Day: October 20, 2022

The author of 《Eelectrosynthesis of benzothiazole derivatives via C-H thiolation》 were Ahdenov, Reza; Mohammadi, Ali Asghar; Makarem, Somayeh; Taheri, Salman; Mollabagher, Hoda. And the article was published in Heterocyclic Communications in 2022. Safety of 6-Chlorobenzothiazol-2-ylamine The author mentioned the following in the article:

Benzothiazole derivatives are essential intermediates in synthesizing a wide variety of medical and pharmaceutical compounds, and there is a great demand for a simple and efficient method to synthesize benzothiazoles under mild reaction conditions. Organic electrosynthesis as an energy-efficient process represents an environmentally benign and safer method than traditional methods for organic synthesis. Herein, authors present bromine-free and straightforward synthesis of 2-amino benzothiazole derivatives via the reaction of aniline derivatives and ammonium thiocyanate using electrosynthesis in the presence of sodium bromide both as an electrolyte and as a brominating agent at room temperature in iso-Pr alc. (i-PrOH) as a solvent. The reaction of ammonium thiocyanate via C-H thiolation routes, using various aniline derivatives, resulted in a simple, green, and bromine-free synthesis of 2-amino benzothiazole in moderate to good yields under mild reaction conditions. Riluzole drug can be produced using the same procedure in moderate yields. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Safety of 6-Chlorobenzothiazol-2-ylamine)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Safety of 6-Chlorobenzothiazol-2-ylamineThe thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

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

《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

Related Products of 95-24-9On October 15, 2020 ,《Synthesis, characterization, pharmacological evaluation and molecular docking studies of benzothiazole azo derivatives》 was published in Journal of Molecular Structure. The article was written by Harisha, S.; Keshavayya, Jathi; Prasanna, S. M.; Joy Hoskeri, H.. The article contains the following contents:

A series of novel benzothiazole based azo dyes were synthesized and fully characterized by using different anal. techniques. The antioxidant activity of synthesized azo dyes was studied with the DPPH, hydrogen peroxide, metal chelating and nitric oxide radical methods and compared with the known antioxidant ascorbic acid. Further, the anticancer properties of synthesized azo dyes were carried out against breast cancer (MCF-7) cell lines by MTT assay and results revealed that the synthesized compounds exhibited good anticancer property in micro-molar range. Addnl., the anti-inflammatory activities of target compounds were also investigated by protein denaturation method and were found to have effective anti-inflammatory property. In order to predict the binding modes and binding affinity of synthesized compounds, they were docked into the active sites of protein B-cell lymphoma-extra-large (Bcl-xL) to predict their anticancer property. The synthesized compounds were found to have good affinity for B-cell lymphoma-extra-large (Bcl-xL). A good correlation was found between in-silico docking anal. and in biol. screening of all synthesized azo dyes with less binding energies and higher inhibition constants value against the target protein. The experimental process involved the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Related Products of 95-24-9)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Related Products of 95-24-9The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

Mor, Satbir; Khatri, Mohini; Punia, Ravinder; Kumar, Deepak; Jindal, Deepak Kumar; Basu, Biswarup; Jakhar, Komal published their research in Journal of Molecular Structure on December 5 ,2022. The article was titled 《Synthesis and in vitro anticancer evaluation of 8b-hydroxy-1-(6-substitutedbenzo[d]thiazol-2-yl)-3-(3-substitutedphenyl)-1,8b-dihydroindeno[1,2-c]pyrazol-4(3aH)-ones》.SDS of cas: 95-24-9 The article contains the following contents:

A series of 1,8b-dihydroindeno[1,2-c]pyrazol-4(3aH)-ones I (R1 = Me, OMe, Br; R2 = H, Me, OMe, Cl, Br) has been efficiently syn.thesized on reaction of 2-(3-substitutedbenzoyl)-(1H)-indene-1,3(2H)-diones and 2-hydrazinylbenzo[d]thiazole/2-hydrazinyl-6-substituted benzo[d]thiazoles in presence of dry ethanol under reflux conditions in good yields. The synthesized hydroxypyrazolones were assayed for their anticancer activity against two human cancer cell lines (i) lung carcinoma (A549) and (ii) breast carcinoma (MCF7) using MTT assay. Among all the tested compounds, I (R1 = Me; R2 = Cl) and I (R1 = Br; R2 = H) with IC50 values in the range of 30.68 +/- 0.57μM to 34.87 +/- 0.76μM exhibited moderate inhibitory ability against both the tested cancer cell lines in comparison to the standard drug Doxorubicin (0.95 +/- 0.10μM for A549 and 1.09 +/- 0.11μM for MCF7). The above two compounds were further tested against normal human embryonic kidney cell line (HEK 293T) to examine their toxicity against normal cell lines. Selectivity Index (S.I.) of these compounds was calculated for both the cancer cell lines which revealed that these derivatives i.e. I (R1 = Me; R2 = Cl) (S.I = 2.82 for A549 and 2.90 for MCF7) and I (R1 = Br; R2 = H) (S.I = 2.78 for A549 and 2.95 for MCF7) are safer anticancer agents. In the experiment, the researchers used many compounds, for example, 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9SDS of cas: 95-24-9)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.SDS of cas: 95-24-9The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

The author of 《Removal of diclofenac from a non-sterile aqueous system using Trametes versicolor with an emphasis on adsorption and biodegradation mechanisms》 were Stenholm, Aake; Hedeland, Mikael; Arvidsson, Torbjoern; Pettersson, Curt E.. And the article was published in Environmental Technology in 2019. Formula: C18H24N6O6S4 The author mentioned the following in the article:

This paper describes the search for procedures through which the xenobiotic pollutant diclofenac can be removed from non-sterile aquatic systems. Specifically, adsorption to solid supports (carriers) in combination with biodegradation by non-immobilized and immobilized white rot fungus Trametes versicolor were investigated. Batch experiments using polyurethane foam (PUF)-carriers resulted in 99.9% diclofenac removal after 4 h, with monolayer adsorption of diclofenac to carrier and glass surfaces accounting for most of the diclofenac decrease. Enzymic reactions contributed less, accounting for approx. < 0.5% of this decrease. In bioreactor experiments using PUF-carriers, an initial 100% removal was achieved with biodegradation contributing approx. 7%. In batch experiments that utilized polyethylene-carriers with negligible immobilization of Trametes versicolor, a 98% total diclofenac removal was achieved after one week, with a biodegradation contribution of approx. 14%. Five novel enzyme-catalyzed biodegradation products were tentatively identified in the batch-wise and bioreactor experiments using full scan ultra-high-performance liquid chromatog.-quadrupole/time of flight mass spectrometry. Both reduction and oxidation products were found, with the contents estimated to be at μg L-1 concentration levels. In the experiment, the researchers used many compounds, for example, ABTS Diammonium(cas: 30931-67-0Formula: C18H24N6O6S4)

ABTS Diammonium(cas: 30931-67-0) 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.Formula: C18H24N6O6S4

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

Tikhonova, Tatyana A.; Rassokhina, Irina V.; Kondrakhin, Eugeny A.; Fedosov, Mikhail A.; Bukanova, Julia V.; Rossokhin, Alexey V.; Sharonova, Irina N.; Kovalev, Georgy I.; Zavarzin, Igor V.; Volkova, Yulia A. published an article on January 31 ,2020. The article was titled 《Development of 1,3-thiazole analogues of imidazopyridines as potent positive allosteric modulators of GABAA receptors》, and you may find the article in Bioorganic Chemistry.Recommanded Product: 6-Chlorobenzothiazol-2-ylamine The information in the text is summarized as follows:

Structure-activity relationship studies were conducted in the search for 1,3-thiazole isosteric analogs of imidazopyridine drugs (Zolpidem, Alpidem). Three series of novel γ-aminobutyric acid receptor (GABAAR) ligands belonging to imidazo[2,1-b]thiazoles I [R1 = OMe, NMe2, OEt; R2 = p-chlorophenyl], [R1 = OMe, R2 = p-nitrophenyl] and [R1 = OEt, R2 = o,p-dichlorophenyl], imidazo[2,1-b][1,3,4]thiadiazoles II [R3 = OEt, NMe2, NPr2; R4 = p-chlorophenyl; R5 = Et, iso-Pr, MOM] and benzo[d]imidazo[2,1-b]thiazoles III [R6 = NH2, OEt, NMe2, NEt2, NPr2; R7 = Ph, p-fluorophenyl o,p-dimethoxyphenyl, etc.; R8 = H, Cl, OMe] were synthesized and characterized as active agents against GABAAR benzodiazepine-binding site. In each of these series, potent compounds were discovered using a radioligand competition binding assay. The functional properties of highest-affinity compounds III [R6 = NH2, R7 = p-chlorophenyl, R8 = H] and [R6 = NMe2, R7 = o-chlorophenyl, R8 = H] as GABAAR pos. allosteric modulators (PAMs) were determined by electrophysiol. measurements. In-vivo studies on zebrafish demonstrated their potential for the further development of anxiolytics. Using the OECD “”Fish, Acute Toxicity Test”” active compounds were found safe and non-toxic. Structural bases for activity of benzo[d]imidazo[2,1-b]thiazoles were proposed using mol. docking studies. The isosteric replacement of the pyridine nuclei by 1,3-thiazole, 1,3,4-thiadiazole, or 1,3-benzothiazole in the ring-fused imidazole class of GABAAR PAMs was showed to be promising for the development of novel hypnotics, anxiolytics, anticonvulsants and sedatives drug-candidates.6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Recommanded Product: 6-Chlorobenzothiazol-2-ylamine) was used in this study.

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Recommanded Product: 6-Chlorobenzothiazol-2-ylamineTheir presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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

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