74317-53-6

Basic information

• Product Name: RHODAMINE B HYDRAZIDE
• Synonyms: RHODAMINE B HYDRAZIDE;Spiro[1H-isoindole-1,9'-[9H]xanthen]-3(2H)-one, 2-aMino-3',6'-bis(diethylaMino)-;RhodaMine B Cu2+ sensor;2-amino-3',6'-bis(diethylamino)spiro[isoindole-3,9'-xanthene]-1-one
• CAS NO: 74317-53-6
• Molecular Formula: C₂₈H₃₂N₄O₂
• Molecular Weight: 493.04
• Mol File: 74317-53-6.mol

Chemical Properties

• Melting Point: 176-177 °C
• Boiling Point: 643.3±65.0 °C(Predicted)
• Appearance: /
• Density: 1.27±0.1 g/cm3(Predicted)
• PKA: 6.44±0.20(Predicted)
• CAS DataBase Reference: RHODAMINE B HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: RHODAMINE B HYDRAZIDE(74317-53-6)
• EPA Substance Registry System: RHODAMINE B HYDRAZIDE(74317-53-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 74317-53-6(Hazardous Substances Data)

Usage

Uses

Used in Analytical Applications:
Rhodamine B hydrazide is used as a fluorescent dye for labeling and tracing biomolecules and cellular structures, enabling the visualization and analysis of their properties and interactions.
Used in Biological Research:
Rhodamine B hydrazide is used as a fluorescent probe in fluorescence microscopy, flow cytometry, and immunohistochemistry, allowing researchers to study cellular processes and structures with high sensitivity and specificity.
Used in Diagnostic Assays:
Rhodamine B hydrazide is used as a component in various diagnostic assays, providing a sensitive and specific method for detecting and quantifying target molecules or cellular events.
Used in Fluorescent Sensor Development:
Rhodamine B hydrazide is used as a building block in the development of fluorescent sensors, enabling the detection and monitoring of specific analytes or environmental conditions in biological systems.
Used in Medical Imaging:
Rhodamine B hydrazide is used in the development of imaging probes for biological and medical imaging purposes, providing a means to visualize and study the distribution, dynamics, and interactions of biomolecules and cellular structures in vivo.

Upstream product

• 81-88-9 rhodamine B 
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• 509-34-2 rhodamine B 
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• 69254-42-8 leucorhodamine B 
• 3375-25-5 rhodamine B 
• 83440-25-9 rhodamine B hydrochloride 
• 2390-63-8 rhodamine 3B 
• 14899-09-3 Rhodamine 3B cation 
• 76478-14-3 N,N,N',N'-tetraethyl-3,6-diamino-9-(2-ethoxycarbonyl)phenylxanthene 
• 79785-97-0 hydrazine hydrate 
• 39393-39-0 rhodamine B 
• 4344-42-7 rhodamine B 

Downstream Products

• 1040400-01-8 N-benzoyl rhodamine B hydrazide 
• 1305196-58-0 C₃₅H₃₇N₅O₃ 
• 1312716-00-9 C₅₇H₅₀F₆N₄O₃S₂ 
• 1207380-61-7 C₃₆H₃₇N₅O₃ 

Relevant articles and documents

Water-soluble rhodamine-based chemosensor for Fe3+ with high sensitivity, selectivity and anti-interference capacity and its imaging application in living cells

Fe3+ plays a crucial role in many vital cell functions and its detection has attracted considerable attention. In this work, a water-soluble rhodamine-based chemosensor RL has been designed and synthesized as an “off-on” chemosensor for Fe

“Turn-on” fluorescent probe detection of Ca2 + ions and applications to bioimaging

Ca2 + is intracellular divalent cation with the largest concentration variations and involved in many biological phenomena and often acted as a second messenger in signaling pathway. Therefore, the development of probes for specific Ca2 + detection is of great importance. Herein, a novel turn-on fluorescent probe for the detection of Ca2 + in MeCN-aqueous medium was designed and synthesized. The probe displayed responses to Ca2 + with a fluorescence enhancement at 525 nm, accompanying with a distinct fluorescence change from nearly colorless to bright yellow-green. Besides, the probe exhibited a rapid signal response time (within 25 s), a good linearity range and a lower detection limit (2.70 × 10? 7 M). In addition, the ability of the probe to detect Ca2 + in living cells (HeLa cells) via an enhancement of the fluorescence has also been demonstrated.

Visible light excitable on fluorescence and naked eye detection of Cu 2+via hydrolysis of rhodamine-thiophene conjugate: Human breast cancer cell (MCF7) imaging studies

Thiophene appended rhodaminehydrazone derivative, RDHDTCA allows selective colorimetric and fluorescence recognition of Cu2+ as low as 2.4 × 10-8 M. RDHDTCA is capable to detect intracellular Cu 2+ in human breast cancer c

Rhodamine-triazole Functionalized Fe3O4@SiO2 Nanoparticles as Fluorescent Sensors for Heavy Metal Ions

Rhodamine-triazole sensor functionalized Fe3O4@SiO2 nanoparticles were developed for the detection of heavy metal ions, namely Cu2+, Ni2+, Hg2+, Co2+, Fe3+, and Pb2+. Rhodamine conjugated with a triazole moiety (RBT) was utilized as the metal ion binding site. The RBT-Fe3O4@SiO2 nanoparticles were fully characterized by XRD, FTIR, TGA, SEM and TEM techniques. Additionally, RBT-functionalized Fe3O4@SiO2 nanoparticles can be separated from aqueous phase by application of an external magnet, leading to clear naked-eye observation of the color changes and fluorescence enhancement. From UV-Vis absorption spectra, aqueous solutions of RBT-Fe3O4@SiO2 in the presence of heavy metal ions show an absorption peak at 554 nm. Fluorescence titration experiments reveal that the intensity of the fluorescence emission band at 574 nm is linearly dependent on Cu2+ concentration over a 100-800 μM range. Furthermore, complexation of Cu2+ by RBT-Fe3O4@SiO2 nanoparticles can induce ring-opening of the rhodamine spirolactam ring followed by hydrolysis, confirmed by mass spectrometry.

Rhodamine-azobenzene based single molecular probe for multiple ions sensing: Cu2+, Al3+, Cr3+ and its imaging in human lymphocyte cells

A photoinduced electron transfer (PET) and chelation-enhanced fluorescence (CHEF) regulated rhodamine-azobenzene chemosensor (L) was synthesized for chemoselective detection of Al3+, Cr3+, and Cu2+ by UV–Visible absorption study whereas Al3+ and Cr3+ by fluorimetric study in EtOH-H2O solvent. L showed a clear fluorescence emission enhancement of 21 and 16 fold upon addition of Al3+ and Cr3+ due to the 1:1 host-guest complexation, respectively. This is first report on rhodamine-azobenzene based Cr3+ chemosensor. The complex formation, restricted imine isomerization, inhibition of PET (photo-induced electron transfer) process with the concomitant opening of the spirolactam ring induced a turn-on fluorescence response. The higher binding constants 6.7 × 103 M?1 and 3.8 × 103 M?1 for Al3+ and Cr3+, respectively and lower detection limits 1 × 10?6 M and 2 × 10?6 M for Al3+ and Cr3+, respectively in a buffered solution with high reversible nature describes the potential of L as an effective tool for detecting Al3+ and Cr3+ in a biological system with higher intracellular resolution. Finally, L was used to map the intracellular concentration of Al3+ and Cr3+ in human lymphocyte cells (HLCs) at physiological pH very effectively. Altogether, our findings will pave the way for designing new chemosensors for multiple analytes and those chemosensors will be effective for cell imaging study.

Fluorescence sensors for selective detection of Hg2+ ion using a water-soluble poly(vinyl alcohol) bearing rhodamine B moieties

The novel water-soluble poly(vinyl alcohol) with pendant rhodamine B moiety as colorimetric and fluorescene chemosensor for Hg2+ ions was prepared by grafting poly(vinyl alcohol) using rhodamine B hydrazide and hexamethylenediisocyanate as fluorescent dye and coupling agent, respectively. Because of their good water-solubility, the polymers binding rhodamine B can be used as chemosensors in aqueous media. With the addition of Hg2+ ions into the aqueous solution, visual color changes and fluorescence enhancements were detected. In addition, we also noticed that other metal ions such as Ag+, Cd2+, Co2+, Cu2+, K +, Mg2+, Ba2+, Fe2+, Ni 2+, Pb2+, Cr3+, Fe3+ and Zn 2+ cannot induce obvious changes to the fluorescence spectra of the polymer chemosensors. The combination of water solubility and positive fluorescence response as well as color change are hence particularly promising for the practical utility of the sensors.

The influences of different substituents on spectral properties of rhodamine B based chemosensors for mercury ion and application in EC109 cells

Six rhodamine-based "turn-on" fluorescence chemosensors (L1-L6) with different substituents for mercury (Hg2+) were readily synthesized and investigated; they displayed high selectivity and chelation enhanced ratiometric f

Cascade OFF-ON-OFF fluorescent probe: Dual detection of Fe3+ ions and thiols

A new novel Rhodamine B-based fluorescent probe was synthesized for the selective cascade signaling of Fe3+ and thiols (glutathione, homo-cysteine, cysteine). Non-fluorescent rhodamine derivatives can selectively detect Fe3+ over some other metal ions in ethanol-water (4/1, v/v, pH 7.0) media, leading to prominent fluorescence OFF-ON switching. The obtained LDF-Fe3+ ensemble can subsequently serve as a sensitive and selective chemosensor for thiols, exhibiting complete signal quenching (fluorescence ON-OFF switching). The practical use of its Fe3+ ions ensemble was demonstrated by its application to the detection of thiols in the living cells.

A rhodamine-based dual chemosensor for the naked-eye detection of Hg2+and enhancement of the fluorescence emission for Fe3+

A novel fluorescent chemosensor based on trimesoyl chloride-rhodamine (TR) was successfully synthesized. Rising chromogenic and fluorogenic spectral enhancements could be observed in trimesoyl chloride-rhodamine (TR) probes when Hg2+ and Fe3+ were added, respectively. TR has shown selectivity for Hg2+ and Fe3+ with high sensitivity due to metal ion complexation induced photophysical "turn-on"signaling responses. The detection limit towards Hg2+ was 2.46 × 10-8 M as determined by the 3σ method. At the same time, fluorogenic spectral enhancements were observed in TR, which exhibits a superior sensitive and selective recognition towards Fe3+ with 4.11 × 10-8 M of the detection limit. The test strips were used for colorimetric and simple detection towards Hg2+, which might finally enable the advancement of the Hg2+ sensor in the field of on-site detection. This journal is

Sensitive detection of strong acidic condition by a novel rhodamine-based fluorescent pH chemosensor

A novel rhodamine-based fluorescent pH probe responding to extremely low pH values has been synthesized and characterized. This probe showed an excellent photophysical response to pH on the basis that the colorless spirocyclic structure under basic condit