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684-93-5

Basic Information
CAS No.: 684-93-5
Name: 1-Methyl-1-nitrosourea
Article Data: 42
Molecular Structure:
Molecular Structure of 684-93-5 (1-Methyl-1-nitrosourea)
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: FlammableF; ToxicT
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
Synthetic route
598-50-5

N-Methylurea

684-93-5

1-methyl-1-nitrosourea

Conditions
ConditionsYield
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%
74-89-5

methylamine

684-93-5

1-methyl-1-nitrosourea

Conditions
ConditionsYield
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℃;

1-methylurea nitrite

684-93-5

1-methyl-1-nitrosourea

Conditions
ConditionsYield
With sulfuric acid; water at 0℃;51%
623-59-6

N-acetyl-N'-methylurea

684-93-5

1-methyl-1-nitrosourea

Conditions
ConditionsYield
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
590-28-3

potassium cyanate

593-51-1

methylamine hydrochloride

684-93-5

1-methyl-1-nitrosourea

593-51-1

methylamine hydrochloride

684-93-5

1-methyl-1-nitrosourea

Conditions
ConditionsYield
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
ConditionsYield
With sulfuric acid In dichloromethane
nitrate methylurea

nitrate methylurea

684-93-5

1-methyl-1-nitrosourea

Conditions
ConditionsYield
With water; sodium nitrite
598-11-8

methyluronium nitrate

sodium nitrite

sodium nitrite

684-93-5

1-methyl-1-nitrosourea

60-35-5

acetamide

684-93-5

1-methyl-1-nitrosourea

Conditions
ConditionsYield
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.