32863-55-1

Usage

InChI:InChI=1/C13H16N.HI/c1-3-9-14-10-8-11(2)12-6-4-5-7-13(12)14;/h4-8,10H,3,9H2,1-2H3;1H/q+1;/p-1

Upstream product

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 107-08-4 1-iodo-propane 
• 607-66-9 4-methyl-1,2-dihydroquinolin-2-one 
• 62-53-3 aniline 

Downstream Products

• 15763-36-7 1-Propyl-4-(p-dimethylamino)-styrylchinolin-iodid 

Relevant academic research and scientific papers

Synthesis and antileishmanial evaluation of thiazole orange analogs

Cyanine compounds have previously shown excellent in vitro and promising in vivo antileishmanial efficacy, but the potential toxicity of these agents is a concern. A series of 22 analogs of thiazole orange ((Z)-1-methyl-4-((3-methylbenzo[d]thiazol-2(3H)-ylidene)methyl)quinolin-1-ium salt), a commercial cyanine dye with antileishmanial activity, were synthesized in an effort to increase the selectivity of such compounds while maintaining efficacy. Cyanines possessing substitutions on the quinolinium ring system displayed potency against Leishmania donovani axenic amastigotes that differed little from the parent compound (IC50 12–42 nM), while ring disjunction analogs were both less potent and less toxic. Changes in DNA melting temperature were modest when synthetic oligonucleotides were incubated with selected analogs (ΔTm ≤ 5 °C), with ring disjunction analogs showing the least effect on this parameter. Despite the high antileishmanial potency of the target compounds, their toxicity and relatively flat SAR suggests that further information regarding the target(s) of these molecules is needed to aid their development as antileishmanials.

Novel blue-light electrophoresis nucleic acid dye, preparation method and use thereof

The invention discloses a novel blue-light electrophoresis nucleic acid dye, a structural formula is shown in the specification, wherein R is C2-C4 alkyl groups. The novel blue-light electrophoresis nucleic acid dye has higher sensitivity and stability by comparing with common nucleic acid dyes, effectively improves the highly toxic characteristics of the traditional nucleic acid dyes, and can beused for agarose or polyacrylamide gel dyeing as the non-toxic nucleic acid dye.

Red-Fluorescent activatable probes for the detection of hydrogen peroxide in living cells

Many inflammatory processes are associated with an increase in the production of reactive oxygen species (ROS). Chemical probes that specifically detect ROS are potentially useful tools for the early diagnosis of inflammatory diseases as well as cancer. Herein we have developed a library of coumarin hybrids by condensation of various heterocyclic quaternary salts to a 7-hydroxycoumarin scaffold. From our library we identified one benzothiazole-coumarin hybrid as a red-fluorescent compound with emission maxima around 620 nm and a strong fluorogenic response. Furthermore, we proved that this scaffold is suitable for the preparation of activatable probes, such as by modification with a boronate group for selective sensing of hydrogen peroxide (H2 O2 ). In vitro assays confirmed the reactivity and subsequent emission of our probe upon incubation with H2 O2 with good selectivity over different ROS and reactive nitrogen species (RNS) as well as minimal toxicity in cells. Finally cell imaging experiments were performed in murine macrophages and validated the utility of the activatable probe for the detection of H2 O2 in living cells.

Synthesis of quaternary heterocyclic salts

The microwave synthesis of twenty quaternary ammonium salts is described. The syntheses feature comparable yields to conventional synthetic methods reported in the current literature with reduced reaction times and the absence of solvent or minimal solvent.