Category: 95-24-9

Koohgard, Mehdi’s team published research in Catalysis Science & Technology in 10 | CAS: 95-24-9

Catalysis Science & Technology published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Related Products of thiazole.

Koohgard, Mehdi published the artcileARS-TiO2 photocatalyzed direct functionalization of sp2 C-H bonds toward thiocyanation and cyclization reactions under visible light, Related Products of thiazole, the publication is Catalysis Science & Technology (2020), 10(5), 1401-1407, database is CAplus.

An ARS-TiO2 photocatalyst has been prepared by a simple method through stirring a mixture of ARS and TiO2 at room temperature in the dark to extend the photocatalytic response of titanium dioxide toward the visible light spectrum. The synergic effect of ARS and TiO2 in the photocatalyst system has catalyzed direct C-H functionalization of sp2 C-H bonds toward thiocyanation and cyclization reactions. Several aromatic and heteroaromatic scaffolds (2-phenylamino-thiazoles I (R = H, 2-Cl, 4-Ph, etc.), phenols R1OH (R1 = Ph, 3-ethylphenyl, 2-formylphenyl, etc.), anilines R2C6H4N(R3)(R4) (R2 = 2-Me, 3-Cl, 3-OMe, etc.; R3 = H, Me, Et, Ph; R4 = H, Me, Et), indoles II (R5 = H, Me; R6 = H, Me; R7 = H, 5-MeO, 6-methoxycarbonyl, 5-Br, 5-Me) and pyrroles such as 1H-pyrrole and 1-methyl-1H-pyrrole) were treated with the ammonium thiocyanate at room temperature Thiocyanation of phenol and synthesis of 2-aminobenzothiazole derivatives III (R8 = Me, I, prop-1-en-2-yl, etc.) under visible light are presented.

Catalysis Science & Technology published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Related Products of thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Chen, Xue-Ping’s team published research in Journal of Organic Chemistry in 86 | CAS: 95-24-9

Journal of Organic Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Category: thiazole.

Chen, Xue-Ping published the artcileOrganocatalytic Asymmetric Synthesis of Benzothiazolopyrimidines via [4 + 2] Cyclization of 2-Benzothiazolimines and Aldehydes, Category: thiazole, the publication is Journal of Organic Chemistry (2021), 86(2), 1667-1675, database is CAplus and MEDLINE.

The direct asym. synthesis of pyrimido[2,1-b]benzothiazoles using a com. available chiral amine catalyst was reported. A variety of 2-benzothiazolimines and aldehydes were well tolerated under the reaction conditions and generated the corresponding products in 81-99% yields with excellent diastereoselectivities and enantioselectivities (up to >20:1 dr, 99% ee). Furthermore, the products could be easily converted to other useful chiral building blocks.

Journal of Organic Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Category: thiazole.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Yilmaz, Mehmet’s team published research in Tetrahedron in 116 | CAS: 95-24-9

Tetrahedron published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C24H29N5O3, Synthetic Route of 95-24-9.

Yilmaz, Mehmet published the artcileMicrowave assisted synthesis of 2,3-dihydro-4H-benzo[4,5]thiazolo[3,2-a]furo[2,3-d] pyrimidin-4-ones by radical addition of 2-hydroxy-4H-benzo[4,5]thiazolo[3,2-a] pyrimidin-4-ones to various conjugated alkenes and dienes mediated Mn(OAc)3, Synthetic Route of 95-24-9, the publication is Tetrahedron (2022), 132806, database is CAplus.

Synthesis of chem. important, novel 2,3-dihydro-4H-benzo [4,5]thiazolo [3,2-a]furo [2,3-d]pyrimidin-4-one derivatives, I (R1 = H, Me, F, CF3; R2 = H, Me, Ph, 4-F-C6H4; R3 = Ph, 2-thienyl, 4-F-C6H4, etc.), was approached in this work. These heterocyclic compounds were synthesized in good to excellent yields from the reaction of Mn(OAc)3 mediated radical addition of 2-hydroxy-4H-benzo [4,5]thiazolo [3,2-a]pyrimidin-4-one derivatives to various conjugated alkenes and dienes under microwave irradiation in mild conditions. Also, a different compound skeleton, 2,3-dihydrobenzo [4,5]imidazo [1,2-a]furo [2,3-d]pyrimidin-4(10H)-one, II, was obtained from the reaction of 2-hydroxy-10-methylbenzo [4,5]imidazo [1,2-a]pyrimidin-4(10H)-one and 1,1-diphenylethylene for the first time. While no product was obtained with conventional method in radical addition reactions, dihydrofuropyrimidines, I,andcompd. II were synthesized in excellent yields using microwave irradiating method at 150°C, 350 W for 60 s.

Tetrahedron published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C24H29N5O3, Synthetic Route of 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Al-Jibori, Subhi A.’s team published research in Dalton Transactions in 51 | CAS: 95-24-9

Dalton Transactions published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, SDS of cas: 95-24-9.

Al-Jibori, Subhi A. published the artcileSynthesis, structure and reactivity with phosphines of Hg(II) ortho-cyano-aminothiophenolate complexes formed via C-S bond cleavage and dehydrogenation of 2-aminobenzothiazoles, SDS of cas: 95-24-9, the publication is Dalton Transactions (2022), 51(20), 7889-7898, database is CAplus and MEDLINE.

Addition of 2-aminobenzothiazole (abt) and substituted derivatives to Hg(OAc)2 leads to the high yield formation of ortho-cyano-aminothiophenolate (ocap) complexes [Hg{SC6H3XN(CN)}]n (X = H, Me, Cl, Br, NO2) resulting from dehydrogenation and C-S bond cleavage. The reaction appears to be unique to Hg(OAc)2 and with HgCl2 the product [HgCl2(abt)]n contains an intact abt ligand, but reacts with acetate to afford the ocap complex [Hg{SC6H4N(CN)}]n. Binding of abt to Hg(II) was previously probed in mol. structures of [Hg(sac)2(abt)L] (L = MeOH, DMSO) and these were reexamined to understand the perturbation of abt upon coordination. When the reaction of abt and Hg(OAc)2 was carried out at low temperatures the intermediate [Hg(κ2-OAc)(EtOH)(μ-HNCNSC6H4)]2 was isolated resulting from a single ligand deprotonation thus allowing a mechanism for ring-opening to be proposed. Reactions of [Hg{SC6H3XN(CN)}]n with mono- and bidentate phosphines were studied, affording a series of complexes in which the ocap ligands adopt four different binding modes in the solid state, as shown by a number of crystallog. studies. In all, the ligand chelates to a single mercury center but spans to the second via either: (i) a simple S,N-chelate, (ii) coordination through nitrogen of the CN group, (iii) the sulfur acting as a thiolate-bridge, (iv) both thiolate bridging and cyanide coordination. With PPh3 two different binding modes are seen in complexes [Hg{SC6H3XN(CN)}(PPh3)]2 being dependant upon the nature of the arene-substituent, while addition of excess PPh3 affords mononuclear [Hg{SC6H3XN(CN)}(PPh3)2]. With dppm, binuclear [Hg{SC6H3XN(CN)}(κ1-dppm)]2 result in which the diphosphine binds in a monodentate fashion. With the more flexible diphosphines, dppe and dppb, coordination polymers [Hg{SC6H3XN(CN)}(κ1,κ1-diphosphine)]n result in which ocap binds in a simple chelate fashion. Somewhat unexpectedly, with dppp, binuclear complexes [Hg2{SC6H3XN(CN)}2(μ,κ1,κ1-dppp)] result in which two diphosphines bridge the Hg2 center, while with dppf mononuclear chelates are proposed to result. Thus, the simple and high-yielding ring-opening of 2-aminobenzothiazole and substituted derivatives by mercuric acetate provides ready access to a range of novel ortho-cyano-aminothiophenolate complexes, being shown to be a highly versatile ligand that can adopt a number of different coordination modes.

Dalton Transactions published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, SDS of cas: 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Jafari, Behzad’s team published research in ChemistrySelect in 4 | CAS: 95-24-9

ChemistrySelect published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Application of 6-Chlorobenzothiazol-2-ylamine.

Jafari, Behzad published the artcileSynthesis and Inhibitory Activity towards Monoamine Oxidase A and B of 8-Functionalized 3-Fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones, Application of 6-Chlorobenzothiazol-2-ylamine, the publication is ChemistrySelect (2019), 4(24), 7284-7291, database is CAplus.

An 8-chloro-3-fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-one was synthesized and employed in various palladium catalyzed cross-coupling-reactions, including Suzuki-Miyaura, Sonogashira and Buchwald-Hartwig reactions, delivering 8-aryl- I (R = C6H5, 4-FC6H4, 3-CH3C6H4, etc.), 8-alkynyl- I (R = CCC6H5, 4-CH3C6H4CC, 4-(CH3)3CC6H4CC) and 8-amino-3-fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones I (R = morpholin-4-yl, (4-fluorophenyl)aminyl, phenylaminyl, etc.) in good to excellent yields. The synthesized derivatives I were analyzed for their monoamine oxidase (MAO-A and MAO-B) inhibitory potential. Most of the compounds I exhibited moderate to good inhibitory activity towards MAO-A and/or MAO-B. Docking anal. was performed to verify the exptl. results. Hence, 8-substituted-3-fluoro-2-methyl-benzo[4,5]thiazolo[3,2-a]pyrimidin-4-ones I might be potential lead compounds towards novel monoamine oxidase inhibitors.

ChemistrySelect published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, Application of 6-Chlorobenzothiazol-2-ylamine.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Acharya, Prachi T.’s team published research in Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry in 59B | CAS: 95-24-9

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, SDS of cas: 95-24-9.

Acharya, Prachi T. published the artcileSynthesis, docking study and biological evaluation of novel N-(1,3-benzothiazol-2-yl)-2-(pyridin-3-ylformohydrazido)acetamide derivatives, SDS of cas: 95-24-9, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2020), 59B(11), 1721-1737, database is CAplus.

A series of N-(1,3-benzothiazol-2-yl)-2-(pyridin-3-ylformohydrazido)acetamide derivatives I (R = H, OMe, OEt, OH, Cl, F; X = H, N) have been synthesized by facile and efficient conventional method. Mol. docking revealed that synthesized derivatives and target proteins are actively involved in the binding pattern and had a significant correlation with biol. activity. Mol. dynamics studies have also been performed and ADME parameters for the synthesized compounds determined Biol. evaluation of all synthesized compounds have been carried out in vitro for their antibacterial, antituberculosis and antifungal efficacy against various bacterial and fungal strains and H37Rv. The different studies indicate that newly synthesized compounds possess moderate to good biol. activities.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about 95-24-9. 95-24-9 belongs to thiazole, auxiliary class Organic Pigment, name is 6-Chlorobenzothiazol-2-ylamine, and the molecular formula is C7H5ClN2S, SDS of cas: 95-24-9.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/thiazole,
Thiazole | chemical compound | Britannica

Koperniku, Ana’s team published research in Synthesis in 2019 | 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.Quality Control of 6-Chlorobenzothiazol-2-ylamineThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

《The Reaction of N -Trimethylsilyl-Substituted Heteroarylamines with Esters and Thioesters: An Efficient Protocol To Access Diheteroarylamides》 was written by Koperniku, Ana; Zamiri, Maryam; Grierson, David S.. Quality Control of 6-Chlorobenzothiazol-2-ylamine And the article was included in Synthesis on April 30 ,2019. The article conveys some information:

The S-benzyl thioester and Me ester derivatives of a representative 4-pyridinone-based carboxylic acid were sufficiently activated to react efficiently in amide coupling reactions with the amide anion generated in situfrom the N-trimethylsilyl derivative of different weakly nucleophilic heteroarylamines. In acetonitrile as solvent, the precipitated diheteroarylamide products were isolated in pure form by vacuum filtration. This simple amide bond forming protocol can be readily adapted to the parallel synthesis of compound libraries. In addition to this study using 6-Chlorobenzothiazol-2-ylamine, there are many other studies that have used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Quality Control of 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.Quality Control of 6-Chlorobenzothiazol-2-ylamineThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

Mor, Satbir’s team published research in RSC Advances in 2019 | 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.COA of Formula: C7H5ClN2SThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

《Convenient and efficient synthesis of novel 11H-benzo[5,6][1,4]thiazino[3,4-a]isoindol-11-ones derived from 2-bromo-(2/3-substituted phenyl)-1H-indene-1,3(2H)-diones》 was published in RSC Advances in 2019. These research results belong to Mor, Satbir; Sindhu, Suchita. COA of Formula: C7H5ClN2S The article mentions the following:

An unprecedented formation of 11H-benzo[5,6][1,4]thiazino[3,4-a]isoindol-11-ones I (R1 = 2-Me, 2-MeO, 2-F, 3-F; R2 = H, Me, OMe, Cl, Br) through a one-step reaction of differently substituted 2-aminobenzenethiols 2-H2N-5-R2C6H4SH and 2-bromo-(2/3-substituted phenyl)-1H-indene-1,3(2H)-diones II in freshly dried ethanol under reflux conditions has been investigated. This unique transformation probably occurs through an initial nucleophilic substitution followed by ring opening and subsequent intramol. cyclization. The structures of all the synthesized benzo[1,4]thiazino isoindolinones I were established by FTIR, 1H NMR, 13C NMR, HRMS, and X-ray crystallog. anal. This approach was found to be simple and convenient and provides several advantages such as substantial atom economy, short reaction time and operational simplicity. The experimental process involved the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9COA of Formula: C7H5ClN2S)

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.COA of Formula: C7H5ClN2SThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

Sever, Belgin’s team published research in Molecules in 2020 | 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.Reference 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.

The author of 《In vitro and in silico evaluation of anticancer activity of new indole-based 1,3,4-oxadiazoles as EGFR and COX-2 inhibitors》 were Sever, Belgin; Altintop, Mehlika Dilek; Ozdemir, Ahmet; Ciftci, Gulsen Akalin; Ellakwa, Doha E.; Tateishi, Hiroshi; Radwan, Mohamed O.; Ibrahim, Mahmoud A. A.; Otsuka, Masami; Fujita, Mikako; Ciftci, Halil I.; Ali, Taha F. S.. And the article was published in Molecules in 2020. Reference of 6-Chlorobenzothiazol-2-ylamine The author mentioned the following in the article:

Epidermal growth factor receptor (EGFR) and cyclooxygenase-2 (COX-2) are crucial targetable enzymes in cancer management. Therefore, herein, new 2-[(5-((1H-indol-3-yl)methyl)-1,3,4-oxadiazol-2-yl)thio]-N-(thiazol/benzothiazol-2-yl)acetamides (2a-i) were designed and synthesized as EGFR and COX-2 inhibitors. The cytotoxic effects of compounds 2a-i on HCT116 human colorectal carcinoma, A549 human lung adenocarcinoma, and A375 human melanoma cell lines were determined using MTT assay. 2-[(5-((1H-Indol-3-yl)methyl)-1,3,4-oxadiazol-2-yl)thio]-N-(6-ethoxybenzothiazol-2-yl)acetamide (2e) exhibited the most significant anticancer activity against HCT116, A549, and A375 cell lines with IC50 values of 6.43 ± 0.72μM, 9.62 ± 1.14μM, and 8.07 ± 1.36μM, resp., when compared with erlotinib (IC50 = 17.86 ± 3.22μM, 19.41 ± 2.38μM, and 23.81 ± 4.17μM, resp.). Further mechanistic assays demonstrated that compound 2e enhanced apoptosis (28.35%) in HCT116 cells more significantly than erlotinib (7.42%) and caused notable EGFR inhibition with an IC50 value of 2.80 ± 0.52μM when compared with erlotinib (IC50 = 0.04 ± 0.01μM). However, compound 2e did not cause any significant COX-2 inhibition, indicating that this compound showed COX-independent anticancer activity. The mol. docking study of compound 2e emphasized that the benzothiazole ring of this compound occupied the allosteric pocket in the EGFR active site. In conclusion, compound 2e is a promising EGFR inhibitor that warrants further clin. investigations. In the experiment, the researchers used 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Reference 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.Reference 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

Petrou, Anthi’s team published research in Molecules in 2019 | 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.

In 2019,Molecules included an article by Petrou, Anthi; Eleftheriou, Phaedra; Geronikaki, Athina; Akrivou, Melpomeni G.; Vizirianakis, Ioannis. SDS of cas: 95-24-9. The article was titled 《Novel thiazolidin-4-ones as potential non-nucleoside inhibitors of HIV-1 reverse transcriptase》. The information in the text is summarized as follows:

Background: HIV is the causative agent of Acquired Immunodeficiency Syndrome (AIDS), an infectious disease with increasing incidence worldwide. Non-nucleoside reverse transcriptase inhibitors (NNRTIs) play an important role in the treatment of AIDS. Although, many compounds are already being used as anti-HIV drugs, research for the development of new inhibitors continues as the virus develops resistant strains. Methods: The best features of available NNRTIs were taken into account for the design of novel inhibitors. PASS (Prediction of activity spectra for substances) prediction program and mol. docking studies for the selection of designed compounds were used for the synthesis. Compounds were synthesized using conventional and microwave irradiation methods and HIV RT inhibitory action was evaluated by colorimetric photometric immunoassay. Results: The evaluation of HIV-1 RT inhibitory activity revealed that seven compounds have significantly lower IC50 values than nevirapine (0.3μM). It was observed that the activity of compounds depends not only on the nature of substituent and it position in benzothiazole ring but also on the nature and position of substituents in benzene ring. Conclusion: Twenty four of the tested compounds exhibited inhibitory action lower than 4μM. Seven of them showed better activity than nevirapine, while three of the compounds exhibited IC50 values lower than 5 nM. Two compounds 9 and 10 exhibited very good inhibitory activity with IC50 1 nM. The experimental part of the paper was very detailed, including the reaction process of 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