Category: 57663-18-0

Lillich, Felix F. published the artcileStructure-Based Design of Dual Partial Peroxisome Proliferator-Activated Receptor γ Agonists/Soluble Epoxide Hydrolase Inhibitors, COA of Formula: C11H11NO2, the publication is Journal of Medicinal Chemistry (2021), 64(23), 17259-17276, database is CAplus and MEDLINE.

A dual partial PPARγ agonist/sEH inhibitor using a structure-guided approach was designed. Exhaustive structure-activity relationship studies lead to the successful optimization of the designed lead. Crystal structures of one representative compound with both targets revealed potential points for optimization. The optimized compounds exhibited favorable metabolic stability, toxicity, selectivity, and desirable activity in adipocytes and macrophages.

Journal of Medicinal Chemistry published new progress about 57663-18-0. 57663-18-0 belongs to indole-building-block, auxiliary class Indole,Ester, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, COA of Formula: C11H11NO2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Masters, Kye-Simeon published the artcileortho-Bromo(propa-1,2-dien-1-yl)arenes: Substrates for domino reactions, Formula: C11H11NO2, the publication is Journal of Organic Chemistry (2011), 76(21), 9060-9067, database is CAplus and MEDLINE.

O-Bromo(propa-1,2-dien-1-yl)arenes exhibit novel and orthogonal reactivity under Pd catalysis in the presence of secondary amines to form enamines (concerted Pd insertion, intramol. carbopalladation, and terminative Buchwald-Hartwig coupling) and of amides to form indoles (addition, Buchwald-Hartwig cyclization, and loss of the acetyl group). The substrates for these reactions can be accessed in a reliable and highly selective two-step process from 2-bromoaryl bromides.

Journal of Organic Chemistry published new progress about 57663-18-0. 57663-18-0 belongs to indole-building-block, auxiliary class Indole,Ester, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Formula: C11H11NO2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lamotte, Yann published the artcileSynthesis and biological activities of novel indole derivatives as potent and selective PPARγ modulators, Quality Control of 57663-18-0, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(4), 1399-1404, database is CAplus and MEDLINE.

Starting from the structure of Telmisartan, a new series of potent and selective PPARγ modulators was identified. The synthesis, in vitro and in vivo evaluation of the most potent compounds were reported and the X-ray structure of compound I bound to the PPARγ ligand binding domain was described.

Bioorganic & Medicinal Chemistry Letters published new progress about 57663-18-0. 57663-18-0 belongs to indole-building-block, auxiliary class Indole,Ester, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Quality Control of 57663-18-0.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Soderberg, Bjorn C. G. published the artcileIntramolecular cyclization reactions of unsaturated amino Fischer chromium carbenes forming indoles and quinolines, Product Details of C11H11NO2, the publication is Tetrahedron (2003), 59(44), 8775-8791, database is CAplus.

A thermally induced intramol. annulation reaction of N-(2-alkenylphenyl)amino substituted Fischer chromium carbenes has been extensively examined The carbene complexes were prepared in moderate to good yields by reaction of 2-aminostyrenes with intermediately formed acyloxy substituted carbenes. Upon heating, the thermally labile carbenes decomposed producing indoles and quinolines as the major products. The product distribution was found to be highly dependent on the substitution pattern and electronic properties of the starting material, and on the solvent used. The reaction of pentacarbonyl[1-[[2-ethenyl-3-(methoxycarbonyl)phenyl]amino]ethylidene]chromium gave 2-methyl-1H-indole-4-carboxylic acid Me ester. The reaction of pentacarbonyl[1-[[2-(1-methylethenyl)phenyl]amino]ethylidene]chromium gave 2,4-dimethylquinoline and 1,2,3,4-tetrahydro-2,4-dimethylquinoline.

Tetrahedron published new progress about 57663-18-0. 57663-18-0 belongs to indole-building-block, auxiliary class Indole,Ester, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C3H5BN2O2, Product Details of C11H11NO2.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

McDonald, Brian G. published the artcileConversion of (2-chlorallyl)amines into heterocyclic compounds. I. 2-Methylindoles, 1,5,6,7-tetrahydro-3-methylindol-4-ones, and related heterocycles, Related Products of indole-building-block, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1975), 1446-50, database is CAplus.

The allylanilines I [R = H, Me, (CH2)2CO2Me, R1 = H; R = H, R1 = 2-Ph, 2-CO2Me, 3-Me, 4-Cl, 4-Me, 4-CO2Me], prepared by condensation of R1C6H4NHR with CH2:CClCH2R2 (R2 = Cl, I), gave 5-75% II on heating with polyphosphoric acid at 100° or BF3-MeOH at 150°. This method was used for the preparation of other heterocyclic compounds e.g. condensation of 4,7-dichloroquinoline with R3NHCH2CCl:CH2 (R3 = Ph, Et) and cyclization of the product formed gave 30-42% pyrroloquinolines III.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 57663-18-0. 57663-18-0 belongs to indole-building-block, auxiliary class Indole,Ester, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Related Products of indole-building-block.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

McDonald, Brian G. published the artcileConversion of (2-chlorallyl)amines into heterocyclic compounds. I. 2-Methylindoles, 1,5,6,7-tetrahydro-3-methylindol-4-ones, and related heterocycles, Related Products of indole-building-block, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1975), 1446-50, database is CAplus.

The allylanilines I [R = H, Me, (CH2)2CO2Me, R1 = H; R = H, R1 = 2-Ph, 2-CO2Me, 3-Me, 4-Cl, 4-Me, 4-CO2Me], prepared by condensation of R1C6H4NHR with CH2:CClCH2R2 (R2 = Cl, I), gave 5-75% II on heating with polyphosphoric acid at 100° or BF3-MeOH at 150°. This method was used for the preparation of other heterocyclic compounds e.g. condensation of 4,7-dichloroquinoline with R3NHCH2CCl:CH2 (R3 = Ph, Et) and cyclization of the product formed gave 30-42% pyrroloquinolines III.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 57663-18-0. 57663-18-0 belongs to indole-building-block, auxiliary class Indole,Ester, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Related Products of indole-building-block.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Cho, Er-Chieh published the artcileRing size changes in the development of class I HDAC inhibitors, Safety of Methyl 2-methyl-1H-indole-5-carboxylate, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2021), 36(1), 1386-1400, database is CAplus and MEDLINE.

Five pathways involving different ring structures led to generation of fourteen thienylbenzamides which display the structure-activity relationships of class I HDAC inhibitors. All the synthesized compounds inhibit HDAC1 and HDAC2 selectively over other isoforms and many inhibit DLD1 and HCT116 cells more effectively than a parent compound Compounds and inhibit HCT116 cells by activation of the apoptosis pathway.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 57663-18-0. 57663-18-0 belongs to indole-building-block, auxiliary class Indole,Ester, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Safety of Methyl 2-methyl-1H-indole-5-carboxylate.

Referemce:
https://www.nature.com/articles/s41429-020-0333-2,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

McDonald, Brian G. published the artcileConversion of (2-chlorallyl)amines into heterocyclic compounds. I. 2-Methylindoles, 1,5,6,7-tetrahydro-3-methylindol-4-ones, and related heterocycles, Formula: C11H11NO2, the main research area is cyclization aniline chloroallyl 231; indole methyl; oxazoloquinoline; imidazopyridine; pyrroloquinoline.

The allylanilines I [R = H, Me, (CH2)2CO2Me, R1 = H; R = H, R1 = 2-Ph, 2-CO2Me, 3-Me, 4-Cl, 4-Me, 4-CO2Me], prepared by condensation of R1C6H4NHR with CH2:CClCH2R2 (R2 = Cl, I), gave 5-75% II on heating with polyphosphoric acid at 100° or BF3-MeOH at 150°. This method was used for the preparation of other heterocyclic compounds e.g. condensation of 4,7-dichloroquinoline with R3NHCH2CCl:CH2 (R3 = Ph, Et) and cyclization of the product formed gave 30-42% pyrroloquinolines III.

Journal of the Chemical Society, Perkin Transactions 18: Organic and Bio-Organic Chemistry published new progress about Cyclization. 57663-18-0 belongs to class indole-building-block, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Formula: C11H11NO2.

Referemce:
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

Masters, Kye-Simeon published the artcileortho-Bromo(propa-1,2-dien-1-yl)arenes: Substrates for domino reactions, Application of Methyl 2-methyl-1H-indole-5-carboxylate, the main research area is indole preparation; bromopropadienylarene amine amide domino reaction Pd catalyst.

O-Bromo(propa-1,2-dien-1-yl)arenes exhibit novel and orthogonal reactivity under Pd catalysis in the presence of secondary amines to form enamines (concerted Pd insertion, intramol. carbopalladation, and terminative Buchwald-Hartwig coupling) and of amides to form indoles (addition, Buchwald-Hartwig cyclization, and loss of the acetyl group). The substrates for these reactions can be accessed in a reliable and highly selective two-step process from 2-bromoaryl bromides.

Journal of Organic Chemistry published new progress about Addition reaction. 57663-18-0 belongs to class indole-building-block, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Application of Methyl 2-methyl-1H-indole-5-carboxylate.

Referemce:
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

Cho, Er-Chieh published the artcileRing size changes in the development of class I HDAC inhibitors, Application of Methyl 2-methyl-1H-indole-5-carboxylate, the main research area is thienylbenzamide anticancer SAR HDAC inhibitor docking; HDAC; Thienylbenzamides; colon cancer; ring transformation.

Five pathways involving different ring structures led to generation of fourteen thienylbenzamides which display the structure-activity relationships of class I HDAC inhibitors. All the synthesized compounds inhibit HDAC1 and HDAC2 selectively over other isoforms and many inhibit DLD1 and HCT116 cells more effectively than a parent compound Compounds and inhibit HCT116 cells by activation of the apoptosis pathway.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about Antitumor agents. 57663-18-0 belongs to class indole-building-block, name is Methyl 2-methyl-1H-indole-5-carboxylate, and the molecular formula is C11H11NO2, Application of Methyl 2-methyl-1H-indole-5-carboxylate.

Referemce:
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