140-79-4

Basic information

• Product Name: N,N'-DINITROSOPIPERAZINE
• Synonyms: N,N'-DINITROSOPIPERAZINE;TIMTEC-BB SBB008187;1,4-DINITROSOPIPERAZINE;1,4-dinitroso-piperazin;Dinitrosopiperazin;Dinitrosopiperazine;Dnpz;NSC 339
• CAS NO: 140-79-4
• Molecular Formula: C₄H₈N₄O₂
• Molecular Weight: 144.13
• EINECS: 205-434-6
• Product Categories: Heterocycles;Mutagenesis Research Chemicals
• Mol File: 140-79-4.mol

Chemical Properties

• Melting Point: 208-210°C
• Boiling Point: 262.72°C (rough estimate)
• Flash Point: 199.4°C
• Appearance: /
• Density: 1.4165 (rough estimate)
• Refractive Index: 1.8500 (estimate)
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• PKA: -4.82±0.70(Predicted)
• Water Solubility: 5.765g/L(24 oC)
• CAS DataBase Reference: N,N'-DINITROSOPIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DINITROSOPIPERAZINE(140-79-4)
• EPA Substance Registry System: N,N'-DINITROSOPIPERAZINE(140-79-4)

Safety Data

• Hazardous Substances Data: 140-79-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N,N'-DINITROSOPIPERAZINE is used as a research compound for studying the development and progression of nasopharyngeal carcinoma (NPC). Its organ specificity to the nasopharyngeal epithelium makes it a valuable tool in understanding the mechanisms behind this type of cancer and potentially developing targeted therapies.
Used in Toxicology Research:
As a compound that induces nasopharyngeal carcinoma, N,N'-DINITROSOPIPERAZINE can be used in toxicology research to study the effects of various substances on the nasopharyngeal epithelium and to develop methods for mitigating the harmful effects of such substances.
Used in Chemical Synthesis:
Due to its unique chemical properties, N,N'-DINITROSOPIPERAZINE may also be used as an intermediate or reagent in the synthesis of other compounds, particularly in the fields of pharmaceuticals, agrochemicals, and materials science. Its pale yellow solid form makes it suitable for various chemical reactions and processes.

Safety Profile

Suspected carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. Poison by ingestion, subcutaneous, and intraperitoned routes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also NNITROSO COMPOUNDS.

Upstream product

• 110-85-0 piperazine 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 16339-07-4 1-methyl-4-nitroso-piperazine 
• 67809-83-0 S-nitroso-N-acetylpenicillamine 
• 4164-37-8 1,4-dinitropiperazine 
• 142-64-3 piperazine dihydrochloride 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 65504-33-8 N'-ethyl-N-nitrosopiperazine 
• 10125-28-7 N-t-butyl-N'-methylpiperazine 
• 13480-33-6 N-isopropyl-N'-methylpiperazine 
• 49860-76-6 N-methyl-N'-ethyl-piperazine 
• 99602-25-2 1,4-diazabicyclo[2.2.2]octanium nitrate 
• 99602-24-1 1,4-dimethyl-piperazine; dinitrate 
• 106-58-1 N,N'-dimethylpiperazine 

Downstream Products

• 106-59-2 1,4-diaminopiperazine 
• 69340-07-4 1,4-dinitroso(2H8)piperazine 
• 110-85-0 piperazine 

Related news

Voltammetric determination of N,N'-DINITROSOPIPERAZINE (cas 140-79-4) in simulated gastric juice09/30/2019

A voltammetric method has been developed for the determination of N,N'-dinitrosopiperazine (DNPZ) in simulated gastric juice. The method is based on measuring the differential pulse polarographic peak produced in pH 3 Britton Robinson buffer. A well defined, diffusion-controlled cathodic wave wa...detailed

Relevant articles and documents

Kinetic model for reactivity in quaternary water-in-oil microemulsions

A study was carried out on the nitrosation of piperazine (PIP) and N-methylbenzylamine (MeBzAm) by N-methyl-N-nitroso-p-toluenesulfonamide (MNTS) in quaternary microemulsions of tetradecyltrimethylammonium bromide (TTABr)/isooctane/alcohol/water, varying the nature and the concentration of the following alcohols: 1-pentanol, 1-hexanol, 1-heptanol, 1-octanol and 1-decanol keeping the [1-alcohol]/[TTABr] = 4 relationship constant. In addition a study was carried out on the influence of the alcohol concentration, working with molar relationships [1-hexanol]/[TTABr] = 3, 4 and 5. On the basis of the molar volumes of the alcohol and surfactant and the concentration of alcohol at the interface it was possible to calculate the change in its volume with as varying compositions of the microemulsion. In order to interpret the experimental results a kinetic model was devised which takes into account the distribution of the reactants between the different pseudophases and the change in the volume of the interface. The rate constants at the interface of the microemulsion are lower than in pure water and are independent of the nature of the alcohol used as a cosurfactant and the molar relationship [alcohol]/[TTABr]. This independence indicates that the main role of the cosurfactant is to increase the volume of the interface with the consequent dilution of the reactants.

Facile N-nitrosation of secondary amines using poly(N,N'-dibromo-Nethylene- benzene-1,3-disulfonamide) and N,N,N′,N′-tetrabromobenzene-1,3- disulfonamide/NaNO2 under mild conditions

In this research project, a combination of poly(N,N′-dibromo-N- ethylene-benzene-1,3-disulfonamide) [PBBS] and/or (N,N,N′,N′- tetrabromobenzene-1,3-disulfonamide) [TBBDA] with sodium nitrite in the presence of wet SiO2 (50% w/w) was used as an efficient nitrosating agent for the conversion of secondary amines to their corresponding nitroso compounds. N-Nitrosation reaction has been performed in dichloromethane at room temperature under mild and heterogeneous conditions. The reaction is operationally simple and corresponding products were achieved in good to excellent yields.

Electrochemical Nonacidic N-Nitrosation/N-Nitration of Secondary Amines through a Biradical Coupling Reaction

An acid-free N-nitrosation/nitration of the N?H bonds in secondary amines with Fe(NO3)3 ? 9H2O as the nitroso/nitro source through an electrocatalyzed radical coupling reaction was developed. Cyclic aliphatic amines and N-heteroaromatic compounds were N-nitrosated and N-nitrated, respectively, under mild conditions. Control and competition experiments, as well as kinetic studies, demonstrate that N-nitrosation and N-nitration involve two different radical reaction pathways involving N+ and N. radicals. Moreover, the electrocatalysis method enables the preferential activation of the N?H bond over the electrode and thus provides high selectivity for specific N atoms. Finally, this strategy exhibits a broad scope and provides a green and straightforward approach to generate useful N-nitroso/nitro compounds in good yields. (Figure presented.).

Deuterated diphenylaminopyrimidine compound

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N-nitrosation of secondary amines using supported perchloric acid on silica gel and stereoselectivity study of nitrosated products

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N-nitrosation of secondary amines using p-TSA-NaNO2 as a novel nitrosating agent under mild conditions

A combination of p-toluenesulfonic acid (p-TSA) and sodium nitrite was used as a novel effective nitrosating agent for the N-nitrosation of secondary amines to their corresponding nitroso derivatives under mild and heterogeneous conditions in moderate to excellent yields.

Ph3P/Br2/n-Bu4NNO2 as an efficient system for the preparation of N-nitrosamines and azides

The combination PPh3/Br2/n-Bu4NNO2 was developed as a new reagent system for the efficient preparation of N-nitrosamines and azides from the corresponding amines and hydrazine derivatives, respectively, at 0 °C to room temperature, in excellent yields.

Efficient procedure for chemoselective N-nitrosation of secondary amines with trichloromelamine-NaNO2

A combination of trichloromelamine and sodium nitrite in the presence of wet silica gel was used as an effective nitrosating agent for the transformation of secondary amines into the corresponding N-nitroso derivatives under mild and heterogeneous conditions in good to excellent yields.

Alumina-methanesulfonic acid (AMA)/NaNO2 as an efficient procedure for the chemoselectivite N-nitrosation of secondary amines

A combination of alumina/methanesulfonic acid (AMA) and sodium nitrite was used as an effective nitrosating agent for the nitrosation of secondary amines under mild and heterogeneous conditions in good to excellent yields. Copyright Taylor & Francis Group, LLC.