Category: 132680-54-7

Ma, Rui-Jun;Xu, Wen-Ke;Sun, Jian-Ting;Chen, Ling;Si, Chang-Mei;Wei, Bang-Guo published 《Synthesis of dihydro-[1,3]oxazino[4,3-a] isoindole and tetrahydroisoquinoline through Cu(OTf)₂-catalyzed reactions of N-acyliminium ions with ynamides》 in 2021. The article was appeared in 《Tetrahedron Letters》. They have made some progress in their research.Related Products of 132680-54-7 The article mentions the following:

An efficient approach to access functionalized dihydro-[1,3]oxazino[4,3-a] isoindole and tetrahydroisoquinoline skeletons has been developed through the addition-cyclization process of ynamides with N-acyliminium ions generated from N,O-acetals. The reactions were conducted under the catalysis of Cu(OTf)₂, and a number of functionalized dihydro-[1,3]oxazino[4,3-a] isoindoles and tetrahydroisoquinolines were generated in 48-98% yields. When chiral ynamides were used, optically pure tetrahydroisoquinolines could be obtained with good to excellent yields and diastereoselectivities. And 6-Methoxyisoindolin-1-one (cas: 132680-54-7) was used in the research process.

6-Methoxyisoindolin-1-one(cas:132680-54-7 Related Products of 132680-54-7) also interacts with inhibitors of other topoisomerases such as camptothecin and etoposide. It has been shown that combining these two drugs can inhibit cancer cells more effectively than either drug alone.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Electric Literature of C9H9NO2In 2009, Powers, James J.;Favor, David A.;Rankin, Trent;Sharma, Rashmi;Pandit, Chetan;Jeganathan, Azhwarsamy;Maiti, Samarendra N. published 《Synthesis of methyl-, fluoro-, and chloro-substituted 6-hydroxyisoindolin-1-ones》. 《Tetrahedron Letters》published the findings. The article contains the following contents:

The regioselective synthesis of a series of methyl-, fluoro-, and chloro-substituted 6-hydroxyisoindolin-1-ones through a common aryl ester-nitrile intermediate is described. E.g., treatment of Me 2-cyano-5-methoxy-4-methylbenzoate (prepared from 3-methoxy-4-methylbenzoic acid via bromination, esterification, and cyanation) with Pd/C in ethanol gave the ring-closed 6-methoxy-5-methyl-2,3-dihydroisoindol-1-one. This was treated with boron tribromide in DCM to obtain 6-hydroxy-5-methyl-2,3-dihydroisoindol-1-one.6-Methoxyisoindolin-1-one (cas: 132680-54-7) were involved in the experimental procedure.

6-Methoxyisoindolin-1-one(cas:132680-54-7 Electric Literature of C9H9NO2) also interacts with inhibitors of other topoisomerases such as camptothecin and etoposide. It has been shown that combining these two drugs can inhibit cancer cells more effectively than either drug alone.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Nguyen, Sierra C.;Hong, Allen Y. published 《Synthesis of semi-saturated polycyclic 1,2,4-triazoles from lactams》. The research results were published in《Tetrahedron Letters》 in 2021.Application of 132680-54-7 The article conveys some information:

A two-step method for the preparation of annulated 1,2,4-triazoles has been developed via the hydroxylamine-O-sulfonic acid (HOSA)-mediated N-amination of readily available lactams followed by condensation with Et 2-ethoxy-2-iminoacetate. Various annulated ring sizes can be incorporated into the resulting polycyclic triazoles. The experimental procedure involved many compounds, such as 6-Methoxyisoindolin-1-one (cas: 132680-54-7) .

6-Methoxyisoindolin-1-one(cas:132680-54-7 Application of 132680-54-7) is a class III topoisomerase inhibitor that binds to the chk1 protein, which is an enzyme involved in DNA replication. 6-Methoxyisoindolin-1-one inhibits the interaction between the chk1 protein and DNA, preventing DNA replication.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Huang, Xiaohua;Cheng, Cliff C.;Fischmann, Thierry O.;Duca, Jose S.;Richards, Matthew;Tadikonda, Praveen K.;Reddy, Panduranga Adulla;Zhao, Lianyun;Arshad Siddiqui, M.;Parry, David;Davis, Nicole;Seghezzi, Wolfgang;Wiswell, Derek;Shipps, Gerald W. published 《Structure-based design and optimization of 2-aminothiazole-4-carboxamide as a new class of CHK1 inhibitors》. The research results were published in《Bioorganic & Medicinal Chemistry Letters》 in 2013.Recommanded Product: 6-Methoxyisoindolin-1-one The article conveys some information:

N-(Piperazinylaryl) amino- and heterocyclyl-substituted thiazolecarboxamides such as N-(piperazinylpyridinyl) (oxoisoindolinyl)thiazolecarboxamide I were prepared as selective inhibitors of checkpoint kinase 1 (CHK1). Both the identities of the amino substituent on the thiazole ring and the aryl ring connecting the piperazine moiety to the thiazolecarboxamide were varied to determine the structure-activity relationship for enzymic and cellular CHK1 inhibition and for selectivity over the related kinase CHK2. I inhibited CHK1 with IC₅₀ values against the enzyme and against cells of 1 nM and 30 nM, resp., with > 10⁴ selectivity for CHK1 over CHK2; the inhibition of CYP 3A4, 2D6, and 2C9 in human liver microsomes, of hERG in various assays, and of other kinases and of various G protein-coupled receptors by I was determined The structure of a complex of I with CHK1 was determined by X-ray crystallog.; the topol. of its binding to the ATP-binding site of CHK1 is determined The experimental procedure involved many compounds, such as 6-Methoxyisoindolin-1-one (cas: 132680-54-7) .

6-Methoxyisoindolin-1-one(cas:132680-54-7 Recommanded Product: 6-Methoxyisoindolin-1-one) also interacts with inhibitors of other topoisomerases such as camptothecin and etoposide. It has been shown that combining these two drugs can inhibit cancer cells more effectively than either drug alone.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Barnes, Keith D.;Chen, Ping;Chang, Yingyan;Lewis, Robert M.;Manley, Christopher M.;Mayhew, Nicholas J.;Steffke, Stephen H.;Wang, Guixing;Wang, Yi;Yang, Yuh-Lin A.;Lippert, John W. III published 《Lactam coupling as a versatile route to indoprofen analogs》 in 2011. The article was appeared in 《Synthetic Communications》. They have made some progress in their research.Reference of 6-Methoxyisoindolin-1-one The article mentions the following:

A convergent synthesis of indoprofen via a palladium-catalyzed Buchwald-Hartwig cross-coupling approach was reported. Using this methodol., indoprofen and a set of analogs of indoprofen were readily prepared6-Methoxyisoindolin-1-one (cas: 132680-54-7) were involved in the experimental procedure.

The crystal structure of 6-Methoxyisoindolin-1-one(cas:132680-54-7 Reference of 6-Methoxyisoindolin-1-one) has been determined using x-ray crystallography and cell studies. It was found that 6-Methoxyisoindolin-1-one inhibits the interactions of chk1 with substructures of DNA, such as the major groove and minor groove.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Electric Literature of C9H9NO2In 2017, Ling, Fei;Ai, Chongren;Lv, Yaping;Zhong, Weihui published 《Traceless Directing Group Assisted Cobalt-Catalyzed C-H Carbonylation of Benzylamines》. 《Advanced Synthesis & Catalysis》published the findings. The article contains the following contents:

An expedient and convenient strategy was reported for regioselective synthesis of N-unprotected isoindolinones I [R¹ = H, 6-Me, 4-Br, etc.; R² = H, Et, Ph, etc.] via Co-catalyzed C(sp²)-H carbonylation of benzylamines II using picolinamide as traceless directing group through direct C-H/N-H bond activation using DEAD as environmentally benign carbonyl source. This carbonylation strategy was also compatible with various aryl/heteroaryl substituted amines that afforded corresponding N-unprotected isoindolinones, e.g., III, thieno[2,3-c]pyrrol-4-one and 3,4-dihydroisoquinolin-1(2H)-one. This protocol tolerated a variety of functional groups and provided a facile and efficient method for the formal synthesis of (+)-garenoxacin. The experimental procedure involved many compounds, such as 6-Methoxyisoindolin-1-one (cas: 132680-54-7) .

6-Methoxyisoindolin-1-one(cas:132680-54-7 Electric Literature of C9H9NO2) also interacts with inhibitors of other topoisomerases such as camptothecin and etoposide. It has been shown that combining these two drugs can inhibit cancer cells more effectively than either drug alone.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lopez-Valdez, German;Olguin-Uribe, Simon;Miranda, Luis D. published 《Carbamoyl radicals from carbamoylxanthates: a facile entry into isoindolin-1-ones》 in 2007. The article was appeared in 《Tetrahedron Letters》. They have made some progress in their research.Formula: C9H9NO2 The article mentions the following:

It has been found that carbamoylxanthates (e.g., BnN(CMe₃)C(O)S₂COEt) derived from secondary t-Bu amines are stable compounds which function as efficient sources of carbamoyl radicals. The carbamoylxanthates derived from t-butylbenzylamines can be efficiently transformed into 2-t-butylisoindolin-1-ones (e.g. I) via an oxidative radical cyclization process. The carbamoylxanthates derived from N-t-butylamino olefins underwent the expected cyclization/xanthate-transfer process to afford the corresponding pyrrolidones and piperidones under thermally induced DLP fragmentation conditions and in the presence of catalytic Et₃B in air, at room temperature The experimental procedure involved many compounds, such as 6-Methoxyisoindolin-1-one (cas: 132680-54-7) .

6-Methoxyisoindolin-1-one(cas:132680-54-7 Formula: C9H9NO2) also interacts with inhibitors of other topoisomerases such as camptothecin and etoposide. It has been shown that combining these two drugs can inhibit cancer cells more effectively than either drug alone.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Ma, Rui-Jun;Sun, Jian-Ting;Liu, Chang-Hong;Chen, Ling;Si, Chang-Mei;Wei, Bang-Guo published 《Synthesis of 1-benzylisoindoline and 1-benzyl-tetrahydroisoquinoline through nucleophilic addition of organozinc reagents to N,O-acetals》. The research results were published in《Organic & Biomolecular Chemistry》 in 2020.Name: 6-Methoxyisoindolin-1-one The article conveys some information:

A new approach to access 1-benzylisoindolines I [n = 1, 2; R¹ = Bn, 4-FC₆H₄CH₂, 4-t-BuC₆H₄CH₂, etc.; R² = H, 5-Br, 6-Cl, etc.] and 1-benzyl-tetrahydroisoquinolines I [R² = H, 6,7-di-OMe] was developed through nucleophilic addition of organozinc reagents to N,O-acetals. A number of substituted organozinc reagents were amenable for this transformation, and the desired products were obtained with excellent yields. Moreover, Sc(OTf)₃ proved to be an effective catalyst for the formation of 1-benzylisoindolines I and 1-benzyl-tetrahydroisoquinolines II using such nucleophilic addition And 6-Methoxyisoindolin-1-one (cas: 132680-54-7) was used in the research process.

6-Methoxyisoindolin-1-one(cas:132680-54-7 Name: 6-Methoxyisoindolin-1-one) is a class III topoisomerase inhibitor that binds to the chk1 protein, which is an enzyme involved in DNA replication. 6-Methoxyisoindolin-1-one inhibits the interaction between the chk1 protein and DNA, preventing DNA replication.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Girijavallabhan, Vinay M.;Chen, Lei;Dai, Chaoyang;Feltz, Robert J.;Firmansjah, Luke;Li, Dansu;Kim, Seong Heon;Kozlowski, Joseph A.;Lavey, Brian J.;Kosinski, Aneta;Piwinski, John J.;Popovici-Muller, Janeta;Rizvi, Razia;Rosner, Kristin E.;Shankar, Banderpalle B.;Shih, Neng-Yang;Siddiqui, M. Arshad;Tong, Ling;Wong, Michael K. C.;Yang, De-yi;Yang, Liping;Yu, Wensheng;Zhou, Guowei;Guo, Zhuyan;Orth, Peter;Madison, Vincent;Bian, Hong;Lundell, Daniel;Niu, Xiaoda;Shah, Himanshu;Sun, Jing;Umland, Shelby published 《Novel TNF-α converting enzyme (TACE) inhibitors as potential treatment for inflammatory diseases》. The research results were published in《Bioorganic & Medicinal Chemistry Letters》 in 2010.Reference of 6-Methoxyisoindolin-1-one The article conveys some information:

Our research on hydantoin based TNF-α converting enzyme (TACE) inhibitors has led to an acetylene containing series that demonstrates sub-nanomolar potency (K _i) as well as excellent activity in human whole blood. These studies led to the discovery of highly potent TACE inhibitors such as 37 (I) with good DMPK profiles. The experimental procedure involved many compounds, such as 6-Methoxyisoindolin-1-one (cas: 132680-54-7) .

6-Methoxyisoindolin-1-one(cas:132680-54-7 Reference of 6-Methoxyisoindolin-1-one) also interacts with inhibitors of other topoisomerases such as camptothecin and etoposide. It has been shown that combining these two drugs can inhibit cancer cells more effectively than either drug alone.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Smith, Keith;El-Hiti, Gamal A.;Hegazy, Amany S.;Kariuki, Benson published 《A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N’-benzyl-N,N-dimethylureas》. The research results were published in《Beilstein Journal of Organic Chemistry》 in 2011.Category: indole-building-block The article conveys some information:

Lithiation of N’-benzyl-N,N-dimethylurea and its substituted derivatives with (tert-butyl)lithium (3.3 equiv) in anhydrous THF at 0° followed by a reaction with various electrophiles afforded a range of 3-substituted isoindolinone derivatives in high yields.6-Methoxyisoindolin-1-one (cas: 132680-54-7) were involved in the experimental procedure.

6-Methoxyisoindolin-1-one(cas:132680-54-7 Category: indole-building-block) also interacts with inhibitors of other topoisomerases such as camptothecin and etoposide. It has been shown that combining these two drugs can inhibit cancer cells more effectively than either drug alone.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles