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| CAS No.: | 684-93-5 |
|---|---|
| Name: | 1-Methyl-1-nitrosourea |
| Article Data: | 42 |
| Molecular Structure: | |
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|
|
| Formula: | C2H5N3O2 |
| Molecular Weight: | 103.081 |
| Synonyms: | 1-methyl-1-nitroso-urea;Urea,1-methyl-1-nitroso- (6CI,8CI);1-Methyl-1-nitrosourea;1-Nitroso-1-methylurea;MNU;Methylnitrosourea;N-Nitroso-N-methylcarbamide;N-Nitroso-N-methylurea;NMH;NMM;NMU;NSC 23909;Nitrosomethylurea; |
| EINECS: | 211-678-4 |
| Density: | 1.46 g/cm3 |
| Melting Point: | 119-124°C |
| Boiling Point: | 164.3 °C at 760 mmHg |
| Flash Point: | 53.1 °C |
| Solubility: | Soluble. <0.1 g/100 mL at 18 C |
| Appearance: | Off-white to pale yellow solid |
| Hazard Symbols: |
 F;  T
|
| Risk Codes: | 45-46-61-11-25 |
| Safety: | 53-45-24/25-22 |
| Transport Information: | UN 1325 4.1/PG 2 |
| PSA: | 75.76000 |
| LogP: | 0.37860 |
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| Conditions | Yield |
|---|---|
| With dinitrogen tetroxide impregnated on activated charcoal In dichloromethane at 20℃; for 4h; | 90% |
| With cross-linked polyvinylpyrrolidone*N2O4; dinitrogen tetraoxide In dichloromethane at 20℃; for 3.33333h; | 89% |
| With hydrogenchloride; sodium nitrite In 2-methyltetrahydrofuran; diethyl ether; water at 25℃; under 6000.6 Torr; for 1.3h; Flow reactor; | 83% |
| Conditions | Yield |
|---|---|
| Stage #1: urea; methylamine With hydrogenchloride In water for 3h; Reflux; Stage #2: With sodium nitrite at 0 - 20℃; | 70% |
| With hydrogenchloride In water at -15 - 110℃; |
- 684-93-5
1-methyl-1-nitrosourea
| Conditions | Yield |
|---|---|
| With sulfuric acid; water at 0℃; | 51% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium nitrite | |
| Stage #1: N-acetyl-N'-methylurea With hydrogenchloride at 100℃; for 0.0666667h; Stage #2: With sodium nitrite cooling; Further stages.; | 8 g |
| Stage #1: N-acetyl-N'-methylurea With hydrogenchloride In water at 100℃; for 0.2h; Stage #2: With sodium nitrite In water Cooling with ice; | 9 g |
| Conditions | Yield |
|---|---|
| With water bei Siedetemperatur und anschliessende Umsetzung mit NaNO2 und verd. H2SO4 unter Kuehlung; | |
| Stage #1: methylamine hydrochloride; urea In water at 105℃; for 3.5h; Stage #2: With sodium nitrite In water at 40℃; for 0.25h; Stage #3: With sulfuric acid In tetrahydrofuran; water at 0 - 5℃; for 2h; | |
| Stage #1: methylamine hydrochloride; urea In water at 105℃; for 3.5h; Stage #2: With sodium nitrite In water at 40℃; for 0.25h; |
- 33868-17-6
Methylnitrosocyanamid
- 684-93-5
1-methyl-1-nitrosourea
| Conditions | Yield |
|---|---|
| With sulfuric acid In dichloromethane |
- 684-93-5
1-methyl-1-nitrosourea
| Conditions | Yield |
|---|---|
| With water; sodium nitrite |
| Conditions | Yield |
|---|---|
| Stage #1: acetamide With bromine; sodium hydroxide In water at 100℃; Stage #2: With hydrogenchloride at 100℃; for 0.002h; Stage #3: With sodium nitrite In water Cooling with ice; | 9 g |
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Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2A IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 17 ,1978,p. 227.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 17 ,1978,p. 227.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) , IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 1 ,1972,p. 125.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Community Right-To-Know List. Reported in EPA TSCA Inventory.
Specification
N-Methyl-N-nitrosourea(CAS NO.684-93-5) is a highly reliable carcinogen, mutagen, and teratogen. NMU is an alkylating agent, and exhibits its toxicity by transferring its methyl group to nucleobases in nucleic acids. It is used as precursor of diazomethane. It has a cytotoxicity effect. This product contains an undetermined amount of water. N-Methyl-N-nitrosourea is teratogenic and embryotoxic, resulting in craniofacial (cleft palate) and skeletal defects, increased fetal resorption, and fetal growth retardation.
Physical properties about N-Nitroso-N-methylurea are: (1)ACD/LogP: -0.302; (2)ACD/LogD (pH 5.5): -0.30; (3)ACD/LogD (pH 7.4): -0.30; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 16.32; (7)ACD/KOC (pH 7.4): 16.32; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.545; (12)Molar Refractivity: 22.2 cm3; (13)Molar Volume: 70.241 cm3; (14)Polarizability: 8.801 10-24cm3; (15)Surface Tension: 61.148998260498 dyne/cm; (16)Density: 1.468 g/cm3; (17)Flash Point: 53.143 °C; (18)Enthalpy of Vaporization: 40.078 kJ/mol; (19)Boiling Point: 164.26 °C at 760 mmHg; (20)Vapour Pressure: 1.98300004005432 mmHg at 25°C
When you are using this chemical, please be cautious about it as the following:
1. Avoid exposure - obtain special instruction before use;
2. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
3. Avoid contact with skin and eyes;
4. Do not breathe dust;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C2H5N3O2/c1-5(4-7)2(3)6/h1H3,(H2,3,6);
(2)InChIKey=ZRKWMRDKSOPRRS-UHFFFAOYSA-N;
(3)SmilesN(C(N)=O)(N=O)C
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| hamster | LD50 | subcutaneous | 113mg/kg (113mg/kg) | British Journal of Cancer. Vol. 29, Pg. 359, 1974. | |
| hamster | LDLo | intravenous | 42mg/kg (42mg/kg) | Journal of Pathology and Bacteriology. Vol. 92, Pg. 35, 1966. | |
| mammal (species unspecified) | LD50 | intravenous | 110mg/kg (110mg/kg) | Gann Monograph on Cancer Research. Vol. 17, Pg. 107, 1975. | |
| mammal (species unspecified) | LD50 | oral | 110mg/kg (110mg/kg) | Gann Monograph on Cancer Research. Vol. 17, Pg. 107, 1975. | |
| mouse | LD50 | intraperitoneal | 144mg/kg (144mg/kg) | Cancer Research. Vol. 30, Pg. 11, 1970. | |
| rat | LD50 | intraperitoneal | 110mg/kg (110mg/kg) | Nature. Vol. 222, Pg. 1064, 1969. | |
| rat | LD50 | intravenous | 108mg/kg (108mg/kg) | Naunyn-Schmiedebergs Archiv fuer Pharmakologie und Experimentelle Pathologie. Vol. 257, Pg. 296, 1967. | |
| rat | LD50 | oral | 110mg/kg (110mg/kg) | Zeitschrift fuer Krebsforschung. Vol. 69, Pg. 103, 1967. | |
| rat | LDLo | implant | 30mg/kg (30mg/kg) | KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Chemico-Biological Interactions. Vol. 5, Pg. 139, 1972. |