Category: 219552-64-4

Varnes, Jeffrey G.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2007 | CAS: 219552-64-4

tert-Butyl 6-nitro-1H-indole-1-carboxylate(cas: 219552-64-4) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Synthetic Route of C13H14N2O4They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

Varnes, Jeffrey G.; Wacker, Dean A.; Jacobson, Irina C.; Quan, Mimi L.; Ellis, Christopher D.; Rossi, Karen A.; He, Ming Y.; Luettgen, Joseph M.; Knabb, Robert M.; Bai, Steven; He, Kan; Lam, Patrick Y. S.; Wexler, Ruth R. published their research in Bioorganic & Medicinal Chemistry Letters on December 1 ,2007. The article was titled 《Design, structure-activity relationship, and pharmacokinetic profile of pyrazole-based indoline factor Xa inhibitors》.Synthetic Route of C13H14N2O4 The article contains the following contents:

Aminobenzoisoxazolylpyrazolecarboxamides of arylamines and fused arylamines such as I are prepared as factor Xa inhibitors and razaxaban analogs; the inhibition of factor Xa by the title compounds, their selectivities for factor Xa over thrombin and trypsin, and the pharmacokinetic profiles of selected compounds (including I) in dogs are determined Carboxamides derived from fused or secondary arylamines are used rather than those derived from primary arylamines to inhibit the formation of aniline metabolites derived from amide hydrolysis. Indoline-derived aminobenzoisoxazolylpyrazolecarboxamides provide the most selective and active factor Xa inhibitors of the compounds tested, with subnanomolar factor Xa binding Kis, modest to high selectivities vs. other serine proteases, and good in vitro clotting activity in some cases. E.g, I inhibits human factor Xa with a Ki value of 2.7 nM while inhibiting human thrombin and trypsin with Ki values of >21 μM and >2.5 μM, resp.; when tested in vivo, however, I has lower anticoagulant activity than razaxaban. In the experiment, the researchers used many compounds, for example, tert-Butyl 6-nitro-1H-indole-1-carboxylate(cas: 219552-64-4Synthetic Route of C13H14N2O4)

tert-Butyl 6-nitro-1H-indole-1-carboxylate(cas: 219552-64-4) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Synthetic Route of C13H14N2O4They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

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

Brief introduction of 219552-64-4

219552-64-4 tert-Butyl 6-nitro-1H-indole-1-carboxylate 22240526, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.219552-64-4,tert-Butyl 6-nitro-1H-indole-1-carboxylate,as a common compound, the synthetic route is as follows.

Step 2.Synthesis of 6-Amino-2,3-dihdro-indole-1-carboxylic acid t-butyl ester 6-Nitro-indole-1-carboxylic acid t-butyl ester (1 eq) was dissolved in methanol (0.1M), to this solution was added palladium on carbon (0.1 eq) in methanol under nitrogen.A hydrogen atmosphere was then inserted and resulting mixture allowed to stir for 3 hours at room temperature.The reaction mixture was then filtered through celite and solvent removed in vacuo to afford 6-Amino-2,3-dihdro-indole-1-carboxylic acid t-butyl ester as a white solid. MS: MH+235, 219552-64-4

219552-64-4 tert-Butyl 6-nitro-1H-indole-1-carboxylate 22240526, aindole-building-block compound, is more and more widely used in various fields.

Reference：
Patent; Amiri, Payman; Fantl, Wendy; Levine, Barry Haskell; Poon, Daniel J.; Ramurthy, Savithri; Renhowe, Paul A.; Subramanian, Sharadha; Sung, Leonard; US2004/122237; (2004); A1;,
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