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

Description

8-HYDROXYJULOLIDINE-9-ALDEHYDE is an organic compound with the chemical structure featuring a hydroxyl group at the 8th position and an aldehyde group at the 9th position of a julolidine ring. It is known for its unique chemical properties and potential applications in various fields.

Uses

Used in Chemical Synthesis:
8-HYDROXYJULOLIDINE-9-ALDEHYDE is used as a reactant for the development of iminocoumarin-based zinc sensors. These sensors are particularly suitable for ratiometric fluorescence imaging of neuronal zinc, which is crucial for understanding the role of zinc in neurological processes and various brain functions.
Used in Neuroscience Research:
In the field of neuroscience, 8-HYDROXYJULOLIDINE-9-ALDEHYDE is used as a key component in the creation of sensors that can detect and monitor zinc levels in the brain. This application is significant because it aids researchers in studying the intricate relationship between zinc and neuronal activity, which can have implications for the diagnosis and treatment of neurological disorders.
Used in Analytical Chemistry:
8-HYDROXYJULOLIDINE-9-ALDEHYDE is also utilized in analytical chemistry as a component of sensors designed for the detection and quantification of zinc ions. These sensors can be employed in various applications, such as environmental monitoring, pharmaceutical research, and quality control in the chemical industry, where accurate measurement of zinc concentrations is essential.

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 
• 109-70-6 1.3-chlorobromopropane 
• 591-27-5 m-Hydroxyaniline 
• 536-90-3 m-Anisidine 
• 63468-83-7 8-methoxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline 

Downstream Products

• 58336-35-9 coumarin-6H 
• 55804-67-6 10-acetyl-2,3,6,7-tetrahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinoline-11(5H)-one 
• 110067-19-1 9-methoxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-8-carbaldehyde 
• 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 

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 novel fluorescent probe with dual-sites for simultaneously monitoring metabolisms of cysteine in living cells and zebrafishes

Understanding cellular metabolism holds immense potential for developing new drugs that regulate metabolic pathways. Two gas signal molecules, SO2 and H2S, are the main metabolites from cysteine (Cys) via oxidation and desulfurization pathways, respectively. However, a few fluorescent probes for real-time monitor of the metabolic pathways of cysteine have been reported. To understand metabolic alterations of cysteine, we have rationally designed and prepared a dual-signal fluorescent probe HN, which could differentiate SO2 and H2S through two different fluorescence channels simultaneously, along with similar reaction kinetics and both “off-on” fluorescence responses. Probe HN exhibits the potential to monitor the metabolism pathways of cysteine, and the distinguishment of cancer cells from normal cells could be realized. This methodology will promote further understanding of the physiological and pathological roles of cysteine.