Product Name

  • Name

    1-Methyl-3-nitro-1-nitrosoguanidine

  • EINECS 200-730-1
  • CAS No. 70-25-7
  • Article Data4
  • CAS DataBase
  • Density 1.7979 (rough estimate)
  • Solubility Reacts violently
  • Melting Point 118 ºC (dec.)
  • Formula C2H5 N5 O3
  • Boiling Point 267.16°C (rough estimate)
  • Molecular Weight 147.093
  • Flash Point 120.541oC
  • Transport Information UN 1325
  • Appearance yellow to pink crystals
  • Safety Confirmed carcinogen with experimental carcinogenic, tumorigenic, and teratogenic data. Poison by ingestion, intraperitoneal, and intravenous routes. Moderately toxic by subcutaneous route. Experimental reproductive effects. Human mutation data reported. An explosive sensitive to heat or impact. Flammable when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits very toxic fumes of NOx. See also N-NITROSO COMPOUNDS.
  • Risk Codes R45;R20;R36/38;R51/53   
  • Molecular Structure Molecular Structure of 70-25-7 (1-Methyl-3-nitro-1-nitrosoguanidine)
  • Hazard Symbols
  • Synonyms Guanidine,1-methyl-3-nitro-1-nitroso- (6CI,8CI); 1-Methyl-1-nitroso-2-nitroguanidine;1-Methyl-1-nitroso-3-nitroguanidine; 1-Methyl-3-nitro-1-nitrosoguanidine;1-Nitroso-3-nitro-1-methylguanidine; MNNG; Methylnitronitrosoguanidine;N-Methyl-N-nitroso-N'-nitroguanidine; N-Methyl-N1-nitro-N-nitrosoguanidine;N-Methyl-N'-nitro-N-nitrosoguanadine; N-Methyl-N'-nitro-N-nitrosoguanidine;N-Methyl-nitroso-N'-nitroguanidine; N-Nitroso-N-methyl-N'-nitroguanidine;N-Nitroso-N-methylnitroguanidine; N-Nitroso-N'-nitro-N-methylguanidine; NSC9369; NTG; Nitrosoguanidine
  • PSA 114.37000
  • LogP 0.32950

Synthetic route

N-methyl-N'-nitroguanidine
4245-76-5

N-methyl-N'-nitroguanidine

N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

Conditions
ConditionsYield
With nitric acid; sodium nitrite at 10℃;
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(2E,4E)-5-Bromo-2,4-dimethyl-penta-2,4-dienoic acid
400736-91-6

(2E,4E)-5-Bromo-2,4-dimethyl-penta-2,4-dienoic acid

(2E,4E)-5-bromo-2,4-dimethyl-penta-2,4-dienoic acid methyl ester
400736-94-9

(2E,4E)-5-bromo-2,4-dimethyl-penta-2,4-dienoic acid methyl ester

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether at 0℃; for 0.25h;
Stage #2: (2E,4E)-5-Bromo-2,4-dimethyl-penta-2,4-dienoic acid In diethyl ether
99%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

C17H21FO3
1009365-40-5

C17H21FO3

methyl 2-(9-(4-fluorophenyl)-3-hydroxybicyclo[3.3.1]nonan-9-yl)acetate
1009367-58-1

methyl 2-(9-(4-fluorophenyl)-3-hydroxybicyclo[3.3.1]nonan-9-yl)acetate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at 0℃; for 0.0833333h;
Stage #2: C17H21FO3 In diethyl ether; dichloromethane at 0℃; for 0.166667h;
99%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

5-benzoylaminopentanoic acid
15647-47-9

5-benzoylaminopentanoic acid

methyl N-benzoyl-5-aminopentanoate
17079-25-3

methyl N-benzoyl-5-aminopentanoate

Conditions
ConditionsYield
With sodium hydroxide In methanol; diethyl ether at 0℃;99%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

trans-methyl 4-(4-bromophenyl)but-2-enoate
1310810-17-3

trans-methyl 4-(4-bromophenyl)but-2-enoate

trans-methyl 2-(4-bromobenzyl)cyclopropanecarboxylate

trans-methyl 2-(4-bromobenzyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether at 0℃; for 0.25h;
Stage #2: trans-methyl 4-(4-bromophenyl)but-2-enoate With palladium diacetate In tetrahydrofuran; diethyl ether at 20℃; for 1h;
98%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(4aR,6S,8S,8aR)-6-(3-azidopropoxy)-2,2-di-tert-butyl-8-(((4aR,6R,7S,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydropyrano[3,2-d][1,3,2]dioxasilin-7(6H)-one

(4aR,6S,8S,8aR)-6-(3-azidopropoxy)-2,2-di-tert-butyl-8-(((4aR,6R,7S,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydropyrano[3,2-d][1,3,2]dioxasilin-7(6H)-one

(2S,4a’R,6’S,8’S,8a’R)-6’-(3-azidopropoxy)-2’,2’-di-tert-butyl-8’-(((4aR,6R,7S,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydro-6’H-spiro[oxirane-2,7’-pyrano[3,2-d][1,3,2]dioxasiline]

(2S,4a’R,6’S,8’S,8a’R)-6’-(3-azidopropoxy)-2’,2’-di-tert-butyl-8’-(((4aR,6R,7S,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydro-6’H-spiro[oxirane-2,7’-pyrano[3,2-d][1,3,2]dioxasiline]

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether; ethanol; water for 0.166667h; Inert atmosphere;98%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

Mrz 2/138
110916-46-6

Mrz 2/138

N-[2-(3,5-dimethyl-1-adamantyl)ethyl]-nitroguanidine

N-[2-(3,5-dimethyl-1-adamantyl)ethyl]-nitroguanidine

Conditions
ConditionsYield
In diethyl ether; water at 22℃; for 1.5h;96.5%
In diethyl ether; water at 20 - 22℃; for 0.5h;96.5%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(E)-methyl 4-(4-((3-phenoxybenzyl)oxy)bicyclo[2.2.1]heptan-1-yl)but-2-enoate

(E)-methyl 4-(4-((3-phenoxybenzyl)oxy)bicyclo[2.2.1]heptan-1-yl)but-2-enoate

methyl 2-((4-((3-phenoxybenzyl)oxy)bicyclo[2.2.1]heptan-1-yl)methyl)cyclopropanecarboxylate

methyl 2-((4-((3-phenoxybenzyl)oxy)bicyclo[2.2.1]heptan-1-yl)methyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With palladium diacetate; potassium hydroxide In diethyl ether; water at 0℃; for 0.333333h;
Stage #2: (E)-methyl 4-(4-((3-phenoxybenzyl)oxy)bicyclo[2.2.1]heptan-1-yl)but-2-enoate With palladium diacetate In tetrahydrofuran at 0 - 20℃; for 1h;
95%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(2E)-N-benzylbut-2-enamide
89232-30-4

(2E)-N-benzylbut-2-enamide

N-benzyl-2-methylcyclopropanecarboxamide

N-benzyl-2-methylcyclopropanecarboxamide

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With water; potassium hydroxide In diethyl ether at 0℃; for 0.25h;
Stage #2: (2E)-N-benzylbut-2-enamide With palladium diacetate In tetrahydrofuran; diethyl ether at 20℃; for 1h;
94%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

N-benzoyl-N-((E)-2-butenyl)-5-aminopentanoic acid

N-benzoyl-N-((E)-2-butenyl)-5-aminopentanoic acid

methyl N-benzoyl-N-((E)-2-butenyl)-5-aminopentanoate

methyl N-benzoyl-N-((E)-2-butenyl)-5-aminopentanoate

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether at 0℃;94%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

3-amino-1H-1,2,4-triazole-5-carbohydrazide
3641-15-4

3-amino-1H-1,2,4-triazole-5-carbohydrazide

N-(5'-amino-1H,1'H-[3,3'-bi(1,2,4-triazol)]-5-yl)nitramide

N-(5'-amino-1H,1'H-[3,3'-bi(1,2,4-triazol)]-5-yl)nitramide

Conditions
ConditionsYield
In methanol; water at 80℃; for 2h;93%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(E)-methyl-cis-3-(3-(4-bromophenyl)cyclobutyl)acrylate

(E)-methyl-cis-3-(3-(4-bromophenyl)cyclobutyl)acrylate

methyl trans-2-(cis-3-(4-bromophenyl)cyclobutyl)cyclopropanecarboxylate

methyl trans-2-(cis-3-(4-bromophenyl)cyclobutyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With water; potassium hydroxide In diethyl ether at 0℃; for 0.333333h;
Stage #2: (E)-methyl-cis-3-(3-(4-bromophenyl)cyclobutyl)acrylate With palladium diacetate In tetrahydrofuran; diethyl ether at 0 - 20℃; for 1h;
92%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(E)-5-(4-bromophenyl)pent-2-enoic acid ethyl ester

(E)-5-(4-bromophenyl)pent-2-enoic acid ethyl ester

trans-ethyl 2-(4-bromophenethyl)cyclopropanecarboxylate

trans-ethyl 2-(4-bromophenethyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at -78 - 0℃; for 0.5h;
Stage #2: (E)-5-(4-bromophenyl)pent-2-enoic acid ethyl ester With palladium diacetate In diethyl ether; water at 0 - 20℃;
Stage #3: With acetic acid In diethyl ether at 20℃; for 0.5h;
91%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(4-amino-furazan-3-yl)-acetic acid hydrazide

(4-amino-furazan-3-yl)-acetic acid hydrazide

C5H6N8O3

C5H6N8O3

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine; (4-amino-furazan-3-yl)-acetic acid hydrazide In methanol; water for 2h; Heating;
Stage #2: With potassium hydroxide In water for 2h;
Stage #3: With nitric acid In water at 50℃; pH=3;
90%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

silver nitrate

silver nitrate

silver (I) nitro cyanamide
20236-50-4

silver (I) nitro cyanamide

Conditions
ConditionsYield
In sodium hydroxide solvation of 16 g NaOH in 600 ml H2O and addition of 44.1 g of the guanidine under stirring at 0°C within 10 minutes, shaking for another 20 minutes and addition of 36 ml concentrated HNO3 in 150 ml H2O and 51 g AgNO3 in 150 ml H2O;; precipitation; washing with hot H2O;;89.4%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

3-methyl-4-(1-methyl-7-oxo-3-(pyridin-2-yl)-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazol-4-yl)benzoic acid
1616364-26-1

3-methyl-4-(1-methyl-7-oxo-3-(pyridin-2-yl)-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazol-4-yl)benzoic acid

methyl 3-methyl-4-(1-methyl-7-oxo-3-(pyridin-2-yl)-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazol-4-yl)benzoate
1616364-27-2

methyl 3-methyl-4-(1-methyl-7-oxo-3-(pyridin-2-yl)-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazol-4-yl)benzoate

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran; diethyl ether; water at 0℃; Inert atmosphere;88%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(E)-methyl 5-(4-bromophenyl)pent-2-enoate

(E)-methyl 5-(4-bromophenyl)pent-2-enoate

trans-methyl 2-(4-bromophenethyl)cyclopropanecarboxylate

trans-methyl 2-(4-bromophenethyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at 0℃; for 0.25h;
Stage #2: (E)-methyl 5-(4-bromophenyl)pent-2-enoate With palladium diacetate In tetrahydrofuran; diethyl ether; water at 20℃; for 1h;
88%
tert-butyl (3R,5R,6S)-3-(2-methylprop-2-enyl)-2-oxo-5,6-diphenylmorpholine-4-carboxylate
681128-21-2

tert-butyl (3R,5R,6S)-3-(2-methylprop-2-enyl)-2-oxo-5,6-diphenylmorpholine-4-carboxylate

N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

tert-butyl (3R,5R,6S)-3-[(1-methylcyclopropyl)methyl]-2-oxo-5,6-diphenylmorpholine-4-carboxylate
681128-22-3

tert-butyl (3R,5R,6S)-3-[(1-methylcyclopropyl)methyl]-2-oxo-5,6-diphenylmorpholine-4-carboxylate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at 0℃; for 0.0833333h;
Stage #2: tert-butyl (3R,5R,6S)-3-(2-methylprop-2-enyl)-2-oxo-5,6-diphenylmorpholine-4-carboxylate; palladium diacetate In tetrahydrofuran; diethyl ether at 0℃;
86%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

3-Aminofurazan-4-carboxylic acid hydrazide

3-Aminofurazan-4-carboxylic acid hydrazide

2-(4-aminofurazan-3-carbonyl)-N'-nitrohydrazine-1-carboximidamide

2-(4-aminofurazan-3-carbonyl)-N'-nitrohydrazine-1-carboximidamide

Conditions
ConditionsYield
With water In methanol for 2h; Heating;86%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

furoxancarboxylic acid hydrazide
37895-46-8

furoxancarboxylic acid hydrazide

C5H5N7O4

C5H5N7O4

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine; furoxancarboxylic acid hydrazide In methanol; water for 2h; Heating;
Stage #2: With potassium hydroxide In methanol; water for 2h;
Stage #3: With nitric acid at 50℃; pH=3;
85%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(2E)-N-benzylbut-2-enamide
89232-30-4

(2E)-N-benzylbut-2-enamide

N-benzyl-2-methylcyclopropane-1-carboxamide

N-benzyl-2-methylcyclopropane-1-carboxamide

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at 20℃; for 0.166667h;
Stage #2: (2E)-N-benzylbut-2-enamide; palladium diacetate In tetrahydrofuran; diethyl ether at 20℃; for 1h;
83%
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at -78 - 20℃; for 0.0833333h;
Stage #2: (2E)-N-benzylbut-2-enamide; palladium diacetate In tetrahydrofuran; diethyl ether at 20℃; for 1h;
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

ethyl (E)-3-(3-fluoro-4-methoxyphenyl)acrylate
187872-44-2

ethyl (E)-3-(3-fluoro-4-methoxyphenyl)acrylate

2-(3-fluoro-4-methoxyphenyl)cyclopropanecarboxylic acid ethyl ester
1234845-29-4

2-(3-fluoro-4-methoxyphenyl)cyclopropanecarboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With water; potassium hydroxide In diethyl ether at 0℃; for 0.0333333h;
Stage #2: ethyl (E)-3-(3-fluoro-4-methoxyphenyl)acrylate; palladium diacetate In diethyl ether at 0 - 5℃; for 4h;
Stage #3: With acetic acid In diethyl ether
83%
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at 0℃;
Stage #2: ethyl (E)-3-(3-fluoro-4-methoxyphenyl)acrylate; palladium diacetate In diethyl ether; water at 0 - 5℃;
Stage #3: With acetic acid In diethyl ether; water
83%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

3-(2-isopropylphenyl)propanoyl chloride
365554-36-5

3-(2-isopropylphenyl)propanoyl chloride

1-diazo-4-(2-isopropylphenyl)butan-2-one
365554-38-7

1-diazo-4-(2-isopropylphenyl)butan-2-one

Conditions
ConditionsYield
In dichloromethane82%
N-[5-(N-4-toluenesulfonyl-amino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester
285139-32-4

N-[5-(N-4-toluenesulfonyl-amino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester

N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

N-[5-(N-methyl-N-4-toluenesulfonylamino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester
285139-33-5

N-[5-(N-methyl-N-4-toluenesulfonylamino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With sodium hydroxide In diethyl ether at 0℃; for 0.416667h;
Stage #2:
Stage #3: N-[5-(N-4-toluenesulfonyl-amino)pyrimidin-4-yl]-L-4-(N,N-dimethylcarbarnyloxy)phenylalanine tert-butyl ester In diethyl ether; dichloromethane at 0℃; for 0.25h;
82%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

3-Aminofurazan-4-carboxylic acid hydrazide

3-Aminofurazan-4-carboxylic acid hydrazide

3-amino-4-(5-nitramino-1,2,4-triazol-3-yl)furazan monohydrate

3-amino-4-(5-nitramino-1,2,4-triazol-3-yl)furazan monohydrate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine; 3-Aminofurazan-4-carboxylic acid hydrazide In methanol; water for 2h; Heating;
Stage #2: With potassium hydroxide In water for 2h;
Stage #3: With nitric acid In water at 50℃; pH=3;
82%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(R)-3-phenylbutanehydrazide

(R)-3-phenylbutanehydrazide

(R)-N-(5-(2-phenylpropyl)-1H-1,2,4-triazol-3-yl)nitramide

(R)-N-(5-(2-phenylpropyl)-1H-1,2,4-triazol-3-yl)nitramide

Conditions
ConditionsYield
With nitric acid; potassium hydroxide In water Reflux;82%
C29H38BrN3O5

C29H38BrN3O5

N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

methyl 4-[[(3S)-3-(4-bromophenylureido)-3-(tert-butoxycarbonyl)propyl](1,2,3,4-tetrahydro-1-naphthyl)amino]butyrate

methyl 4-[[(3S)-3-(4-bromophenylureido)-3-(tert-butoxycarbonyl)propyl](1,2,3,4-tetrahydro-1-naphthyl)amino]butyrate

Conditions
ConditionsYield
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether; water at 0℃; for 0.166667h;
Stage #2: C29H38BrN3O5 In diethyl ether; dichloromethane; water at 0℃; for 0.5h;
81%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(2S,3R)-4-benzyl 1-tert-butyl 2-allyl-3-(3,3,3-trifluoropropyl)succinate
1581734-68-0

(2S,3R)-4-benzyl 1-tert-butyl 2-allyl-3-(3,3,3-trifluoropropyl)succinate

(2R,3S)-1-benzyl 4-tert-butyl 3-(cyclopropylmethyl)-2-(3,3,3-5 trifluoropropyl)succinate
1581734-69-1

(2R,3S)-1-benzyl 4-tert-butyl 3-(cyclopropylmethyl)-2-(3,3,3-5 trifluoropropyl)succinate

Conditions
ConditionsYield
With palladium diacetate; potassium hydroxide In diethyl ether; water at 0℃; for 3h;81%
Stage #1: N-Methyl-N'-nitro-N-nitrosoguanidine With potassium hydroxide In diethyl ether at 0℃;
Stage #2: (2S,3R)-4-benzyl 1-tert-butyl 2-allyl-3-(3,3,3-trifluoropropyl)succinate With palladium diacetate In diethyl ether; water at 0℃; for 3h;
81%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

Conditions
ConditionsYield
With potassium hydroxide at -20.1℃;80%
With potassium hydroxide
With potassium hydroxide In diethyl ether; water for 0.25h;
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(4-amino-furazan-3-yl)-acetic acid hydrazide

(4-amino-furazan-3-yl)-acetic acid hydrazide

C5H8N8O4

C5H8N8O4

Conditions
ConditionsYield
In methanol; water for 2h; Heating;80%
N-Methyl-N'-nitro-N-nitrosoguanidine
70-25-7

N-Methyl-N'-nitro-N-nitrosoguanidine

(4aR,6S,8S,8aR)-6-(3-azidopropoxy)-2,2-di-tert-butyl-8-(((4aR,6R,7R,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydropyrano[3,2-d][1,3,2]dioxasilin-7(6H)-one

(4aR,6S,8S,8aR)-6-(3-azidopropoxy)-2,2-di-tert-butyl-8-(((4aR,6R,7R,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydropyrano[3,2-d][1,3,2]dioxasilin-7(6H)-one

(2S,4a’R,6’S,8’S,8a’R)-6’-(3-azidopropoxy)-2’,2’-di-tert-butyl-8’-(((4aR,6R,7R,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydro-6’H-spiro[oxirane-2,7’-pyrano[3,2-d][1,3,2]dioxasiline]

(2S,4a’R,6’S,8’S,8a’R)-6’-(3-azidopropoxy)-2’,2’-di-tert-butyl-8’-(((4aR,6R,7R,8S,8aR)-2,2-di-tert-butyl-7,8-bis((tert-butyldimethylsilyl)oxy)hexahydropyrano[3,2-d][1,3,2]dioxasilin-6-yl)oxy)tetrahydro-6’H-spiro[oxirane-2,7’-pyrano[3,2-d][1,3,2]dioxasiline]

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether; ethanol; water for 0.166667h; Inert atmosphere;78%

1-Methyl-3-nitro-1-nitrosoguanidine Chemical Properties

Molecular Formula: C2H5N5O3
Molar mass: 147.09 g/mol
Structure of 1-Methyl-3-nitro-1-nitrosoguanidine(70-25-7):
                                     
Synonyms of 1-Methyl-3-nitro-1-nitrosoguanidine(70-25-7):1-METHYL-3-NITRO-1-NITROSOGUANIDINE;MNNG;N-METHYL-N'-NITRO-N-NITROSOGUANIDINE;N-METHYL-N-NITROSO-N'-NITROGUANIDINE;DIAZOMETHANE PRECURSOR;1-Methyl-1-Nitroso-3-nitroguanidine;1-methyl-3-nitro-1-nitroso-guanidin;1-nitroso-3-nitro-1-methylguanidine
Water solubility:  Reacts violently
Melting point: 118°C (dec.)
storage temp:0-6°C
Stability of 1-Methyl-3-nitro-1-nitrosoguanidine(70-25-7):  Unstable. Heat, light and moisture sensitive. May explode if stored in sealed ampules. Highly flammable. Incompatible with aqueous solutions, bases, acids, oxidizing agents, reducing agents. Alkaline hydrolysis releases toxic and explosive gases. Reacts violently with water. May detonate under impact.
Appearance:  yellow to pink crystals

1-Methyl-3-nitro-1-nitrosoguanidine Toxicity Data With Reference

1.   

dnd-hmn:fbr 20 µmol/L

   ENMUDM    Environmental Mutagenesis. 7 (1985),267.
2.   

sce-hmn:hla 300 nmol/L

   CRNGDP    Carcinogenesis. 5 (1984),593.
3.   

ivn-rat TDLo:25 mg/kg (15D preg):ETA,TER

   KFIZAO    Kyoto-furitsu Ika Daigaku Zasshi. Journal of the Kyoto Prefectural School of Medicine. 84 (1975),23.
4.   

orl-rat LD50:90 mg/kg

   ZKKOBW    Zeitschrift fuer Krebsforschung und Klinische Onkologie. 91 (1978),183.
5.   

scu-rat LD50:420 mg/kg

   ZEKBAI    Zeitschrift fuer Krebsforschung. 69 (1967),103.
6.   

ivn-rat LD50:80 mg/kg

   EJCAAH    European Journal of Cancer. 16 (1980),395.
7.   

ipr-mus LD50:66 mg/kg

   JJIND8    JNCI, Journal of the National Cancer Institute. 62 (1979),911.
8.   

ivn-mus LD50:37,300 µg/kg

   NCISP*    National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program, Bethesda, MD 20205 JAN86 .
9.   

orl-ham LD50:1070 mg/kg

   CALEDQ    Cancer Letters (Shannon, Ireland). 4 (1978),241.

1-Methyl-3-nitro-1-nitrosoguanidine 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. 248.(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 . 4 ,1974,p. 183.(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) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

1-Methyl-3-nitro-1-nitrosoguanidine Safety Profile

Confirmed carcinogen with experimental carcinogenic, tumorigenic, and teratogenic data. Poison by ingestion, intraperitoneal, and intravenous routes. Moderately toxic by subcutaneous route. Experimental reproductive effects. Human mutation data reported. An explosive sensitive to heat or impact. Flammable when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits very toxic fumes of NOx. See also N-NITROSO COMPOUNDS.
Hazard Codes:T,N,N,T
Risk Statements:
20:  Harmful by inhalation
36:  Irritating to the eyes
38:  Irritating to the skin
45:  May cause cancer
51:  Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
Safety Statements:
 45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53:  Avoid exposure - obtain special instruction before use
61:  Avoid release to the environment. Refer to special instructions safety data sheet

1-Methyl-3-nitro-1-nitrosoguanidine Standards and Recommendations

DOT Classification of 1-Methyl-3-nitro-1-nitrosoguanidine(70-25-7):  EXPLOSIVE 1.1A; Label: EXPLOSIVE 1.1A
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