cysteine were added to the fermented hydrolyzates for heat treatment. A characteristic “savoury and roasted-meat” aroma was produced due to the formation of potent sulfur-containing volatile compounds such as 2-furfurylthiol and methionol, though the browning intensity was inhibited due to the presence of cysteine. The thermal treatment did not significantly affect the fruity and sweet-smelling ester volatiles such as isoamyl acetate and hexyl acetate that resulted from microbial fermentation The decreases of amino acids and xylose might be due to their active participation in the Maillard reaction. The produced pork hydrolyzates that imparted a unique aroma could be applied as a flavor enhancer or seasoning in the food industry. The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).SDS of cas: 24295-03-2

The Article related to cysteine xylose aroma compound yeast lactic acid pork, Food and Feed Chemistry: Other and other aspects.SDS of cas: 24295-03-2

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

On December 31, 2022, Wang, Lin; Li, Cong; Al-Dalali, Sam; Liu, Yiyang; Zhou, Hui; Chen, Conggui; Xu, Baocai; Wang, Ying published an article.Product Details of 24295-03-2 The title of the article was Characterization of key aroma compounds in traditional beef soup. And the article contained the following:

This study aimed to identify the characteristic aroma compounds of beef soup and analyze the differences between their aroma. Seven beef soup samples were analyzed by sensory evaluation combined with gas chromatog.-mass spectrometry (GC-MS) and electronic nose (E-nose). A total of 80 volatile compounds were identified, and seven key aroma compounds in beef soup samples were determined by odor activity value, sensory evaluation, aroma recombination and omission experiments They were linalool, (E)-3,7-dimethyl-2,6-octadien-1-ol, nonanal, (E)-2-octenal, 3,7-dimethyl-2,6-octadienal, 2-acetylthiazole and estragole. The panelists described the organoleptic characteristics of beef soup as beef meaty, spice, fatty, caramel, and roasted. GC-MS and E-nose combined with principal component anal. showed different aroma profiles among beef soup samples. A total of 30 potential differential markers were screened by partial least squares discriminant anal. The difference between samples was mainly caused by the type and content of compounds The experimental process involved the reaction of 2-Acetylthiazole(cas: 24295-03-2).Product Details of 24295-03-2

The Article related to beef soup aroma compound, Food and Feed Chemistry: Other and other aspects.Product Details of 24295-03-2

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

White, Lisa J.; Boles, Jessica E.; Allen, Nyasha; Alesbrook, Luke S.; Sutton, J. Mark; Hind, Charlotte K.; Hilton, Kira L. F.; Blackholly, L. R.; Ellaby, Rebecca J.; Williams, George T.; Mulvihill, Daniel P.; Hiscock, Jennifer R. published an article in 2020, the title of the article was Controllable hydrogen bonded self-association for the formation of multifunctional antimicrobial materials.Recommanded Product: 92-36-4 And the article contains the following content:

SSAs are a class of supramol. self-associating amphiphilic salt, the anionic component of which contains a covalently bound hydrogen bond donor-acceptor motif. This results in a monomeric unit which can adopt multiple hydrogen bonding modes simultaneously. Previous investigations have shown examples of SSAs to act as antimicrobial agents against clin. relevant methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report an intrinsically fluorescent SSA which can self-associate producing dimers, spherical aggregates and hydrogels dependent on solvent environment, while retaining antimicrobial activity against both model Gram-pos. (MRSA) and Gram-neg. (Escherichia coli) bacteria. Finally, we demonstrate the SSA supramol. hydrogel to tolerate the inclusion of the antibiotic ampicillin, leading to the enhanced inhibition of growth with both model bacteria, and derive initial mol. structure-physicochem. property-antimicrobial activity relationships. The experimental process involved the reaction of 2-(4-Aminophenyl)-6-methylbenzothiazole(cas: 92-36-4).Recommanded Product: 92-36-4

The Article related to antibacterial, Pharmaceuticals: Pharmaceutics and other aspects.Recommanded Product: 92-36-4

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