N-Nitroso-N-methylurea
N-Nitroso-N-methylurea structure
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Common Name | N-Nitroso-N-methylurea | ||
|---|---|---|---|---|
| CAS Number | 684-93-5 | Molecular Weight | 103.080 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 164.3±23.0 °C at 760 mmHg | |
| Molecular Formula | C2H5N3O2 | Melting Point | 119-124°C | |
| MSDS | Chinese USA | Flash Point | 53.1±22.6 °C | |
| Symbol |
GHS02, GHS06, GHS08 |
Signal Word | Danger | |
Use of N-Nitroso-N-methylureaN-Nitroso-N-methylurea (NMU;MNU;NMH) is a potent carcinogen, mutagen and teratogenand. N-Nitroso-N-methylurea is a direct-acting alkylating agent that interacts with DNA. N-Nitroso-N-methylurea targets multiple animal organs to cause various cancer and/or degenerative disease. N-Nitroso-N-methylurea is also a precursor in the synthesis of diazomethane[1][2][3][4]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | N-methyl-N-nitrosourea |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | N-Nitroso-N-methylurea (NMU;MNU;NMH) is a potent carcinogen, mutagen and teratogenand. N-Nitroso-N-methylurea is a direct-acting alkylating agent that interacts with DNA. N-Nitroso-N-methylurea targets multiple animal organs to cause various cancer and/or degenerative disease. N-Nitroso-N-methylurea is also a precursor in the synthesis of diazomethane[1][2][3][4]. |
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| Related Catalog | |
| In Vitro | N-Nitroso-N-methylurea (NMU; 5 μM) treatment increases the cellular NF-κB activity in human malignant keratinocytes. N-Nitroso-N-methylurea also increases the amount of I-κBα phosphorylation[5]. |
| In Vivo | N-Nitroso-N-methylurea (NMU) gives intravenously to rats at age 50 days induced mammary carcinomas in 89% of BUF/N, 73% of Sprague-Dawley, and 89% of F344 females. Latent periods are, respectively, 77, 86, and 94 days. Doubling times of NMU-induced primary and transplanted carcinomas are similar to 7 days. Cachexia ensues at the 5th week from the onset of the first tumor. When the tumor is larger than 15 g, hypercalcemia is usually observed[1]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 164.3±23.0 °C at 760 mmHg |
| Melting Point | 119-124°C |
| Molecular Formula | C2H5N3O2 |
| Molecular Weight | 103.080 |
| Flash Point | 53.1±22.6 °C |
| Exact Mass | 103.038177 |
| PSA | 75.76000 |
| LogP | -0.03 |
| Vapour Pressure | 2.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.545 |
| InChIKey | ZRKWMRDKSOPRRS-UHFFFAOYSA-N |
| SMILES | CN(N=O)C(N)=O |
| Storage condition | 2-8°C |
| Stability | Stable. Flammable. Incompatible with strong oxidizing agents, strong bases, strong acids. |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS02, GHS06, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H228-H301-H350-H360 |
| Precautionary Statements | P201-P210-P301 + P310-P308 + P313 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P2 (EN 143) respirator cartridges;type P3 (EN 143) respirator cartridges |
| Hazard Codes | F:Flammable |
| Risk Phrases | R45;R46;R61;R11;R25 |
| Safety Phrases | S53-S45-S24/25-S22 |
| RIDADR | UN 1325 4.1/PG 2 |
| WGK Germany | - |
| RTECS | YT7875000 |
| Packaging Group | III |
| Hazard Class | 6.1(b) |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
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~92%
N-Nitroso-N-met... CAS#:684-93-5 |
| Literature: Iranpoor, Nasser; Firouzabadi, Habib; Pourali, Ali Reza Synthetic Communications, 2005 , vol. 35, # 11 p. 1517 - 1526 |
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N-Nitroso-N-met... CAS#:684-93-5 |
| Literature: Current Science, , vol. 12, p. 228 Chem.Abstr., , p. 2006 Journal of the Chemical Society, , p. 1214 Chemische Berichte, , vol. 73, p. 607 |
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N-Nitroso-N-met... CAS#:684-93-5 |
| Literature: Journal of Organic Chemistry, , vol. 38, p. 1325 - 1329 |
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N-Nitroso-N-met... CAS#:684-93-5 |
| Literature: Chemische Berichte, , vol. 73, p. 607 Org. Synth. Coll. Vol. II<1943>461 Angewandte Chemie, , vol. 46, p. 48 Angewandte Chemie, , vol. 43, p. 445 |
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~%
N-Nitroso-N-met... CAS#:684-93-5 |
| Literature: Chemische Berichte, , vol. 73, p. 607 Org. Synth. Coll. Vol. II<1943>461 Angewandte Chemie, , vol. 46, p. 48 Angewandte Chemie, , vol. 43, p. 445 |
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~%
N-Nitroso-N-met... CAS#:684-93-5 |
| Literature: Justus Liebigs Annalen der Chemie, , vol. 253, p. 6 |
![Acetamide,N-[(methylamino)carbonyl] structure](https://image.chemsrc.com/caspic/167/623-59-6.png)
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 8 | |
|---|---|
| DownStream 10 | |
CAS#:67-56-1
CAS#:74-89-5
CAS#:538-32-9
CAS#:598-94-7
CAS#:22981-32-4
CAS#:41632-04-6
CAS#:22718-48-5
CAS#:90-05-1This table lists relevant public references with title, journal and publication metadata for this compound.
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A novel toxicogenomics-based approach to categorize (non-)genotoxic carcinogens.
Arch. Toxicol. 89 , 2413-27, (2015) Alternative methods to detect non-genotoxic carcinogens are urgently needed, as this class of carcinogens goes undetected in the current testing strategy for carcinogenicity under REACH. A complicatin... |
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Optimal dose selection of N-methyl-N-nitrosourea for the rat comet assay to evaluate DNA damage in organs with different susceptibility to cytotoxicity.
Mutat. Res. Genet. Toxicol. Environ. Mutagen. 786-788 , 129-36, (2015) The in vivo rodent alkaline comet assay (comet assay) is a promising technique to evaluate DNA damage in vivo. However, there is no agreement on a method to evaluate DNA damage in organs where cytotox... |
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Multiple programmed cell death pathways are involved in N-methyl-N-nitrosourea-induced photoreceptor degeneration.
Graefes Arch. Clin. Exp. Ophthalmol. 253 , 721-31, (2015) To identify programmed cell death (PCD) pathways involved in N-methyl-N-nitrosourea (MNU)-induced photoreceptor (PR) degeneration.Adult C57BL/6 mice received a single MNU i.p. injection (60 mg/kg body... |
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| EINECS 211-678-4 |
| 1-Methyl-1-nitrosourea |
| N-nitroso-N-methylurea |
| MFCD00014794 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the molecular weight of N-methyl-N-nitrosourea? |
| A: Molecular weight of N-methyl-N-nitrosourea is 103.080. |
| Q: What is the boiling point of N-methyl-N-nitrosourea? |
| A: Boiling point of N-methyl-N-nitrosourea is 164.3±23.0 °C at 760 mmHg. |
| Q: What are the storage conditions for N-methyl-N-nitrosourea? |
| A: Storage conditions for N-methyl-N-nitrosourea: 2-8°C. |
| Q: What are the uses of N-methyl-N-nitrosourea? |
| A: Main uses of N-methyl-N-nitrosourea: N-Nitroso-N-methylurea (NMU;MNU;NMH) is a potent carcinogen, mutagen and teratogenand. N-Nitroso-N-methylurea is a direct-acting alkylating agent that interacts with DNA. N-Nitroso-N-methylurea targets multiple animal organs to cause various cancer and/or degenerative disease. N-Nitroso-N-methylurea is also a precursor in the synthesis of diazomethane[1][2][3][4]. |
| Q: What is the LogP of N-methyl-N-nitrosourea? |
| A: LogP of N-methyl-N-nitrosourea is -0.03. |
| Q: What are the upstream materials of N-methyl-N-nitrosourea? |
| A: Related upstream materials(CAS) of N-methyl-N-nitrosourea: 598-50-5;623-59-6;33868-17-6;593-51-1;57-13-6;590-28-3;7732-18-5;598-11-8. |
| Q: What is the polar surface area (PSA) of N-methyl-N-nitrosourea? |
| A: Polar surface area (PSA) of N-methyl-N-nitrosourea is 75.76000. |
| Q: What is the CAS number of N-methyl-N-nitrosourea? |
| A: CAS number of N-methyl-N-nitrosourea is 684-93-5. |
| Q: What is the InChIKey of N-methyl-N-nitrosourea? |
| A: InChIKey of N-methyl-N-nitrosourea is ZRKWMRDKSOPRRS-UHFFFAOYSA-N. |
| Q: What is the safety information for N-methyl-N-nitrosourea? |
| A: Safety information for N-methyl-N-nitrosourea: S53-S45-S24/25-S22. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Henan Tianfu Chemical Co., Ltd. |