Category: 3034-22-8

In 2017,Shankar, Bhookya; Jalapathi, Pochampally; Nagamani, Modhumpuram; Gandu, Bharath; Kudle, Karunakar Rao published 《Synthesis, anti-microbial activity, and cytotoxicity of novel 1-[5-[6-[(2-benzoylbenzofuran-5-yl)methyl]-2-oxo-2H-chromen-3-yl]thiazol-2-yl]urea derivatives》.Monatshefte fuer Chemie published the findings.Reference of 5-Bromothiazol-2-amine The information in the text is summarized as follows:

A series of novel 1-[5-[6-[(2-benzoylbenzofuran-5-yl)methyl]-2-oxo-2H-chromen-3-yl]thiazol-2-yl]urea derivatives I (NR2 = C6H4N, morpholino, cyclohexylamino, etc.) were synthesized by the reaction of 3-(2-aminothiazol-5-yl)-6-[(2-benzoylbenzofuran-5-yl)methyl]-2H-chromen-2-one with various substituted amines and triphosgene, in the presence of a base. The synthesized compounds were evaluated for their anti-microbial activity and cytotoxicity. Most of the compounds exhibited promising anti-microbial activity against the selected Gram-pos. and Gram-neg. bacterial strains at MIC values ranging from 0.071 to 0.199 μM and fungal pathogen was moderate to be good. The in vitro cytotoxicity testing of the title compounds was performed against cervical cancer (HeLa) cell lines. In the preliminary MTT cytotoxicity studies, the results have shown that few synthesized compounds which exhibit a significant cytotoxicity at microliter concentration and were found to be non-toxic with IC50 values ranging from 49.322/15 to 52.715/15 mm3. The experimental part of the paper was very detailed, including the reaction process of 5-Bromothiazol-2-amine(cas: 3034-22-8Reference of 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Reference of 5-Bromothiazol-2-amine

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

《Discovery of MFH290: A Potent and Highly Selective Covalent Inhibitor for Cyclin-Dependent Kinase 12/13》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Liu, Yao; Hao, Mingfeng; Leggett, Alan L.; Gao, Yang; Ficarro, Scott B.; Che, Jianwei; He, Zhixiang; Olson, Calla M.; Marto, Jarrod A.; Kwiatkowski, Nicholas P.; Zhang, Tinghu; Gray, Nathanael S.. Quality Control of 5-Bromothiazol-2-amine The article mentions the following:

Genetic depletion of cyclin-dependent kinase 12 (CDK12) or selective inhibition of an analog-sensitive CDK12 reduces DNA damage repair gene expression, but selective inhibition of endogenous CDK12 is difficult. Here, we report the development of MFH290(I), a novel cysteine (Cys)-directed covalent inhibitor of CDK12/13. MFH290 forms a covalent bond with Cys-1039 of CDK12, exhibits excellent kinome selectivity, inhibits the phosphorylation of serine-2 in the C-terminal domain (CTD) of RNA-polymerase II (Pol II), and reduces the expression of key DNA damage repair genes. Importantly, these effects were demonstrated to be CDK12-dependent as mutation of Cys-1039 rendered the kinase refractory to MFH290 and restored Pol II CTD phosphorylation and DNA damage repair gene expression. Consistent with its effect on DNA damage repair gene expression, MFH290 augments the antiproliferative effect of the PARP inhibitor olaparib.5-Bromothiazol-2-amine(cas: 3034-22-8Quality Control of 5-Bromothiazol-2-amine) was used in this study.

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Quality Control of 5-Bromothiazol-2-amine

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

Formula: C3H3BrN2SIn 2014 ,《Structure-Function Relationship of Thiazolide-Induced Apoptosis in Colorectal Tumor Cells》 was published in ACS Chemical Biology. The article was written by Brockmann, Anette; Strittmatter, Tobias; May, Sarah; Stemmer, Kerstin; Marx, Andreas; Brunner, Thomas. The article contains the following contents:

Thiazolides are a novel class of anti-infectious agents against intestinal intracellular and extracellular protozoan parasites, bacteria, and viruses. While the parent compound nitazoxanide (NTZ; 2-(acetolyloxy)-N-(5-nitro-2-thiazolyl)benzamide) has potent antimicrobial activity, the bromo-thiazolide RM4819 (N-(5-bromothiazol-2-yl)-2-hydroxy-3-methylbenzamide) shows only reduced activity. Interestingly, both mols. are able to induce cell death in colon carcinoma cell lines, indicating that the mol. target in intestinal pathogens and in colon cancer cells is different. The detoxification enzyme glutathione S-transferase of class Pi 1 (GSTP1) is frequently overexpressed in various tumors, including colon carcinomas, and limits the efficacy of antitumor chemotherapeutic drugs due to its detoxifying activities. In colorectal tumor cells RM4819 has been shown to interact with GSTP1, and GSTP1 enzymic activity is required for thiazolide-induced apoptosis. At present it is unclear which mol. structures of RM4819 are required to interact with GSTP1 and to induce cell death in colon carcinoma cell lines. Here, we demonstrate that novel thiazolide derivatives with variation in their substituents of the benzene ring do not significantly affect apoptosis induction in Caco-2 cells, whereas removal of the bromide atom on the thiazole ring leads to a strong reduction of cell death induction in colon cancer cells. We further show that active thiazolides require caspase activation and GSTP1 expression in order to induce apoptosis. We demonstrate that increased glutathione (GSH) levels sensitize colon cancer cells to thiazolides, indicating that both GSTP1 enzymic activity as well as GSH levels are critical factors in thiazolide-induced cell death. After reading the article, we found that the author used 5-Bromothiazol-2-amine(cas: 3034-22-8Formula: C3H3BrN2S)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Formula: C3H3BrN2S

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

In 2014,Liu, X. W.; Zhang, H.; Yang, Y. J.; Li, J. Y.; Li, B.; Zhou, X. Z.; Zhang, J. Y. published 《Synthesis, antibacterial evaluation and molecular docking study of nitazoxanide analogues》.Asian Journal of Chemistry published the findings.Reference of 5-Bromothiazol-2-amine The information in the text is summarized as follows:

A series of nitazoxanide analogs I, II (R = 2,4-F2, 3,4-F2, 2-CF3, 4-CF3; X = NO2, Cl, Br) were synthesized. The antibacterial activities of synthesized compounds against Clostridium difficile were evaluated and I (R = 4-CF3) was the most promising compound The preliminary results showed that compounds containing nitro-substituted thiazole ring displayed notable activities. Compounds with thiazole moiety replaced by a pyrimidine ring exhibited moderate activities. Mol. docking study of nitazoxanide and I (R = 4-CF3) with pyruvate ferredoxin oxidoreductase suggested that the nitro group interacts with thiamine pyrophosphate and surrounding amino acids, which were almost same compared with pyruvate. The results revealed that nitazoxanide may be a competitive inhibitor of pyruvate and nitro-group is necessary for thiazolide’s activities against anaerobic organisms containing pyruvate ferredoxin oxidoreductase enzyme. In the experiment, the researchers used many compounds, for example, 5-Bromothiazol-2-amine(cas: 3034-22-8Reference of 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Reference of 5-Bromothiazol-2-amine

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

Name: 5-Bromothiazol-2-amineIn 2020 ,《Novel small molecule retrograde transport blocker confers post-exposure protection against ricin intoxication》 appeared in Acta Pharmaceutica Sinica B. The author of the article were Zhao, Xu; Li, Haixia; Li, Jia; Liu, Kunlu; Wang, Bo; Wang, Yuxia; Li, Xingzhou; Zhong, Wu. The article conveys some information:

Ricin is a highly toxic type 2 ribosome-inactivating protein (RIP) which is extracted from the seeds of castor beans. Ricin is considered a potential bioterror agent and no effective antidote for ricin exists so far. In this study, by structural modification of a retrograde transport blocker Retro-2cycl, a series of novel compounds were obtained. The primary screen revealed that compound I has an improved antiricin activity compare to pos. control. In vitro pre-exposure evaluation in Madine-Darby Canine Kidney (MDCK) cells demonstrated that compound I is a powerful anti-ricin compound with an EC50 of 41.05 nmol/L against one LC (lethal concentration, 5.56 ng/mL) of ricin. Further studies surprisingly indicated that compound I confers post-exposure activity against ricin intoxication. An in vivo study showed that 1 h post-exposure administration of compound I can improve the survival rate as well as delay the death of ricin-intoxicated mice. A drug combination of compound I with monoclonal antibody mAb4C13 rescued mice from one LD (LD) ricin challenge and the survival rate of tested animals is 100%. These results represent, for the first time, indication that small mol. retrograde transport blocker confers both in vitro and in vivo post-exposure protection against ricin and therefore provides a promising candidate for the development of anti-ricin medicines. In the part of experimental materials, we found many familiar compounds, such as 5-Bromothiazol-2-amine(cas: 3034-22-8Name: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Name: 5-Bromothiazol-2-amine

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

Recommanded Product: 5-Bromothiazol-2-amineIn 2009 ,《Discovery of Imidazo[1,2-b]thiazole Derivatives as Novel SIRT1 Activators》 was published in Journal of Medicinal Chemistry. The article was written by Vu, Chi B.; Bemis, Jean E.; Disch, Jeremy S.; Ng, Pui Yee; Nunes, Joseph J.; Milne, Jill C.; Carney, David P.; Lynch, Amy V.; Smith, Jesse J.; Lavu, Siva; Lambert, Philip D.; Gagne, David J.; Jirousek, Michael R.; Schenk, Simon; Olefsky, Jerrold M.; Perni, Robert B.. The article contains the following contents:

A series of imidazo[1,2-b]thiazole derivatives is shown to activate the NAD+-dependent deacetylase SIRT1, a potential new therapeutic target to treat various metabolic disorders. This series of compounds was derived from a high throughput screening hit bearing an oxazolopyridine core. Water-solubilizing groups could be installed conveniently at either the C-2 or C-3 position of the imidazo[1,2-b]thiazole ring. The SIRT1 enzyme activity could be adjusted by modifying the amide portion of these imidazo[1,2-b]thiazole derivatives The most potent analog within this series, namely, compound 29 (I), has demonstrated oral antidiabetic activity in the ob/ob mouse model, the diet-induced obesity (DIO) mouse model, and the Zucker fa/fa rat model. The experimental process involved the reaction of 5-Bromothiazol-2-amine(cas: 3034-22-8Recommanded Product: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Recommanded Product: 5-Bromothiazol-2-amine

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

In 2008,Andersen, Carsten B.; Wan, Yongqin; Chang, Jae W.; Riggs, Blake; Lee, Christian; Liu, Yi; Sessa, Fabio; Villa, Fabrizio; Kwiatkowski, Nicholas; Suzuki, Melissa; Nallan, Laxman; Heald, Rebecca; Musacchio, Andrea; Gray, Nathanael S. published 《Discovery of Selective Aminothiazole Aurora Kinase Inhibitors》.ACS Chemical Biology published the findings.Product Details of 3034-22-8 The information in the text is summarized as follows:

Aurora family kinases regulate important events during mitosis including centrosome maturation and separation, mitotic spindle assembly, and chromosome segregation. Misregulation of Aurora kinases due to genetic amplification and protein overexpression results in aneuploidy and may contribute to tumorigenesis. Here we report the discovery of new small mol. aminothiazole inhibitors of Aurora kinases with exceptional kinase selectivity and report a 1.7 Å cocrystal structure with the Aurora B:INCENP complex from Xenopus laevis. The compounds recapitulate the hallmarks of Aurora kinase inhibition, including decreased histone H3 serine 10 phosphorylation, failure to complete cytokinesis, and endoreduplication. The experimental part of the paper was very detailed, including the reaction process of 5-Bromothiazol-2-amine(cas: 3034-22-8Product Details of 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Product Details of 3034-22-8

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

《Discovery of nitazoxanide-based derivatives as autophagy activators for the treatment of Alzheimer’s disease》 was written by Li, Xiaokang; Lu, Jian; Xu, Yixiang; Wang, Jiaying; Qiu, Xiaoxia; Fan, Lei; Li, Baoli; Liu, Wenwen; Mao, Fei; Zhu, Jin; Shen, Xu; Li, Jian. Category: thiazole And the article was included in Acta Pharmaceutica Sinica B in 2020. The article conveys some information:

The efficacy and discovery of new chem. entities, two series of NTZ-based derivatives I [R1 = H, SMe, SO2Me, etc.; R2 = 2-OH, 3-OH, 4-OH, 2-OAc] and II [R3 = Me, cyclohexyl, 2-MeC6H4, etc.] were designed, synthesized and evaluated as autophagy activator against AD. All compounds I and II were screened by the inhibition of phosphorylation of p70S6K, which was the direct substrate of mammalian target of rapamycin (mTOR) and its phosphorylation level could reflect the mTOR-dependent autophagy level. Among these analogs, compound II [R3 = 3-OAc] exhibited excellent potency in promoting β-amyloid (Aβ) clearance, inhibiting tau phosphorylation, as well as stimulating autophagy both in vitro and in vivo. Compound II [R3 = 3-OAc] could effectively improved the memory and cognitive impairments in APP/PS1 transgenic AD model mice. These results demonstrated that II [R3 = 3-OAc] was a potential candidate for the treatment of AD. In the experiment, the researchers used 5-Bromothiazol-2-amine(cas: 3034-22-8Category: thiazole)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Category: thiazole

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

In 2018,Jo, Minmi; Won, Sun-Woo; Lee, Dong Guk; Jung, Jae-Kyung; Kim, Sunhong; Kwak, Young-Shin published 《An efficient synthetic protocol for amide derivatives of Boc-2-aminoisobutyrate》.Archives of Pharmacal Research published the findings.Recommanded Product: 5-Bromothiazol-2-amine The information in the text is summarized as follows:

Aminoisobutyric acid (AIB) is an important building block widely incorporated by medicinal chemists in mol. design. Owing to the steric challenge, elaborating AIB’s carboxylic acid using conventional amidation protocols is often problematic. We discovered that an amidation protocol utilizing Me Boc-aminoisobutyrate (Boc = tert-butoxycarbonyl) and magnesium amidates of various reactivities produces the corresponding amide derivatives in good to excellent yields. In the experimental materials used by the author, we found 5-Bromothiazol-2-amine(cas: 3034-22-8Recommanded Product: 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Recommanded Product: 5-Bromothiazol-2-amine

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

In 2017,Shankar, Bhookya; Jalapathi, Pochampally; Nagamani, Modhumpuram; Gandu, Bharath; Kudle, Karunakar Rao published 《Synthesis, anti-microbial activity, and cytotoxicity of novel 1-[5-[6-[(2-benzoylbenzofuran-5-yl)methyl]-2-oxo-2H-chromen-3-yl]thiazol-2-yl]urea derivatives》.Monatshefte fuer Chemie published the findings.Reference of 5-Bromothiazol-2-amine The information in the text is summarized as follows:

A series of novel 1-[5-[6-[(2-benzoylbenzofuran-5-yl)methyl]-2-oxo-2H-chromen-3-yl]thiazol-2-yl]urea derivatives I (NR2 = C6H4N, morpholino, cyclohexylamino, etc.) were synthesized by the reaction of 3-(2-aminothiazol-5-yl)-6-[(2-benzoylbenzofuran-5-yl)methyl]-2H-chromen-2-one with various substituted amines and triphosgene, in the presence of a base. The synthesized compounds were evaluated for their anti-microbial activity and cytotoxicity. Most of the compounds exhibited promising anti-microbial activity against the selected Gram-pos. and Gram-neg. bacterial strains at MIC values ranging from 0.071 to 0.199 μM and fungal pathogen was moderate to be good. The in vitro cytotoxicity testing of the title compounds was performed against cervical cancer (HeLa) cell lines. In the preliminary MTT cytotoxicity studies, the results have shown that few synthesized compounds which exhibit a significant cytotoxicity at microliter concentration and were found to be non-toxic with IC50 values ranging from 49.322/15 to 52.715/15 mm3. The experimental part of the paper was very detailed, including the reaction process of 5-Bromothiazol-2-amine(cas: 3034-22-8Reference of 5-Bromothiazol-2-amine)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Reference of 5-Bromothiazol-2-amine

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