1388714-11-1

Basic information

• Product Name: 1,1,2-trimethyl-3-(3-phenylpropyl)-1H-benzo[e]indol-3-ium iodide
• Synonyms: 1,1,2-trimethyl-3-(3-phenylpropyl)-1H-benzo[e]indol-3-ium iodide
• CAS NO: 1388714-11-1
• Molecular Weight: 455.382
• Mol File: 1388714-11-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,1,2-trimethyl-3-(3-phenylpropyl)-1H-benzo[e]indol-3-ium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,2-trimethyl-3-(3-phenylpropyl)-1H-benzo[e]indol-3-ium iodide(1388714-11-1)
• EPA Substance Registry System: 1,1,2-trimethyl-3-(3-phenylpropyl)-1H-benzo[e]indol-3-ium iodide(1388714-11-1)

Safety Data

• Hazardous Substances Data: 1388714-11-1(Hazardous Substances Data)

Upstream product

• 2243-57-4 2-hydrazinonaphthalene 
• 563-80-4 3-methyl-butan-2-one 
• 41532-84-7 2,3,3-trimethylbenzo[e]indole 
• 4119-41-9 1-iodo-3-phenylpropan 

Downstream Products

• 1364927-94-5 2-((1E,3E)-3-(1,1-dimethyl-3-(3-phenylpropyl)-1H-benzo[e]indol-2(3H)-ylidene)prop-1-en-1-yl)-1,1-dimethyl-3-(3-phenylpropyl)-1H-benzo[e]indol-3-ium iodide 

Relevant articles and documents

Near-Infrared Heptamethine Cyanine Dyes for Nanoparticle-Based Photoacoustic Imaging and Photothermal Therapy

We have synthesized and characterized a library of near-infrared (NIR) heptamethine cyanine dyes for biomedical application as photoacoustic imaging and photothermal agents. These hydrophobic dyes were incorporated into a polymer-based nanoparticle system to provide aqueous solubility and protection of the photophysical properties of each dye scaffold. Among those heptamethine cyanine dyes analyzed, 13 compounds within the nontoxic polymeric nanoparticles have been selected to exemplify structural relationships in terms of photostability, photoacoustic imaging, and photothermal behavior within the NIR (～650-850 nm) spectral region. The most contributing structural features observed in our dye design include hydrophobicity, rotatable bonds, heavy atom effects, and stability of the central cyclohexene ring within the dye core. The NIR agents developed within this project serve to elicit a structure-function relationship with emphasis on their photoacoustic and photothermal characteristics aiming at producing customizable NIR photoacoustic and photothermal tools for clinical use.

Synthesis and evaluation of carbocyanine dyes as PRMT inhibitors and imaging agents

Protein arginine methylation regulates multiple biological processes. Deregulation of protein arginine methyltransferase (PRMT) activities has been observed in many disease phenotypes. Small molecule probes that target PRMTs with strong affinity and selectivity can be used as valuable tools to dissect biological mechanisms of arginine methylation and establish the role of PRMT proteins in a disease process. In this work, we report synthesis and evaluation of a class of carbocyanine compounds containing indolium, benz[e]indolium or benz[c,d]indolium heterocyclic moieties that bind to the predominant arginine methyltransferase PRMT1 and inhibit its methyltransferase activity at low micromolar potencies. In particular, the developed molecules have long wavelength colorimetric and fluorometric photoactivities, which can be used for optical and near-infrared fluorescence imaging in cells or biological tissues. Together, these new chemical probes have potential application in PRMT studies both as enzyme inhibitors and as fluorescent dyes for microscope imaging.