64299-06-5

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 7803-58-9 SULFAMIDE 
• 63-74-1 sulfanilamide 
• 74028-03-8 4-amino-N-[1-(1H-indol-3-yl)methylidene]benzenesulfonamide 
• 74028-19-6 4-amino-N-[1-(1H-indol-3-yl)methyl]benzenesulfonamide 
• 120-72-9 indole 
• 50-00-0 formaldehyd 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 700-06-1 indole-3-carbinol 

Relevant academic research and scientific papers

Synthesis and biological evaluation of a γ-cyclodextrin-based formulation of the anticancer agent 5,6,11,12,17,18,23,24- octahydrocyclododeca[1,2-b:4,5-b':7,8-b :10,11-b ']tetraindole (CTet)

5,6,11,12,17,18,23,24-octahydrocyclododeca[1,2-b:4,5-b':7,8-b :10, 11-b ']tetrai ndole (CTet), an indole-3-carbinol (I3C) metabolite endowed with anticancer properties, is poorly soluble in the solvents most frequently used in biological tests. This study indicates that the use of γ-cyclodextrin (γ-CD) avoids this problem. Formulated with γ-CD CTet is a potent inhibitor of DNA synthesis in both estrogen receptor positive (MCF-7) and estrogen receptor negative (MDA-MB-231) human breast cell lines (IC50 = 1.20 ± 0.04 μM and 1.0 ± 0.1 μM, respectively).

A practical and expeditious method for the preparation of the potential anticancer agent 5,6,11,12,17,18,23,24-octahydrocyclododeca[1,2-b:4,5-b′: 7,8-b″:10,11-b?]tetraindole (CTet)

A new synthetic method to obtain the potential anticancer agent 5,6,11,12,17,18,23,24-octahydrocyclododeca[1,2-b:4,5-b′:7, 8-b′′:10,11-b′′′]tetraindole (CTet), starting from 1H-indole-3-carboxaldehyde and sulfamide, is described. Although a mixture of CTet and cyclic indole trimer (CTr) is formed, higher CTet/CTr ratio (4:6) and CTet yield (15%) make our protocol more favorable than those reported in the literature. A discussion on the possible reaction mechanism is reported.

Convenient synthesis of 5,6,11,12,17,18-hexahydrocyclononal[1,2-b:4,5-b′:7,8-b″] triindole, a Novel phytoestrogen

An efficient one-pot synthesis is described of 5,6,11,12,17,18-hexahydrocyclononal[1,2-b:4,5-b':7,8-b ]triindole (CTr), a potent estrogen agonist from food plants. For the procedure, gramine is treated with dimethyl sulfate and sodium in ethanol at room temperature. Quenching of the reaction with water and workup of the product provides CTr in approximately 75% yield.