16761-04-9

Basic information

• Product Name: 5-dimethylamino-2-nitrosophenol
• Synonyms: 5-dimethylamino-2-nitrosophenol;2-Nitroso-5-(dimethylamino)phenol;3-(Dimethylamino)-6-nitrosophenol;5-(N,N-Dimethylamino)-2-nitrosophenol
• CAS NO: 16761-04-9
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.1772
• EINECS: 240-819-2
• Mol File: 16761-04-9.mol

Chemical Properties

• Boiling Point: 337.6°Cat760mmHg
• Flash Point: 158°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 5.29E-05mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 5-dimethylamino-2-nitrosophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-dimethylamino-2-nitrosophenol(16761-04-9)
• EPA Substance Registry System: 5-dimethylamino-2-nitrosophenol(16761-04-9)

Safety Data

• Hazardous Substances Data: 16761-04-9(Hazardous Substances Data)

Usage

Uses

Used in Analytical Chemistry:
5-Dimethylamino-2-nitrosophenol is utilized as a pH indicator in analytical chemistry for determining the pH level of a solution. Its color change within the specific pH range makes it a valuable tool for precise pH measurements.
Used in Medical Diagnostics:
In the medical diagnostics industry, 5-Dimethylamino-2-nitrosophenol serves as a pH indicator to assess the pH levels of various biological samples. This is crucial for diagnosing and monitoring certain conditions that may be influenced by pH levels, such as blood gas analysis.
Used in Research:
5-Dimethylamino-2-nitrosophenol is also employed in research settings to study the properties of nitrosamines and their potential effects on health. Understanding the behavior of 5-dimethylamino-2-nitrosophenol can contribute to the development of safer alternatives or methods to mitigate its risks.
Used in Environmental Monitoring:
5-dimethylamino-2-nitrosophenol can be used in environmental monitoring applications to detect and measure the presence of nitrosamines in water and air samples, which is important for assessing environmental quality and potential health hazards.
Used in Industrial Processes:
In some industrial processes, 5-Dimethylamino-2-nitrosophenol may be used as a pH indicator to ensure that reactions are proceeding under the correct conditions, particularly in applications where pH is a critical parameter for the reaction's success.

InChI:InChI=1/C8H10N2O2/c1-10(2)6-3-4-7(9-12)8(11)5-6/h3-5,11H,1-2H3

Upstream product

• 99-07-0 3-Dimethylaminophenol 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 15103-39-6 2-amino-5-(dimethylamino)phenol 
• 52886-80-3 N-(7-(dimethylamino)-3H-phenoxazin-3-ylidene)-N-methylmethanaminium 
• 105074-46-2 7-Dimethylamino-3-(3-acetoxy-4-nitrostyryl)-1,4-benzoxazin-2-one 
• 105074-45-1 7-Dimethylamino-3-(3-benzyloxystyryl)-1,4-benzoxazin-2-one 
• 105074-42-8 7-Dimethylamino-3-(3-nitrostyryl)-1,4-benzoxazin-2-one 
• 105074-41-7 7-dimethylamino-3-(p-nitrostyryl)-2H-1,4-benzoxazin-2-one 
• 105074-40-6 7-dimethylamino-3-(p-(dimethylamino)styryl)-2H-1,4-benzoxazin-2-one 
• 105074-49-5 4-{(1E)-2-(7-(dimethylamino)-2-oxo-2H-benzo-[b][1,4]oxazin-3-yl)vinyl}benzaldehyde 
• 105074-39-3 7-Dimethylamino-3-styryl-1,4-benzoxazin-2-one 
• 92510-35-5 3-Benzyl-7-dimethylamino-1,4-benzoxazin-2-one 
• 92510-34-4 7-dimethylamino-3-phenyl-2H-1,4-benzoxazin-2-one 
• 14703-85-6 2-amino-5-(dimethylamino)phenol dihydrochloride 

Relevant articles and documents

Intraduplex DNA-mediated electrochemistry of covalently tethered redox-active reporters

Intraduplex DNA-mediated reduction is established as a general mechanism for the reduction of distally bound stacked redox-active species covalently tethered to DNA through flexible alkane linkages. Methylene Blue (MB), Nile Blue (NB), and Anthraquinone (AQ) were covalently tethered to DNA with three different covalent linkages. Using these reporters DNA electrochemistry was shown to be both DNA-mediated and intra-, rather than inter-, duplex. Significantly, the charge transport pathway occurring through the DNA π-stack is established by using an intervening AC mismatch to break this path. The fact that the DNA-mediated reduction of MB occurs primarily via intraduplex intercalation is established through varying the proximity and integrity of the neighboring duplex DNA.

OXAZINE-BASED FLUOROPHORE COMPOUNDS FOR NERVE-SPECIFIC IMAGING

This invention concerns novel oxazine-based fluorophore compounds useful in invivo nerve imaging, as well as compositions comprising them and methods for their use.

NEAR-INFRARED NERVE-SPARING FLUOROPHORES

Provided are far red to near-infrared nerve-sparing fluorescent compounds, compositions comprising them, and methods of their use in medical procedures.

NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION

Nerve-specific fluorophore formulations for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.

Quinazoline fluorescent probe and preparation method and application thereof

The invention belongs to the technical field of biomedicine and particularly relates to a quinazoline fluorescent probe and a preparation method and application thereof. The chemical formula of the quinazoline fluorescent probe is shown in the formula I, wherein R is selected from H or Cl; R is selected from fluorescent molecules; and n is an integer from 2 to 8. Through the quinazoline fluorescent probe and the preparation method and application thereof, the interference of autofluorescence of an organism can be eliminated, and the TSPO content in the organism can be detected efficiently and accurately.

Lysozyme-targeted ratiometric fluorescent probe for SO2 in living cells

Sulfur dioxide (SO2) as a common environmental pollutant, participates in a variety of physiology and pathological processes in vivo. Lysosomes are considered to be cleaners of living cells and play a vital role in the process of metabolism. Exposure to excess SO2 will result in the increase risk of lysosomal dysfunction and induce multiple diseases. Herein a smart fluorescent probe LYSO-SO2 is developed, which achieved the ratio (F561 nm/F634 nm) identification of SO2 in vitro. LYSO-SO2 showed high sensitivity (detection limit 15.8 nM), rapidly response (within 5 s), and excellent selectivity. Additionally, this probe LYSO-SO2 has been successfully applied to the ratio monitoring SO2 in lysosomes which may provide an effective quantitative method for studying the physiological and pathological functions of SO2 in living cells.

Boron-containing organic light-emitting material and preparation method thereof

The invention discloses a boron-containing organic luminescent material NileRB and a synthesis method thereof. The structural general formula of the NileRB is shown as (I). The preparation method comprises the following steps: by taking 3-substituted phenol as a raw material, reacting with nitrite to generate a nitrosation product, then performing heating reaction with 1, 5-naphthyl diphenol, andfinally performing coordination complexation with boron trifluoride diethyl ether to generate a target product NileRB. The structure contains two chromophores: chromophores, chromophores and chromophores, the invention discloses a fluorine-boron-pyrrole-like and nicotine-red-like structural unit. The whole structure has good rigidity; the preparation method comprises the following steps: introducing boron fluoride into a structural parent of Nile red; fluorine ions have relatively strong hydrophobic capability, so that the stability of molecules is improved; meanwhile, coordination complexingcan increase the electron deficiency property of a structural system and increase an intramolecular strong push-pull conjugated system, and fluorine ions have strong hydrophobicity, so that the wholemolecule has a distorted conjugated structure, fluorescence quenching caused by aggregation in a solid state is avoided, and a bipolar luminescent material is formed.

A fluorescent probe for bisulfite ions: its application to two-photon tissue imaging

A benzoxazinone based fluorescent probe for the specific and efficient detection of bisulfite ions in aqueous medium is described. The probe formed a bisulfite/sulphite adduct with an associated turn-on fluorescence response in the red wavelength region. No interference was observed in the detection process from all possible competing anions and molecules, including cyanide ion, cysteine, homocysteine and glutathione. In addition, the probe showed a fast response time, low detection limit, and cell membrane permeability. Furthermore, the probe was two-photon excitable, enabling imaging of endogenous bisulfite ions in HeLa cells as well as in deep tissues from different organs of mouse.

Survey of Redox-Active Moieties for Application in Multiplexed Electrochemical Biosensors

Recent years have seen the development of a large number of electrochemical sandwich assays and reagentless biosensor architectures employing biomolecules modified via the attachment of a redox-active "reporter." Here we survey a large set of potential redox reporters in order to determine which exhibits the best long-duration stability in thiol-on-gold monolayer-based sensors and to identify reporter "sets" signaling at distinct, nonoverlapping redox potentials in support of multiplexing and error correcting ratiometric or differential measurement approaches. Specifically, we have characterized the performance of more than a dozen potential reporters that are, first, redox active within the potential window over which thiol-on-gold monolayers are reasonably stable and, second, are available commercially in forms that are readily conjugated to biomolecules or can be converted into such forms in one or two simple synthetic steps. To test each of these reporters we conjugated it to one terminus of a single-stranded DNA "probe" that was attached by its other terminus via a six-carbon thiol to a gold electrode to form an "E-DNA" sensor responsive to its complementary DNA target. We then measured the signaling properties of each sensor as well as its stability against repeated voltammetric scans and against deployment in and reuse from blood serum. Doing so we find that the performance of methylene blue-based, thiol-on-gold sensors is unmatched; the near-quantitative stability of such sensors against repeated scanning in even very complex sample matrices is unparalleled. While more modest, the stability of sensors employing a handful of other reporters, including anthraquinone, Nile blue, and ferrrocene, is reasonable. Our work thus serves as both to highlight the exceptional properties of methylene blue as a redox reporter in such applications and as a cautionary tale-we wish to help other researchers avoid fruitless efforts to employ the many, seemingly promising and yet ultimately inadequate reporters we have investigated. Finally, we hope that our work also serves as an illustration of the pressing need for the further development of useful redox reporters.

Fluorescent chemodosimeter for Cys/Hcy with a large absorption shift and imaging in living cells

A novel molecule T1 with efficient intramolecular charge transfer was designed as a fluorescent chemodosimeter for cysteine (Cys) and homocysteine (Hcy). Upon addition of Cys/Hcy, T1 exhibited greatly enhanced fluorescence intensity as well as a large absorption peak shift (70 nm), and can be used for bioimaging of Cys/Hcy in living cells and detection in human plasma by visual color change. The detection mechanism was proved by 1H NMR, mass spectrometry analysis and Gaussian calculations.