ChemicalBook > CAS DataBase List > DIHYDRORHODAMINE 123

DIHYDRORHODAMINE 123

Product Name
DIHYDRORHODAMINE 123
CAS No.
109244-58-8
Chemical Name
DIHYDRORHODAMINE 123
Synonyms
DHR;D 632;DHR123;D 23806;CAS:109244-58-8;Dihydrorhodamine;DIHYDRORHODAMINE 123;Dihydrohodamine 123;Dihydrorhodamine123(DHR123);Dihydrorhodamine 123, 10 mM in DMSO
CBNumber
CB3320004
Molecular Formula
C21H18N2O3
Formula Weight
346.38
MOL File
109244-58-8.mol
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DIHYDRORHODAMINE 123 Property

Melting point:
163–165℃
Boiling point:
526.9±50.0 °C(Predicted)
Density 
1.313±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: >5mg/mL
form 
powder
pka
4.70 ± 0.40, most basic, temperature: 25 °C
color 
Light red or pinkish-white
λmax
289 nm
BRN 
5989965
Biological Applications
Generating,detecting & measuring reactive oxygen species; generating,detecting & measuring reactive nitrogen species; detecting phosphates,peroxynitrile; measuring respiratory burst; chronic granulomatous disease DHR assay; screening
InChI
InChI=1S/C21H18N2O3/c1-25-21(24)15-5-3-2-4-14(15)20-16-8-6-12(22)10-18(16)26-19-11-13(23)7-9-17(19)20/h2-11,20H,22-23H2,1H3
InChIKey
FNEZBBILNYNQGC-UHFFFAOYSA-N
SMILES
C(OC)(=O)C1=CC=CC=C1C1C2=C(C=C(N)C=C2)OC2=C1C=CC(N)=C2
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
10-23
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D1054
Product name
Dihydrorhodamine 123
Purity
≥95%
Packaging
2mg
Price
$136
Updated
2025/07/31
Sigma-Aldrich
Product number
D1054
Product name
Dihydrorhodamine 123
Purity
≥95%
Packaging
10mg
Price
$430
Updated
2025/07/31
Cayman Chemical
Product number
85100
Product name
Dihydrorhodamine 123
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
85100
Product name
Dihydrorhodamine 123
Purity
≥98%
Packaging
5mg
Price
$98
Updated
2024/03/01
Sigma-Aldrich
Product number
309825
Product name
Dihydrorhodamine 123 - CAS 109244-58-8 - Calbiochem
Packaging
5mg
Price
$499
Updated
2025/07/31
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DIHYDRORHODAMINE 123 Chemical Properties,Usage,Production

Description

DHR is a cell-permeable fluorogenic probe that is used as an indicator of intracellular peroxynitrite formation. It is oxidized by peroxynitrite to the highly fluorescent product rhodamine in vitro. Neither nitric oxide, superoxide, nor hydrogen peroxide alone appear to oxidize DHR. Formation of rhodamine can be monitored by fluorescence spectroscopy using excitation and emission wavelengths of 500 and 536 nm, respectively, or by absorbance spectroscopy at 500 nm (ε = 78,800 M−1cm−1). DHR has been used to investigate reactive oxygen intermediates produced by endothelial cells, eosinophils, and reactive microglia.

Uses

Dihydrorhodamine 123 is the uncharged and nonfluorescent reduction product of the mitochondrion-selective dye rhodamine 123 used for investigation of reacitve oxygen intermediates.

Uses

Dihydrorhodamine 123 (DHR) has been used for the detection of free intracellular radicals or ROS (reactive oxygen species) in head kidney-derived macrophages. It has also been used in DHR assay in red blood cells and in oxidative burst assay in neutrophils.

General Description

Cell-permeable fluorogenic probe that is useful for the detection of reactive oxygen species (ROS) such as peroxide and peroxynitrite. Dihydrorhodamine is not fluorescent unless it is converted to rhodamine 123.

Biochem/physiol Actions

Cell permeable: yes

References

[1] CROW J P. Dichlorodihydrofluorescein and Dihydrorhodamine 123 Are Sensitive Indicators of Peroxynitritein Vitro:Implications for Intracellular Measurement of Reactive Nitrogen and Oxygen Species[J]. Nitric oxide?: biology and chemistry, 1997, 1 2: Pages 145-157. DOI: 10.1006/niox.1996.0113
[2] K BRIVIBA. Attenuation of oxidation and nitration reactions of peroxynitrite by selenomethionine, selenocystine and ebselen.[J]. Biochemical Journal, 1996, 319 ( Pt 1): 13-15. DOI: 10.1042/bj3190013
[3] H SIES. Glutathione peroxidase protects against peroxynitrite-mediated oxidations. A new function for selenoproteins as peroxynitrite reductase.[J]. The Journal of Biological Chemistry, 1997, 272 44: 27812-27817. DOI: 10.1074/jbc.272.44.27812
[4] OSAMU HANDA  Gediminas C  Jancy Stephen. Role of endothelial nitric oxide synthase-derived nitric oxide in activation and dysfunction of cerebrovascular endothelial cells during early onsets of sepsis.[J]. American journal of physiology. Heart and circulatory physiology, 2008, 295 4: H1712-9. DOI: 10.1152/ajpheart.00476.2008
[5] PAIGE LACY. Divergence of mechanisms regulating respiratory burst in blood and sputum eosinophils and neutrophils from atopic subjects.[J]. Journal of immunology, 2003, 170 5: 2670-2679. DOI: 10.4049/jimmunol.170.5.2670
[6] JIANRONG LI. Peroxynitrite generated by inducible nitric oxide synthase and NADPH oxidase mediates microglial toxicity to oligodendrocytes.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2005, 102 28: 9936-9941. DOI: 10.1073/pnas.0502552102

DIHYDRORHODAMINE 123 Preparation Products And Raw materials

Raw materials

Preparation Products

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