63149-33-7

Basic information

• Product Name: 8-HYDROXYJULOLIDINE-9-ALDEHYDE
• Synonyms: 5h-benzo[ij]quinolizine-9-carboxaldehyde,2,3,6,7-tetrahydro-8-hydroxy-1;9-FORMYL-8-HYDROXYJULOLIDINE;9-FORMYL-2,3,6,7-TETRAHYDRO-1H,5H-BENZO[IJ]QUINOLIZIN-8-OL;8-HYDROXYJULOLIDINE-9-CARBOXALDEHYDE;8-HYDROXYJULOLIDINE-9-ALDEHYDE;8-HYDROXY-2,3,6,7-TETRAHYDRO-1H,5H-PYRIDO[3,2,1-IJ]QUINOLINE-9-CARBALDEHYDE;8-HYDROXY-2,3,6,7-TETRAHYDRO-1H,5H-BENZO[I,J]QUINOLIZINE-9-CARBOXALDEHYDE;AKOS NCG-0055
• CAS NO: 63149-33-7
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.26
• EINECS: 263-966-4
• Product Categories: A to Z;Aldehydes;Building Blocks;C13-C60;Carbonyl Compounds;Chemical Synthesis;Dyes;Hematology and Histology;Organic Building Blocks;Stains &Stains and Dyes;T-U-V
• Mol File: 63149-33-7.mol
• Article Data: 25

Chemical Properties

• Melting Point: 69-73°C
• Boiling Point: 417.3 °C at 760 mmHg
• Flash Point: 206.2 °C
• Appearance: /
• Density: 1.3 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 9.47±0.20(Predicted)
• CAS DataBase Reference: 8-HYDROXYJULOLIDINE-9-ALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-HYDROXYJULOLIDINE-9-ALDEHYDE(63149-33-7)
• EPA Substance Registry System: 8-HYDROXYJULOLIDINE-9-ALDEHYDE(63149-33-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 63149-33-7(Hazardous Substances Data)

Usage

Uses

8-Hydroxyjulolidine-9-carboxaldehyde is a reactant in the development of iminocoumarin-based zinc sensor suitable for ratiometric fluorescence imaging of neuronal zinc.

InChI:InChI=1/C13H15NO2/c15-8-10-7-9-3-1-5-14-6-2-4-11(12(9)14)13(10)16/h7-8,16H,1-6H2

Upstream product

• 41175-50-2 8-hydroxyjulolidine 
• 68-12-2 N,N-dimethyl-formamide 
• 63468-83-7 8-methoxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline 
• 536-90-3 m-Anisidine 
• 591-27-5 m-Hydroxyaniline 
• 109-70-6 1.3-chlorobromopropane 

Downstream Products

• 83179-50-4 9.9'-carbonylbis(1,2,4,5-tetrahydro-3H,6H,10H<1>benzopyrano<9,9a,1-gh>quinolazine-10-one) 
• 129667-42-1 10-(4-nitrophenyl)-2,3,6,7-tetrahydro-11-oxo-1H,5H,11H-benzopyrano<6,7,8-i,j>quinolizine 
• 107408-81-1 coumarin 343 methyl ester 
• 87349-92-6 coumarin 510 
• 85642-11-1 coumarin 545 
• 55804-66-5 ethyl 11-oxo-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f ]-pyrido[3,2,1-ij]quinoline-10-carboxylate 
• 58336-35-9 coumarin-6H 
• 110067-19-1 9-methoxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-8-carbaldehyde 
• 949585-66-4 (E)-3-(8-hydroxy-2,3,6,7-tetrahydro-1H,5H-pyrido(3,2,1-ij)quinolin-9-yl)-acrylic acid ethyl ester 

Relevant articles and documents

A novel colorimetric chemosensor for Cu2+ with high selectivity and sensitivity based on rhodamine B

9-formyl-8-hydroxy-2,3,6,7-tetrahydro-1H, 5H-benzo[ij]-quinolizine rhodamine B hydrazone (FHQRH), a novel colorimetric chemosensor for Cu2+, was synthesized by a three-step synthetic route. It was found that FHQRH showed a high selectivity for Cu2+ ions and excellent anti-interference capability toward other metal ions. The FHQRH solution exhibited a visual color change after the addition of Cu2+, owing to the open spirocyclic structure via coordination with Cu2+. The complexation coefficient of FHQRH toward Cu2+ was measured to be 1:1. Furthermore, this Cu2+ chemosensor has a remarkable low detection limit of 0.45 μM, which is 2 % of the toxic level (20 μM) in drinking water as defined by the US Environment Protection Agency (EPA).

Synthesis of a NIR fluorescent dye and its application for rapid detection of HSO3? in living cells

SO2 and its derivatives (HSO3?, SO32?) play a significant important role in many industries and organisms. Based on coumarin and benzopyranose, a promising NIR ratiometric fluorescent probe BAOA (11-oxo-2,2′,3,3′,6,7,7′,8′-octahydro -1H,1′H,5H,6′H,11H- [10,12′-bipyrano [2,3-f] pyrido [3,2,1-ij] quinolin]-13′-ium perchlorate) was designed and developed to detect HSO3? rapidly and sensitively. The sensing mechanism was Michael addition reaction, in which, strongly nucleophilic HSO3? attacked carbon-carbon double bonds and BAOA-HSO3 was formed. A superior linear calibration curve between the fluorescence ratio I490/I722 and concentrations of HSO3? was obtained in the range of 1.25–8.75 μmol/L and the LOD was figured out as 63.0 nmol/L. Cell experiments showed that BAOA could not only locate mitochondria, lysosomes, ER and Golgi but also detect exogenous HSO3? in living cells.

A general strategy for selective detection of hypochlorous acid based on triazolopyridine formation

Triazolopyridines are an important kind of fused-ring compounds. A HOCl-promoted triazolopyridine formation strategy is reported here for the first time in which hypochlorous acid (HOCl) mildly and efficiently promotes the formation of 1,2,4-triazolo[4,3-a]pyridines NT1-NT6 from various 2-pyridylhydrazones N1-N6. N6, a rhodol-pyridylhydrazone hybrid, was developed into a fluorescent probe for the selective detection of HOCl, and successfully applied to probe endogenous HOCl in living cells and zebrafish in situ and in real time. The present intramolecular cyclization reaction is selective and atom-economical, thereby not only providing an important approach for the convenient synthesis of triazolopyridines, but also offering a general strategy for sensitive, selective and biocompatible detection of endogenous HOCl in complex biosystems.