330833-79-9

Usage

Uses

Used in Pharmaceutical Research:
3-Benzo[1,3]dioxol-5-yl-3-phenyl-propylamine is used as a compound of interest for its potential bioactivity, which may be explored in the development of new pharmaceuticals. The presence of aromatic rings in its structure could contribute to its chemical reactivity and potential interactions with biological systems.
Used in Chemical Research:
3-Benzo[1,3]dioxol-5-yl-3-phenyl-propylamine is used as a subject of study in chemical research, where its complex structure and potential reactivity could be investigated for various applications, such as the synthesis of new compounds or the development of novel chemical processes.
Used in Drug Synthesis:
3-Benzo[1,3]dioxol-5-yl-3-phenyl-propylamine may be used as a building block or intermediate in the synthesis of more complex drug molecules, taking advantage of its unique structural features and potential reactivity with other chemical entities.

InChI:InChI=1/C16H17NO2/c17-9-8-14(12-4-2-1-3-5-12)13-6-7-15-16(10-13)19-11-18-15/h1-7,10,14H,8-9,11,17H2/p+1/t14-/m1/s1

Upstream product

• 120-57-0 piperonal 
• 2286-56-8 ethyl 3-(benzo[d][1,3]dioxol-5-yl)-2-cyanoacrylate 

Relevant academic research and scientific papers

A novel Golgi mannosidase inhibitor: Molecular design, synthesis, enzyme inhibition, and inhibition of spheroid formation

Effective chemotherapy for solid cancers is challenging due to a limitation in permeation that prevents anticancer drugs from reaching the center of the tumor, therefore unable to limit cancer cell growth. To circumvent this issue, we planned to apply the drugs directly at the center by first collapsing the outer structure. For this, we focused on cell–cell communication (CCC) between N-glycans and proteins at the tumor cell surface. Mature N-glycans establish CCC; however, CCC is hindered when numerous immature N-glycans are present at the cell surface. Inhibition of Golgi mannosidases (GMs) results in the transport of immature N-glycans to the cell surface. This can be employed to disrupt CCC. Here, we describe the molecular design and synthesis of an improved GM inhibitor with a non-sugar mimic scaffold that was screened from a compound library. The synthesized compounds were tested for enzyme inhibition ability and inhibition of spheroid formation using cell-based methods. Most of the compounds designed and synthesized exhibited GM inhibition at the cellular level. Of those, AR524 had higher inhibitory activity than a known GM inhibitor, kifunensine. Moreover, AR524 inhibited spheroid formation of human malignant cells at low concentration (10 μM), based on the disruption of CCC by GM inhibition.