N,N'-Dinitrosopiperazine
Basic information
- CAS
140-79-4- Standard SMILES
O=NN1CCN(N=O)CC1- InChIKey
WNSYEWGYAFFSSQ-UHFFFAOYSA-N- Molecular formula
- C4.H8.N4.O2
- Average molar mass
- 144.13 g/mol
- Monoisotopic mass
- 144.06472551
Overview
Carcinogen is any chemical, biological or physical agents that increase the risk of neoplasms in humans or animals. Carcinogens include natural or synthesized compounds, certain viruses, and various sources of radiation. A carcinogen may directly alter the genetic material of cells (genotoxic), thereby initiating or promoting the process of malignant transformation; it also may induce cancers by mechanisms that do not involve a direct alteration of cellular genetic material (non-genotoxic). (NCI04)
Names & identifiers
- Preferred name
- N,N'-Dinitrosopiperazine
- IUPAC
- 1,4-dinitrosopiperazine
- English name
- N,N'-DINITROSOPIPERAZINE
- Molecular formula
- C4H8N4O2
- Molecular weight
- 144.13
Names & synonyms
1,4-DINITROSOPIPERAZINE140-79-4N,N'-DinitrosopiperazineDinitrosopiperazineDinitrosopiperazinN-DinitrosopiperazineDNPZUSAF DO-36NSC 339DTXSID0020527NSC-339GU48C6581I
Show more names
nsc339usafdo-361,4-DinitroanilineTIMTEC-BB SBB008187
DTXCID00527RefChem:73326205-434-6Piperazine, 1,4-dinitroso-CarcinogenRifapentine Impurity 2NN'-Dinitrosopiperazine1,4-Dinitroso-piperazine
Database identifiers
- CAS
140-79-4- PubChem CID
- 8819
- DTXSID
DTXSID0020527- ChEMBL
CHEMBL1332- UNII
- GU48C6581I
- EC Number
- 205-434-6
- Nikkaji
- J2.951C
Properties
Computed structural properties
- XLogP
- -0.8
- Topological polar surface area
- 65.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 115
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Nitrosamines
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP
-0.85
-0.85
Color/FormPALE YELLOW PLATES FROM WATER
SolubilitySLIGHTLY SOL IN WATER, ACETONE; VERY SOL IN HOT ALCOHOL
Melting Point
158 °C
158 °C
Vapor Pressure0.00019 [mmHg]
Physical DescriptionPale yellow solid; [HSDB]
Physicochemical properties
- Melting point
- 208 · 208-210°C
- Boiling point
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards SummaryEmergency treatment: Piperazine; Piperazine can cause vomiting, confusion, seizures, and coma at therapeutic levels (75 mg/kg/day) in patients with normal renal function; [HSDB] An irritant; [MP MSDS] See Piperazine and salts.
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety & protection
Protective Action Criteria (PAC)
0.48 [mg/m3]
5.3 [mg/m3]
32 [mg/m3]
Toxicology
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Non-Human Toxicity Excerpts
CARCINOGENIC ACTIVITY OF NITROSO COMPD: 1,4-DINITROSOPIPERAZINE AFFECTED THE ESOPHAGUS, LIVER, NASAL CAVITIES, & FORESTOMACH OF RATS; IN MICE AFFECTED LUNG & LIVER. /FROM TABLE/
ADULT MICE WERE TREATED FOR 1 YR, PREGNANT MOTHERS IN 3RD TRIMESTER OF PREGNANCY, & LACTATING MOTHERS FOR 1ST 20 DAYS POSTPARTUM WITH DINITROSOPIPERAZINE. DEATHS ATTRIBUTABLE TO ACUTE TOXIC EFFECT AMOUNTED TO 15% AMONG TREATED ADULT MICE & 57% IN TRANSMATERNALLY EXPOSED MICE.
Chemistry & industry
Pharmacology
Metabolism/MetabolitesAFTER ADMIN OF (2,5-(14)C)-DINITROSOPIPERAZINE TO RATS TWO OF THE URINE METABOLITES WERE IDENTIFIED AS 3-HYDROXYNITROSOPYRROLIDINE & 1-NITROSOPIPERAZINONE-(3).
MeSH Pharmacological ClassificationSubstances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.
Absorption, Distribution and ExcretionAFTER IP ADMIN OF 10 MG/69.5 MUCI PER KG (2,5-(14)C)-N,N'-DINITROSOPIPERAZINE TO RATS 1% OF RADIOACTIVITY WAS EXHALED AS (14)CO2, 1% WAS EXCRETED VIA BILE & ABOUT 40% WAS EXCRETED IN URINE.
Uses & manufacturing
Uses
Used as a research chemical; Not commercially produced in the US; [HSDB]
RESEARCH CHEMICAL
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) No Data
(1979) No Data
U.S. Production
(1977) NOT PRODUCED COMMERCIALLY IN US
(1979) NOT PRODUCED COMMERCIALLY IN US
Consumption PatternsESSENTIALLY 100% AS A RESEARCH CHEMICAL
Methods of ManufacturingREACTION OF PIPERAZINE WITH NITRITE
General Manufacturing InformationPiperazine, 1,4-dinitroso-: ACTIVE
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…